Eagle Hill Loop – Rockefeller State Park Preserve

August 2, 2026 – Pleasantville, NY

Difficulty: Easy

Length: Approximately 3.1 miles

Max elevation: 314 ft.– total elevation gain approximately 350 ft.

Route type: Double Lollipop Loop

Free Web Map: Rockefeller State Park Preserve 2025

Buy Map: Westchester Trails Map 2025

Trailhead parking: 125 Phelps Way, Pleasantville, NY 10570


  • Vehicle parking: $6 per car (typically collected from April through November)
  • Empire Pass: Accepted – ORDER HERE
  • Walk-in access: Free
  • Hours: The preserve is generally open year-round from dawn to dusk, while the Visitor Center has seasonal operating hours.

Overview:

The Eagle Hill Loop in Rockefeller State Park Preserve is a scenic hike that combines the preserve’s historic gravel carriage roads with peaceful, shaded woodland trails. A dense forest canopy provides welcome shade for nearly the entire route, making it an excellent choice on warm days. Along the way, hikers pass Westchester County’s largest glacial erratic, a massive boulder carried here by glaciers thousands of years ago, before climbing to the summit of Eagle Hill. From the overlook, a keyhole view extends across the Hudson River, the new Tappan Zee Bridge, and the Palisades Cliffs. With its blend of natural beauty, fascinating glacial history, abundant wildlife, and iconic carriage roads, the Eagle Hill Loop is one of Rockefeller State Park Preserve’s most rewarding hikes.

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

Glacial Erratic Trail - Rockefeller State Park Preserve

Glacial Erratic Trail – Rockefeller State Park Preserve

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

Eagle Hill rises to about 330 feet above sea level, making it one of the higher points within Rockefeller State Park Preserve. Although longtime local residents have historically referred to it as “Eagle Mountain,” its modest elevation and topography classify it as a hill. It is located in the western section of the preserve near Sleepy Hollow, formerly North Tarrytown (until 1996).

Rockefeller State Park Preserve encompasses more than 1,770 acres of forests, meadows, wetlands, and rolling hills in the heart of Westchester County. Best known for its extensive network of more than 50 miles of historic crushed-stone carriage roads, the preserve offers year-round opportunities for hiking, horseback riding, jogging, birdwatching, and cross-country skiing. Designed by John D. Rockefeller Jr. to blend seamlessly with the natural landscape, the carriage roads wind past scenic streams, stone bridges, woodlands, open fields, and Swan Lake, creating one of the Hudson Valley’s most picturesque and accessible outdoor destinations. The preserve is also recognized as an Important Bird Area, supporting more than 200 species of birds and a remarkable diversity of wildlife.

Swan Lake - Rockefeller State Park Preserve

Swan Lake – Rockefeller State Park Preserve

Rockefeller State Park Preserve is owned and managed by the New York State Office of Parks, Recreation and Historic Preservation, which protects and maintains the preserve’s historic carriage roads, woodland trails, diverse habitats, and scenic landscapes for public recreation and conservation.

Rockefeller State Park Preserve

Rockefeller State Park Preserve

Rockefeller State Park Preserve

Rockefeller State Park Preserve

The preserve is also supported by the Friends of Rockefeller State Park Preserve, a nonprofit organization dedicated to assisting with trail maintenance, habitat stewardship, educational programs, and the long-term preservation of this remarkable landscape.


History:

The carriage roads of Rockefeller State Park Preserve were built between 1906 and 1913 by John D. Rockefeller Jr. as part of his family’s Pocantico Hills estate. Designed for horse-drawn carriages, the roads were carefully engineered to follow the natural contours of the landscape, with gentle grades, sweeping curves, and durable crushed-stone surfaces. Skilled stonemasons also constructed dozens of picturesque stone bridges, culverts, and retaining walls using locally quarried granite, creating a road network that blended seamlessly with its natural surroundings.

One of the carriage roads’ most distinctive features is the rows of upright granite curbstones known as “Rockefeller Teeth.” These closely spaced stone blocks line the edges of many roads, helping define the roadway, improve drainage, and prevent erosion while adding a signature architectural detail that has become an enduring symbol of the preserve.

Brothers' Path - Rockefeller State Park Preserve

Brothers’ Path – Rockefeller State Park Preserve

In 1983, the Rockefeller family donated the core of the Pocantico Hills estate, including its historic carriage road network, to New York State to ensure its permanent protection and public enjoyment. The property was dedicated as Rockefeller State Park Preserve, preserving more than 1,700 acres of forests, fields, wetlands, and scenic landscapes. Today, the preserve remains a living legacy of the Rockefeller family’s commitment to conservation, offering visitors the opportunity to experience the same carefully designed carriage roads and natural beauty that have been enjoyed for more than a century.


Trails Overview:

The trails and carriage roads at Rockefeller State Park Preserve are well maintained and easy to navigate. Intersections are marked with signs displaying the names of the individual carriage roads and footpaths, making it simple for hikers to follow their intended route. Although the preserve’s extensive network of trails can appear complex, the clearly marked junctions, well-defined paths, and available trail maps make exploring the landscape enjoyable and accessible for visitors of all experience levels.

Glacial Erratic Trail - Rockefeller State Park Preserve

Glacial Erratic Trail – Rockefeller State Park Preserve

Below are brief descriptions of the individual trails and carriage roads traveled on this hike, highlighting the unique features and scenery found along the route.

  • Nature’s Way Trail (0.45 mile) is a wide, well-defined woodland path that serves as a connector between the Glacial Erratic Trail and the Old Sleepy Hollow Road Trail. Easy to follow and gently rolling, it winds through a peaceful forest beneath a dense canopy of mature hardwoods, providing a quiet and scenic transition between two of the preserve’s most popular hiking trails.
Nature's Way Trail - Rockefeller State Park Preserve

Nature’s Way Trail – Rockefeller State Park Preserve

  • Glacial Erratic Trail (0.05 mile) is a short spur trail that branches off the Nature’s Way Trail and leads to a massive gneiss boulder, widely considered to be the largest glacial erratic in Westchester County.
Glacial Erratic Trail - Rockefeller State Park Preserve

Glacial Erratic Trail – Rockefeller State Park Preserve

  • Old Sleepy Hollow Road Trail (0.64 mile) follows a historic gravel/asphalt road that begins at the Rockefeller State Park Preserve Visitor Center and parking area before descending gently southwest toward the Pocantico River. The trail follows the former alignment of Sleepy Hollow Road, a retired roadway that has been reclaimed as a peaceful hiking path. After approximately 0.55 mile, the trail intersects with the active, modern Sleepy Hollow Road. Hikers should use caution when crossing the road to continue along the route.
Old Sleepy Hollow Road Trail - Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail – Rockefeller State Park Preserve

  • Eagle Hill Trail (0.87 mile) is a scenic carriage road located west of the Pocantico River and Sleepy Hollow Road. Known for its short but steep climb, the trail ascends to one of the higher points within Rockefeller State Park Preserve, reaching an elevation of approximately 330 feet above sea level. The effort is rewarded with views of the Hudson River, surrounding farmlands, and the historic Kykuit estate, which is especially visible during leaf-off seasons.

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

Near the summit, the carriage road transitions into a small loop that circles the crest of Eagle Hill before reconnecting with the main trail. Benches at the top provide a perfect spot to pause, enjoy the scenery, and take in one of the preserve’s most scenic overlooks.


Hike Overview:

I completed this exact hike in March 2017, when a blanket of snow covered the ground and the landscape had a completely different character. Returning during the warmer months offered a new perspective, although the expansive views from Eagle Hill are more limited when the surrounding trees are fully leafed out.

This route is an excellent choice on hot, sunny days, as much of the hike travels beneath a dense forest canopy that provides welcome shade. I started relatively early to beat the heat and avoid the larger crowds that arrive later in the day. Aside from the climb up Eagle Hill and the final walk back to the parking area along Old Sleepy Hollow Road Trail, the route is a relaxed and mostly gentle hike, making it an enjoyable outing for hikers of varying abilities.

This 3.1 mile hike follows a double lollipop loop route, featuring a loop at both ends connected by a shared middle section, or “stick,” that is traveled twice. The hike begins and ends at the main parking area near the Rockefeller State Park Preserve Visitor Center, making it a convenient and straightforward route to follow. Along the way, the trail combines several of the preserve’s scenic carriage roads and woodland paths, creating a varied loop that showcases a few of the area’s natural and historic features.

Eagle Hill Loop

Eagle Hill Loop

With only about 350 feet of total elevation gain, this hike is rated as easy and is suitable for most hikers. However, the route does include two short climbs that require some uphill effort, including the ascent to Eagle Hill and the gradual climb along Old Sleepy Hollow Road Trail on the return to the parking area. These sections are brief, but they add enough elevation to provide a little challenge while still keeping the overall hike relaxed and enjoyable.

Elevation profile - Eagle Hill Loop

Elevation profile – Eagle Hill Loop


The Hike:

This hike begins at the rear of the parking lot, where the Nature’s Way Trail starts as a wide grassy path before transitioning into a dirt road. The trail descends gently through the woods, winding past large rock formations that line the route and provide an early glimpse of the preserve’s unique natural landscape.

Nature's Way Trail - Rockefeller State Park Preserve

Nature’s Way Trail – Rockefeller State Park Preserve

Nature's Way Trail - Rockefeller State Park Preserve

Nature’s Way Trail – Rockefeller State Park Preserve

Nature's Way Trail - Rockefeller State Park Preserve

Nature’s Way Trail – Rockefeller State Park Preserve

Nature's Way Trail - Rockefeller State Park Preserve

Nature’s Way Trail – Rockefeller State Park Preserve

Nature's Way Trail - Rockefeller State Park Preserve

Nature’s Way Trail – Rockefeller State Park Preserve

After approximately 0.35 mile, the Glacial Erratic Trail branches off to the right. Turn onto this short spur trail and follow it a short distance through the woods to reach Rockefeller State Park Preserve’s massive glacial erratic, a remarkable boulder and one of the preserve’s most unique geological features.

Glacial Erratic Trail - Rockefeller State Park Preserve

Glacial Erratic Trail – Rockefeller State Park Preserve

Glacial Erratic Trail - Rockefeller State Park Preserve

Glacial Erratic Trail – Rockefeller State Park Preserve

Glacial Erratic Trail - Rockefeller State Park Preserve

Glacial Erratic Trail – Rockefeller State Park Preserve

One of the most impressive natural features in Rockefeller State Park Preserve is its massive glacial erratic, a 600-million-year-old gneiss boulder discovered in 1987. Measuring approximately 25 feet high, 30 feet wide, and 65 feet in circumference, this enormous rock was transported many miles from the Hudson Highlands by the Late Wisconsin continental glacier before being deposited in its present location more than 15,000 years ago. Today, the boulder serves as a remarkable reminder of the immense forces of ice and time that shaped the Hudson Valley at the end of the last Ice Age.

Glacial Erratic Trail - Rockefeller State Park Preserve

Glacial Erratic Trail – Rockefeller State Park Preserve

From one angle, this massive boulder bears a striking resemblance to a hawk—at least in my opinion. Its weathered contours seem to form the profile of a bird of prey, adding a touch of imagination to an already fascinating geological landmark.

Glacial Erratic - Rockefeller State Park Preserve

Glacial Erratic – Rockefeller State Park Preserve

Here’s how I see it: the orange line traces the outline of the hawk’s lower body and tail, while the purple lines highlight what appear to be its wings partially spread, as if the bird is preparing to take flight. Whether intentional or simply a product of natural erosion, the resemblance adds a fun and imaginative perspective to this massive glacial erratic.

Glacial Erratic - Rockefeller State Park Preserve

Glacial Erratic – Rockefeller State Park Preserve

After exploring the Glacial Erratic, retrace your steps back to the Nature’s Way Trail and turn right. Continue a short distance until the trail ends at a T-intersection with the Old Sleepy Hollow Road Trail. Turn right and follow the former asphalt roadway as it gently descends through the woods toward a steel gate marking the continuation of the route.

Nature's Way Trail - Rockefeller State Park Preserve

Nature’s Way Trail – Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail - Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail – Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail - Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail – Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail - Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail – Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail - Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail – Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail - Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail – Rockefeller State Park Preserve

Carefully cross the active Sleepy Hollow Road to continue the hike. On the opposite side, the Old Sleepy Hollow Road Trail continues past a trail kiosk and across Frog Bridge, a small steel bridge with a wooden plank deck that spans the Pocantico River.

Old Sleepy Hollow Road Trail - Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail – Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail - Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail – Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail - Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail – Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail - Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail – Rockefeller State Park Preserve

Frog Bridge gets its name from the area’s abundant amphibian population. The surrounding streams and wetlands provide ideal habitat for bullfrogs, wood frogs, spring peepers, and American toads, which can often be seen or heard near the water. During the spring and summer breeding seasons, the area comes alive with the unmistakable chorus of croaking frogs, making Frog Bridge a unique and memorable feature along the trail.

Old Sleepy Hollow Road Trail - Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail – Rockefeller State Park Preserve

After crossing Frog Bridge, turn left onto the Pocantico River Trail, then almost immediately turn right onto the Eagle Hill Trail. The trail begins a gradual uphill climb, following a scenic carriage road as it winds through the forest toward the higher elevations of Eagle Hill.

Turn left on Pocantico River Trail

Turn left on Pocantico River Trail

Turn right on Eagle Hill Trail

Turn right on Eagle Hill Trail

Turn right on Eagle Hill Trail

Turn right on Eagle Hill Trail

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

At the four-way intersection with the 13 Bridges Trail, turn left to remain on the Eagle Hill Trail. From here, the carriage road continues its steady ascent through the forest toward the summit of Eagle Hill.

Turn left on Eagle Hill Trail

Turn left on Eagle Hill Trail

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

Near the summit, the Eagle Hill Trail transitions into a small loop that circles the crest of the hill before reconnecting with the main carriage road. Bear left at the fork to complete the loop around the summit; the right fork will be the return route after taking in the views from the top.

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

Once at the summit, a granite bench along the trail provides a perfect spot to pause and take in the surroundings. During the warmer months, the views from Eagle Hill are largely obscured by the dense foliage, but the overlook becomes much more expansive during the leaf-off season when the surrounding landscape is revealed.

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

Below is an example of the view from Eagle Hill during the leaf-off season. With the foliage gone, the overlook reveals a much more expansive panorama, including a greater portion of the new Tappan Zee Bridge, the dramatic Palisades Cliffs along the Hudson River, and even Kykuit, the historic Rockefeller estate in nearby Pocantico Hills.

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

When you’re ready to continue, follow the Eagle Hill Trail as it circles just below the summit and begins its descent. The carriage road soon completes the summit loop. Turn left at the junction to retrace your steps, continuing downhill along the Eagle Hill Trail toward the junction with the 13 Bridges Trail.

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

At the four-way intersection, turn right to remain on the Eagle Hill Trail. From here, the carriage road descends steadily through the forest, making its way back toward the Pocantico River.

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

Eagle Hill Trail - Rockefeller State Park Preserve

Eagle Hill Trail – Rockefeller State Park Preserve

Turn left onto the Pocantico River Trail, then almost immediately turn right onto the Old Sleepy Hollow Road Trail and recross Frog Bridge. Continue along the historic roadway to the active Sleepy Hollow Road. After carefully crossing the road, continue on the Old Sleepy Hollow Road Trail as it begins the gradual climb back toward the Visitor Center.

Turn left on Pocantico River Trail

Turn left on Pocantico River Trail

Turn right on Old Sleepy Hollow Road Trail

Turn right on Old Sleepy Hollow Road Trail

Old Sleepy Hollow Road Trail - Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail – Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail - Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail – Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail - Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail – Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail - Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail – Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail - Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail – Rockefeller State Park Preserve

As the Old Sleepy Hollow Road Trail climbs toward the parking area, it passes the junction with the Nature’s Way Trail on the left, followed shortly by a dirt road on the right. Continue straight on the old asphalt roadway, following it uphill past a metal gate before returning to the Visitor Center parking lot, where the hike began.

Old Sleepy Hollow Road Trail - Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail – Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail - Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail – Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail - Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail – Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail - Rockefeller State Park Preserve

Old Sleepy Hollow Road Trail – Rockefeller State Park Preserve

Rockefeller State Park Preserve

Rockefeller State Park Preserve


Review:

The Eagle Hill Loop is an enjoyable and well-rounded hike that showcases several of the best features of Rockefeller State Park Preserve in just over 3 miles. The route combines historic carriage roads with quiet woodland trails, passes Westchester County’s largest glacial erratic, crosses the scenic Pocantico River, and climbs to the summit of Eagle Hill. While the panoramic views are best during the leaf-off season, the dense forest canopy makes this an excellent warm-weather hike, providing welcome shade for nearly the entire route.

With only about 350 feet of elevation gain, the hike is suitable for hikers of most ability levels, although the short climbs to Eagle Hill and back along Old Sleepy Hollow Road add just enough challenge to keep things interesting. Well-marked trails, peaceful surroundings, and a fascinating blend of natural beauty, geology, and history make this one of the preserve’s most rewarding easy loop hikes. Whether you’re visiting Rockefeller State Park Preserve for the first time or returning to explore another corner of its extensive trail network, the Eagle Hill Loop is a hike that’s easy to recommend.

Pros:

Historic carriage roads, peaceful woodland trails, dense forest canopy, excellent warm-weather hike, easy navigation, Westchester County’s largest glacial erratic, scenic Pocantico River crossing, summit views (especially during leaf-off season), well-maintained trails, suitable for most hikers, convenient Visitor Center parking.

Cons:

Limited summit views during leaf-on season, road crossing at Sleepy Hollow Road, can become busy on weekends and holidays.


Sources:


 

 

Sing Sing Kill Greenway

July 20, 2026 – Ossining, NY

Difficulty: Easy

Length: Approximately 0.5 mile

Route type: Out and back

Main parking lot: Joseph G. Caputo Community Center – 95 Broadway, Ossining, NY 10562

Hours: The Sing Sing Kill Greenway is open year-round from dawn until dusk. Visiting during daylight hours is recommended, not only for safety but also to fully appreciate the beauty of the rocky gorge, the flowing stream, and the historic Double Arch Bridge overhead.

Dogs: Leashed dogs are permitted on the Sing Sing Kill Greenway. The paved walkway makes this a dog-friendly destination for a short outing, but due to the narrow path and limited space in the gorge, visitors should use courtesy and keep pets under control at all times. Owners are responsible for cleaning up after their dogs.


Overview:

The Sing Sing Kill Greenway is a unique, ADA-accessible walkway that follows the Sing Sing Kill through a narrow, rocky gorge in the heart of downtown Ossining, New York. Opened in 2016, the greenway transformed what had long been an inaccessible section of the stream into a scenic public space where visitors can experience the beauty and history of the Sing Sing Kill up close.

Central Avenue entrance - Sing Sing Kill Greenway

Central Avenue entrance – Sing Sing Kill Greenway


Sing Sing Kill Greenway

Sing Sing Kill Greenway

The approximately one-third-mile concrete walkway features benches, interpretive signage, and impressive views of the historic Double Arch Bridge, where the Old Croton Aqueduct crosses high above the gorge. The greenway connects the Joseph G. Caputo Community Center with Central Avenue, offering a peaceful escape just steps from the village’s bustling downtown.

Sing Sing Kill Greenway

Sing Sing Kill Greenway


History:

The Sing Sing Kill has played a vital role in the development of Ossining for more than three centuries. Long before the village became an industrial center, the stream provided a dependable source of water power for early settlers. Beginning in the 18th century, its swift current drove gristmills, sawmills, and other small industries that helped fuel the local economy. During the 19th century, the Sing Sing Kill also supplied water to the nearby Sing Sing Prison and supported several businesses along its banks. Although industrial activity eventually faded, the deep, rocky gorge remained one of Ossining’s most striking natural features, hidden from public view for decades.

“Kill” is derived from the Dutch word kil, meaning “stream” or “creek.” It’s a reminder of the Hudson Valley’s Dutch colonial roots and appears in the names of many local waterways.

The idea of opening the gorge to the public had been discussed for many years before becoming a reality. Planning for the Sing Sing Kill Greenway began in the early 2000’s, with the Village of Ossining working alongside state and federal agencies to secure funding and develop a design that would preserve the gorge while making it accessible to everyone. Construction began in 2015 and included the installation of an elevated concrete walkway, overlooks, benches, lighting, and interpretive signs, all carefully integrated into the steep terrain beneath the historic Double Arch Bridge. After years of planning and engineering, the Sing Sing Kill Greenway officially opened in April 2016, transforming a once-inaccessible industrial corridor into an ADA-accessible public park where visitors can experience the stream’s natural beauty and rich history.


Parking & Amenities:

The Sing Sing Kill Greenway can be accessed from two entrances at opposite ends of the gorge, each offering a different experience. Because the greenway is a linear path, visitors can begin their walk from either end, although accessibility may influence which entrance is most suitable.

The Joseph G. Caputo Community Center entrance is the primary trailhead and the only fully ADA-accessible entrance. It features a wide, paved, gently sloping concrete ramp system with switchbacks that gradually descends into the gorge, making the greenway accessible to visitors of all abilities.

Sing Sing Kill Greenway

Sing Sing Kill Greenway

The Central Avenue entrance provides convenient access from the western end of the greenway but is not wheelchair accessible. This entrance reaches the gorge by way of a staircase, making it suitable only for visitors who can comfortably navigate stairs. Street parking is available at this entrance.

Central Avenue entrance - Sing Sing Kill Greenway

Central Avenue entrance – Sing Sing Kill Greenway


Central Avenue entrance - Sing Sing Kill Greenway

Central Avenue entrance – Sing Sing Kill Greenway

Free parking is available at the Joseph G. Caputo Community Center (95 Broadway, Ossining, NY), where the greenway begins. The lot accommodates approximately 50 vehicles. The Sing Sing Kill Greenway is fully ADA accessible, with a wide concrete walkway, benches, handrails, and interpretive signs along the route. Public restrooms are available inside the Joseph G. Caputo Community Center during normal operating hours. Additional dining, shops, and public parking are just a short walk away in downtown Ossining.


Visit Overview:

I first visited the Sing Sing Kill Greenway in 2016, just a few weeks after it officially opened. At the time, it felt like discovering a hidden gem tucked away in the heart of Ossining—a place where history, nature, and thoughtful design came together in a way that was both unexpected and impressive. Walking along the new concrete pathway through the rocky gorge, beneath the historic Double Arch Bridge, offered a unique perspective on a landscape that had been largely inaccessible to the public for generations. It was exciting to see this once-overlooked corridor transformed into a welcoming public space, preserving the character of the Sing Sing Kill while allowing visitors of all ages and abilities to experience its natural beauty and fascinating history.

On my first visit, the Sing Sing Kill was flowing a little stronger than it was during this return trip ten years later. The rushing water added a dramatic element to the gorge, filling the narrow ravine with sound and movement. While the lower water level was a little disappointing, the beauty and history of this unique greenway remained unchanged.

Sing Sing Kill Greenway 2016

Sing Sing Kill Greenway 2016

Ten years later, I returned to the Sing Sing Kill Greenway to see how this unique urban trail had evolved. The excitement of a newly opened attraction had given way to a well-established community asset, with the walkway, landscaping, and interpretive features blending naturally into the gorge. While it was rewarding to revisit a place that continues to connect Ossining’s past with its present, I was disappointed to find the Sing Sing Kill running at a much lower water level than I remembered. The reduced flow took away some of the stream’s character and the sound of rushing water that had added so much to the experience during my first visit. Even so, the greenway remains a peaceful and impressive destination, offering a glimpse into the history, geology, and natural beauty hidden within this remarkable gorge.

Sing Sing Kill Greenway

Sing Sing Kill Greenway


The Walk:

Beginning at the Joseph G. Caputo Community Center parking lot, the Sing Sing Kill Greenway immediately provides a welcoming and accessible introduction to this hidden gorge. From the trailhead, visitors follow a wide, paved ADA-accessible ramp system that gently descends into the ravine through a series of switchbacks. As the walkway drops lower, the sounds of the surrounding village gradually fade, replaced by the peaceful setting of the rocky gorge, the flowing stream below, and the towering rock walls that surround the trail.

Sing Sing Kill Greenway

Sing Sing Kill Greenway


Sing Sing Kill Greenway

Sing Sing Kill Greenway


Sing Sing Kill Greenway

Sing Sing Kill Greenway


Sing Sing Kill Greenway

Sing Sing Kill Greenway


Double Arch Bridge - Sing Sing Kill Greenway

Double Arch Bridge – Sing Sing Kill Greenway


Sing Sing Kill Greenway

Sing Sing Kill Greenway


Sing Sing Kill Greenway

Sing Sing Kill Greenway

Continuing along the smooth concrete pathway, the greenway leads visitors deeper into the gorge toward one of its most impressive features—the historic Double Arch Bridge. The upper arch was built in 1842 as part of the Old Croton Aqueduct, the massive stone structure rises high overhead as the walkway passes directly beneath its graceful arches. Standing below the bridge offers a unique perspective on the incredible craftsmanship of this 19th-century engineering marvel, while the combination of rushing water, rugged rock formations, and historic architecture makes this short walk a truly memorable experience.

Sing Sing Kill Greenway

Sing Sing Kill Greenway


Sing Sing Kill Greenway

Sing Sing Kill Greenway

The Broadway Arch Bridge is the lower of the two historic arches that span the Sing Sing Kill gorge and is an important part of Ossining’s transportation history. Built in 1861, the stone-and-brick masonry bridge was constructed to carry Broadway across the ravine, passing beneath the older Old Croton Aqueduct Bridge above. Together, the two structures create Ossining’s iconic “bridge within a bridge” scene, with the upper arch carrying the former aqueduct and the lower arch supporting modern roadway traffic.

Double Arch Bridge - Sing Sing Kill Greenway

Double Arch Bridge – Sing Sing Kill Greenway


Double Arch Bridge - Sing Sing Kill Greenway

Double Arch Bridge – Sing Sing Kill Greenway

By the early 2000s, decades of exposure to weather and traffic had taken a toll on the Broadway Arch Bridge, leading the Village of Ossining to undertake a major restoration project. Completed in 2019, the rehabilitation focused on preserving the historic character of the bridge while improving its safety and stability. The work included repairing deteriorated masonry, restoring the brick arch, improving drainage, and incorporating historically appropriate details. Today, visitors to the Sing Sing Kill Greenway can enjoy a close-up view of the beautifully restored bridge, where its graceful brick arch provides a striking contrast to the massive stone Double Arch Bridge towering above.

Double Arch Bridge - Sing Sing Kill Greenway

Double Arch Bridge – Sing Sing Kill Greenway

Continuing along the Sing Sing Kill Greenway, the walkway follows the floor of the gorge as it approaches the Brandreth Street Bridge, another reminder of the many layers of history found within this narrow corridor. The paved path passes beneath the roadway bridge, where the sounds of the village above contrast with the peaceful surroundings below. This section of the greenway beautifully showcases the unique character of the trail—where nature, historic infrastructure, and modern accessibility come together in one remarkable setting.

Sing Sing Kill Greenway

Sing Sing Kill Greenway


Sing Sing Kill Greenway

Sing Sing Kill Greenway

The elevated walkway continues its journey through the gorge, gracefully weaving from side to side as it follows the path of the Sing Sing Kill below. Each turn reveals a new perspective of the rocky ravine, with the stream, stone walls, and historic structures creating a fascinating backdrop along this short but memorable walk.

Sing Sing Kill Greenway

Sing Sing Kill Greenway


Sing Sing Kill Greenway

Sing Sing Kill Greenway


Sing Sing Kill Greenway

Sing Sing Kill Greenway


Sing Sing Kill Greenway

Sing Sing Kill Greenway


Sing Sing Kill Greenway

Sing Sing Kill Greenway


Sing Sing Kill Greenway

Sing Sing Kill Greenway

As the greenway nears its western end, the Sing Sing Kill continues its journey beneath the village, disappearing into a large arched culvert beneath Central Avenue. Here, the natural gorge gives way to the developed landscape above as the stream passes out of sight below the roadway. A set of concrete steps leads visitors up and out of the ravine, marking the transition from the quiet, wooded corridor of the greenway to the streets of downtown Ossining. This final section provides a fitting reminder of the unique relationship between the village and the waterway that helped shape its history.

Sing Sing Kill Greenway approaching Central Avenue entrance

Sing Sing Kill Greenway approaching Central Avenue entrance


Central Avenue entrance - Sing Sing Kill Greenway

Central Avenue entrance – Sing Sing Kill Greenway


Central Avenue entrance - Sing Sing Kill Greenway

Central Avenue entrance – Sing Sing Kill Greenway


Central Avenue entrance - Sing Sing Kill Greenway

Central Avenue entrance – Sing Sing Kill Greenway


Review:

The Sing Sing Kill Greenway is a wonderful short walk that combines natural beauty, local history, and impressive engineering into one unique experience. The ADA-accessible pathway leads visitors through a dramatic rocky gorge, beneath the towering Double Arch Bridge, and alongside a historic stream that helped shape the growth of Ossining. Interpretive signs, overlooks, and the peaceful setting make this an enjoyable destination for visitors of all ages.

For the best experience, plan your visit after a period of steady rainfall when the Sing Sing Kill is flowing stronger. The sound of rushing water echoing through the gorge adds another dimension to the walk and brings the landscape to life. While the greenway is enjoyable any time of year, higher water levels truly showcase the beauty and character of this hidden gem tucked away in the heart of Ossining.

Pros:

Scenic gorge setting, unique urban trail experience, historic Double Arch Bridge, ADA-accessible entrance and walkway, informative interpretive signs, peaceful atmosphere, easy short walk, family-friendly, benches and overlooks, combines nature and history, great after rainfall when the stream is flowing, free parking available at the Caputo Community Center, accessible year-round.

Cons:

Limited trail mileage, water level can be low during dry periods, Central Avenue entrance requires stairs and is not ADA accessible, no dedicated parking at the Central Avenue entrance, can be crowded at times, limited shade in some sections, restrooms only available during community center hours, less impressive when the Sing Sing Kill is not flowing.


 

The Gunn Cross at Numeral Rock

July 19, 2026 – Kent, Connecticut

Difficulty: Moderate

Length: Approximately 1.5 miles

Max elevation: 766 ft.– total elevation gain approximately 400 ft.

Route type: Out and back

No formal map available

Trailhead parking: Cy Theobald Football Field – Skiff Mountain Rd, Kent, CT 06757

Paved parking lot for more than 30 vehicles in the athletic fields parking lot.


Overview:

Perched high above the Housatonic River Valley in Kent, Connecticut, The Gunn Cross and Numeral Rock are among the most memorable landmarks along this section of the Appalachian Trail. The hike combines rugged terrain, expansive valley views, and a fascinating piece of local history, making it a rewarding destination for hikers seeking more than just a scenic overlook.

The Gunn Cross atop Numeral Rock

The Gunn Cross atop Numeral Rock

Numeral Rock is a dramatic rocky outcrop that offers sweeping views of the Housatonic River, the rolling hills of northwestern Connecticut, and the Kent School campus below. Standing prominently on the ledge is The Gunn Cross, a towering wooden memorial originally erected in 1929 in honor of Charles Berry Gunn Jr., a Kent School student who died during the influenza epidemic of 1928. Recently restored and reinstalled, the cross once again serves as both a landmark and a lasting tribute overlooking the valley.

Numeral Rock view

Numeral Rock view

The Gunn Cross at Numeral Rock

The Gunn Cross at Numeral Rock

Whether you’re drawn by the panoramic vistas, the historical significance of the memorial, or simply another beautiful stretch of the Appalachian Trail, this hike delivers a memorable experience. The route follows a rocky ridgeline through mature forest before emerging onto the open ledges of Numeral Rock, where the impressive cross and breathtaking scenery make the climb well worth the effort.


History:

The Gunn Cross has been a familiar landmark in Kent for nearly a century. The original 24-foot Celtic-style wooden cross was erected in 1929 in memory of Charles Berry Gunn Jr. Class of ’28, a Kent School student who died during the influenza epidemic of 1928. One of five students lost during the outbreak, Gunn was remembered by his family with a monument that would stand as both a personal memorial and a symbol of remembrance for the entire Kent School community. The cross was designed by architect Roger Bullard, who also designed Kent School’s St. Joseph’s Chapel. It was crafted from teak and carried to the summit piece by piece by students, who also hauled cement, gravel, and water up the steep trail to construct its massive concrete foundation.

Charles Berry Gunn Memorial

Charles Berry Gunn Memorial

After decades of exposure to the elements, the cross gradually deteriorated until only its main upright remained. Around 2020, the remaining beam was removed for safety, leaving Numeral Rock without its iconic landmark for several years. Inspired by alumni and guided by historical photographs and original drawings preserved in the school archives, Kent School undertook an ambitious restoration project. Master carpenter Michael Rost hand-crafted a faithful replica from massive white oak beams over the course of nine months, while the Facilities Department prepared the site for installation. In April 2025, the new cross was transported to the summit and erected on the original foundation, restoring one of Kent’s most recognizable landmarks.

Michael Rost - Gunn Cross

Michael Rost – Gunn Cross

The cross stands on Numeral Rock, a prominent quartzite ledge traversed by the Appalachian Trail. The overlook has long been a destination for hikers and Kent School students alike, offering sweeping views of the Housatonic River Valley, the Kent School campus, and the surrounding hills. It is also home to one of the school’s oldest traditions known as Rock Day, when each spring the Fifth Form class hikes to Numeral Rock to paint its class year on the expansive rock face before ascending to Sixth Form. The colorful numerals, layered over generations, gave the landmark its enduring name.

Rock Day - Kent School

Rock Day – Kent School


Trails Overview:

Trail Update: Following severe storm damage that washed out the Macedonia Brook bridge north of CT Route 341, the Appalachian Trail was rerouted in late 2023. The new route follows much of the original 1930’s Appalachian Trail alignment, climbing steeply past Numeral Rock and The Gunn Cross before rejoining the current trail near Skiff Mountain Road. The reroute will remain in place until the bridge is replaced.

Appalachian Trail alignment 2026

Appalachian Trail alignment 2026

Please Note: Because this reroute was established after severe storm damage in late 2023, some printed maps, guidebooks, GPS apps, and older GPX tracks may still show the Appalachian Trail’s former alignment. Be sure to follow the official white blazes and posted reroute signs rather than relying solely on older maps.

The easiest and most convenient route to Numeral Rock and The Gunn Cross begins at the Kent School athletic fields parking lot. Parking is available for hikers, but visitors should be mindful of school activities and events. The best times to use this lot are when school is not in session and when there are no athletic games or other scheduled activities taking place.

Kent School Campus

Kent School Campus

This hike follows the Appalachian Trail for nearly its entire length, with only two short exceptions: the walk through the Kent School athletic fields and a brief section of blue-blazed trail that begins near the Route 341 sidewalk before connecting with the current Appalachian Trail alignment. Once the trail reaches the Appalachian Trail, the blue blazes continue alongside the white blazes, marking a co-aligned section of trail all the way to Numeral Rock and The Gunn Cross.

Numeral Rock Trail - Appalachian Trail

Numeral Rock Trail – Appalachian Trail

The trail is well marked and easy to follow. Although the climb is relatively short—just over one-third of a mile—it is fairly steep, gaining approximately 300 feet in elevation over a rocky, uneven terrain to the Gunn Cross atop Numeral Rock.


Parking & Amenities:

A paved parking lot with space for more than 30 vehicles is available at the Kent School Athletic Fields on Skiff Mountain Road. The lot is located directly across from the main entrance to the Kent School campus, between the football field and the paddle tennis courts, and provides the most convenient access to the trailhead.

Kent School Athletic Fields parking lot

Kent School Athletic Fields parking lot

If the Kent School Gymnasium is open, public restrooms are available inside. Otherwise, there are no restroom facilities along the hike.


Hike Overview:

I first came across a photo of The Gunn Cross on social media and was immediately intrigued by its unique setting atop Numeral Rock. Surprisingly, I couldn’t find any detailed information online explaining how to reach it, which only made me more determined to track it down.

While researching the area, I also learned about Glacier Rock, a large glacial erratic located just off the Appalachian Trail a short distance north of Numeral Rock. Hoping to find it as well, we continued along the trail beyond where it was supposed to be. Unfortunately, despite searching carefully, we came up empty-handed. I hadn’t been able to find any photos of Glacier Rock beforehand, so I had no visual reference, and the dense forest offered few clues to help pinpoint its location.

While researching the route and the best place to park, I discovered that the mapping app I was using still showed the Appalachian Trail’s former alignment, before it was rerouted in late 2023. Following the outdated map, I initially parked where the Appalachian Trail once crossed CT Route 341 near the base of Mount Algo. When I arrived, however, it quickly became apparent that the trail no longer continued across the field on the opposite side of the road. Instead, the reroute follows the sidewalk southeast along Route 341 for about a quarter mile before turning back into the woods. That would have added about 0.8 mile of road walking to this hike.

Since I wasn’t interested in starting and ending the hike with a road walk—even one with a sidewalk—I looked for a better option. I drove to the main entrance of the Kent School campus and asked the gate attendant if there was a suitable place to park for the hike to Numeral Rock. He directed us to the Kent School Athletic Fields parking lot directly across the street, which turned out to be the perfect starting point. From there, we avoided the sidewalk section entirely and enjoyed a much more direct and scenic approach to Numeral Rock and The Gunn Cross.

Although this is a relatively short hike, it can easily be extended by continuing north or south on the Appalachian Trail to create a longer outing. Even as a quick excursion, however, the reward is well worth the effort. The sweeping views from Numeral Rock, coupled with the historic Gunn Cross, make this short hike a memorable destination.

This out and back hike begins and ends at the Kent School Athletic Fields parking lot.

The Gunn Cross at Numeral Rock

The Gunn Cross at Numeral Rock

This hike includes about 400 feet of elevation gain.

Gunn Cross elevation graph

Gunn Cross elevation graph


The Hike:

Because the Blue Trail is co-aligned with the white-blazed Appalachian Trail all the way to Numeral Rock, I’ll refer to this section simply as the “Numeral Rock Trail” throughout this hike description to avoid any confusion.

From the parking lot, follow the paved path alongside the football field. At the far end of the field, near the end zone, continue diagonally to the right across the baseball outfield toward another paved path leading to CT Route 341 (Macedonia Road). Turn right onto the sidewalk and follow it for a short distance to the trail entrance.

Kent School Athletic Fields

Kent School Athletic Fields

Kent School Athletic Fields

Kent School Athletic Fields

Kent School Athletic Fields

Kent School Athletic Fields

Kent School Athletic Fields

Kent School Athletic Fields

Kent School Athletic Fields

Kent School Athletic Fields

Route 341 - Macedonia Road

Route 341 – Macedonia Road

On the day of our hike, a temporary sign marked the entrance to the trail. Without it, I likely would have walked right past the trailhead, as the entrance was partially overgrown and easy to miss. If the sign is no longer there and you can’t locate the trail, simply continue along the Route 341 sidewalk for another 500 feet or so. The Appalachian Trail enters the woods from the opposite direction at a much more obvious location, allowing you to pick up the trail from there.

Numeral Rock Trailhead

Numeral Rock Trailhead

Once past the overgrown trail entrance, the path quickly becomes well-defined and easy to follow. At first, you’ll see only blue blazes, but after about 225 feet, just beyond a large boulder on the left side of the trail, the white-blazed Appalachian Trail enters from the left and merges with the blue-blazed Numeral Rock Trail. From this point on, both sets of blazes mark the route to Numeral Rock and The Gunn Cross.

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail - Appalachian Trail

Numeral Rock Trail – Appalachian Trail

Numeral Rock Trail

Numeral Rock Trail

The Numeral Rock Trail begins climbing almost immediately, gaining elevation along a rocky, well-defined footpath. In several places, the route crosses broad rock slabs and threads between scattered boulders, adding to the trail’s rugged character. The ascent is shaded by a mature forest for its entire length, providing relief from the sun as it climbs toward Numeral Rock.

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

The Numeral Rock Trail weaves its way past a variety of interesting rock formations, with rugged ledges, massive boulders, and exposed bedrock lining much of the route, adding scenic interest to the steady climb.

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

About 0.6 mile from the parking lot, the Appalachian Trail makes a sharp left turn at the base of a large rock formation. This is Numeral Rock. If you’re in the right place, you’ll likely notice paint on the exposed rock face. Look up through the trees and you may catch your first glimpse of The Gunn Cross, standing atop the rocky cliff above.

Numeral Rock

Numeral Rock

The Gunn Cross atop Numeral Rock

The Gunn Cross atop Numeral Rock

From the base of Numeral Rock, carefully make your way up to The Gunn Cross and the overlook. The climb is steep and requires a bit of scrambling over exposed rock, so use caution, especially if the surface is wet. Your effort is rewarded with sweeping views of the Housatonic River Valley and the surrounding hills. A few shade trees near the summit provide a comfortable place to sit, catch your breath, and enjoy the scenery—even on a warm summer day.

The Gunn Cross atop Numeral Rock

The Gunn Cross atop Numeral Rock

From Numeral Rock, the panoramic view stretches to the southwest across the Housatonic River Valley. Mount Algo rises prominently on the right, while farmlands and rolling hills spread out below. On clear days, the view extends well beyond the Connecticut border into neighboring New York.

Numeral Rock view

Numeral Rock view

Numeral Rock view

Numeral Rock view

Numeral Rock view

Numeral Rock view

From the top of Numeral Rock, you can peer over the edge (carefully) to see the large painted “27” below, marking the Kent School Class of 2027. The colorful numerals are visible from U.S. Route 7 on the opposite side of the Housatonic River. It is possible to scramble down to the base of the painted cliff for a better look, but the route is steep, uneven, and somewhat exposed. If you choose to do so, use caution and be sure of your footing.

Numeral Rock

Numeral Rock

Originally, we set out to visit both The Gunn Cross on Numeral Rock and Glacier Rock, a large glacial erratic located a short distance farther north along the Appalachian Trail. After exploring beyond Numeral Rock for a while, we unfortunately were unable to locate it.

If you decide to search for Glacier Rock yourself and have better luck, I’d love to see it! Send me a photo along with its location, as I was a bit disappointed that we couldn’t find this elusive landmark during our hike.

When you’re ready to return to the parking lot, simply retrace your steps along the Numeral Rock Trail. The route follows the same rocky path back down from Numeral Rock, descending through the shaded forest and returning you to the Kent School Athletic Fields where the hike began.

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Numeral Rock Trail

Route 341 – Macedonia Road

Route 341 – Macedonia Road

Kent School Baseball Field

Kent School Baseball Field

Kent School Football Field

Kent School Football Field

Kent School Football Field

Kent School Football Field

Kent School Athletic Fields parking lot

Kent School Athletic Fields parking lot


Review:

This short but rewarding hike is a perfect example of a destination that delivers far more than its mileage suggests. The steady climb to Numeral Rock and The Gunn Cross offers a nice dose of rugged Appalachian Trail terrain, with rocky footing, a scenic overlook, and a fascinating piece of Kent history waiting at the top. While the hike is brief, the panoramic view of the Housatonic River Valley and the unique story behind the cross make this a memorable outing well worth the effort.

Pros:

Short hike with a big payoff, spectacular view of the Housatonic River Valley from Numeral Rock, historic and unique destination featuring The Gunn Cross, well-marked trail that is easy to follow, shaded route, making it enjoyable even on warmer days, easily extendable by continuing along the Appalachian Trail for a longer hike.

Cons:

No official trail map available for this specific route, short hike may feel too brief for some hikers, limited parking options depending on Kent School activities, trail entrance can be easy to miss when overgrown, no views until reaching Numeral Rock, additional searching required if attempting to locate Glacier Rock.


Take a hike!

The Gunn Cross at Numeral Rock

The Gunn Cross at Numeral Rock


Sources:


 

Lenape Steps & Ice Caves – Sam’s Point Area

June 26, 2026– Cragsmoor, NY

Difficulty: Easy – Moderate

Length: Approximately 4.3 miles

Max elevation: 2,251 ft.– total elevation gain approximately 603 ft.

Route type: Circuit

Buy Map: Shawangunk Trails #104

Free Map: Sam’s Point Trail Map 2025

Fee: $10.00 per vehicle – Empire Pass Accepted

Trailhead parking: 400 Sam’s Point Road – Cragsmoor, NY 12420

Please Note: The vehicle use fee is $10 per car. Sam’s Point has a small parking facility, with room for 64 cars and 2 buses.

Reservations are required weekends and holidays ONLY, from May 1st through October 31st for the Sam’s Point Area of Minnewaska State Park Preserve.

 

Overview:

Perched atop the dramatic Shawangunk Ridge in Ulster County, New York, the Sam’s Point Area of Minnewaska State Park Preserve is one of the Hudson Valley’s most extraordinary hiking destinations. It is jointly managed by the New York State Office of Parks, Recreation and Historic Preservation (NYS Parks) and the Palisades Interstate Park Commission (PIPC). This unique landscape is home to sweeping cliff-top vistas, rare pitch pine barrens, fascinating ice caves, and some of the most distinctive geological features in the Northeast.

Minnewaska State Park Preserve - Sam's Point Area

Minnewaska State Park Preserve – Sam’s Point Area

The preserve offers an extensive network of carriage roads and hiking trails that lead to spectacular overlooks, unique natural landmarks, and fragile ecosystems found nowhere else in New York. Whether exploring the cool depths of the Ice Caves, wandering through the dwarf pine barrens, or taking in the breathtaking views from Sam’s Point itself, visitors are rewarded with a landscape unlike any other in the state.

  • Lenape Steps ~ The Lenape Steps at Sam’s Point Preserve are one of the Shawangunk Ridge’s most iconic historic features. Tucked into a narrow rock cleft beneath the cliffs, the stone staircase provides a dramatic ascent from the preserve’s carriage road to the panoramic overlook at Sam’s Point.
Lenape Steps - Sam's Point Area

Lenape Steps – Sam’s Point Area

  • Sam’s Point Overlook ~

From the cliffs of Sam’s Point Overlook, the views stretch for miles across the Rondout Valley to the Catskill Mountains beyond. On a clear day, the panorama is nothing short of breathtaking, making this one of the most iconic viewpoints in the Shawangunks and a well-earned reward for the short climb up the historic Lenape Steps.

Sam's Point Overlook

Sam’s Point Overlook

  • Ice Caves ~ The Ice Caves at Sam’s Point are one of the preserve’s most popular and unusual attractions. Formed by massive blocks of Shawangunk conglomerate that tumbled from the cliffs thousands of years ago, the deep crevices between the boulders trap cold air, allowing ice to persist well into the summer months. A series of stairways and narrow passageways leads hikers through this cool, shaded labyrinth, where temperatures can be 20 to 30 degrees cooler than the surface above. The Ice Caves are typically open seasonally, usually from late spring through early fall, when conditions are safe for visitors.
Ice Caves Loop Trail - Sam's Point Preserve

Ice Caves Loop Trail – Sam’s Point Preserve


History:

The land that now comprises the Sam’s Point Area of Minnewaska State Park Preserve has a long and varied history. During the late 19th century, Sam’s Point Mountain House and later the nearby Ice Caves attraction drew visitors to the summit for its spectacular scenery, cool mountain climate, and unique geological features. Much of the surrounding property was later acquired by the Village of Ellenville to protect its watershed, while other portions remained privately owned and operated as a tourist destination.

Sam's Point Mountain House

Sam’s Point Mountain House

Sam's Point Mountain House

Sam’s Point Mountain House

In the 1980’s, proposals to develop the ridge with hundreds of wind turbines galvanized local conservationists, ultimately leading to the protection of the landscape. In 1996, the Open Space Institute acquired the property with assistance from The Nature Conservancy, which began managing it as Sam’s Point Preserve. Management was transferred to the New York State Office of Parks, Recreation and Historic Preservation and the Palisades Interstate Park Commission in 2015. Today, the preserve protects one of the largest remaining dwarf pitch pine barrens in the world and is recognized as one of New York’s most ecologically significant landscapes.

Lenape Steps ~ The original staircase was constructed in the late 1850’s by Thomas Botsford, who built the nearby Sam’s Point Mountain House to attract visitors to the ridge’s spectacular views. Although the hotel was destroyed by fire just a few years later, the stone steps remained, becoming a beloved landmark for generations of hikers and sightseers. Over more than 150 years, repeated freeze-thaw cycles and erosion gradually left the staircase unstable and unsafe.

Following a painstaking three-year restoration, the Lenape Steps officially reopened in March 2022. Skilled volunteers from the Jolly Rovers Trail Crew recreated the historic staircase using traditional stonework techniques, shaping and placing 89 massive stone steps by hand. More than 7,000 volunteer hours went into the project, with stone sourced from the immediate area to preserve the staircase’s historic appearance and blend seamlessly with the surrounding Shawangunk conglomerate cliffs.

Lenape Steps - Before & After

Lenape Steps – Before & After

Today, the restored Lenape Steps once again offer visitors a memorable climb through the narrow rock passage to one of the finest overlooks in the Hudson Valley. From the top, expansive views stretch across the Rondout Valley, the Catskill Mountains, and the unique dwarf pine barrens that make Sam’s Point Preserve one of New York’s most distinctive natural landscapes.

Lenape Steps - Sam's Point Area

Lenape Steps – Sam’s Point Area

Ice Caves ~ In the late 19th and early 20th centuries, the area around Sam’s Point was often promoted as “Ice Caves Mountain,” reflecting the growing popularity of the caves as a tourist attraction. Advertisements, postcards, guidebooks, and railroad promotions highlighted the remarkable natural refrigeration of the caves, where visitors could find snow and ice long after it had disappeared elsewhere. The name helped distinguish the area from other destinations in the Shawangunks and drew tourists arriving by rail to Ellenville before making the trip to the mountaintop hotels. Although the name gradually fell out of common use, it remains a fascinating reminder of an era when the Ice Caves were among the Hudson Valley’s most celebrated natural attractions.

Ice Caves Mountain - Sam’s Point

Ice Caves Mountain – Sam’s Point

A glimpse into the Ice Caves Mountain era, when Sam’s Point was promoted as a roadside tourist attraction. Like many popular destinations of the mid-20th century, visitors could pose with a carnival-style face-in-hole photo board, creating a fun souvenir from their visit to the famous ice caves. These playful attractions captured the spirit of the time, when families came to explore the frozen caverns, take in the mountain views, and experience one of the Shawangunks’ most unusual natural wonders.

Ice Caves Mountain - Sam’s Point

Ice Caves Mountain – Sam’s Point

Although the Ice Caves were formed naturally thousands of years ago by the collapse of massive Shawangunk conglomerate cliffs, they have fascinated visitors for well over a century. To improve access, stone steps, wooden stairways, and walkways were constructed through the narrow rock passages, allowing visitors to safely explore the cool, ice-filled crevices. Today, the Ice Caves remain one of the most popular destinations in the Sam’s Point Area, offering hikers a rare opportunity to experience a naturally refrigerated landscape that has captivated generations of visitors.


Trails Overview:

  • Carriage Roads ~

The carriage roads at Sam’s Point were originally constructed in the late 19th century to provide horse-drawn access to the Sam’s Point Mountain House and the area’s scenic attractions. Today, these wide, gently graded gravel roads serve as the preserve’s primary routes, offering an easy way to explore the mountaintop landscape. They wind through rare dwarf pitch pine barrens, open meadows, and forests while providing access to destinations such as Sam’s Point, the Ice Caves, VerKeerderkill Falls, and numerous hiking trails.

Loop Road - Sam's Point Area

Loop Road – Sam’s Point Area

  • Lenape Steps ~

The Lenape Steps are a short but steep connector that climbs through a narrow rock cleft between Loop Road and the summit of Sam’s Point. The historic stone staircase was painstakingly restored and reopened in 2022 after years of deterioration. Although only a fraction of a mile long, the 89 stone steps offers one of the preserve’s most memorable climbs and serves as the gateway to the spectacular views from Sam’s Point.

Lenape Steps - Sam's Point Area

Lenape Steps – Sam’s Point Area

  • Ice Caves Trail ~

The Ice Caves Trail is one of the most unique hikes in New York, leading visitors through a maze of massive boulders and deep rock crevices created by ancient landslides along the Shawangunk Ridge. Wooden stairways, stone steps, and boardwalks descend into the cool passageways, where ice can often be found well into the summer months. The trail forms a one-way loop through the caves and is typically open seasonally, offering hikers an unforgettable journey into one of the preserve’s most remarkable natural features.

Ice Caves Trail - Sam's Point Preserve

Ice Caves Trail – Sam’s Point Preserve


Parking and amenities:

The Sam’s Point Visitor Center is located at 400 Sam’s Point Road in Cragsmoor, NY, where a large paved parking area (64 vehicles) provides access to the preserve. Because Sam’s Point is one of the Hudson Valley’s most popular hiking destinations, parking often fills early on weekends, holidays, and during the fall foliage season.

Advance parking reservations are required on weekends and holidays from mid-April through mid-November, while weekday parking is available on a first-come, first-served basis.

The visitor center offers restrooms, drinking water, exhibits, maps, and information about trail conditions and the preserve’s unique natural history. Seasonal refreshments and a gift shop are also available, making it a convenient place to prepare before heading out on the trails. Picnic tables are located nearby, but there are no overnight camping facilities within the Sam’s Point Area.


Hike Overview:

My last visit to Sam’s Point was in 2019, back when the Lenape Steps were still under construction and closed to the public. It was finally time to return to this spectacular area.

To beat the weekend crowds, we opted for a weekday trip and were welcomed by a warm, but foggy morning on the Shawangunk Ridge. The sun did shine bright later on. Keep in mind that the carriage roads and Sam’s Point itself offer virtually no tree cover, leaving you completely exposed to the sun. The Ice Caves, however, are a different story altogether. They are so cool and damp that the sudden temperature shift fogged up my glasses and camera lens the moment we stepped back outside.

If you want to beat the heat, I highly recommend visiting early in the morning, or planning your trip during the spring or autumn months.

Sam’s Point opens at 9:00 a.m., and we arrived just minutes after the gate opened. Even then, the parking lot already held about a dozen vehicles. Unfortunately, the morning began with dense fog and overcast skies, obscuring the views. Fortunately, the weather gradually improved over the next few hours, and by the time we returned to the Sam’s Point overlook, the skies had cleared enough to reveal the spectacular panorama.

Although the Ice Caves Trail is about a 1/2 mile long, the rugged terrain and numerous stairs make it more strenuous than its distance suggests. There is no vertical scrambling involved, but you may have to climb over a few rocks and boulders, and duck under some low hanging ledges. The rest of the hike is relatively easy, but the Ice Caves are the highlight of the hike, and the main reason for visiting, so I would suggest that if you’re physically able to do it, give it a shot.

This hike covers approximately 4.3 miles and is primarily an out-and-back route, with the exception of the Ice Caves Trail, which is a one-way loop. While this route highlights many of Sam’s Point’s signature attractions, it can easily be extended by continuing along any of the preserve’s connecting trails and carriage roads, offering opportunities to explore additional scenic overlooks and natural features.

Lenape Steps & Ice Caves – Sam’s Point Area

Lenape Steps & Ice Caves – Sam’s Point Area

This hike features approximately 603 feet of cumulative elevation gain. Most of the elevation loss occurs on the descent into the Ice Caves, which means you’ll need to regain that elevation on the return climb. While the grades are generally moderate, the numerous stairs and rocky terrain in and around the caves add to the hike’s overall challenge.

Elevation Profile - Lenape Steps & Ice Caves

Elevation Profile – Lenape Steps & Ice Caves


The Hike:

From the parking area, walk around the gate and take the right fork of the Loop Road. Loop Road connects all of the trails at Sam’s Point, and begins and ends near the Visitor Center. Follow the road uphill on switchbacks through a deciduous forest. In about half a mile, you’ll pass dramatic cliffs of Shawangunk Conglomerate on the left.

Loop Road - Sam's Point Area

Loop Road – Sam’s Point Area

Turn right on Loop Road

Turn right on Loop Road

Loop Road - Sam's Point Area

Loop Road – Sam’s Point Area

Loop Road - Sam's Point Area

Loop Road – Sam’s Point Area

Loop Road - Sam's Point Area

Loop Road – Sam’s Point Area

Loop Road - Sam's Point Area

Loop Road – Sam’s Point Area

Just ahead on the left, the cliffs of Sam’s Point rise dramatically above Loop Road. Nestled within a narrow cleft in the rock are the historic Lenape Steps. Turn left and climb the 89 stone steps to reach the Sam’s Point Overlook. If you’d rather avoid the stairs, simply continue straight on Loop Road to the next trail junction and turn left. That route provides a more gradual approach to the overlook.

Loop Road - Sam's Point Area

Loop Road – Sam’s Point Area

Carved into a narrow cleft in the Shawangunk cliffs, the Lenape Steps provide one of the most memorable climbs at Sam’s Point. Originally built in the late 1850’s to give guests of the Sam’s Point Mountain House direct access to the overlook, the historic staircase was painstakingly restored and reopened in 2022. Today, hikers ascend the same route that visitors have followed for more than 160 years on their way to the breathtaking views from Sam’s Point.

Lenape Steps - Sam's Point Area

Lenape Steps – Sam’s Point Area

Lenape Steps - Sam's Point Area

Lenape Steps – Sam’s Point Area

Lenape Steps - Sam's Point Area

Lenape Steps – Sam’s Point Area

Lenape Steps - Sam's Point Area

Lenape Steps – Sam’s Point Area

Perched atop the Shawangunk Ridge, Sam’s Point Overlook normally offers sweeping views of the Rondout Valley, the Catskill Mountains, and the surrounding countryside. On this visit, however, dense fog and low overcast skies completely obscured the panorama, transforming the overlook into a quiet, mysterious scene where the dramatic cliffs disappeared into a sea of white. Sometimes the mountains have other plans.

Sam's Point Overlook

Sam’s Point Overlook

Sam's Point Overlook

Sam’s Point Overlook

Sam's Point Overlook

Sam’s Point Overlook

On a clear autumn day, Sam’s Point Overlook delivers one of the Hudson Valley’s most spectacular vistas. The colorful forests of the Rondout Valley stretch to the horizon, while the Catskill Mountains rise in the distance beyond a vibrant patchwork of red, orange, and gold. It’s a breathtaking reward for the short climb and one of New York’s premier destinations for fall foliage.

Sam's Point Overlook

Sam’s Point Overlook

Sam's Point Overlook

Sam’s Point Overlook

Sam's Point Overlook

Sam’s Point Overlook

After taking in the views from Sam’s Point, turn around and follow the carriage road to a junction with Loop Road and turn left. Follow the carriage road for approximately 0.5 mile to the next junction. There, turn right onto Ice Caves Road and continue downhill toward the Ice Caves.

Walk out to Loop Road from the overlook and turn left.

Walk out to Loop Road from the overlook and turn left.

The road levels out, and the landscape undergoes a striking transformation. The hardwood forest gives way to a rare ridgetop dwarf pitch pine barrens, where dense thickets of blueberries and huckleberries blanket the forest floor. Here, many of the pitch pines stand only three to six feet tall—barely rising above the surrounding shrubs—creating one of the most distinctive and ecologically significant plant communities in New York.

Loop Road - Sam's Point Area

Loop Road – Sam’s Point Area

Turn right on Ice Caves Road.

Turn right on Ice Caves Road.

When you get to this turn, make a mental note of this intersection, as you’ll return here later in the hike. Turn right onto Ice Caves Road, following the sign toward the Ice Caves. A short distance farther, you’ll pass the trailhead for the VerKeerderkill Falls Trail on the left. Continue straight on Ice Caves Road as it descends gradually and curves north. Along the way, there are scenic views of the northern Shawangunk Ridge, including Castle Point and Gertrude’s Nose in Minnewaska State Park Preserve.

Ice Caves Road - Sam's Point Area

Ice Caves Road – Sam’s Point Area

Ice Caves Road - Sam's Point Area

Ice Caves Road – Sam’s Point Area

Ice Caves Road - Sam's Point Area

Ice Caves Road – Sam’s Point Area

Dense fog and low overcast skies obscured the views on this visit, so I’ve included photos from a previous autumn hike to show the spectacular scenery visible from this section of the trail when the weather cooperates and the surrounding forests are ablaze with fall color.

Ice Caves Road - Sam's Point Area

Ice Caves Road – Sam’s Point Area

Ice Caves Road - Sam's Point Area

Ice Caves Road – Sam’s Point Area

Ice Caves Road - Sam's Point Area

Ice Caves Road – Sam’s Point Area

Ice Caves Road - Sam's Point Area

Ice Caves Road – Sam’s Point Area

At the end of Ice Caves Road, you’ll arrive at a large open area that once served as a parking lot when vehicles were permitted to drive this far into the preserve. Near the far end of the clearing, a sign marks the beginning of the Ice Caves Loop Trail. The caves were operated as a private tourist attraction beginning in 1967, complete with man-made enhancements such as colored lighting to enhance the visitor experience. After the property was acquired for conservation in 1996, the attraction was closed and later reopened in 2002 with a renewed emphasis on preserving its natural character. Today, visitors experience the Ice Caves much as nature created them, without the artificial features that were once part of the tour.

Ice Caves Trail - Sam's Point Area

Ice Caves Trail – Sam’s Point Area

Turn right and begin descending the winding Ice Caves Trail. The footpath, equipped with wooden handrails, is steep in several places as it drops toward the maze of boulders below. Before long, you’ll descend a flight of stone steps into a narrow rock crevice, passing beneath a massive chockstone suspended overhead. As you enter the caves, the temperature drops noticeably, offering a welcome reprieve on warm days.

Ice Caves Trail - Sam's Point Area

Ice Caves Trail – Sam’s Point Area

Ice Caves Loop Trail - Sam's Point Preserve

Ice Caves Loop Trail – Sam’s Point Preserve

Ice Caves Loop Trail - Sam's Point Preserve

Ice Caves Loop Trail – Sam’s Point Preserve

The trail then turns left through an even narrower passage before emerging into a more open section of the boulder field. Continue following the white blazes as the route crosses several wooden bridges and winds along the base of towering cliffs, passing beneath impressive overhanging rock ledges. Along the way, you’ll encounter a short wooden ladder that provides access over one of the larger rock obstacles, adding a bit of adventure to this unique hike.

Ice Caves Loop Trail - Sam's Point Preserve

Ice Caves Loop Trail – Sam’s Point Preserve

Ice Caves Loop Trail - Sam's Point Preserve

Ice Caves Loop Trail – Sam’s Point Preserve

Ice Caves Loop Trail - Sam's Point Preserve

Ice Caves Loop Trail – Sam’s Point Preserve

Ice Caves Loop Trail - Sam's Point Preserve

Ice Caves Loop Trail – Sam’s Point Preserve

Ice Caves Loop Trail - Sam's Point Preserve

Ice Caves Loop Trail – Sam’s Point Preserve

Ice Caves Loop Trail - Sam's Point Preserve

Ice Caves Loop Trail – Sam’s Point Preserve

Soon, the trail turns left and continues through a rock crevice deep below the surface. Motion-sensitive lighting has been installed to illuminate your passage through this cool, dark area. When you leave this crevice and again emerge into the open, you’ll descend wooden steps, climb stone steps and a wooden ladder, and continue past more dramatic cliffs and under overhanging rock ledges.

Ice Caves Loop Trail - Sam's Point Preserve

Ice Caves Loop Trail – Sam’s Point Preserve

Ice Caves Loop Trail - Sam's Point Preserve

Ice Caves Loop Trail – Sam’s Point Preserve

Ice Caves Loop Trail - Sam's Point Preserve

Ice Caves Loop Trail – Sam’s Point Preserve

Ice Caves Loop Trail - Sam's Point Preserve

Ice Caves Loop Trail – Sam’s Point Preserve

Ice Caves Loop Trail - Sam's Point Preserve

Ice Caves Loop Trail – Sam’s Point Preserve

A short distance ahead, the trail bears left and goes through another narrow crevice on a raised boardwalk. The Ice Caves are named for this spot, where ice and snow can usually be seen even in late summer!

Ice Caves Loop Trail - Sam's Point Preserve

Ice Caves Loop Trail – Sam’s Point Preserve

Ice Caves Loop Trail - Sam's Point Preserve

Ice Caves Loop Trail – Sam’s Point Preserve

Ice Caves Loop Trail - Sam's Point Preserve

Ice Caves Loop Trail – Sam’s Point Preserve

Ice Caves Loop Trail - Sam's Point Preserve

Ice Caves Loop Trail – Sam’s Point Preserve

Ice Caves Loop Trail - Sam's Point Preserve

Ice Caves Loop Trail – Sam’s Point Preserve

Ice Caves Loop Trail - Sam's Point Preserve

Ice Caves Loop Trail – Sam’s Point Preserve

Ice Caves Loop Trail - Sam's Point Preserve

Ice Caves Loop Trail – Sam’s Point Preserve

After leaving the final rock crevice, climb a wooden ladder to emerge onto an open rock outcrop. A small solar panel installed here provides power for the trail lighting within the Ice Caves. This marks the end of your fascinating journey through the caves.

Ice Caves Loop Trail - Sam's Point Preserve

Ice Caves Loop Trail – Sam’s Point Preserve

At this point, the white-blazed trail turns right to complete the loop and return to its starting point. Before heading that way, turn left and walk a short distance to the exposed rock ledges, where expansive views to the north and east provide a fitting finale to your visit to the Ice Caves.

Scenic Vista - Ice Caves Loop Trail - Sam's Point Preserve

Scenic Vista – Ice Caves Loop Trail – Sam’s Point Preserve

Scenic Vista - Ice Caves Loop Trail - Sam's Point Preserve

Scenic Vista – Ice Caves Loop Trail – Sam’s Point Preserve

Scenic Vista - Ice Caves Loop Trail - Sam's Point Preserve

Scenic Vista – Ice Caves Loop Trail – Sam’s Point Preserve

After taking in the views, continue along the white-blazed trail. It soon rises gently and leads back to the open clearing where you began your journey through the Ice Caves, completing the loop. From here, retrace your steps along Ice Caves Road to continue the hike.

Ice Caves Trail - Sam's Point Area

Ice Caves Trail – Sam’s Point Area

Ice Caves Trail - Sam's Point Area

Ice Caves Trail – Sam’s Point Area

Ice Caves Trail - Sam's Point Area

Ice Caves Trail – Sam’s Point Area

Ice Caves Trail - Sam's Point Area

Ice Caves Trail – Sam’s Point Area

Ice Caves Trail - Sam's Point Area

Ice Caves Trail – Sam’s Point Area

Ice Caves Trail - Sam's Point Area

Ice Caves Trail – Sam’s Point Area

Ice Caves Trail - Sam's Point Area

Ice Caves Trail – Sam’s Point Area

Terminus of Ice Caves Trail

Terminus of Ice Caves Trail

Retrace your steps along Ice Caves Road, passing the junction with the Verkeerderkill Falls Trail, until you reach the intersection with Loop Road. Turn right at the T-intersection and follow the carriage road northeast for a short distance as it heads toward Lake Maratanza.

Ice Caves Road - Sam's Point Area

Ice Caves Road – Sam’s Point Area

Verkeerderkill Falls Trail - Sam's Point Area

Verkeerderkill Falls Trail – Sam’s Point Area

Verkeerderkill Falls Trail - Sam's Point Area

Verkeerderkill Falls Trail – Sam’s Point Area

If you happen to visit in Autumn, consider wandering a short distance along the Verkeerderkill Falls Trail to experience the brilliant red blueberry bushes that line both sides of the path. The trail transforms into a sea of crimson foliage, creating a spectacular display that is well worth the detour.

Verkeerderkill Falls Trail - Sam's Point Area

Verkeerderkill Falls Trail – Sam’s Point Area

Verkeerderkill Falls Trail - Sam's Point Area

Verkeerderkill Falls Trail – Sam’s Point Area

After turning right onto Loop Road, take a moment to look to your right. Among the underbrush, you may notice the charred remains of trees still standing — a reminder of the devastating wildfire that swept across Sam’s Point in 2016.

Loop Road - Sam's Point Area

Loop Road – Sam’s Point Area

In May 2016, a wildfire swept across Sam’s Point Preserve, burning more than 2,400 acres of the Shawangunk Ridge, including large portions of the rare dwarf pine barrens. The fire, which was caused by an unattended campfire, dramatically altered the landscape but also became part of the natural cycle that helps regenerate this unique ecosystem. Along Loop Road near Lake Maratanza, visitors can still see the ghostly remains of fire-scarred dwarf pine trees standing among the recovering vegetation — a lasting reminder of the power of fire and the resilience of the ridge.

Loop Road - Sam's Point Area

Loop Road – Sam’s Point Area

Loop Road - Sam's Point Area

Loop Road – Sam’s Point Area

As you continue along Loop Road, keep an eye out for an unmarked path on your left. This short spur trail leads to the southern end of Lake Maratanza, offering a peaceful glimpse of one of Sam’s Point’s scenic mountain lakes. On this visit, the water level was noticeably low, and the view was not quite as impressive as it has been on previous trips, but it remains a worthwhile side excursion.

Unmarked path to Lake Maratanza

Unmarked path to Lake Maratanza

Lake Maratanza is the highest of the five “Sky Lakes” (the others are Mohonk Lake, Lake Minnewaska, Lake Awosting and Mud Pond) on the Shawangunk Ridge at 2,245 feet above sea level. It receives its water only from rainfall, both directly and as a runoff from the very low slopes around its perimeter.

Lake Maratanza - Sam's Point Area

Lake Maratanza – Sam’s Point Area

As we stood along the shore of Lake Maratanza, the skies began to clear and the sun broke through, quickly turning up the heat. We had originally planned to continue around the lake, but with little shade along the route and the afternoon sun becoming more intense, we started to reconsider. Since we had not yet experienced the expansive views that Sam’s Point is known for — and I was hiking with two companions visiting the preserve for the first time — we decided to head back toward Sam’s Point Overlook and give the views another chance.

It turned out to be a great decision to return to the overlook. As the clouds continued to break apart, the views opened up, revealing the sweeping panorama we had hoped to see. The expansive vistas across the Shawangunk Ridge and surrounding landscape made the reroute of our hike well worth it, providing the perfect reward after our trek through Sam’s Point.

Sam's Point Overlook

Sam’s Point Overlook

Sam's Point Overlook

Sam’s Point Overlook

Sam's Point Overlook

Sam’s Point Overlook

We then retraced our steps back to Loop Road and turned right, continuing our descent toward the parking area. Along the way, keep an eye out for several rocky outcrops on the left side of the road. These natural viewpoints offer sweeping views to the south and southwest, with the open landscape stretching out across the horizon — a reminder of why Sam’s Point is one of the most scenic destinations on the Shawangunk Ridge.

Loop Road - Sam's Point Area

Loop Road – Sam’s Point Area

Loop Road - Sam's Point Area

Loop Road – Sam’s Point Area

Loop Road - Sam's Point Area

Loop Road – Sam’s Point Area

Beyond the viewpoints, Loop Road begins a gentle descent, winding past impressive rock formations, exposed ledges, and the towering cliffs that support Sam’s Point Overlook above. After passing the historic Lenape Steps, the road descends through a series of broad switchbacks before returning to the visitor center and parking area, bringing this memorable hike to a close.

Loop Road - Sam's Point Area

Loop Road – Sam’s Point Area

Loop Road - Sam's Point Area

Loop Road – Sam’s Point Area

Loop Road - Sam's Point Area

Loop Road – Sam’s Point Area

Loop Road - Sam's Point Area

Loop Road – Sam’s Point Area

Loop Road - Sam's Point Area

Loop Road – Sam’s Point Area

Loop Road - Sam's Point Area

Loop Road – Sam’s Point Area

Loop Road - Sam's Point Area

Loop Road – Sam’s Point Area

Loop Road - Sam's Point Area

Loop Road – Sam’s Point Area

Loop Road - Sam's Point Area

Loop Road – Sam’s Point Area

Loop Road - Sam's Point Area

Loop Road – Sam’s Point Area


Review:

This 4.3-mile hike is one of the most rewarding and unique adventures in the Hudson Valley. While the mileage is relatively modest, the route packs an incredible variety of scenery into a single outing. From the historic Lenape Steps and the sweeping views at Sam’s Point Overlook to the fascinating maze of boulders and cool rock passages of the Ice Caves, there’s something memorable around every corner.

The carriage roads make for comfortable walking, while the Ice Caves Trail adds a fun and adventurous element with its stone staircases, wooden ladders, narrow rock crevices, and boardwalks. The dramatic change in landscape—from hardwood forest to the rare dwarf pitch pine barrens and then into the naturally refrigerated Ice Caves—makes the hike feel like several different adventures rolled into one.

Although dense fog hid the famous views during the early part of this visit, the hike was no less enjoyable. The mist added an almost mystical atmosphere to the cliffs and forests, and previous visits have proven just how spectacular the panoramas can be on a clear day. Whether you’re drawn by the history, geology, unique ecosystems, or simply the chance to explore one of New York’s most remarkable natural attractions, this hike delivers on every level.

If you’ve never been to Sam’s Point, this route is an excellent introduction to the preserve and deserves a place on every hiker’s bucket list. It’s a hike you’ll likely find yourself returning to in every season.

Pros:

Spectacular scenery, historic Lenape Steps, panoramic views, unique Ice Caves, rare dwarf pitch pine barrens, fascinating geology, well-maintained trails, scenic carriage roads, rich local history, seasonal variety, excellent trail signage, family-friendly (with caution in the caves), great photography opportunities, diverse landscapes, convenient visitor center amenities, easy to extend the hike if desired.

Cons:

Crowded on weekends and during fall foliage, advance parking reservations required on weekends and holidays (seasonally), parking lot fills quickly, Ice Caves Trail can be slippery when wet, narrow rock passages may be challenging for some, limited views in fog or poor weather, seasonal closure of the Ice Caves, no pets allowed on the Ice Caves Trail, limited cell service in some areas.


Take a hike!

Lenape Steps & Ice Caves – Sam’s Point Area

Lenape Steps & Ice Caves – Sam’s Point Area


Sources:


 

 

 

 

 

Candlewood Hill Loop from Bell Hollow Road – Fahnestock State Park

June 11, 2026 – Putnam Valley, NY

Difficulty: Moderate

Length: Approximately 2.3 miles

Max elevation: 986 ft.– total elevation gain approximately 550 ft.

Route type: Circuit

Buy Maps (Paper & Avenza): East Hudson Trails Map #103

Free Web Map: Fahnestock State Park Trail Map 2025

Free Avenza App Map: Fahnestock State Park Trail Map

Trailhead parking: 217 Bell Hollow Road, Putnam Valley, NY 10579

Roadside parking for approximately 4 cars at the north end of Bell Hollow Road where the pavement ends and it enters the park.– No bathrooms on site

Details on a loop hike to Candlewood Hill via a different starting point: Candlewood Hill Loop


Overview:

Candlewood Hill is a prominent north-south ridge within the southeastern section of Clarence Fahnestock Memorial State Park, with its summit reaching an elevation of approximately 986 feet above sea level. As one of the park’s more notable high points, the ridge offers a rugged landscape of forested slopes, rocky terrain, and scenic overlooks.

Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park
Candlewood Hill summit - Fahnestock State Park
Candlewood Hill summit – Fahnestock State Park

The northern end of Candlewood Hill lies just west of the Durland Scout Reservation (formerly Clear Lake Scout Reservation), with Sunken Mine Road separating the two areas. To the south, the ridge extends toward Oscawana Lake, where the terrain rises above the lake’s western shoreline.

Sunken Mine Road - Fahnestock State Park
Sunken Mine Road – Fahnestock State Park

Access to the Candlewood Hill Trail is available from roadside parking along the northern end of Bell Hollow Road where the pavement ends. Recent land acquisitions have expanded Fahnestock State Park farther south, extending opportunities for exploration along the ridge. Several marked and unmarked trails branch from the Candlewood Hill Trail and continue southward, although there is currently no designated trailhead or formal parking area providing access from the roads to the south.

This scenic area offers sweeping views from the summit of Candlewood Hill across the hills and ridgelines of Clarence Fahnestock Memorial State Park and much of the Eastern Hudson Highlands.

Candlewood Hill summit - Fahnestock State Park
Candlewood Hill summit – Fahnestock State Park

The panorama takes in surrounding hemlock stands, rolling forested hills, and deep, folded valleys that stretch into the distance. On clear days, the view extends even farther, revealing a narrow slice of the Hudson River to the southwest, along with the former Indian Point area beyond the wooded horizon.


History:

The history of Candlewood Hill in Putnam Valley is closely tied to the broader story of land use, settlement, and conservation in the eastern Hudson Highlands. Long before it became part of modern parkland, the ridge was shaped by glacial activity into a rugged landscape of steep slopes, rocky soils, and narrow valleys—conditions that limited large-scale farming but supported small homesteads, hunting areas, and seasonal use.

During the 18th and 19th centuries, nearby areas such as Canopus Creek and Oscawana Lake saw scattered mills, homesteads, and early road networks that followed the natural contours of the hills. Candlewood Hill itself remained largely undeveloped due to its steep, rocky terrain, serving more as woodland and boundary land than cultivated property.

In the early 2000’s, a significant portion of Candlewood Hill was acquired and added to Clarence Fahnestock Memorial State Park, helping to protect its forested ridgeline and prevent residential development.

Today, Candlewood Hill stands as part of this preserved landscape—an example of the eastern Hudson Highlands’ transition from scattered rural use to protected public land. Its trails, ridges, and viewpoints now reflect a landscape reclaimed by forest and managed for hiking, wildlife habitat, and quiet recreation rather than industry or settlement.


Trails Overview:

The Candlewood Hill Trail is marked with New York State Parks, Recreation and Historic Preservation “Taconic Region” red plastic disc blazes. The trail climbs steadily—sometimes steeply—to the 986-foot summit of Candlewood Hill, where it rewards hikers with expansive views in all directions. From the summit, it follows a short stretch of the ridge before descending to its terminus on Sunken Mine Road. Overall, the trail is well marked and easy to follow throughout its route.

Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park

This hike includes a short section of unmaintained, unpaved Sunken Mine Road, which is closed to vehicular traffic from December through April. The road serves as a boundary corridor within Clarence Fahnestock Memorial State Park, separating the park from the Durland Scout Reservation. As it continues downhill, Sunken Mine Road leads toward the abandoned section of Bell Hollow Road, where the landscape becomes more rugged and historic, with the maintained roadbed giving way to a more eroded and overgrown corridor.

Sunken Mine Road - Fahnestock State Park
Sunken Mine Road – Fahnestock State Park

The abandoned section of Bell Hollow Road serves as a connecting route between Sunken Mine Road and the Candlewood Hill Trailhead where the hike begins. It descends along the western flank of Candlewood Hill, following a broad, old roadbed that remains clearly defined despite being unmarked and no longer maintained. Although increasingly rugged in places, the route is easy to follow, with its wide alignment cutting steadily through dense forest as it links the surrounding trail network.

Abandoned section of Bell Hollow Road
Abandoned section of Bell Hollow Road

Parking & Amenities:

Roadside parking is available along Bell Hollow Road for approximately 4–6 vehicles, just beyond the last mailbox/driveway (#217), where the paved section transitions into the unpaved, abandoned road. The trail begins at this point. Please be sure not to block any driveways or obstruct the roadway.

Bell Hollow Road Trailhead
Bell Hollow Road Trailhead

There are no restroom facilities available at the trailhead, so plan accordingly.


Hike Overview:

The reason I chose this hike was because the forecast called for temperatures in the high 90’s along with poor air quality. I wanted a manageable route with the flexibility to extend the hike if conditions allowed. This loop was a great choice, offering mostly shaded trails throughout, with the only open exposure being at the summit viewpoints. The forest cover provided welcome relief from the heat while still allowing for rewarding scenic overlooks along the way.

I’ve hiked this area numerous times, and it’s always a pleasant experience. I’ve only encountered a handful of people in total across all my visits to Candlewood Hill, which adds to its quiet, secluded feel.

I’ve previously done this loop several times starting from Sunken Mine Road in a clockwise direction. On this hike, I decided to switch things up and begin at Bell Hollow Road, completing the loop counterclockwise instead. The ascent from Bell Hollow Road is noticeably steeper, but the overall elevation gain remains moderate, and the route is roughly a mile shorter compared to starting from the Sunken Mine Road trailhead.

What I like about this variation is that once you descend back to Sunken Mine Road from the Candlewood Hill Trail, the remainder of the hike is all downhill. The main drawback is the shorter overall distance. Still, due to limited parking and its relatively remote access points, this section of Clarence Fahnestock Memorial State Park sees very little foot traffic—and that quiet, low-use character is exactly what makes it appealing.

This counterclockwise loop begins and ends at the parking area on Bell Hollow Road.

Candlewood Hill Loop from Bell Hollow Road
Candlewood Hill Loop from Bell Hollow Road

As shown in the elevation graph below, the climb to the summit is steep, with most of the elevation gain occurring on the ascent to the top of Candlewood Hill.

Elevation profile - Candlewood Hill Loop from Bell Hollow Road
Elevation profile – Candlewood Hill Loop from Bell Hollow Road

The Hike:

From the Bell Hollow Road trailhead, look for three red blazes on a tree to the right of a set of wooden steps—this marks the start of the Candlewood Hill Trail. From here, you’ll follow the red blazes for approximately 1.1 miles. The trail begins with a gentle ascent before gradually becoming steeper as it climbs deeper into the forest.

Candlewood Hill Trailhead - Bell Hollow Road
Candlewood Hill Trailhead – Bell Hollow Road
Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park
Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park
Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park
Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park
Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park

After about 0.35 mile, the Candlewood Hill Trail makes a sharp left. The yellow-blazed Oscawana Ridge Trail begins just ahead, but you’ll want to TURN LEFT to stay on the red-blazed Candlewood Hill Trail. If you start seeing yellow blazes, you’ve gone too far and missed the turn.

Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park

The Candlewood Hill Trail now becomes significantly steeper, climbing over sections of large, jumbled rock and scattered boulders. The footing is rugged and uneven, requiring careful attention as you ascend. In some areas, the treadway is faint or indistinct, so it’s important to stay alert and keep an eye on the red blazes to stay on route.

Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park
Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park
Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park
Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park
Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park

At the top of the rise, the trail briefly levels off, marking the end of the majority of the elevation gain for this hike. The Candlewood Hill Trail transitions onto a wider, more defined footpath that follows just below the ridgeline. As the route continues through the forest, hikers pass by a variety of interesting rock formations scattered along both sides of the trail, adding to the rugged character and natural beauty of this section.

Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park
Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park
Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park
Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park
Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park

The trail steepens once again as it approaches the summit of Candlewood Hill, climbing over exposed rock before reaching a scenic rock outcrop. From this vantage point, hikers are rewarded with sweeping southwest views across the forested hills and ridgelines of Clarence Fahnestock Memorial State Park and the surrounding Hudson Highlands beyond.

Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park
Candlewood Hill summit - Fahnestock State Park
Candlewood Hill summit – Fahnestock State Park
Candlewood Hill summit - Fahnestock State Park
Candlewood Hill summit – Fahnestock State Park

When you are ready to continue, follow the red blazes north for a short distance before briefly stepping off the trail to the left. Just a few feet away is another rock outcrop offering scenic views to the north and northwest across the surrounding forested hills and ridgelines, and over Bell Hollow.

Candlewood Hill summit - Fahnestock State Park
Candlewood Hill summit – Fahnestock State Park

After taking in the views, return to the marked trail and continue northeast as the Candlewood Hill Trail begins a steep descent. The route drops over exposed bedrock and rugged terrain, requiring careful footing as it winds down from the summit area.

Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park
Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park

Once off the summit, the grade moderates and the trail settles into a more gradual descent. The route alternates between wider woods road, narrow footpath, and sections of rugged, rocky terrain. Along the way, hikers pass through dense stands of Mountain Laurel, which line both sides of the trail and add a beautiful seasonal display when in bloom.

Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park
Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park
Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park
Mountain Laurel - Candlewood Hill Trail
Mountain Laurel – Candlewood Hill Trail
Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park
Mountain Laurel - Candlewood Hill Trail
Mountain Laurel – Candlewood Hill Trail
Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park
Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park

Soon, the Candlewood Hill Trail widens again. After about one mile from the start of the hike, it ends at Sunken Mine Road.

Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park
Candlewood Hill Trail - Fahnestock State Park
Candlewood Hill Trail – Fahnestock State Park

Turn left and follow this unpaved road west for approximately 0.2 mile (about 350 yards). Look for an unmarked woods road on the left, which climbs a short distance uphill to a small, informal viewpoint south over Candlewood Hill. A nearby rock offers a convenient spot to sit and take a break while enjoying the scenery.

Sunken Mine Road - Fahnestock State Park
Sunken Mine Road – Fahnestock State Park
Sunken Mine Road - Fahnestock State Park
Sunken Mine Road – Fahnestock State Park
Unmarked Woods Road - Fahnestock State Park
Unmarked Woods Road – Fahnestock State Park
Unmarked Woods Road - Fahnestock State Park
Unmarked Woods Road – Fahnestock State Park
Unmarked Woods Road - Fahnestock State Park
Unmarked Woods Road – Fahnestock State Park
Unmarked Woods Road - Fahnestock State Park
Unmarked Woods Road – Fahnestock State Park

When you are ready to continue, retrace your steps back to Sunken Mine Road and turn LEFT. Follow the road downhill as it heads northwest for approximately 0.3 mile (about 530 yards). Then turn left onto the abandoned section of Bell Hollow Road, which continues south and descends steadily through the forest.

Unmarked Woods Road - Fahnestock State Park
Unmarked Woods Road – Fahnestock State Park
Sunken Mine Road - Fahnestock State Park
Sunken Mine Road – Fahnestock State Park
Sunken Mine Road - Fahnestock State Park
Sunken Mine Road – Fahnestock State Park
Sunken Mine Road - Fahnestock State Park
Sunken Mine Road – Fahnestock State Park

The abandoned section of Bell Hollow Road is used to connect Sunken Mine Road to the Candlewood Hill Trailhead. This road descends along the western flank of Candlewood Hill and although unmarked, is well defined and easy to follow. While the southern portion of Bell Hollow Road is residential, the northern section transitions into a completely unpaved, abandoned roadbed inside the state park boundaries.

Abandoned section of Bell Hollow Road
Abandoned section of Bell Hollow Road

Heavy runoff has carved deeply into the old roadbed in places, exposing rock ledges and uneven surfaces that make footing irregular and rugged. With the forest pressing in from both sides, stretches of exposed stone and loose gravel speak to years of washout, erosion, and neglect.

Abandoned section of Bell Hollow Road
Abandoned section of Bell Hollow Road
Abandoned section of Bell Hollow Road
Abandoned section of Bell Hollow Road

Bell Hollow Road gradually narrows into a footpath before widening again as it descends. After approximately 0.6 mile (about 1,000 yards), the abandoned roadbed returns to the Candlewood Hill Trailhead, where the hike began.

Abandoned section of Bell Hollow Road
Abandoned section of Bell Hollow Road
Abandoned section of Bell Hollow Road
Abandoned section of Bell Hollow Road
Abandoned section of Bell Hollow Road
Abandoned section of Bell Hollow Road

Review:

Candlewood Hill is a rewarding hike that offers a great combination of rugged terrain, peaceful forest, and scenic viewpoints. The majority of the route follows shaded woodland trails, providing a comfortable escape even on warmer days. The trail is well marked with clear blazes and easy to follow throughout, making navigation straightforward despite its remote character.

The climb to the summit is challenging in places, but the effort is rewarded with beautiful views across the hills and ridgelines of Fahnestock State Park and the surrounding Hudson Highlands. With limited parking and its secluded location, this area sees very little foot traffic, allowing hikers to enjoy a quieter, more solitary experience. For those looking to explore a less crowded section of Fahnestock, Candlewood Hill is a hidden gem that delivers both natural beauty and a true backcountry feel.

Pros:

Shaded forest trails, well marked route, scenic summit views, peaceful and secluded, little foot traffic, rugged terrain, quiet hiking experience, beautiful Mountain Laurel in season, historic old roads, good trail variety.

Cons:

Limited roadside parking, no restroom facilities, no formal trailhead amenities.


Take a hike!

Candlewood Hill Loop from Bell Hollow Road
Candlewood Hill Loop from Bell Hollow Road

Sources:


    Pine Swamp Short Loop – Harriman State Park

    June 2, 2026 – Southfields, NY

    Difficulty: Easy – Moderate

    Length: approximately 3.7 miles

    Max elevation: 1,180 ft.– total elevation gain 522 ft.

    Route type: Circuit

    Map: Harriman-Bear Mountain Trails Map #119

    Trailhead parking: Lake Skanatati Parking – Southfields, NY 10975

    Click here to see Trail Alerts for Bear Mountain-Harriman State Parks

    Please note: Hikers should use caution in the vicinity of the mines, as their deep, water filled pits and unstable overhanging rocks can be dangerous.


    Overview:

    Harriman State Park is one of New York’s largest and most rugged parks, covering more than 47,000 acres of rolling ridges, dense hardwood forest, and more than 200 miles of hiking trails. Just an hour from New York City, it feels a world away, offering quiet lakes, rocky summits, and a vast network of historic footpaths that weave through the Hudson Highlands. Established in the early 20th century through generous land donations, the park was designed to preserve open space and provide public access to some of the region’s most beautiful natural landscapes. Today, it remains a favorite destination for hikers, backpackers, and nature lovers seeking both challenging terrain and peaceful escape.

    Harriman State Park
    Harriman State Park

    Pine Swamp Mountain is a lesser-known summit in the western section of New York’s Harriman State Park. Rising to approximately 1,180 feet above sea level, it is surrounded by dense hardwood forest, rocky ridges, wetlands, and remnants of the area’s mining history. While much of the summit is wooded, a nearby rock outcrop along an unmarked trail opens to far-reaching views across the surrounding hills and valleys, offering a quiet and unexpected vantage point in the heart of the park’s backcountry.

    Viewpoint - Pine Swamp Mountain
    Viewpoint – Pine Swamp Mountain

    The Pine Swamp Mine is among the most dramatic old mining complexes in Harriman State Park, and gets its name from the adjacent wetland. It consists of a complex of features, including open cuts, pits, and shafts. The largest and most spectacular opening in this complex is located on the hillside above the Dunning Trail. There is a horizontal passage that extends some 125 feet into the hillside. This passage slopes upward, and above its far end is an air shaft opening to the surface. On a sunny day, light pours through this rock-bound skylight, illuminating the long passage.

    Pine Swamp Mine - Harriman State Park
    Pine Swamp Mine – Harriman State Park

    Trails Overview:

    The inverted-red triangle-on-white Arden-Surebridge (A-SB) Trail ascends and descends the shoulder of Pine Swamp Mountain. It passes the historic Pine Swamp Mine Complex, which dates back to the region’s 18th and 19th-century iron mining boom. This trail is well blazed and easy to follow.

      Arden-Surebridge Trail - Pine Swamp Mountain
      Arden-Surebridge Trail – Pine Swamp Mountain

      An unmarked footpath just off the A-SB Trail, leads to a fantastic view west over Lake Skannatati, Lake Kanawauke, and the western Harriman Hills. This trail, although not blazed is somewhat easy to follow. Those who are not confident of their route-finding ability might wish to skip this portion of the hike.

      Unmarked Trail - Pine Swamp Mountain
      Unmarked Trail – Pine Swamp Mountain

      The yellow-blazed Dunning Trail runs southwest on fairly level ground. It runs along the west side of Pine Swamp and passes the Pine Swamp Mine to the right. Shortly after Pine Swamp Mine, the trail reaches an area that has been flooded by Beaver activity. There is a short detour (unmarked) that rises onto higher ground to avoid the wet section. This trail is well marked and easy to follow.

      Dunning Trail - Harriman State Park
      Dunning Trail – Harriman State Park

      The Long Path descends gradually as it winds south through quiet forest, where a series of small stream crossings add variety to the route but were easily manageable on this day. It then curves left and begins trending east, following gentle terrain through mixed hardwoods. As the trail continues, it gradually approaches Lake Skannatati, offering intermittent filtered views through the trees and occasional open glimpses from near the shoreline.

      Long Path - Harriman State Park
      Long Path – Harriman State Park

            Parking & Amenities:

            The Lake Skannatati parking area is one of the primary trailheads in the western section of Harriman State Park, providing convenient access to numerous hiking trails, including the Arden-Surebridge Trail, Long Path, and several popular loop routes. The lot is relatively large by Harriman standards and can accommodate well over 100 vehicles, although it often fills early on weekends, holidays, and during peak fall foliage season. Experienced hikers generally arrive early to secure a parking spot.

            Lake Skannatati parking area
            Lake Skannatati parking area

            Amenities at Lake Skannatati include a large paved parking area, informational kiosks, a boat launch, fishing access, benches, and seasonal restroom facilities during the summer months. The lake also serves as a popular destination for kayaking, canoeing, fishing, and birdwatching.

            Lake Skannatati - Harriman State Park
            Lake Skannatati – Harriman State Park

            Hike Overview:

            One of the advantages of this loop is that it remains largely shaded for most of its length, thanks to the dense forest canopy that covers much of the route. On hot, sunny days, the shade provides a welcome respite from the heat, making the hike noticeably more comfortable than many exposed ridge trails in the park.

            I last hiked this route back in 2018, when the trails were still blanketed in snow, giving the landscape an entirely different character. Having explored this area extensively over the years, it had been quite some time since I last returned. Coming back felt like rediscovering familiar ground all over again—an opportunity to reconnect with these winding forest paths and the quiet sense of wonder hidden throughout the woods.

            With that being said, not much has changed over the years, aside from the detour on the Dunning Trail. On earlier visits, the flooded section often turned into a careful balancing act across wet ground and slick footing—not always with dry results. Today, that stretch is no longer passable directly, and hikers have formed a short detour that bypasses the saturated area on higher, more stable ground.

            This counterclockwise loop begins and ends at Lake Skannatati. I prefer hiking this loop in a counterclockwise direction because it tackles most of the elevation gain early in the hike. The route then transitions into a more relaxed journey, ending with an enjoyable walk on the Long Path as it follows the shores of Lake Skannatati back to the trailhead.

            Pine Swamp Short Loop
            Pine Swamp Short Loop

            The hike begins with a somewhat steep ascent, but beyond that initial climb, the terrain generally settles into a more moderate rhythm, with only a few short steep sections breaking up an otherwise manageable route.

            Elevation Profile - Pine Swamp Short Loop
            Elevation Profile – Pine Swamp Short Loop

            The Hike:

            Starting and ending this loop at Lake Skannatati, with the calm shoreline serving as both the launch point and the final reward. From the first steps into the forest to the return along its waters, the lake bookends the journey with a steady, scenic anchor in the heart of Harriman State Park.

            Lake Skannatati - Harriman State Park
            Lake Skannatati – Harriman State Park

            From the kiosk at the northwest corner of the parking lot, bear right and pick up the inverted red triangle-on-white Arden-Surebridge (A-SB) Trail as it begins its ascent along the eastern flank of Pine Swamp Mountain. The route immediately climbs on a rocky footpath, steadily gaining elevation as it leaves the lakeshore behind and enters the quieter, forested slopes of the mountain.

            Arden-Surebridge Trailhead - Lake Skannatati
            Arden-Surebridge Trailhead – Lake Skannatati
            Arden-Surebridge Trailhead - Lake Skannatati
            Arden-Surebridge Trailhead – Lake Skannatati
            Arden-Surebridge Trailhead - Lake Skannatati
            Arden-Surebridge Trailhead – Lake Skannatati
            Arden-Surebridge Trail - Pine Swamp Mountain
            Arden-Surebridge Trail – Pine Swamp Mountain
            Arden-Surebridge Trail - Pine Swamp Mountain
            Arden-Surebridge Trail – Pine Swamp Mountain
            Arden-Surebridge Trail - Pine Swamp Mountain
            Arden-Surebridge Trail – Pine Swamp Mountain
            Arden-Surebridge Trail - Pine Swamp Mountain
            Arden-Surebridge Trail – Pine Swamp Mountain

            After about 0.3 mile, just beyond a short climb up stone steps, watch for a flat rock slab on the ground. The unmarked path begins between this slab and the next tree bearing an Arden-Surebridge (A-SB) Trail marker. Turn left here, leaving the A-SB Trail, and follow the faint footpath as it heads west before gradually curving north into the woods as it climbs Pine Swamp Mountain.

            Please Note: If you’re unsure of your navigation skills, you can easily skip this section and continue along the Arden-Surebridge (A-SB) Trail. However, doing so means bypassing the hike’s only true mountaintop viewpoint, a quiet reward tucked just off the main route.

            Arden-Surebridge Trail - Pine Swamp Mountain
            Arden-Surebridge Trail – Pine Swamp Mountain
            Unmarked Trail - Pine Swamp Mountain
            Unmarked Trail – Pine Swamp Mountain
            Unmarked Trail - Pine Swamp Mountain
            Unmarked Trail – Pine Swamp Mountain
            Unmarked Trail - Pine Swamp Mountain
            Unmarked Trail – Pine Swamp Mountain
            Unmarked Trail - Pine Swamp Mountain
            Unmarked Trail – Pine Swamp Mountain
            Unmarked Trail - Pine Swamp Mountain
            Unmarked Trail – Pine Swamp Mountain

            The unmarked trail leads to this southwest-facing viewpoint atop Pine Swamp Mountain. Hikers are rewarded with a long reaching view, that includes Lake Skannatati shimmering in the foreground and Lake Kanawauke nestled among the forested ridges in the distance. The layered landscape of lakes, hills, and woodlands creates one of Harriman’s most impressive vistas.

            Viewpoint - Pine Swamp Mountain
            Viewpoint – Pine Swamp Mountain
            Viewpoint - Pine Swamp Mountain
            Viewpoint – Pine Swamp Mountain

            When you’re ready to leave this fabulous viewpoint, continue north on the unmarked trail. The footpath becomes fainter and can be difficult to follow in places, but the open forest makes navigation relatively straightforward. If you lose the trail, simply continue heading generally north, then gradually veer east, and you should have little trouble reconnecting with the Arden-Surebridge (A-SB) Trail.

            Unmarked Trail - Pine Swamp Mountain
            Unmarked Trail – Pine Swamp Mountain
            Unmarked Trail - Pine Swamp Mountain
            Unmarked Trail – Pine Swamp Mountain
            Unmarked Trail - Pine Swamp Mountain
            Unmarked Trail – Pine Swamp Mountain
            Unmarked Trail - Pine Swamp Mountain
            Unmarked Trail – Pine Swamp Mountain
            Unmarked Trail - Pine Swamp Mountain
            Unmarked Trail – Pine Swamp Mountain

            Please Note: During this hike, I lost the faint unmarked trail and ended up bushwhacking approximately 520 feet east through open woods to reconnect with the Arden-Surebridge Trail. I used the Avenza Maps app to confirm my location and navigate back to the marked route. Hikers attempting this side trip should be comfortable with off-trail travel and carry a reliable map and navigation tool.

            Unmarked Trail - Pine Swamp Mountain
            Unmarked Trail – Pine Swamp Mountain

            Once back on the A-SB Trail, the route descends around the northern flank of Pine Swamp Mountain, gradually losing elevation as it works its way toward lower ground.

            Arden-Surebridge Trail - Pine Swamp Mountain
            Arden-Surebridge Trail – Pine Swamp Mountain
            Arden-Surebridge Trail - Pine Swamp Mountain
            Arden-Surebridge Trail – Pine Swamp Mountain

            After crossing a small stream, the trail passes along the northeastern edge of Pine Swamp, where the expanding wetland is visible through the trees.

            Arden-Surebridge Trail - Pine Swamp Mountain
            Arden-Surebridge Trail – Pine Swamp Mountain
            Arden-Surebridge Trail - Pine Swamp Mountain
            Arden-Surebridge Trail – Pine Swamp Mountain
            Arden-Surebridge Trail - Pine Swamp Mountain
            Arden-Surebridge Trail – Pine Swamp Mountain

            Over the years, beaver activity at Pine Swamp has gradually expanded the boundaries of the wetland beyond its historic limits. The impounded water has slowly pushed northward toward the mine complex, flooding low-lying areas and transforming sections of the surrounding forest into marshy habitat.

            Pine Swamp - Harriman State Park
            Pine Swamp – Harriman State Park
            Arden-Surebridge Trail - Pine Swamp Mountain
            Arden-Surebridge Trail – Pine Swamp Mountain

            Beyond the swamp, the A-SB Trail follows the course of an old mine road, a reminder of the area’s industrial past.

            Arden-Surebridge Trail - Pine Swamp Mountain
            Arden-Surebridge Trail – Pine Swamp Mountain

            A little farther along the trail is a large open trench, fifty-five feet long and eleven feet wide, which contains several drilling holes. Two water-filled shafts — one thirty feet by sixteen feet, with a stone retaining wall at one end, and the other ten and one-half feet by ten and one-half feet — are on the north side of the road just east of the trenches, while a test pit and large piles of tailings may be seen on the south side of the road.

            Pine Swamp Mine Complex - Harriman State Park
            Pine Swamp Mine Complex – Harriman State Park

            When this mine was active, there was a small village nearby, with homes, barns, stores and a saloon. The foundations of some of these structures can still be seen along the A-SB Trail

            Arden-Surebridge Trail - Pine Swamp Mountain
            Arden-Surebridge Trail – Pine Swamp Mountain

            About 200 feet farther along the A-SB Trail is another larger open trench. It is a large rectangular cut on a low hilltop that is 118 feet long and twenty-nine feet wide, with vertical rock walls that are about twenty-two feet deep. This open cut is presently filled with water.

            Pine Swamp Mine Complex - Harriman State Park
            Pine Swamp Mine Complex – Harriman State Park

            In about 100 feet, the Arden-Surebridge Trail crosses a stream on rocks just below an attractive cascade that is especially scenic after periods of rain. After crossing the stream, the A-SB Trail turns right, but you want to TURN LEFT.

            Arden-Surebridge Trail - Pine Swamp Mountain
            Arden-Surebridge Trail – Pine Swamp Mountain

            Immediately beyond the crossing, look for three yellow blazes on a tree marking the start of the Dunning Trail, which branches left. These blazes can be easy to miss, as they are positioned to be most visible to hikers traveling downhill on the A-SB Trail from the opposite direction.

            Turn left on Dunning Trail
            Turn left on Dunning Trail

            Now on the yellow-blazed Dunning Trail, the route follows an old woods road as it skirts the western edge of Pine Swamp. The broad, easy-to-follow path passes through quiet forest and wetlands, offering occasional glimpses of the swamp through the trees as it winds gently through this remote corner of the park.

            Dunning Trail - Harriman State Park
            Dunning Trail – Pine Swamp
            Dunning Trail - Harriman State Park
            Dunning Trail – Pine Swamp
            Dunning Trail - Harriman State Park
            Dunning Trail – Pine Swamp
            Dunning Trail - Pine Swamp
            Dunning Trail – Pine Swamp
            Dunning Trail - Pine Swamp
            Dunning Trail – Pine Swamp
            Pine Swamp - Harriman State Park
            Pine Swamp – Harriman State Park

            After about 900 feet from the intersection with the A-SB Trail, there is an unmarked footpath to the right of the trail, by a broken tree. A large mine dump of rock or tailings rises steeply about fifty feet up the trail, and the mine is up the hillside nearby. The largest and most spectacular opening in this mine complex is located on the hillside above the Dunning Trail.

            Pine Swamp Mine Trail - Harriman State Park
            Pine Swamp Mine Trail – Harriman State Park
            Pine Swamp Mine Trail - Harriman State Park
            Pine Swamp Mine Trail – Harriman State Park
            Pine Swamp Mine Trail - Harriman State Park
            Pine Swamp Mine Trail – Harriman State Park

            Pine Swamp Mine is a large open cut about 100 feet long and forty feet wide, with vertical walls seventy-five feet high. Drill holes are visible on the rock walls, along with square and horizontal notches. The notches were probably seats for timber bracing. A rectangular water-filled shaft containing the remains of timbers is located along the bottom of the west wall of the open cut.

            Pine Swamp Mine - Harriman State Park
            Pine Swamp Mine – Harriman State Park

            At the southern end of the cut is an adit or opening to a horizontal passage that extends some 125 feet into the hillside. This passage slopes upward, and above its far end is an air shaft opening to the surface. On a sunny day, light pours through this rock-bound skylight, illuminating the long passage.

            Pine Swamp Mine - Harriman State Park
            Pine Swamp Mine – Harriman State Park
            Pine Swamp Mine - Harriman State Park
            Pine Swamp Mine – Harriman State Park

            The Pine Swamp Mine, part of the Greenwood group of mines, was opened around 1830 and worked intermittently until 1880. The mine was owned by Robert and Peter Parrott, and the ore was brought to Clove Furnace in Arden, New York for smelting.

            Pine Swamp Mine - Harriman State Park
            Pine Swamp Mine – Harriman State Park

            After exploring Pine Swamp Mine, retrace your steps along the unmarked footpath back to the yellow-blazed Dunning Trail and turn right.

            Dunning Trail – Pine Swamp
            Dunning Trail – Pine Swamp

            Pine Swamp is a dynamic wetland in Harriman State Park, bordered by dense forest and rocky ridges. In recent years, beaver activity and seasonal flooding have expanded its boundaries, gradually reshaping nearby woods into marsh and influencing surrounding trail conditions.

            Pine Swamp - Harriman State Park
            Pine Swamp – Harriman State Park

            In about 140 feet, the old woods road becomes impassable where the swamp has taken over the treadway, but a short detour—roughly 175 yards—routes hikers onto higher, rockier ground. This bypass briefly climbs above the wettest section before rejoining the original trail alignment beyond the saturated area.

            Dunning Trail Detour – Pine Swamp
            Dunning Trail Detour – Pine Swamp
            Dunning Trail Detour – Pine Swamp
            Dunning Trail Detour – Pine Swamp
            Dunning Trail Detour – Pine Swamp
            Dunning Trail Detour – Pine Swamp

            The Dunning Trail climbs gradually along a wide, old woods road, winding through quiet forest and gently gaining elevation as it leaves the wetter lowlands behind. In just under half a mile, the route reaches a junction with the aqua-blazed Long Path. Here, turn left to continue the loop along the Long Path.

            Dunning Trail – Pine Swamp
            Dunning Trail – Pine Swamp
            Dunning Trail - Harriman State Park
            Dunning Trail – Harriman State Park
            Dunning Trail - Harriman State Park
            Dunning Trail – Harriman State Park
            Dunning Trail - Harriman State Park
            Dunning Trail – Harriman State Park
            Dunning Trail - Harriman State Park
            Dunning Trail – Harriman State Park

            This junction with the Long Path can easily be missed if you are not paying attention. If you start seeing Aqua and Yellow blazes (the two trails are co-aligned briefly), you went too far.

            Long Path - Harriman State Park
            Long Path – Harriman State Park

            The Long Path descends gradually on a rocky footpath, as it winds south through quiet forest, following a gentle, rolling grade beneath a dense canopy of trees. Along the way, it crosses several small streams, which are typically easy to navigate and add a pleasant rhythm to this otherwise tranquil section of trail.

            Long Path - Harriman State Park
            Long Path – Harriman State Park
            Long Path - Harriman State Park
            Long Path – Harriman State Park
            Long Path - Harriman State Park
            Long Path – Harriman State Park
            Long Path - Harriman State Park
            Long Path – Harriman State Park
            Long Path - Harriman State Park
            Long Path – Harriman State Park

            To the left of the trail, a towering cliff face rises above the forest floor, its weathered rock riddled with crevices, cracks, and small openings that appear to provide shelter for a variety of woodland creatures.

            Long Path - Harriman State Park
            Long Path – Harriman State Park
            Long Path - Harriman State Park
            Long Path – Harriman State Park
            Long Path - Harriman State Park
            Long Path – Harriman State Park
            Long Path - Harriman State Park
            Long Path – Harriman State Park

            The trail then crosses Pine Swamp Brook by stepping across a series of large rocks before continuing east through the forest. Not long after, it begins to ease toward Lake Skannatati, where glimpses of the surrounding landscape start to reappear through the trees.

            Long Path - Harriman State Park
            Long Path – Harriman State Park
            Long Path - Harriman State Park
            Long Path – Harriman State Park
            Long Path - Harriman State Park
            Long Path – Harriman State Park
            Long Path - Harriman State Park
            Long Path – Harriman State Park
            Long Path - Harriman State Park
            Long Path – Harriman State Park
            Long Path - Harriman State Park
            Long Path – Harriman State Park
            Long Path - Harriman State Park
            Long Path – Harriman State Park

            The Long Path then emerges into a small open area along the shore of Lake Skannatati, offering a natural pause point to take in the view. It’s a peaceful spot where the forest briefly gives way to open water, making it an ideal place to stop and enjoy the scenery before continuing on.

            Lake Skannatati - Harriman State Park
            Lake Skannatati – Harriman State Park
            Lake Skannatati - Harriman State Park
            Lake Skannatati – Harriman State Park

            A short distance later, the Long Path emerges from the forest into the Lake Skannatati parking area, bringing the hike full circle back to where it began along the lakeshore.

            Long Path - Harriman State Park
            Long Path – Harriman State Park
            Lake Skannatati Trailhead - Harriman State Park
            Lake Skannatati Trailhead – Harriman State Park

            Review:

            This is a fantastic loop hike in Harriman State Park that offers a great mix of everything—rocky climbs, quiet forest roads, wetlands, and rewarding views from Pine Swamp Mountain. The route is well-balanced, with a challenging start that eases into a peaceful walk along the Long Path by Lake Skannatati to finish.

            Highlights include the rugged feel of the Arden-Surebridge Trail, the interesting history around Pine Swamp Mine, and the ever-changing landscape shaped by water and wildlife. Despite its variety, much of the hike is shaded and comfortable, making it especially enjoyable on warm days. The counterclockwise direction works perfectly, getting the climbing out of the way early and ending on a relaxing note by the lake.

            Pros:

            Pine Swamp Mine, well marked and maintained trails, wooded and shaded for most of the route, rewarding ridge and lake views, interesting historic mine features, quiet and less crowded sections, well-balanced elevation gain, pleasant shoreline finish at Lake Skannatati.

            Cons:

            Navigation challenges on faint unmarked path, occasional wet or flooded trail areas, some detours required due to swamp expansion.


            Take a hike!

            Pine Swamp Short Loop
            Pine Swamp Short Loop

            Sources:

            • Lenik, Edward J.. Iron Mine Trails . New York – New Jersey Trail Conference. Kindle Edition.
            • Myles, William J.; Chazin, Daniel. Harriman Trails: A Guide and History . New York – New Jersey Trail Conference. Kindle Edition.
            • Harriman State Park

            Anthony’s Nose from South Mountain Pass

            May‎ ‎22‎, ‎2019 – Garrison, NY

            Difficulty: Moderate – Strenuous

            Length: Approximately 4 miles

            Max elevation: 910 ft. – total elevation gain: approximately 773 ft.

            Route type: Out and back (partial loop)

            Map: East Hudson Trails Map #101Free Map

            Trailhead parking: 94 South Mountain Pass Road – Garrison, NY 10524 (A 3-4 car lot and a wide shoulder is available for parking where the AT crosses South Mountain Pass Road).

            Details on hikes to Anthony’s Nose via different routes:


            Please Note ~ This hike is adjacent to the Camp Smith Military Reservation, and hikers must stay on the marked trail at all times.


            Overview:

            Anthony’s Nose is one of the most iconic and recognizable peaks in the Hudson Highlands, rising prominently above the eastern shore of the Hudson River by the Bear Mountain Bridge. Known for its dramatic rocky overlooks and sweeping river views, the mountain has become one of the most popular hiking destinations in the Lower Hudson Valley. From its exposed ledges, hikers are rewarded with expansive panoramas of the Hudson River, the Bear Mountain Bridge, Bear Mountain State Park, and the surrounding forested ridges of the Highlands.

            View northwest from Anthony’s Nose
            View northwest from Anthony’s Nose

            Several trails lead to Anthony’s Nose, including routes via the Appalachian Trail, the Camp Smith Trail, and shorter approaches from Route 9D. While some routes are relatively short, the terrain is often rugged and rocky, featuring steep climbs, exposed bedrock, and uneven footing characteristic of the Hudson Highlands. The mountain’s open rock outcrops and dramatic elevation above the river create a sense of exposure rarely found so close to New York City.

            Appalachian Trail
            Appalachian Trail

            The summit area consists of broad slabs of exposed stone dotted with low vegetation, adding to the mountain’s rugged character. Whether approached as a quick scenic hike or as part of a longer traverse through the Highlands, Anthony’s Nose offers some of the finest and most memorable views in the region.

            Anthony’s Nose – East Hudson Highlands
            Anthony’s Nose – East Hudson Highlands

            History:

            Anthony’s Nose has a long history tied to the early settlement and folklore of the Hudson Valley. The mountain’s unusual name is commonly believed to date back to the Dutch colonial era, when early settlers supposedly named the prominent rocky peak after a man named Anthony whose nose was said to resemble the mountain’s rounded profile. One popular legend attributes the name to “Anthony Hogan,” a Dutch sailor associated with the nearby Hudson River, though several variations of the story exist and the true origin remains uncertain.

            Because of its commanding position high above the Hudson River, Anthony’s Nose has long served as a natural landmark for travelers moving through the narrow Hudson Highlands corridor. During the colonial period and the American Revolution, the surrounding Highlands were strategically important because control of the Hudson River was vital to transportation and military operations between New England and the rest of the colonies. Nearby locations such as West Point and Fort Montgomery played major roles in the defense of the river.

            In the late 19th and early 20th centuries, the Hudson Highlands became increasingly popular with hikers, tourists, and outdoor clubs drawn by the dramatic scenery overlooking the river. Trails were gradually established across the mountain, eventually becoming part of larger trail systems including the Appalachian Trail and the Camp Smith Trail network. The construction of the nearby Bear Mountain Bridge in 1924 further increased accessibility to the area and helped establish Anthony’s Nose as one of the Hudson Valley’s best-known scenic overlooks.

            Today, Anthony’s Nose remains one of the most visited hiking destinations in the Lower Hudson Valley, valued both for its panoramic views and for its place within the long cultural and natural history of the Hudson Highlands.


            Trails Overview:

            • Appalachian Trail (1.85-mile) ~ This white-blazed trail is well marked and easy to follow. The AT features several short but steep descents and climbs, though it is generally a slightly easier approach than the route from Route 9D. It is still a rugged hike, however, with rocky and uneven terrain throughout. Between the woods roads, the trail narrows to a traditional footpath that winds through the forested mountainside.
            Appalachian Trail
            Appalachian Trail
            • Camp Smith Trail (1.3 miles) ~ This blue-blazed trail is well marked and follows a wide woods road. The road is extremely eroded and quite rocky.
            Camp Smith Trail - Anthony’s Nose
            Camp Smith Trail – Anthony’s Nose
            • Military Road (1 mile) ~ is an unmarked rocky woods road that heads north toward South Mountain Pass, passing through a quiet, wooded corridor between Anthony’s Nose and Mine Mountain. Today, it serves as a rough, lightly maintained access route used by hikers and Camp Smith personnel. Its gentler grades and wider tread make it a more moderate return route following an otherwise rugged hike.
            Military Road - Anthony’s Nose
            Military Road – Anthony’s Nose

            Parking:

            There is a small gravel lot (fits 3-4 cars) and available shoulder parking along the south side of South Mountain Pass Road, right where the Appalachian Trail crosses the road.

            South Mountain Pass Road Trailhead
            South Mountain Pass Road Trailhead

            There is a porta-potty located by the parking area.


            Hike Overview:

            I first did this hike in February 2019, with snow covering the trails and the Hudson Highlands locked in winter stillness. Seven years later, I finally returned to revisit the route, experiencing the same rugged terrain and sweeping views under entirely different conditions.

            This is a lesser-used route than the more popular approach from Route 9D, though it is not significantly easier. While the grades are somewhat more moderate overall, the rugged terrain, rocky footing, and repeated elevation changes still make for a challenging hike.

            With parking limited at the South Mountain Pass Road trailhead, the northern end of this hike tends to see fewer hikers, offering a quieter and more secluded experience compared to the more popular Route 9D approach.

            This moderately strenuous hike is nearly 4 miles long, with approximately 800 feet of elevation gain.

            Anthony’s Nose from South Mountain Pass
            Anthony’s Nose from South Mountain Pass

            As shown in the elevation profile below, this 4-mile hike features frequent ups and downs throughout, with repeated climbs and descents that add to its rugged character.

            Elevation profile - Anthony’s Nose from South Mountain Pass
            Elevation profile – Anthony’s Nose from South Mountain Pass

            The Hike:

            From the parking area, walk west a short distance and look for the white blazes marking the Appalachian Trail crossing on South Mountain Pass Road. Turn left and head south on the AT as it follows a woods road past a gate. After roughly 1,000 feet, the white-blazed trail turns right at the Hemlock Springs Campsite, leaving the woods road behind. Continue following the Appalachian Trail as it descends steeply into the wooded clove between Anthony’s Nose and Mine Mountain.

            Appalachian Trail
            Appalachian Trail
            Appalachian Trail
            Appalachian Trail
            Appalachian Trail
            Appalachian Trail
            Bear right on Appalachian Trail
            Bear right on Appalachian Trail
            Campsite alongside Appalachian Trail
            Campsite alongside Appalachian Trail
            Appalachian Trail
            Appalachian Trail

            The Appalachian Trail soon begins climbing the north face of Anthony’s Nose on a moderate grade before gradually steepening as it ascends the rugged mountainside. After a brief leveling section, the trail resumes its climb over rocky and uneven terrain. Along this stretch, the narrow footpath winds through dense thickets of mountain laurel, whose glossy evergreen leaves frame the trail and create a sheltered woodland corridor beneath the forest canopy.

            Appalachian Trail
            Appalachian Trail
            Appalachian Trail
            Appalachian Trail
            Appalachian Trail
            Appalachian Trail
            Appalachian Trail
            Appalachian Trail
            Appalachian Trail
            Appalachian Trail
            Appalachian Trail
            Appalachian Trail

            After nearly a mile, the trail turns sharply right onto an old woods road and begins a fairly steep descent. About 350 yards later, the white-blazed Appalachian Trail leaves the woods road on the right and drops steeply toward Route 9D through rugged, rocky terrain.

            Turn right on Appalachian Trail
            Turn right on Appalachian Trail
            Appalachian Trail - Anthony’s Nose
            Appalachian Trail – Anthony’s Nose
            Appalachian Trail - Anthony’s Nose
            Appalachian Trail – Anthony’s Nose
            Appalachian Trail - Anthony’s Nose
            Appalachian Trail – Anthony’s Nose

            When the white-blazed Appalachian Trail turns right, continue straight ahead on the woods road, now following the blue blazes of the Camp Smith Trail as it continues along the same rocky, eroded roadway.

            Continue straight to Camp Smith Trail
            Continue straight to Camp Smith Trail
            Camp Smith Trail - Anthony’s Nose
            Camp Smith Trail – Anthony’s Nose

            The blue-blazed Camp Smith Trail climbs at a moderately steep grade, though not quite as aggressively as the earlier section of the Appalachian Trail. After a short ascent, the trail briefly levels off as it passes a small pond on the left. Beyond the pond, the Camp Smith Trail resumes its steady climbs over rocky terrain as it continues south toward the main viewpoint atop Anthony’s Nose.

            Camp Smith Trail - Anthony’s Nose
            Camp Smith Trail – Anthony’s Nose
            Camp Smith Trail - Anthony’s Nose
            Camp Smith Trail – Anthony’s Nose
            Camp Smith Trail - Anthony’s Nose
            Camp Smith Trail – Anthony’s Nose
            Camp Smith Trail - Anthony’s Nose
            Camp Smith Trail – Anthony’s Nose
            Camp Smith Trail - Anthony’s Nose
            Camp Smith Trail – Anthony’s Nose
            Camp Smith Trail - Anthony’s Nose
            Camp Smith Trail – Anthony’s Nose
            Camp Smith Trail - Anthony’s Nose
            Camp Smith Trail – Anthony’s Nose

            Continue following the blue blazes and, about 0.6 mile from the junction with the Appalachian Trail, the blue-blazed Camp Smith Trail turns left and climbs a short rocky cliff. Here, turn right and continue along the woods road toward a large exposed rock outcrop that offers panoramic views of the Hudson River, the Bear Mountain Bridge, and the rugged hills of Bear Mountain State Park and Harriman State Park.

            Camp Smith Trail - Anthony’s Nose
            Camp Smith Trail – Anthony’s Nose
            Anthony’s Nose - East Hudson Highlands
            Anthony’s Nose – East Hudson Highlands
            Anthony’s Nose - East Hudson Highlands
            Anthony’s Nose – East Hudson Highlands
            Anthony’s Nose – East Hudson Highlands
            Anthony’s Nose – East Hudson Highlands

            From Anthony’s Nose, the view southwest stretches across the Hudson River toward Iona Island and the rolling, forested hills of Bear Mountain State Park, where layered ridgelines rise beyond the river in classic Hudson Highlands scenery.

            View Southwest from Anthony’s Nose
            View Southwest from Anthony’s Nose

            Looking west, the massive slopes of Bear Mountain dominate the landscape beyond the Hudson River, while Hessian Lake rests quietly at the foot of the mountain far below.

            View west from Anthony’s Nose
            View west from Anthony’s Nose

            Looking northwest, the Route 9W Popolopen Creek Bridge and the Popolopen Creek Footbridge span the dramatic chasm of Popolopen Gorge, also known as Hell Hole. Beyond the gorge rise the rugged northern hills of Bear Mountain State Park and the historic grounds of West Point along the western shore of the Hudson Highlands.

            View northwest from Anthony’s Nose
            View northwest from Anthony’s Nose

            Southwest view from Anthony’s Nose, with several peaks and ridgelines of Bear Mountain State Park labeled across the Hudson River.

            View southwest from Anthony’s Nose
            View southwest from Anthony’s Nose

            Anthony’s Nose is composed predominantly of Canada Hill Granite, a durable medium-to coarse-grained granite that forms the mountain’s rugged cliffs, exposed ledges, and rocky summit outcrops. Thriving in the mountain’s thin, acidic soils, dense patches of mountain laurel line many of the trails, and at the viewpoint. Their glossy evergreen leaves and seasonal blooms creating a striking contrast against the weathered granite of the Hudson Highlands.

            Anthony’s Nose – East Hudson Highlands
            Anthony’s Nose – East Hudson Highlands

            The historic Hudson River Sloop Clearwater rested peacefully on the river with its tall wooden masts rising above the water. A short time later, it raised its sails and glided beneath the iconic Bear Mountain Bridge, creating a timeless scene against the backdrop of the Hudson Highlands.

            Hudson River Sloop Clearwater
            Hudson River Sloop Clearwater
            Hudson River Sloop Clearwater
            Hudson River Sloop Clearwater

            When you are done enjoying the views, retrace your steps, crossing the woods road that you took up here and follow the blue blazes as they climb a rock ledge to the summit of Anthony’s Nose. From the summit there are both seasonal and year-round views from open rock slabs.

            Camp Smith Trail - Anthony’s Nose
            Camp Smith Trail – Anthony’s Nose

            The true summit of Anthony’s Nose.

            Anthony’s Nose summit
            Anthony’s Nose summit

            A Westchester County Control Survey Reference Marker sits near the 910-foot summit of Anthony’s Nose, quietly marking a precise geodetic point atop the rocky Hudson Highlands peak.

            Anthony’s Nose summit
            Anthony’s Nose summit

            Partial and seasonal views south down the Hudson River from the true summit of Anthony’s Nose.

            View south from Anthony’s Nose summit
            View south from Anthony’s Nose summit
            View south from Anthony’s Nose summit
            View south from Anthony’s Nose summit

            During leaf-off season, the south-facing view from the summit of Anthony’s Nose improves significantly, offering filtered but extended sightlines down the Hudson River valley. While not as expansive as the main lookout, it provides a glimpse past Dunderberg Mountain and farther along the winding river corridor.

            Camp Smith Trail – Anthony’s Nose
            Camp Smith Trail – Anthony’s Nose

            When you are done checking out this view, retrace your steps back towards the first lookout, but turn right on the woods road (Camp Smith Trail), now heading northeast. In about 400 feet or so, look for an unmarked footpath on the left. This trail leads to the site of an old Airway Beacon that once stood guard on Anthony’s Nose. The concrete footings along with two survey markers are still there.

            Camp Smith Trail - Anthony’s Nose
            Camp Smith Trail – Anthony’s Nose
            Unmarked trail - Anthony's Nose
            Unmarked trail – Anthony’s Nose

            An airway beacon once stood near the summit of Anthony’s Nose. During the 1920’s and 1930’s, before the advent of modern radar and advanced navigation systems, the U.S. government constructed thousands of these illuminated beacon towers across the country to guide early airmail pilots flying at night. Positioned on prominent mountaintops and ridgelines, the rotating lights served as visual navigational markers, helping pilots follow designated air routes through difficult terrain and poor weather. The concrete footings that once anchored the heavy steel legs of the tower are still firmly embedded in the ground.

            Proceed past the concrete footings for a short distance to a broad, slanted rock slab, where open views unfold to the north over the Hudson River and surrounding Hudson Highlands.

            Unmarked trail - Anthony's Nose
            Unmarked trail – Anthony’s Nose

            Hikers can spot official geodetic survey markers embedded directly into the concrete and nearby rock slabs.

            Air Beacon Trail - Anthony’s Nose
            Air Beacon Trail – Anthony’s Nose
            survey marker - Anthony’s Nose
            survey marker – Anthony’s Nose

            At this viewpoint, the Hudson River stretches north in a long, winding corridor flanked by rolling, forested hills on both sides. The layered ridgelines fade into the distance, creating a sense of depth and quiet expansiveness as the river threads its way through the Highlands.

            North-facing view - Anthony's Nose
            North-facing view – Anthony’s Nose

            This marker is at the viewpoint. There are several other survey markers in the area of this viewpoint.

            survey marker – Anthony’s Nose
            survey marker – Anthony’s Nose

            When you are finished enjoying the viewpoint, retrace your steps along the unmarked footpath back to the blue-blazed Camp Smith Trail and turn left. Follow the woods road as it descends, retracing your route back toward the Appalachian Trail.

            Camp Smith Trail - Anthony’s Nose
            Camp Smith Trail – Anthony’s Nose
            Camp Smith Trail - Anthony’s Nose
            Camp Smith Trail – Anthony’s Nose
            Camp Smith Trail - Anthony’s Nose
            Camp Smith Trail – Anthony’s Nose

            Continue following the blue blazes for about another half-mile, where the Camp Smith Trail ends at its junction with the Appalachian Trail. From here, CONTINUE STRAIGHT ahead and follow the white blazes of the Appalachian Trail heading north as it soon climbs steeply uphill.

            Appalachian Trail - Anthony’s Nose
            Appalachian Trail – Anthony’s Nose
            Appalachian Trail - Anthony’s Nose
            Appalachian Trail – Anthony’s Nose

            At the top of the rise, the Appalachian Trail turns left and leaves the woods road, but you should bear right instead, leaving the AT and continuing along the woods road.

            Military Road - Anthony’s Nose
            Military Road – Anthony’s Nose
            Military Road - Anthony’s Nose
            Military Road – Anthony’s Nose

            The woods road soon curves to the right bordering Camp Smith, then the road turns left (north) passing an entrance road to the NYS Military Reservation, with a locked gate (DO NOT GO BEYOND THE GATE). Bear left and continue on the unmarked woods road as it begins to descend.

            Military Road - Anthony’s Nose
            Military Road – Anthony’s Nose
            Military Road - Anthony’s Nose
            Military Road – Anthony’s Nose
            Military Road - Anthony’s Nose
            Military Road – Anthony’s Nose
            Military Road - Anthony’s Nose
            Military Road – Anthony’s Nose
            Appalachian Trail - Anthony’s Nose
            Appalachian Trail – Anthony’s Nose

            After about 0.8 mile with the junction with the Appalachian Trail, the AT rejoins Military Road from the left. Continue following the white blazes for another 350 yards back to South Mountain Pass Road, where the hike began.

            Appalachian Trail - Anthony’s Nose
            Appalachian Trail – Anthony’s Nose
            Appalachian Trail - Anthony’s Nose
            Appalachian Trail – Anthony’s Nose
            Appalachian Trail - Anthony’s Nose
            Appalachian Trail – Anthony’s Nose

            Review:

            A rewarding 4-mile hike on Anthony’s Nose that delivers far more scenery than its mileage suggests. The route is consistently engaging, with rocky woodland trails, steady climbs, and just enough elevation change to keep things interesting without being overwhelming. Expect a mix of shaded forest paths, rugged footing, and well-placed viewpoints overlooking the Hudson River. The highlight, of course, is the sweeping views—some of the finest in the Lower Hudson Valley. From the exposed rock outcrops, hikers are treated to expansive views of the Hudson River Valley.

            Pros:

            Scenic Hudson River views, rugged and varied terrain, rewarding overlook, manageable 4-mile distance, quiet northern approach, shaded forest sections, excellent payoff for effort, well marked trails.

            Cons:

            Limited parking at South Mountain Pass Road, can get extremely crowded at the main viewpoint.


            Take a hike!

            Anthony’s Nose from South Mountain Pass
            Anthony’s Nose from South Mountain Pass

            Sources:


            Boston Mine Loop – Harriman State Park

            May 17, 2026 – Southfields, NY

            Difficulty: Easy – Moderate

            Length: Approximately 3 miles

            Max elevation: 1,131 ft. – total elevation gain approximately 338 ft.

            Route type: Circuit

            Buy Maps (Paper & Avenza): 2023 Harriman-Bear Mountain Trails Map #119

            Free Web Map: Harriman State Park Trail Map 2023

            Free Avenza App Map: Harriman State Park Trail Map 2017

            Trailhead parking: 1369 Kanawauke Rd, Southfields, NY, 10975

            Gravel parking lot – no bathrooms on site


            Overview:

            Harriman State Park is New York’s second-largest state park, encompassing more than 47,000 acres of rugged mountains, dense forests, scenic lakes, and miles of streams in the Hudson Highlands. Located just north of New York City, the park features over 200 miles of hiking trails, including sections of the Appalachian Trail, along with numerous lakes, campgrounds, historic sites, fire roads, and panoramic overlooks. Known for its diverse recreational opportunities, Harriman attracts hikers, backpackers, anglers, paddlers, and nature enthusiasts year-round, while its rich history includes remnants of old iron mines, abandoned settlements, and early conservation efforts that helped preserve this vast wilderness landscape.

            Harriman State Park
            Harriman State Park

            With more than 20 known mines scattered throughout Harriman State Park, these historic sites make fascinating hiking destinations. The Boston Mine lies within a magnetite-rich zone known as the Greenwood group of mines. It is located along the Dunning Trail, roughly three-quarters of a mile north of County Route 106, just east of the old woods road called Island Pond Road. Historian James M. Ransom noted that the mine was active around 1880, and the iron ore extracted there was transported to the Clove Furnace in Arden for smelting.

            Boston Mine – Harriman State Park
            Boston Mine – Harriman State Park

            Trails Overview:

            Please Note: Trail distances denoted below are in relation to this hike only and not the total distance of the trails.

            A trail map of the area north of the parking lot is posted just across the road at the start of the White Bar Trail.

            White Bar Trailhead Map
            White Bar Trailhead Map
            • White Bar Trail (horizontal white bar – 1.1 miles) ~ The White Trail descends from Car Pond Mountain and travels through the Hikers Parking Lot on CR 106, crosses the road and heads north through a wide valley. The trail runs primarily along an old woods road that narrows to a footpath in certain places. In areas where the trail becomes extremely narrow, it is slightly overgrown. The trail is well marked with the horizontal white bars and some of the older blazes have “W-B” written on them.
            White Bar Trail - Harriman State Park
            White Bar Trail – Harriman State Park
            • Dunning Trail (yellow – 0.62 mile) ~ The Dunning Trail runs southeast to northwest, connecting the White Bar Trail to Island Pond Road. The trail runs over undulating terrain, soon descending to the left of the Boston Mine just before reaching Island Pond Road. The trail is well marked in most places.
            Dunning Trail - Harriman State Park
            Dunning Trail – Harriman State Park
            • Island Pond Road (unmarked – 0.8 mile) ~ South of the Dunning Trail, descends gradually through a quiet section of Harriman State Park toward County Route 106. Once used as a woods road serving the area’s mining and logging activity, the route now provides hikers with an easy, gently graded walk through mixed hardwood forest.
            Island Pond Road - Harriman State Park
            Island Pond Road – Harriman State Park

            Parking:

            The White Bar Trailhead parking area, located along County Route 106 (Kanawauke Road), is a gravel hiker lot that serves as a starting point for several trails and old woods roads, including the White Bar Trail, Nurian Trail, and routes leading toward Island Pond, Black Rock Mountain, and the Boston Mine. The parking area is fairly spacious, accommodating approximately 20–30 vehicles, though capacity can vary depending on how cars are parked. As a popular access point for hikers, the lot often fills up on weekends and during peak hiking season, particularly in warmer months, so arriving early is usually the best option.

            White Bar Trailhead - Harriman State Park
            White Bar Trailhead – Harriman State Park

            I’ve seen this parking lot completely packed, with vehicles lined along the right side, making it difficult for others to maneuver out of their spaces. If possible, it’s a good idea to back into a parking spot when you arrive, as backing out later can be challenging when the lot is full.

            White Bar Trailhead - Harriman State Park
            White Bar Trailhead – Harriman State Park

            I’m not sure if they have issues with theft here, but I have parked here numerous times and haven’t had any problems. Nevertheless, use common sense when parking anywhere that you’ll leave your vehicle unattended.

            White Bar Trailhead - Harriman State Park
            White Bar Trailhead – Harriman State Park

            Hike Overview:

            With temperatures expected to climb close to 90°, I opted for a variation of a hike I did in 2022. The route is relatively easy, with minimal elevation gain and plenty of shade beneath the forest canopy, making it a good choice for a hot day. The network of connecting trails and old woods roads in the area also offers numerous options for adjusting the distance, difficulty, and route along the way. In the end, I played it by ear based on the heat and settled on a moderately easy 3-mile loop featuring a peaceful walk through the woods with a brief stop at the historic Boston Mine.

            We began the hike around 9am on a Sunday morning. When we arrived at the trailhead, there were only a couple of cars in the lot. When we returned to the lot at about 11am, there were about 1/2 a dozen vehicles parked there. Normally this lot fills up, so I was surprised that it wasn’t when we returned to our vehicle.

            This hike was completed as a counterclockwise loop beginning at the Hikers Trailhead parking area on County Route 106 (Kanawauke Road). The route followed the White Bar Trail to the Dunning Trail, with the return leg utilizing Island Pond Road.

            Boston Mine Loop
            Boston Mine Loop

            This hike involves some minor ups and downs, but is relatively easy.

            Elevation profile - Boston Mine Loop
            Elevation profile – Boston Mine Loop

            The Hike:

            From the parking area, cross the road to enter the woods on the White Bar Trail. The trail angles across the roadway and is marked with white horizontal blazes, some labeled “W-B.” It then runs roughly parallel to the road for about 500 feet before turning right, crossing a stream via a metal culvert, and continuing along an old woods road. A short distance farther on, it bears right at a fork—the left fork is Island Pond Road, which serves as the return route—but for now, stay to the right and continue to follow the white blazes.

            White Bar Trail - Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trailhead Map
            White Bar Trailhead Map
            White Bar Trail – Harriman State Park
            White Bar Trail – Harriman State Park

            The White Bar Trail was first marked in 1921-22 by the Boy Scouts.

            White Bar Trail – Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail – Harriman State Park

            The White Bar Trail soon crosses an intermittent stream on rocks, and about a quarter mile from the start, the white-blazed Nurian Trail joins from the right. Although both trails use white blazes, the Nurian Trail is marked with vertical blazes, while the White Bar Trail uses horizontal ones. Continue ahead on the woods road for roughly 500 feet to the point where the two trails diverge. The Nurian Trail veers left, but remain to the right to stay on the White Bar Trail as it continues along the woods road.

            White Bar Trail – Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail – Harriman State Park

            In 1922, this area was the site of the Boy Scouts’ Camp Deerslayer, a part of their White Bar Trail system. In 1926, Camp Deerslayer was moved to Parker Cabin Hollow.

            White Bar Trail – Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail – Harriman State Park

            The White Bar Trail heads north through a broad valley, alternating between an old woods road and narrower footpaths. In a few sections, the trail becomes quite narrow and slightly overgrown. After crossing another intermittent stream on rocks, the trail climbs gently for a short distance before leveling off.

            White Bar Trail - Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail - Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail - Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail - Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail - Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail - Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail - Harriman State Park
            White Bar Trail – Harriman State Park

            Approximately 1.1 miles from the trailhead, as the White Bar Trail turns right, it reaches a T-intersection with the yellow-blazed Dunning Trail, which comes in from the left. Turn left here and follow the yellow blazes in a westerly direction.

            Please note: This junction is easy to miss if you are not paying close attention.

            If you see a yellow blaze over a white blaze, you went too far (see red arrow).

            Turn left on Dunning Trail
            Turn left on Dunning Trail
            Turn left on Dunning Trail
            Turn left on Dunning Trail
            Dunning Trail - Harriman State Park
            Dunning Trail – Harriman State Park
            Dunning Trail - Harriman State Park
            Dunning Trail – Harriman State Park

            The Dunning Trail soon descends into a valley on a narrow footpath before climbing again. Along this stretch, the trail features several short ups and downs as it winds through scenic woodlands dotted with scattered boulders.

            Dunning Trail - Harriman State Park
            Dunning Trail – Harriman State Park
            Dunning Trail - Harriman State Park
            Dunning Trail – Harriman State Park
            Dunning Trail - Harriman State Park
            Dunning Trail – Harriman State Park
            Dunning Trail - Harriman State Park
            Dunning Trail – Harriman State Park
            Dunning Trail - Harriman State Park
            Dunning Trail – Harriman State Park

            Farther along, the trail curves around the base of a large cliff, adding a rugged and picturesque feel to the hike.

            Dunning Trail - Harriman State Park
            Dunning Trail – Harriman State Park
            Dunning Trail - Harriman State Park
            Dunning Trail – Harriman State Park
            Dunning Trail - Harriman State Park
            Dunning Trail – Harriman State Park
            Dunning Trail - Harriman State Park
            Dunning Trail – Harriman State Park
            Dunning Trail - Harriman State Park
            Dunning Trail – Harriman State Park
            Dunning Trail - Harriman State Park
            Dunning Trail – Harriman State Park
            Dunning Trail - Harriman State Park
            Dunning Trail – Harriman State Park

            The trail then climbs to a ridge before descending to the base of the Boston Mine. Near the mine entrance, an ore dump can be seen to the right of the trail, a remnant of the area’s historic mining activity.

            Dunning Trail - Harriman State Park
            Dunning Trail – Harriman State Park
            Dunning Trail - Harriman State Park
            Dunning Trail – Harriman State Park

            An ore dump from the Boston Mine alongside the Dunning Trail.

            Dunning Trail - Harriman State Park
            Dunning Trail – Harriman State Park

            One can enter the open cut by means of an entrance near its southwestern side, but the northern end and shaft are water-filled and dangerous. The mine entrance is usually quite wet, and extreme caution should be exercised. (Do not approach the water-filled pit.)

            Boston Mine - Harriman State Park
            Boston Mine – Harriman State Park

            The mine opening consists of a large open cut, about 100 feet long, which extends north to south within a low ridge. At its northern end, the open cut becomes a shaft which extends into the rock ridge for about 30 feet.

            Boston Mine – Harriman State Park
            Boston Mine – Harriman State Park

            According to historian James M. Ransom, the Boston Mine was worked around 1880. The ore extracted from this mine was sent to the Clove Furnace at Arden, New York to be smelted.

            Boston Mine - Harriman State Park
            Boston Mine – Harriman State Park

            When you are ready to continue, resume following the yellow-blazed Dunning Trail, which continues directly across from the mine cut.

            Dunning Trail - Harriman State Park
            Dunning Trail – Harriman State Park

            In a few feet, the Dunning Trail reaches a T-intersection with Island Pond Road and turns left. Follow the yellow blazes along the wide woods road for a short distance.

            Turn left on Island Pond Road
            Turn left on Island Pond Road
            Turn left on Island Pond Road
            Turn left on Island Pond Road

            The Dunning Trail soon departs to the right, and shortly afterward the white-blazed Nurian Trail briefly joins before veering off to the left. Continue straight ahead to remain on the unmarked Island Pond Road as it continues south.

            Continue straight on Island Pond Road
            Continue straight on Island Pond Road
            Continue straight on Island Pond Road
            Continue straight on Island Pond Road

            There are no blazes to guide you along this stretch of the road, but the route is clear and unmistakable.

            Island Pond Road - Harriman State Park
            Island Pond Road – Harriman State Park

            As Island Pond Road continues south, an unmarked trail branches off to the right toward Stahahe High Peak. The woods road then descends gently beneath the forest canopy, following a wide, easy grade with only minor elevation changes. This quiet stretch makes for a relaxing and pleasant walk back toward Kanawauke Road (CR 106).

            Island Pond Road - Harriman State Park
            Island Pond Road – Harriman State Park
            Island Pond Road - Harriman State Park
            Island Pond Road – Harriman State Park
            Island Pond Road - Harriman State Park
            Island Pond Road – Harriman State Park
            Island Pond Road - Harriman State Park
            Island Pond Road – Harriman State Park

            About 0.8 mile beyond the Boston Mine, the White Bar Trail joins from the left, marking the start of the retrace back toward the trailhead. A short distance later, Island Pond Road ends at a gate along Route 106. Here, the White Bar Trail turns left, parallels Route 106 for about 0.15 mile, then crosses the road and returns to the parking lot at the White Bar Trailhead, completing the hike.

            White Bar Trail - Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail - Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trail - Harriman State Park
            White Bar Trail – Harriman State Park
            White Bar Trailhead - Harriman State Park
            White Bar Trailhead – Harriman State Park

            Review:

            This moderately easy loop hike is a great way to experience both the natural beauty and history of Harriman State Park. The route travels through a peaceful forest with plenty of shade, making it especially enjoyable on warmer days. The trails are well marked and easy to follow, with only gentle elevation changes along the way. One of the highlights is the historic Boston Mine, a fascinating reminder of the park’s iron-mining past tucked away in the woods along the Dunning Trail. Combined with quiet scenery, varied terrain, and a sense of local history, this loop offers a relaxing and rewarding hike suitable for most skill levels.

            Pros:

            Well-marked trails that are easy to follow, mostly shaded route ideal for warm-weather hiking, scenic forest setting with peaceful surroundings, historic Boston Mine adds unique historical interest, multiple connecting trails offer longer route options, enjoyable mix of footpaths, woods roads, and stream crossings, suitable for hikers of varying skill levels.

            Cons:

            No viewpoints, some narrow and slightly overgrown sections of trail, parking lot can become crowded on busy weekends, minor muddy areas possible in wetter conditions, historic mine area is easy to miss without paying attention to the trail route.


            Take a hike!

            Boston Mine Loop - Harriman State Park
            Boston Mine Loop – Harriman State Park

            Sources:

            • Lenik, Edward J.. Iron Mine Trails . New York – New Jersey Trail Conference. Kindle Edition.
            • Myles, William J.; Chazin, Daniel. Harriman Trails: A Guide and History . New York – New Jersey Trail Conference. Kindle Edition.
            • Harriman State Park

            Glenclyffe and Arden Point Loop

            April 26, 2026 – Philipstown, NY

            Difficulty: Easy – Moderate (Rocky terrain)

            Length: Approximately 3 miles

            Max elevation: 139 ft. – total elevation gain approximately 251 ft.

            Route type: Circuit

            Map: East Hudson Trails Map #101

            Trailhead parking: Glenclyffe Trailhead – 8 Glenclyffe, Garrison, NY 10524

            Dirt parking lot for about 12 vehicles – No restrooms on site

            Hours: Open Daily, Sunrise – Sunset


            Overview:

            The Glenclyffe and Arden Point Loop combines two distinct but seamlessly connected landscapes along the Hudson River into a single rewarding hike. Spanning wooded ridges, rocky bluffs, and quiet riverfront stretches, the trail offers a steady mix of terrain with frequent views across the water toward the Hudson Highlands and West Point.

            Arden Point Trail

            Arden Point Trail

            At roughly 3 miles in length, this easy-to-moderate loop delivers a satisfying balance of natural beauty, historic character, and scenic overlooks without requiring a strenuous climb, making it an ideal exploration of one of the Hudson Valley’s most picturesque riverfront preserves.

            Marcia’s Mile Trail

            Marcia’s Mile Trail

            Glenclyffe is a scenic Hudson River property in Garrison, New York, known for its mix of wooded hillsides, rocky outcrops, and river overlooks. The landscape blends natural beauty with layers of history, from its Indigenous Wappinger heritage to its connections with Revolutionary War events. Today, it offers a network of interconnected trails that wind through forested terrain and along dramatic viewpoints above the Hudson, creating a peaceful yet rugged setting just across the water from West Point.

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Arden Point is a rugged, scenic promontory that juts into the Hudson River, offering a mix of rocky shoreline, wooded slopes, and elevated viewpoints. The area is defined by its exposed ledges, scattered boulders, and moss-covered hillsides, giving it a distinctly wild and natural character. Trails loop around the point, leading to quiet coves and open rock outcrops where the forest gives way to sweeping views of the river and the surrounding Hudson Highlands, including West Point across the water.

            Arden Point

            Arden Point


            History:

            The Glenclyffe area lies within the ancestral homeland of the Wappinger people, a Munsee-speaking Indigenous nation who lived throughout the Hudson Valley long before European settlement. The site also carries Revolutionary War history, as it is associated with the route taken by Benedict Arnold during his escape after his plot to surrender West Point to the British was uncovered, adding a layer of historical significance to the landscape.

            In 2001, OSI acquired the 93-acre property to protect the land from a controversial proposal that would have resulted in intensive residential and commercial development. Over time, OSI transferred portions of the property to the Town of Philipstown, the Lostand Foundation, and the Garrison Institute, while maintaining conservation easements on the land for permanent protection. In 2019, OSI transferred a northern parcel of the land to New York State Parks as an addition to Hudson Highlands State Park Preserve.


            Trails Overview:

            The Glenclyffe and Arden Point Loop weaves together a varied network of riverside paths, forested footpaths, and rocky ridge sections into a cohesive 3-mile hike. The route is generally easy to moderate, with about 251 feet of elevation gain spread gradually across rolling terrain and short, gentle climbs. Along the way, hikers pass through shaded hardwood forest, traverse mossy stone outcrops, and follow stretches of trail that open onto dramatic overlooks of the Hudson River and the surrounding Highlands.

            The trails are well marked and generally easy to follow, with clear signage and a layout that makes navigation straightforward throughout most of the loop.

            Turn right on Castle Rock Trail

            Turn right on Castle Rock Trail

            Overall maintenance is good, though a few sections pass through dense bamboo groves where the tread can feel slightly narrowed or overgrown. During our visit, we encountered a single significant blowdown that required climbing over, but otherwise the trail was free of obstructions.

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Recent rainfall left some of the lower-lying areas muddy and soft underfoot, so conditions can vary depending on weather. A few minor reroutes are also in place, making an up-to-date trail map especially helpful for staying on course.

            Marcia’s Mile Trail is a scenic, easy-to-moderate 1-mile segment, forming part of the larger Glenclyffe Loop Trail near the Hudson River. This co-aligned section of trail features distinctive red fox blazes, originally designed by Marcia Favrot, adding a unique and memorable character to the route as it winds through the landscape. At the start of the hike, Marcia’s Mile is co-aligned with the white-blazed Castle Rock Trail for 0.4 mile. The remaining 0.6 mile runs is co-aligned with the red-blazed Glenclyffe Loop Trail.

            Marcia’s Mile Trail

            Marcia’s Mile Trail

            The blue-blazed Arden Point Trail forms a 0.8-mile loop around the perimeter of the rocky, but scenic promontory that juts into the Hudson River. There are two types of round plastic discs that are used. The older Taconic Region and the newer NY State Parks plastic discs, adorned with a leaf.

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            The red-blazed Glenclyffe Loop Trail, combined with the co-aligned Castle Rock/Marcia’s Mile trails, forms a roughly 2-mile loop around the property, creating a well-connected route that links together its varied terrain and scenic viewpoints.


            Parking:

            The parking area for the trailhead can be easy to miss when driving along Route 9D. It sits just beyond the entrance to the Garrison Institute, tucked discreetly off the road. Keep an eye out for the posted signage (see below) alongside the road.

            Philipstown Community Center

            Philipstown Community Center

            Garrison Institute

            Garrison Institute

            Right after the entrance, just past the stone columns, there is a green sign which signals the turnoff into the small dirt parking lot.

            Glenclyffe Trailhead parking

            Glenclyffe Trailhead parking

            The 12-vehicle trailhead parking area is a small, compact dirt lot that serves as the primary access point for the Glenclyffe Loop Trail. While modest in size, it provides direct entry to the trail system, helping concentrate visitor access in a designated area. The unpaved surface blends naturally with the surrounding landscape, maintaining a low-profile presence that fits the character of the preserve while accommodating a limited number of cars.

            Glenclyffe Trailhead parking

            Glenclyffe Trailhead parking


            Hike Overview:

            I first hiked a similar route back in 2016, starting from the Garrison Metro-North Station, where weekend parking was available at no cost. At that time, there was no dedicated Glenclyffe trailhead parking, which wasn’t added until the 2021 improvements established a more formal and convenient access point. The new parking area and rerouted trail segments have since reshaped the experience, giving the hike a slightly different flow and feel compared to my earlier visit. While parts of the route run close to the railroad tracks, and passing trains are occasionally audible, the setting remains peaceful overall. It’s still a beautiful area to spend a few hours immersed in the varied landscapes and sweeping Hudson River views.

            This hike is rated easy to moderate, though it leans more toward easy overall. The rocky terrain and occasional tree roots along the tread can make footing uneven in a few spots, so a bit of attention is helpful while hiking. It’s an excellent choice for those who enjoy Hudson River views and quieter, less-traveled trails. During our visit, we only encountered a small group of runners and dog walkers, along with a couple of other hikers. Aside from the occasional train passing nearby, the area remained peaceful throughout, making for a very enjoyable outing.

            We began at the Glenclyffe Trailhead and headed west toward the river, following a counterclockwise loop around Arden Point before reconnecting with the Glenclyffe Loop Trail and continuing south. From there, the trail circles the southern portion of the property, then turns north and returns to the parking area.

            Glenclyffe and Arden Point Loop

            Glenclyffe and Arden Point Loop

            The elevation profile below shows the gentle, rolling pattern of small ascents and descents you’ll encounter throughout the hike.

            Elevation profile - Glenclyffe and Arden Point Loop

            Elevation profile – Glenclyffe and Arden Point Loop


            The Hike:

            Before setting out, take a moment to review the trail map at the kiosk—snapping a quick photo is a smart backup if you don’t already have one. There’s also a QR code available to download a GPS-enabled map if you prefer digital navigation. While you’re there, it’s worth spending a minute reading up on the history of the land you’ll be exploring.

            Glenclyffe Trailhead

            Glenclyffe Trailhead

            Marcia’s Mile Trail is a scenic, easy-to-moderate 1-mile segment that forms part of the larger Glenclyffe Loop Trail near the Hudson River. This co-aligned section features distinctive red fox blazes, originally designed by Marcia Favrot, giving the route a unique and memorable character as it winds through the landscape. At the start of the hike, Marcia’s Mile runs co-aligned with the white-blazed Castle Rock Trail for about 0.4 mile, before continuing for the remaining 0.6 mile in alignment with the red-blazed Glenclyffe Loop Trail.

            Marcia’s Mile Trail

            Marcia’s Mile Trail

            Begin the hike heading west along the co-aligned Castle Rock and Marcia’s Mile Trails, marked with white and red fox blazes, respectively. The route descends a grassy knoll and follows a woods road, passing a small pond on the right before crossing an open meadow and reentering the forest. From there, the trail moves across gently rolling terrain, turning right onto a narrower footpath that gradually descends. Just before reaching a stone wall, it turns left again, continuing downhill alongside the wall for a short stretch.

            Marcia’s Mile Trail

            Marcia’s Mile Trail

            Marcia’s Mile Trail

            Marcia’s Mile Trail

            Marcia’s Mile Trail

            Marcia’s Mile Trail

            Marcia’s Mile Trail

            Marcia’s Mile Trail

            Marcia’s Mile Trail

            Marcia’s Mile Trail

            Marcia’s Mile Trail

            Marcia’s Mile Trail

            Marcia’s Mile Trail

            Marcia’s Mile Trail

            Marcia’s Mile Trail

            Marcia’s Mile Trail

            Marcia’s Mile Trail

            Marcia’s Mile Trail

            After a short level stretch, the trail arrives at a T-intersection where Marcia’s Mile continues left and the Castle Rock Trail turns right. TURN RIGHT HERE onto the woods road, staying with the white blazes of the Castle Rock Trail. After a brief distance, it ends at a junction with the blue-blazed Arden Point Trail.

            Marcia’s Mile Trail

            Marcia’s Mile Trail

            Turn right on Castle Rock Trail

            Turn right on Castle Rock Trail

            Castle Rock Trail

            Castle Rock Trail

            The white-blazed Castle Rock Trail ends at a junction with the blue-blazed Arden Point Trail near a one-lane steel truss bridge that crosses over the railroad tracks. From here, turn left and cross the bridge toward Arden Point. Immediately after crossing, the blue-blazed trail reaches a T-intersection; turn right onto a woods road that quickly narrows into a footpath. This 0.8-mile loop circles Arden Point before returning to the bridge, completing the loop.

            Turn left on Arden Point Trail

            Turn left on Arden Point Trail

            Turn left here. Continuing straight on the Arden Point Trail for about a half mile will bring you to the Garrison Metro-North Station.

            Turn left on Arden Point Trail

            Turn left on Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Follow the blue-blazed trail as it winds through the scenic landscape. After roughly 0.4 mile, it passes through a break in an old stone wall and descends to the shoreline at the northern tip of Arden Point. From here, expansive views open up to the north along the Hudson River, with the U.S. Military Academy at West Point visible on the west bank to the left and Bull Hill rising in the East Hudson Highlands beyond.

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Arden Point

            Arden Point

            Arden Point

            Arden Point

            Arden Point

            Arden Point

            Arden Point

            Arden Point

            After taking in the view, continue south on the blue-blazed trail. Shortly ahead, a short spur on the right leads to a west-facing overlook of the Hudson River. Directly across the water stands the large red-brick Hotel Thayer at West Point, while the West Shore Railroad—constructed in 1883—follows the river’s edge below. Now operated by CSX for freight service, the line is often active, and it’s not uncommon to see long freight trains winding along the shoreline as they move through the valley.

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Continue south on the blue-blazed Arden Point Trail. Near the southern end of the point, the trail makes a sharp left turn—at this junction, bear right and follow a path out to a rocky outcrop at the tip of the peninsula. From here, a broad south-facing panorama opens across the Hudson River, with the Bear Mountain Bridge visible in the distance. On the west shore, the yellow brick buildings house the West Point Museum and Visitor Center, established in 1989 on the former site of Ladycliff College.

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Looking west across the Hudson River, the view opens toward the rolling, forested landscape of West Point, where steep hills and historic grounds rise above the shoreline in a sweeping Hudson Highlands backdrop.

            Arden Point Trail

            Arden Point Trail

            Looking northwest across the Hudson River, the view takes in the rugged shoreline and wooded heights leading up to West Point, where the river narrows and the surrounding hills rise in a series of green, rolling layers.

            Arden Point Trail

            Arden Point Trail

            The view south from Arden Point opens wide over the Hudson River, where the water winds toward the Bear Mountain Bridge. Rolling, forested hills rise on both sides of the river, creating a layered landscape of green ridgelines that fade into the distance and frame the sweeping river corridor.

            Arden Point Trail

            Arden Point Trail

            After taking some time to enjoy this view, retrace your steps to the blue-blazed trail and bear right, now heading north on the trail, which ends at the bridge over the tracks. Bear right, recross the bridge, and turn right (south) onto the white-blazed Castle Rock Trail, which follows a woods road.

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Arden Point Trail

            Just ahead, the Castle Rock Trail turns left off the woods road, but continue straight ahead on the same woods road, marked with solid red circular blazes.

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            In about a quarter mile, you’ll arrive at a junction marked by a bench and a signpost. From here, turn right and climb the stone steps uphill to stay on the red-blazed Glenclyffe Loop Trail, which circles the Glenclyffe property. Just ahead, a large gazebo comes into view, offering a scenic overlook of the Hudson River.

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            From the gazebo, views stretch across the Hudson River to Highland Falls.

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            A view of Buttermilk Falls in Highland Falls, NY. It is a historic cascade that once helped give the village its early name before it became Highland Falls. It’s a small, steep drop on a local stream descending toward the Hudson River near present-day West Point.

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            The trail passes to the left of the gazebo and continues south, running parallel to the Hudson River. Shortly ahead, it opens into a wide, scenic overlook with expansive river views, where two benches sit at the edge of the clearing. Below, a stone patio with a wooden bench adds a rustic gathering spot tucked into the slope beneath the viewpoint.

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Soon the trail bears left and begins a gentle descent. Just ahead, it swings right and continues south, running parallel to the river with views of the river through the trees. It passes over a small grassy area and a water treatment facility before bending right again at a dense bamboo thicket. In this stretch the path can feel a bit overgrown, and you may need to duck to navigate through the thick bamboo grove.

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Shortly, the red-blazed trail reaches the rim of a ravine. It bears right and descends before continuing forward, running parallel to the river.

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            After a short climb followed by another descent, the trail turns sharply left and drops into the ravine, where it follows an old woods road that has narrowed into a footpath. This historic route, known as Beverly Dock Road, is traditionally associated with Benedict Arnold’s 1780 flight after his treason was uncovered.

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            The trail crosses a stream on a large metal culvert and climbs gently, with the stream on the left. After bearing right at a small dam and bamboo thicket, the trail passes to the right of a small pond (largely obscured by the bamboo thicket).

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            This was the only obstacle we encountered that required us to climb over.

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Just beyond, the trail turns left, recrossing the stream on another culvert and passing a cinder-block building. An interpretive panel on the right relates the story of the escape of Benedict Arnold along this road during the Revolutionary War. It immediately turns right, passing to the left of a second pond.

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            The Glenclyffe Loop Trail soon passes through another bamboo thicket, and as it approaches Route 9D, it climbs steeply before emerging onto a wide open grassy field.

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            The trail runs along a tree line parallel to the road, with Castle Rock rising into view on the hilltop to the east.

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Castle Rock aka Osborn Castle, is a historic stone mansion perched high above the Hudson River in the Hudson Highlands. Built in the early 20th century for railroad executive William Henry Osborn, it was designed to resemble a European-style castle, complete with turrets and sweeping river views. Though now in ruins, its dramatic perch still offers one of the most striking overlooks in the region.

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            Glenclyffe Loop Trail

            At the sign for the Claudio Marzollo Community Center of Philipstown, turn left onto the paved entrance road. Just ahead on the right, beyond the Glenclyffe Trailhead parking sign, you’ll find the parking lot where the hike began.

            The Claudio Marzollo Community Center of Philipstown

            The Claudio Marzollo Community Center of Philipstown

            Glenclyffe Trailhead parking

            Glenclyffe Trailhead parking

            Glenclyffe Trailhead parking

            Glenclyffe Trailhead parking


            Review:

            The roughly three-mile loop at Glenclyffe is an easy-to-moderate hike that packs a lot into a short distance. The trail winds through quiet woods and open areas with countless Hudson River views, while gentle climbs add just enough challenge without feeling strenuous. With its peaceful setting and subtle historic character, it’s a rewarding, well-rounded hike that’s perfect for a quick escape. I would definitely recommend this hike.

            Pros:

            Scenic Hudson River views, quiet wooded trails, scenic landscape, peaceful atmosphere, well marked trails.

            Cons:

            N/A


            Take a hike!

            Glenclyffe and Arden Point Loop

            Glenclyffe and Arden Point Loop


            Sources:


             

            Drayton Grant Park at Burger Hill

            April 23, 2026 – Rhinebeck, NY

            Difficulty: Easy

            Length: Approximately 1 mile

            Max elevation: 558 ft.– total elevation gain approximately 182 ft.

            Route type: Circuit (can be done as an Out-and-Back)

            Map: Burger Hill Trail Map

            Trailhead parking: 3158 NY-9G, Rhinebeck, NY 12572

            Gravel parking lot for 12-15 vehicles – No restrooms on site


            Overview:

            Drayton Grant Park at Burger Hill is a 76-acre hilltop preserve in Rhinebeck, NY, known for its wide-open fields, easy walking paths, and sweeping views over the Hudson Valley.

            Burger Hill summit

            Burger Hill summit

            A gently rising mowed trail leads to a 558-foot summit where visitors are rewarded with expansive vistas stretching toward the Catskill Mountains and surrounding highlands.

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill

            Once farmland threatened by development, the landscape was permanently protected through a community-led conservation effort, and today it remains a simple, welcoming park for hiking, picnicking, birdwatching, and seasonal recreation in an open pastoral setting.

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill is owned and managed by the Winnakee Land Trust, a local conservation organization dedicated to preserving open space and natural lands in the Hudson Valley region.

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill


            History:

            In 1697, Henry Beekman received an English royal land grant that included the area now known as Burger Hill. Two decades later, in 1717, a Palatine family originally named Burckhardt—later anglicized to Burger—arrived in the region when Elisabetha Burckhardt, a widow with her children, settled in Rhinebeck as tenants on what was then called Beekmansland.

            The Burger family would go on to farm the land for five generations, leasing it continuously until 1830, when Beekman’s heirs sold the property to Elisabetha’s great-great-grandson, Frederick. Since the time of the original grant, the hill has remained in continuous agricultural use, shaping the open landscape that is still visible today.

            In the 1990’s, the hayfields and wetlands of what is now Drayton Grant Park at Burger Hill were under threat from proposed suburban-style development. In response, local residents partnered with the Winnakee Land Trust and Scenic Hudson to acquire and permanently protect the property.

            A driving force behind this effort was Rhinebeck environmental attorney Drayton Grant, whose leadership and dedication helped unite the community around preserving the landscape for public use. After her passing in 2012 following a battle with cancer, the park was renamed in her honor to recognize her lasting impact. Earlier, in 2005, Scenic Hudson formally transferred ownership of the property to the Winnakee Land Trust in acknowledgment of its ongoing stewardship of the site.


            Trails Overview:

            Drayton Grant Park at Burger Hill features a simple but rewarding network of mowed trails that make exploring the property easy and intuitive. The main route is a broad, steadily climbing path that leads directly to the open summit, while additional mowed tracks loop around the hillside and through the surrounding fields. Together, they form a short but scenic circuit with minimal navigation required, where the focus stays on the rolling terrain and expansive views rather than technical footing or dense forest hiking.

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill


            Hike Overview:

            I’ve visited this park many times, and it’s consistently an enjoyable stop. It’s not necessarily a standalone destination, but it pairs well with several nearby spots such as Wilderstein Historic Site, Poets’ Walk Park, or Ferncliff Forest.

            The walk itself is short and straightforward, climbing gently through open fields and rolling terrain. With little tree cover near the base and much of the hillside fully exposed, the route is largely sun-drenched from start to finish—beautiful on clear days, but best enjoyed when temperatures are moderate or the sun isn’t at its peak.

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill

            As shown in the elevation profile below, nearly all of the climb—about 182 feet of elevation gain—is reached within the first half mile.

            Elevation Profile - Drayton Grant Park at Burger Hill

            Elevation Profile – Drayton Grant Park at Burger Hill


            The Hike:

            The hike at Drayton Grant Park at Burger Hill is a short, straightforward hike, centered around a gentle climb to the open 558-foot summit. The wide mowed path ascends steadily uphill through former farmland, offering broad views that expand as you gain elevation.

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill

            To the left of the stone wall, a few benches sit tucked into the edge of the trees, offering one of the only shaded resting spots within the park and a quiet place to pause out of the open sun.

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill

            The views of the Catskill Mountains appear almost immediately as you follow the grassy mowed path toward the summit of Burger Hill.

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill

            A sweeping view of the southern Catskill Mountains and the distant Marlboro Mountains unfolding across the horizon as you gain elevation.

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill

            At the summit of Burger Hill, three stone slabs rest in the grass, doubling as both seating and a subtle etched profile of the mountain ranges that rise on the horizon. As you look out across the Hudson Valley, the carvings mirror the surrounding ridgelines, quietly linking the view in front of you to the landscape beneath your feet.

            Burger Hill summit

            Burger Hill summit

            At the summit of Burger Hill, three stone slabs are etched with a simple map that helps orient the surrounding peaks, turning the surrounding panorama into a labeled horizon line carved in stone.

            Burger Hill summit

            Burger Hill summit

            Burger Hill summit

            Burger Hill summit

            Burger Hill summit

            Burger Hill summit

            A broad view of the eastern landscape unfolds from the summit of Burger Hill, with rolling countryside stretching outward in layered fields and distant ridgelines.

            Burger Hill summit

            Burger Hill summit

            A northwest-facing view from the summit of Burger Hill opens toward the distant silhouette of the Catskill Mountains, rising above the surrounding Hudson Valley landscape.

            Burger Hill summit

            Burger Hill summit

            A southwest-facing view from the summit of Burger Hill opens across rolling Hudson Valley farmland, with distant ridgelines fading into the horizon.

            Burger Hill summit

            Burger Hill summit

            From here, you can see the full Catskill section of the 350-mile Long Path unfolding across the horizon of the Catskill Mountains.

            Burger Hill summit

            Burger Hill summit

            From the summit of Burger Hill, the loop descends along a second mowed path that gently follows the eastern flank of the hill, gradually easing toward the park’s edge where it meets the treeline before returning to the parking area where the hike began.

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill

            Drayton Grant Park at Burger Hill


            Review:

            Drayton Grant Park at Burger Hill is one of those short hikes that consistently delivers far more than its mileage suggests. The open 558-foot summit where sweeping views of the Hudson Valley unfold in every direction, makes the ascent feel almost effortless. With its mix of expansive scenery, easy footing, and peaceful open fields, it’s an ideal spot for a quick escape, a quiet sunset, or simply a reminder of how rewarding a short walk can be.

            Pros:

            Short, easy hike with a big scenic payoff, wide well-maintained mowed paths with no technical terrain, expansive unobstructed summit views, great for sunsets, photography, and picnicking, family-friendly, easy to pair with nearby spots like Wilderstein Historic Site, Poets’ Walk , and Ferncliff Forest.

            Cons:

            Limited shade with most of the hike exposed to sun, small parking area that fills quickly, short trail length may feel underwhelming for those seeking a longer hike, can be crowded at peak times—especially sunset, minimal trail variety, open terrain offers little protection from wind or harsh weather.


            Sources:


             

            Pyramid Mountain Natural Historic Area

            April 7, 2026 – Montville, NJ

            Difficulty: Moderate

            Length: Approximately 5.3 miles

            Max elevation: 934 ft.– total elevation gain approximately 600 ft.

            Route type: Lollipop Loop

            Map: Jersey Highlands Trails Map #125Morris County Park Commission Trail Map 2024

            Trailhead parking: 472 Boonton Ave, Montville, NJ 07045

            Gravel parking lot – porta-potties available on site

             

            Overview:

            Set within the rugged highlands of Montville, Pyramid Mountain Natural Historic Area offers a striking blend of wild terrain, geological wonders, and sweeping views. Its network of trails winds through dense hardwood forest, past glacial erratics, and over exposed ridgelines. With its mix of challenging climbs and rewarding vistas, this preserve delivers a distinctly rugged hiking experience just a short drive from the surrounding suburbs.

            Orange Trail - Pyramid Mountain

            Orange Trail – Pyramid Mountain

            Viewpoint - Blue Trail - Pyramid Mountain

            Viewpoint – Blue Trail – Pyramid Mountain

            Spanning more than 1,600 acres, the preserve features a diverse landscape of forests, fields, wetlands, and dramatic rock outcroppings. Scattered throughout are unusual glacial erratics left behind by the Wisconsin Glacier over 18,000 years ago, including Tripod Rock, Bear Rock, and Whale Head Rock. The park’s flat-topped ridges and narrow valleys are not only scenic, but also play an important ecological role—supporting local flora and fauna while helping regulate the water cycle by feeding reservoirs and replenishing aquifers.

            Tripod Rock - Pyramid Mountain

            Tripod Rock – Pyramid Mountain

            Bear Rock - Pyramid Mountain Natural Historic Area

            Bear Rock – Pyramid Mountain Natural Historic Area

            Whale Head Rock - Pyramid Mountain

            Whale Head Rock – Pyramid Mountain

            Pyramid Mountain Natural Historic Area is managed by the Morris County Park Commission, overseeing its trails, facilities, and preservation efforts to protect both its natural and historical features.


            History:

            For thousands of years, this rugged landscape served as a seasonal home for the Lenape, who relied on its forests, streams, and rocky highlands for hunting, fishing, and gathering. Their presence here dates back well over 10,000 years, long before European arrival. In the 17th century, Dutch settlers were among the first Europeans to explore and establish homesteads in what was then part of old Pequannock. Traces of that early settlement still remain today, including weathered stone walls and survey markers that once defined farm fields and woodlots, quietly woven into the surrounding forest.

            Pyramid Mountain Natural Historic Area was officially established in 1989 following a determined grassroots campaign to protect the land from development. The initial acquisition was made possible through funding support from the Mennen Company, helping to secure the foundation of what would become a preserved open space. Continued efforts throughout the late 20th century expanded the preserve, and in 1993 the Visitors Center was dedicated, marking a significant milestone in the area’s transition from threatened land to a permanently protected natural and historical resource.


            Trails Overview:

            A park-wide reblazing was completed in 2021, resulting in several trail color changes, so it’s strongly recommended to use an up-to-date map when hiking here. In 2023, the Blue Trail was rerouted near its junction with the Orange Trail to the first overlook, slightly increasing the overall mileage. (See blue circle)

            Blue Trail reroute

            Blue Trail reroute

            For the most accurate navigation, refer to the Morris County Park Commission’s trail map published in September 2024, which reflects these updates. The NY-NJ Trail Conference map (published in 2023) predates the Blue Trail reroute and may not show the current alignment—be sure to check the publication date in the bottom right corner of your map.

            Morris County Park Commission Trail Map 2024

            Morris County Park Commission Trail Map 2024

            Rocks, rocks, and more rocks—if you enjoy rugged, ankle-testing terrain, this hike delivers. Jokes aside, much of the route traverses uneven, rocky ground that can be challenging at times. The climb on the Blue Trail leading to the first viewpoint winds over rocks of all sizes, but remains manageable with careful footing.

            Blue Trail - Pyramid Mountain

            Blue Trail – Pyramid Mountain

            The Orange Trail, however, is a different story. After passing Whale Head Rock, it drops steeply down a slope covered almost entirely in loose and uneven rocks. This section can be tricky to navigate, as there’s no clearly worn path—just a field of boulders guided by orange blazes on nearby trees.

            Orange Trail - Pyramid Mountain

            Orange Trail – Pyramid Mountain

            The trails are generally well-marked, though some junctions still lack clear signage. The Lucy’s Overlook Trail, in particular, can be challenging to follow, as it winds over rocky terrain. At one point, we lost the trail and had to bushwhack a short distance back to the Blue Dot Trail.

            The trails at Pyramid Mountain Natural Historic Area are maintained by a combination of the Morris County Park Commission and volunteers from the New York-New Jersey Trail Conference, who help with blazes, clearing, and general upkeep to keep the trails safe and navigable.


            Hike Overview:

            I did a similar hike in 2020 before the park-wide reblazing and have been eager to return to update the route. When I initially mapped out the hike, I didn’t realize the Blue Trail had been rerouted, so my planned route ended up shorter than the actual distance. The Orange Trail, descending steeply from Whale Head Rock, is particularly challenging on an “ankle breaker” type trail. From Bear Rock up to the junction with the Blue Trail, remains strewn with rocks, requiring careful footing throughout.

            Even with the rocky trails, this remains a fantastic hike. The landscape is dotted with an impressive number of glacial erratics, making each turn and ridge a discovery. These rock formations not only create a challenging and rewarding experience for hikers who enjoy rugged terrain, but they also offer a fascinating glimpse into the region’s geological history and the dramatic forces of glacial activity that shaped it.

            This moderate loop covers approximately 5.3 miles with a total elevation gain of around 600 feet, though the rocky terrain can make it feel more strenuous.

            Pyramid Mountain Natural Historic Area

            Pyramid Mountain Natural Historic Area

            The elevation graph below illustrates the steady series of climbs and descents you’ll experience along this hike, highlighting the rolling, rugged nature of the terrain.

            elevation profile - Pyramid Mountain

            elevation profile – Pyramid Mountain

            This loop hike covers most of the points of interest in the Pyramid Mountain section of the park. This is a good hike to do if it’s your first time visiting.


            Parking:

            The main parking area at Pyramid Mountain Natural Historic Area is a gravel lot that accommodates approximately 20–25 vehicles. The park is open daily from dawn to dusk, providing access to the trails and viewpoints during daylight hours.

            Pyramid Mountain Natural Historic Area

            Pyramid Mountain Natural Historic Area

            The Hike:

            From the southern end of the parking area, follow the Blue Trail, which starts just north of a kiosk and immediately passes a memorial plaque for Stephen Klein Jr. The first part of this trail follows a wide gravel path bordered by small stones. In a short distance, you’ll reach a junction where a branch of the Blue Trail goes off to the right. Continue ahead on the main route of the Blue Trail, which passes a junction on the right with the green-blazed Toddler Trail.

            Pyramid Mountain Natural Historic Area

            Pyramid Mountain Natural Historic Area

            Blue Trail - Pyramid Mountain

            Blue Trail – Pyramid Mountain

            Blue Trail - Pyramid Mountain

            Blue Trail – Pyramid Mountain

            After bearing right, the Blue Trail crosses Stony Brook on a wide fiberglass bridge. Just beyond, you’ll reach a fork marked by a large cairn, where the Blue Trail loop begins. Bear left here to follow the western leg, which gradually climbs through a landscape dotted with scattered boulders.

            Blue Trail - Pyramid Mountain

            Blue Trail – Pyramid Mountain

            Blue Trail - Pyramid Mountain

            Blue Trail – Pyramid Mountain

            Blue Trail - Pyramid Mountain

            Blue Trail – Pyramid Mountain

            Blue Trail - Pyramid Mountain

            Blue Trail – Pyramid Mountain

            Blue Trail - Pyramid Mountain

            Blue Trail – Pyramid Mountain

            Blue Trail - Pyramid Mountain

            Blue Trail – Pyramid Mountain

            The climb soon becomes steeper as the trail passes a powerline clearing on the left. Shortly after, the trail descends to a junction with the Orange Trail on the left—this will serve as your return route, but for now, continue following the blue blazes.

            Blue Trail - Pyramid Mountain

            Blue Trail – Pyramid Mountain

            Blue Trail - Pyramid Mountain

            Blue Trail – Pyramid Mountain

            Blue Trail - Pyramid Mountain

            Blue Trail – Pyramid Mountain

            Blue Trail - Pyramid Mountain

            Blue Trail – Pyramid Mountain

            After passing the junction with the Orange Trail, the trail levels out briefly before the Blue Trail resumes a steady climb through a hardwood forest. The ascent takes hikers over a mix of packed earth, roots, and scattered rocks, with the terrain gradually becoming more rugged. Short, steeper sections lead to exposed bedrock, adding both challenge and variety to the hike.

            Blue Trail - Pyramid Mountain

            Blue Trail – Pyramid Mountain

            Blue Trail - Pyramid Mountain

            Blue Trail – Pyramid Mountain

            Blue Trail - Pyramid Mountain

            Blue Trail – Pyramid Mountain

            The Blue Trail ascends Pyramid Mountain via a series of short switchbacks, with stone steps strategically placed in steeper sections to assist hikers on the climb.

            Blue Trail - Pyramid Mountain

            Blue Trail – Pyramid Mountain

            Blue Trail - Pyramid Mountain

            Blue Trail – Pyramid Mountain

            As the trail approaches the viewpoint, the forest begins to open and the terrain becomes less rocky, revealing a rocky outcrop that provides sweeping views of the surrounding highlands and distant ridgelines—a well-earned reward for the steady climb.

            Blue Trail - Pyramid Mountain

            Blue Trail – Pyramid Mountain

            By the time you reach this overlook, you will have covered approximately 1.2 miles and gained about 400 feet in elevation, making it a perfect spot to pause and take in the views.

            Blue Trail - Pyramid Mountain

            Blue Trail – Pyramid Mountain

            The view southeast from the summit of Pyramid Mountain stretches across rolling highlands and distant ridgelines, offering a panoramic glimpse of the surrounding landscape.

            Viewpoint - Blue Trail - Pyramid Mountain

            Viewpoint – Blue Trail – Pyramid Mountain

            The distant Manhattan skyline emerges on the horizon, a faint but unmistakable silhouette rising beyond the rolling ridges of northern New Jersey. On especially clear days, the cluster of skyscrapers appears etched against the sky, offering a striking contrast between the wild, rocky foreground and the dense urban landscape far in the distance—a reminder of just how close this rugged preserve sits to the heart of New York City.

            Viewpoint - Blue Trail - Pyramid Mountain

            Viewpoint – Blue Trail – Pyramid Mountain

            From the viewpoint, the trail levels out moderately, meandering over a mix of rocky terrain and forested sections. Just off the path, hidden among the foliage in warmer months, are interesting rock formations and scattered boulders that reward careful eyes.

            Blue Trail - Pyramid Mountain

            Blue Trail – Pyramid Mountain

            After another 0.4 mile, the Blue Trail reaches a junction with the Blue Dot Trail, marked by a large cairn. Here, the Blue Trail turns right, but you’ll want to bear left to leave the Blue Trail and continue on the Blue Dot Trail.

            Blue Dot Trail - Pyramid Mountain

            Blue Dot Trail – Pyramid Mountain

            Blue Dot Trail - Pyramid Mountain

            Blue Dot Trail – Pyramid Mountain

            Blue Dot Trail - Pyramid Mountain

            Blue Dot Trail – Pyramid Mountain

            Shortly, the Blue Dot Trail reaches a junction with the Yellow Trail branching off to the left; continue straight ahead to stay on the Blue Dot Trail.

            Blue Dot Trail - Pyramid Mountain

            Blue Dot Trail – Pyramid Mountain

            Blue Dot Trail - Pyramid Mountain

            Blue Dot Trail – Pyramid Mountain

            Shortly after, the Blue Dot Trail reaches a junction with the Purple Trail on the left. This rugged trail leads in a short distance to Lucy’s Overlook, named for Lucy Meyer, who led the crusade to save the area from development. Unfortunately, the panoramic west-facing views have grown in (although there still is a limited south-facing view). If you wish, you can follow the Purple Trail, which loops around for 0.2 mile until it ends at a second junction with the Blue Dot Trail (where you turn left to continue along the route of the hike). Otherwise, continue ahead on the Blue Dot Trail.

            Purple Trail - Pyramid Mountain

            Purple Trail – Pyramid Mountain

            The Purple Trail is less traveled, and it is moderately challenging, with uneven footing, roots, and scattered boulders, making it a quick side excursion for hikers who want to explore a quieter section of the preserve while enjoying both the history and geology of the area.

            Purple Trail - Pyramid Mountain

            Purple Trail – Pyramid Mountain

            Purple Trail - Pyramid Mountain

            Purple Trail – Pyramid Mountain

            Lucy’s Overlook.

            Lucy's Overlook - Purple Trail - Pyramid Mountain

            Lucy’s Overlook – Purple Trail – Pyramid Mountain

            Purple Trail - Pyramid Mountain

            Purple Trail – Pyramid Mountain

            Purple Trail - Pyramid Mountain

            Purple Trail – Pyramid Mountain

            Purple Trail - Pyramid Mountain

            Purple Trail – Pyramid Mountain

            After leaving the Purple Trail, turn left to continue on the Blue-Dot Trail. As you near Tripod Rock, the terrain grows more rugged, with larger exposed stones hinting that one of the preserve’s most iconic glacial erratics is close. This section builds anticipation, culminating in the striking sight of the famous balanced boulder.

            Blue Dot Trail - Pyramid Mountain

            Blue Dot Trail – Pyramid Mountain

            This massive boulder, estimated at 160 tons, was left behind by the Wisconsin Glacier more than 18,000 years ago. Uniquely balanced on three smaller stones, Tripod Rock is thought to have held spiritual significance for the Lenape people.

            Tripod Rock - Pyramid Mountain

            Tripod Rock – Pyramid Mountain

            Framed by forested ridges and scattered boulders, Tripod Rock dominates its surroundings, a striking landmark in the rugged terrain of Pyramid Mountain.

            Tripod Rock - Pyramid Mountain

            Tripod Rock – Pyramid Mountain

            The supporting stones cradle the massive boulder with an almost architectural precision, revealing the subtle angles and natural engineering of this geological wonder.

            Tripod Rock - Pyramid Mountain

            Tripod Rock – Pyramid Mountain

            Tripod Rock perches delicately atop three smaller stones, a remarkable example of natural balance sculpted by glacial forces thousands of years ago.

            Tripod Rock - Pyramid Mountain

            Tripod Rock – Pyramid Mountain

            After exploring the area around Tripod Rock, return to the Blue-Dot Trail and turn left. Heading east, the trail winds through a landscape dotted with mountain laurel, scattered boulders, and intriguing rock formations. About 0.4 miles from Tripod Rock, the Blue-Dot Trail reaches its end at a junction with the Orange Trail.

            Blue Dot Trail - Pyramid Mountain

            Blue Dot Trail – Pyramid Mountain

            Blue Dot Trail - Pyramid Mountain

            Blue Dot Trail – Pyramid Mountain

            Blue Dot Trail - Pyramid Mountain

            Blue Dot Trail – Pyramid Mountain

            Terminus of Blue Dot Trail - Pyramid Mountain

            Terminus of Blue Dot Trail – Pyramid Mountain

            Turn left onto the Orange Trail, heading northwest. From the junction with the Blue Dot Trail, the trail winds through shaded hardwood forest and stretches of exposed rock. After a series of gentle rises and dips, it begins a climb toward Eagle Cliff, crossing open bedrock and leading hikers onto more rugged, elevated terrain.

            Orange Trail - Pyramid Mountain

            Orange Trail – Pyramid Mountain

            Orange Trail - Pyramid Mountain

            Orange Trail – Pyramid Mountain

            The Orange Trail around Eagle Cliff becomes increasingly rugged as it climbs, passing over exposed bedrock and scattered boulders that demand careful footing. Along this stretch, hikers are rewarded with elevated vantage points overlooking the surrounding landscape, making it one of the most striking sections of the preserve.

            Orange Trail - Pyramid Mountain

            Orange Trail – Pyramid Mountai

            Orange Trail - Pyramid Mountain

            Orange Trail – Pyramid Mountain

            Orange Trail - Pyramid Mountain

            Orange Trail – Pyramid Mountain

            Along the trail, you’ll come across a boulder marked by multiple fractures, its cracked surface revealing the slow but relentless forces of weathering and pressure. The jagged lines and exposed interior offer a fascinating glimpse into the geological processes that have shaped Pyramid Mountain.

            Orange Trail - Pyramid Mountain

            Orange Trail – Pyramid Mountain

            Orange Trail - Pyramid Mountain

            Orange Trail – Pyramid Mountain

            Whale Head Rock is named for its distinctive curved shape, standing out among the scattered boulders with a smooth surface shaped by glacial transport and natural weathering. It is framed by trees and smaller rocks, blending naturally into the rugged landscape. From the trail, Whale Head Rock serves as both a landmark and a point of interest, signaling a change in terrain as the path begins its steep descent. As a glacial erratic, it illustrates the power of the Wisconsin Glacier, carried and deposited far from its origin, offering a tangible glimpse into the region’s ancient geological history.

            Whale Head Rock - Pyramid Mountain

            Whale Head Rock – Pyramid Mountain

            After Whale Head Rock, the Orange Trail slopes downward gradually at first, then steepens, winding over an uneven mix of small, medium, and large rocks that require careful footing. Even at the base of the descent, the trail continues across rocky terrain, maintaining a rugged, hands-on hiking experience.

            Orange Trail - Pyramid Mountain

            Orange Trail – Pyramid Mountain

            The trail turns right and heads north for about 0.2 mile. It then bears left, crosses a branch of Bear House Brook and reaches a junction with the White Trail. Turn left onto the Orange Trail and cross Bear House Brook on a wooden footbridge. The Orange Trail continues south, paralleling Bear House Brook, which runs through the valley below on the left and eventually widens to form Bear Swamp.

            Orange Trail - Pyramid Mountain

            Orange Trail – Pyramid Mountain

            Orange Trail - Pyramid Mountain

            Orange Trail – Pyramid Mountain

            Orange Trail - Pyramid Mountain

            Orange Trail – Pyramid Mountain

            Puddingstone, also known as purple conglomerate, is found throughout Morris County, particularly in areas like Boonton and Mountain Lakes. The name is believed to have been given by English settlers, who thought the rock’s mix of rounded pebbles embedded in a darker matrix resembled a traditional pudding filled with fruit.

            Puddingstone - Orange Trail - Pyramid Mountain

            Puddingstone – Orange Trail – Pyramid Mountain

            Orange Trail - Pyramid Mountain

            Orange Trail – Pyramid Mountain

            In another half mile, directly ahead stands Bear Rock, a massive glacial erratic and the largest of its kind in New Jersey. Said to resemble a giant bear, it has served as a local landmark for centuries and was likely used as shelter by Native Americans. Today, it marks the boundary between Kinnelon Borough and Montville Township. Take a moment to explore this impressive geological feature up close.

            Orange Trail - Pyramid Mountain

            Orange Trail – Pyramid Mountain

            Bear Rock - Orange Trail - Pyramid Mountain

            Bear Rock – Orange Trail – Pyramid Mountain

            Bear Rock - Pyramid Mountain Natural Historic Area

            Bear Rock – Pyramid Mountain Natural Historic Area

            After exploring Bear Rock, continue on the Orange Trail along an old woods road, with a rock wall lining the right side. Shortly ahead, the Pink Dot Trail (black dot on pink) branches off to the right, but stay straight on the Orange Trail. Just beyond, the trail curves left and crosses Bear House Brook via a wooden bridge.

            Orange Trail - Pyramid Mountain

            Orange Trail – Pyramid Mountain

            Orange Trail - Pyramid Mountain

            Orange Trail – Pyramid Mountain

            Orange Trail - Pyramid Mountain

            Orange Trail – Pyramid Mountain

            Orange Trail - Pyramid Mountain

            Orange Trail – Pyramid Mountain

            The Orange Trail continues along a rocky footpath, running alongside power lines on the right. About a third of a mile past the brook crossing, it reaches a junction with the Blue Trail coming in from the left. Turn right to follow the Blue Trail, which climbs steeply before leveling out over rolling terrain. Soon, the trail begins a steady descent and turns right to pass under the power lines. You are now retracing your steps from the beginning of the hike.

            Terminus of Orange Trail

            Terminus of Orange Trail

            Continue ahead on the Blue Trail, bearing right at the next junction (where the loop of the Blue Trail begins). After crossing the bridge over Stony Brook, follow the Blue Trail back to the parking area where the hike began.


            Review:

            This is a truly rewarding hike, with rocky terrain that feels more challenging than the mileage or elevation gain might suggest. The highlight isn’t necessarily the views, but the striking, rock-strewn landscape that unfolds along the trails, offering constant interest and variety. The geological features—glacial erratics, boulder fields, and unique formations—make this hike especially compelling for anyone curious about the natural history of the area.

            Pyramid Mountain Natural Historic Area is the most popular hiking destination in the Morris County park system, and it can get crowded on weekends when the weather is nice. For a quieter experience, visiting on a weekday is highly recommended.

            Pros:

            Rocky and varied terrain, striking geological features, glacial erratics like Tripod and Bear Rock, scenic forested trails, moderate challenge suitable for experienced hikers, well-marked trails, rewarding hiking experience throughout.

            Cons:

            Can be crowded on weekends, rocky terrain may be challenging for some hikers, steep sections and uneven footing, limited parking, some trails less clearly marked at junctions, views partially obscured by regrowth in certain areas.


            Take a hike!

            Pyramid Mountain Natural Historic Area

            Pyramid Mountain Natural Historic Area


            Sources:


             

             

            Turkey Hill Preserve Loop

            April 4, 2026 – Orange, Connecticut

            Difficulty: Easy

            Length: Approximately 2 miles

            Max elevation: 252 ft. – total elevation gain approximately 100 ft.

            Map: Turkey Hill PreserveFree Avenza Map

            Parking: 506 Turkey Hill Rd, Orange, CT 06477

            Paved parking lot for 10-12 vehicles – No restrooms on site

            Hours: Open Daily, Sunrise – Sunset


            Overview:

            Located in the quiet woodlands of Orange, Connecticut, Turkey Hill Preserve offers a peaceful retreat, spanning approximately 376 acres.

            Turkey Hill Preserve

            Turkey Hill Preserve

            It features two well-marked loop trails that wind through hardwood forest, wetlands, and scattered rocky terrain, with gentle elevation changes that add subtle variety to an otherwise easy hike. Along the way, visitors may come across historic stone walls, small ponds, and a variety of wildlife, including songbirds, owls, deer, and wild turkey, all supported by the surrounding watershed.

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            The preserve also showcases a range of ecological habitats, from seasonal vernal pools and rocky talus slopes to spring-fed headwater streams, mixed hardwood stands, pockets of Eastern Hemlock, and old field areas, along with a small spring-fed pond. Located within the Housatonic River Valley—a significant migratory corridor for wildlife—the preserve is the largest continuous open space in the Town of Orange and plays an important role in regional conservation.

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            The preserve is maintained and managed by the Orange Land Trust, which oversees its stewardship, trail upkeep, and ongoing conservation efforts. It is open daily from sunrise to sunset.

            Turkey Hill Preserve

            Turkey Hill Preserve


            History:

            The land that now makes up Turkey Hill Preserve in Orange, Connecticut, reflects a long transition from colonial-era farmland to protected open space. In the 18th and 19th centuries, much of the area was cleared for agriculture, and the remnants of that past—stone walls, boundary markers, and old cart paths—still weave quietly through the forest today. As farming declined in the region, the land gradually reverted to woodland, allowing native hardwoods to reclaim the hills and low-lying wetlands.

            The property was acquired in 2012 from the Hubbell Corporation. While the area is now heavily forested, it has a long history of agricultural and rural use. Over time, it was managed by operations such as AZGROW (Associated Seed Growers, Inc.), a seed-growing company, as well as several family farms, including the pasture that still remains near the preserve entrance.

            Despite its current natural appearance, the preserve still holds traces of its past. In the 1950’s and 1960’s, portions of the land were reportedly used informally for secluded cabin building. Remnants of this history remain today, including the foundation of a former one-room house along the eastern section of the Blue Trail. Its chimney once stood alone until it eventually collapsed around 2008. Scattered throughout the property are additional structural remnants, quietly reflecting the land’s varied and layered past.

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve


            Trails Overview:

            The Blue Trail at Turkey Hill Preserve is the main loop trail, offering roughly 2 miles of moderate hiking through varied terrain. Winding through hardwood forests, rocky outcrops, and small wetlands, it provides a glimpse into the preserve’s history, with stone walls and old stone walls dotting the route. Gentle elevation changes make it accessible for most hikers while still providing a satisfying woodland experience, and the trail is well-marked, making it easy to navigate for first-time visitors.

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            If hiking the loop counterclockwise, the mile marker posts along the trail indicate how far you’ve already walked. If traveling clockwise, they show the remaining distance needed to complete the Blue Trail loop.

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            The Yellow Trail, completed in October 2021, is slightly more challenging than the Blue Trail and serves as a secondary connector route. Branching off the main loop, it leads hikers through quieter, less-traveled sections of the forest, offering a more secluded experience while still highlighting the preserve’s mix of hardwood woods, stone walls, and wetland pockets.

            Yellow Trail - Turkey Hill Preserve

            Yellow Trail – Turkey Hill Preserve

            Please note: The addition of the Yellow Trail has not been updated on the current available map.


            Hike Overview:

            I drove about an hour from the Hudson Valley to hike Housatonic Overlook and Tucker’s Ridge, a roughly 2-mile outing, and wanted to add another nearby preserve to make the trip more worthwhile. While Turkey Hill Preserve is certainly a pleasant spot for hikers and casual walkers, it’s not really a destination worth going out of your way for. That said, it offers a quiet, peaceful setting for a short and easy loop—just don’t expect anything particularly unique, as it’s more of a simple walk in the woods, something you can find in many places.

            We arrived at the preserve around 11am on a Saturday, finding only a handful of cars in the lot and encountering just a few couples along the trail. We stuck to the Blue Trail, as I wasn’t aware the Yellow Trail even existed—it’s not shown on the current trail map. When we reached the first junction, I wasn’t sure where it led, so we continued on our planned route. A short distance later, we came upon the second junction, where the Yellow Trail reconnects with the Blue Trail.

            This easy loop was completed in a counterclockwise direction, which offered a gradual and comfortable flow through the preserve, keeping the terrain gentle and easy to follow throughout the hike.

            Turkey Hill Preserve Loop

            Turkey Hill Preserve Loop

            As shown in the elevation profile below, the hike is essentially flat, with only minimal elevation change throughout the loop.

            Elevation Profile – Turkey Hill Preserve

            Elevation Profile – Turkey Hill Preserve


            Parking:

            A small, paved parking lot marks the trailhead for Turkey Hill Preserve that can accommodate around 10-12 vehicles, offering a simple and convenient place to begin your hike. There are no amenities or restrooms on site, but the lot provides easy access to the Blue Trail, with clear signage guiding visitors into the preserve’s quiet woodland setting.

            Trailhead parking - Turkey Hill Preserve

            Trailhead parking – Turkey Hill Preserve


            The Hike:

            This counterclockwise loop begins at the kiosk located on the right side, just beyond the back of the parking lot. At first, blazes may not be immediately visible, but continue straight ahead on the wide, cleared path. As you enter the woods, blue trail markers begin to appear on the trees. Shortly after, the Blue Trail reaches the start of the loop, veer right when the Blue Trail splits. The left leg of the Blue Trail will be your return route. Soon a junction with the Yellow Trail starts on the right; bear left here to stay on the Blue Trail and continue following the blue blazes.

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            As you walk through the interior of the preserve, you’ll pass through a mix of hardwood forest, low-lying wetlands, and scattered rocky terrain, with stone walls and subtle elevation changes adding character to the landscape.

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            Soon, you’ll pass the second junction with the Yellow Trail, where it reconnects with the Blue Trail—continue straight to remain on the main loop.

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            When you reach the 1-mile wooden post, you will have traveled….you guessed it, one mile. You are now halfway through the hike.

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            Now on the eastern leg of the Blue Trail, the route features gentle rises and dips as it crosses a small stream and passes the remains of an old cellar hole and a collapsed chimney.

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            Beside the foundation of a former one-room cabin along the eastern section of the Blue Trail, a stone chimney once stood on its own until it finally collapsed around 2008.

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            As the Blue Trail continues north, it winds through wetland areas, passes stone walls that criss-cross the landscape, and skirts seasonal vernal pools.

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            After about 2 miles, the Blue Trail completes the loop and returns you to the parking lot where the hike began.

            Blue Trail - Turkey Hill Preserve

            Blue Trail – Turkey Hill Preserve

            Trailhead - Turkey Hill Preserve

            Trailhead – Turkey Hill Preserve


            Review:

            Turkey Hill Preserve offers a quiet, easy 2-mile loop that makes for a pleasant short hike, especially if you’re looking for something low-key and accessible. The Blue Trail is well-marked and gently rolling, winding through hardwood forest, patches of wetland, and sections of old stone walls. It’s an uncomplicated route with just enough variety—small ponds, rocky sections, and light elevation changes—to keep it interesting without ever feeling strenuous.

            Overall, it’s a peaceful walk in the woods rather than a destination hike, ideal for a relaxed outing, birdwatching, or a quick stretch outdoors.

            This hike can be combined with Housatonic Overlook and Tucker’s Ridge, which is about a mile away (a 3-minute drive). Or consult the SCRCOG website for information about more trails in the area.

            Pros:

            Easy and well-marked 2-mile loop, peaceful and uncrowded, gentle terrain suitable for most casual hikers, scenic hardwood forest, interesting historical features like stone walls and old foundations, occasional wildlife sightings, and a quick, low-effort nature escape.

            Cons:

            Limited distance and variety for experienced hikers, minimal elevation change may feel monotonous, no viewpoints, the newer Yellow Trail does not yet appear on the current trail map, which can cause confusion at junctions and make navigation less straightforward for first-time visitors.


            Sources:


             

            Housatonic Overlook and Tucker’s Ridge

            April 4, 2026 – Orange, Connecticut

            Difficulty: Easy

            Length: Approximately 2 miles

            Max elevation: 215 ft. – total elevation gain approximately 100 ft.

            Map: Housatonic Overlook and Tucker’s RidgeFree Avenza Map

            Parking: 668 High Ridge Rd, Orange, CT 06477

            Parking area/turn‑around at the end of High Ridge Road – No restrooms on site

            Hours: Open Daily, Sunrise – Sunset

             

            Overview:

            Housatonic Overlook and Tucker’s Ridge refer to the same compact yet unexpectedly scenic open space along the western edge of Orange—two names that highlight different aspects of a single landscape. “Housatonic Overlook” points to the sweeping river views that draw visitors in, while “Tucker’s Ridge” reflects the wooded, rocky spine of the property that gives the area its character and structure.

            The Housatonic Overlook area offers an inviting and easy-to-reach natural setting, highlighted by sweeping views over the Housatonic River valley. Its main attraction is a striking viewpoint near the northern trailhead at the end of High Ridge Road, where a bench and rocky ledge provide a wide panorama of the river, Two Mile Island, and the neighboring communities of Shelton and Derby.

            Red Trail - Housatonic Overlook and Tucker’s Ridge

            Red Trail – Housatonic Overlook and Tucker’s Ridge

            This property is part of the town’s protected open space system, set aside for passive recreation, and is cared for through the combined efforts of the Town of Orange, the Orange Conservation Commission, and local conservation groups such as the Orange Land Trust.

            Housatonic Overlook

            Housatonic Overlook

            Tucker’s Ridge makes up the elevated backbone of the Housatonic Overlook property and, while often grouped under the same name, stands out for its distinct terrain and local history. Encompassing roughly 33 acres of town-owned open space, it stretches along a rugged ridge above the Housatonic River, where a mix of wooded paths, rocky ledges, and small wetland pockets create a varied hiking experience.

            Red Trail - Tucker's Ridge

            Red Trail – Tucker’s Ridge

            Along the trails, you’ll encounter features such as mountain laurel, scattered outcrops, and the occasional glimpse of wildlife. Long used informally by locals, the land was officially acquired by the Town of Orange in 2001. Additional surrounding parcels have since been protected through efforts by the Orange Land Trust, expanding the preserved landscape. Today, Tucker’s Ridge is managed for passive recreation, with stewardship shared between the town’s Conservation Commission and dedicated community volunteers.

            Housatonic Overlook

            Housatonic Overlook


            History:

            Tucker’s Ridge is named in honor of Dr. Edmund Tucker, a longtime Orange resident (1972–2015) and Yale University graduate who played a pivotal role in preserving the town’s open space. A founding figure of the Orange Land Trust and an active member of the Wetlands Commission, Rotary Club, and Chamber of Commerce, he served as Land Trust president for over 30 years. Through his leadership, Orange secured numerous conservation parcels—via grants, acquisitions, and donated land—helping shape the community’s landscape and earning the naming of Tucker’s Ridge in 2001 in recognition of his lasting impact.


            Trails Overview:

            Housatonic Overlook and Tucker’s Ridge offer a compact but varied network of trails that highlight the area’s natural beauty and scenic views. The main loop is roughly 1.5 to 2 miles long, with gentle to moderate elevation changes, making it accessible to most hikers, walkers, and families. Trails wind along the ridge, passing through wooded sections, rocky outcrops, and small wetland areas, with a bench and a viewpoint overlooking the Housatonic River. The paths are relatively well-marked and retain a natural feel, offering a sense of exploration while remaining manageable for a short hike. Overall, the trails provide a rewarding combination of scenic vistas, quiet forested paths, and accessible outdoor recreation.

            Housatonic Overlook and Tucker’s Ridge

            Housatonic Overlook and Tucker’s Ridge

            Some trail junctions are poorly marked, and certain paths either lack enough blazes or have faded ones, which can make navigation tricky despite the area’s small size. I found myself relying on the Avenza Maps app several times to confirm my location after taking a few wrong turns or missing a trail intersection.


            Hike Overview:

            Over the years, I had seen photos of Housatonic Overlook and always wanted to visit this iconic viewpoint. Living about an hour away, it collected dust on my list until I finally made the trip. Unfortunately, the experience was underwhelming. The trees around the two main viewpoints have grown up considerably, and even without leaves, the views were largely obstructed. While the area is a pleasant place to explore for locals, it’s not worth a dedicated day trip. I’m not certain how regularly the town maintains the viewshed, if at all, but when I visited, it was clearly overdue for a trim. For those whose main goal is the overlook, there are currently better viewpoints elsewhere.

            I began at the High Ridge Road trailhead and followed the Red Trail around the perimeter, then connected to the Yellow and Blue Trails. From there, I continued south on the Red Trail, picked up the Blue Trail heading north at the southern end, turned left onto the Green Trail, and followed the pipeline road back to the trailhead. I only missed a short section of the Red and Blue, and rewalking a short section of the Red Trail.

            Housatonic Overlook and Tucker’s Ridge Track

            Housatonic Overlook and Tucker’s Ridge Track

            As shown in the elevation profile below, the hike is nearly flat.

            Elevation Profile - Housatonic Overlook and Tucker’s Ridge

            Elevation Profile – Housatonic Overlook and Tucker’s Ridge

            This hike can be combined with Turkey Hill Preserve Loop, which is about a mile away (a 3-minute drive). Or consult the SCRCOG website for information about more trails in the area.


            Parking:

            Parking is a small roadside pull-off along the end of High Ridge Road in Orange, CT, near the trail kiosk. Spaces are limited and informal, so careful parking is required to avoid blocking traffic. From here, the trailhead is immediately accessible.

            High Ridge Road Trailhead

            High Ridge Road Trailhead


            High Ridge Road Trailhead

            High Ridge Road Trailhead

            There are no restrooms at the High Ridge Road trailhead or parking area, so plan accordingly before your visit.


            The Hike: Instead of outlining a step-by-step route, I’ll focus on the individual trails and what to expect along the way.

            Red Trail 1.2 miles ~ Starting from High Ridge Road, the Red Trail begins behind the kiosk and quickly reaches the Housatonic Overlook, just a few steps away. A bench sits at the edge for those who want to pause and take in the view. While the outlook isn’t quite what it once was due to tree growth, it still offers a peaceful place to sit and unwind above the valley.

            Red Trail - Housatonic Overlook and Tucker’s Ridge

            Red Trail – Housatonic Overlook and Tucker’s Ridge


            Red Trail - Housatonic Overlook and Tucker’s Ridge

            Red Trail – Housatonic Overlook and Tucker’s Ridge


            Red Trail - Housatonic Overlook and Tucker’s Ridge

            Red Trail – Housatonic Overlook and Tucker’s Ridge

            Scattered along the Red Trail on Tucker’s Ridge are clusters of weathered rock formations that add a rugged, textured character to the hike. Shaped over time by erosion, these outcrops range from low, moss- and lichen-covered slabs to more pronounced ledges that break through the forest floor, occasionally forming natural perches along the ridgeline above the Housatonic River.

            Red Trail - Tucker's Ridge

            Red Trail – Tucker’s Ridge

            The Red Trail offers occasional, partial views of the Housatonic River as it travels south along Tucker’s Ridge. Just before the trail meets the pipeline easement, there are limited, filtered views to the south through the trees, where the landscape briefly opens before the forest closes in again along the ridge.

            Red Trail - Tucker's Ridge

            Red Trail – Tucker’s Ridge


            Red Trail - Tucker's Ridge

            Red Trail – Tucker’s Ridge


            Red Trail - Tucker's Ridge

            Red Trail – Tucker’s Ridge

            The Red Trail drops over exposed bedrock and crosses a small stream that drains the northern wetland area before making a sharp, easy-to-miss left turn up the hillside. From there, it curves southeast toward the flatter interior trails, passing through a forest of hardwoods with a dense mountain laurel understory and scattered, scenic rock formations that break up the landscape.

            Red Trail - Housatonic Overlook and Tucker’s Ridge

            Red Trail – Housatonic Overlook and Tucker’s Ridge


            Red Trail - Housatonic Overlook and Tucker’s Ridge

            Red Trail – Housatonic Overlook and Tucker’s Ridge

            According to what I read, part of the eastern section of the Red Trail, travels on an old stage coach road.

            Red Trail - Housatonic Overlook and Tucker’s Ridge

            Red Trail – Housatonic Overlook and Tucker’s Ridge

            Once it reaches the interior of the property, the Red Trail loops around the southern portion of the tract before turning northeast. Along the way, it intersects both segments of the Blue Trail and crosses the eastern leg of the Yellow Trail, ultimately terminating at the western leg of the Yellow Trail.

            Along the way, the trail passes through the southern wetland area, where wooden puncheons help keep the footing dry. In season, vernal pools—temporary, rain- and snowmelt-fed ponds—can also be found here.

            Red Trail - Housatonic Overlook and Tucker’s Ridge

            Red Trail – Housatonic Overlook and Tucker’s Ridge


            Red Trail - Housatonic Overlook and Tucker’s Ridge

            Red Trail – Housatonic Overlook and Tucker’s Ridge

            Yellow Trail 0.2 mile ~ This yellow-blazed trail begins near the far northeastern end of the property. It turns right at a junction with the Red Trail and loops around, passing the end of the Red Trail, to its terminus farther down at a T-intersection with the Blue Trail.

            Yellow Trail - Housatonic Overlook and Tucker’s Ridge

            Yellow Trail – Housatonic Overlook and Tucker’s Ridge

            The Yellow Trail features a short, steep descent alongside an eye-catching rock formation before leveling out as it winds through the northern wetlands. Along the way, it passes through stands of mountain laurel and seasonal vernal pools that add interest to the landscape.

            Yellow Trail - Housatonic Overlook and Tucker’s Ridge

            Yellow Trail – Housatonic Overlook and Tucker’s Ridge


            Yellow Trail - Housatonic Overlook and Tucker’s Ridge

            Yellow Trail – Housatonic Overlook and Tucker’s Ridge


            Yellow Trail - Housatonic Overlook and Tucker’s Ridge

            Yellow Trail – Housatonic Overlook and Tucker’s Ridge

            Blue Trail 0.4 mile ~ This blue-blazed trail runs through the center of the property, connecting with the Yellow, Red, and Green trails. It travels through low-lying terrain filled with Mountain Laurel, with small cliffs and intermittent rocky slopes rising on both sides of the path. It maintains a fairly level grade throughout, making for an easy and steady walk through the heart of the property.

            Blue Trail - Housatonic Overlook and Tucker’s Ridge

            Blue Trail – Housatonic Overlook and Tucker’s Ridge


            Blue Trail - Housatonic Overlook and Tucker’s Ridge

            Blue Trail – Housatonic Overlook and Tucker’s Ridge


            Blue Trail - Housatonic Overlook and Tucker’s Ridge

            Blue Trail – Housatonic Overlook and Tucker’s Ridge

            Green Trail 0.2 mile ~ this green-blazed trail is a short connector that links the Blue and Red Trails. 

            From the Blue Trail, it climbs the ridge in a northwestern direction, passing the edge of the northern wetlands and crossing a small stream before ending at the gas pipeline Right-of-Way (ROW).

            Green Trail - Housatonic Overlook and Tucker’s Ridge

            Green Trail – Housatonic Overlook and Tucker’s Ridge


            Green Trail - Housatonic Overlook and Tucker’s Ridge

            Green Trail – Housatonic Overlook and Tucker’s Ridge


            Green Trail - Housatonic Overlook and Tucker’s Ridge

            Green Trail – Housatonic Overlook and Tucker’s Ridge


            Green Trail - Housatonic Overlook and Tucker’s Ridge

            Green Trail – Housatonic Overlook and Tucker’s Ridge


            Review: 

            The trail system here is well laid out and enjoyable to explore, with a nice mix of terrain that keeps things interesting—rocky sections, wooded paths, wetlands, and pockets of mountain laurel all add variety along the way. It’s a great spot for a short, easy hike where you can cover multiple trails without much effort. That said, the views are a bit underwhelming, especially compared to what this ridgeline likely offered in the past, but the overall experience on the trails still makes it a worthwhile visit if you are in the area.

            Pros:

            Varied terrain, relatively well-marked trail network, easy navigation, short and manageable mileage, interesting rock formations, peaceful wooded setting, wetland features with puncheons, Mountain Laurel in season.

            Cons:

            Limited views due to tree growth, small trail system, minimal elevation gain, overlook can feel underwhelming.


            Take a hike!

            Housatonic Overlook and Tucker’s Ridge

            Housatonic Overlook and Tucker’s Ridge


            Sources:


             

             

             

             

             

             

             

             

             

             

            Turkey Mountain Nature Preserve Loop

            March 29, 2026 – Yorktown Heights, NY

            Difficulty: Moderate (1 short, steep climb)

            Length: Approximately 3 miles

            Max elevation: 831 ft. – total elevation gain approximately 581 ft.

            Route type: Circuit

            Map: Turkey Mountain Nature Preserve Trail Map

            Trailhead parking: Locke Lane/Croton Heights Road, Yorktown Heights, NY 10598

            Dirt parking lot for about 15 vehicles – No restrooms on site

            Hours: Open Daily, Sunrise – Sunset

             

            Overview:

            Tucked into the wooded hills of Yorktown Heights, Turkey Mountain Nature Preserve offers a surprisingly rugged escape in the heart of Westchester County. Rising to 831 feet, this modest, forested high point delivers a true hiking experience, with rocky footpaths, steady climbs, and a sense of seclusion that feels far removed from the surrounding suburbs.

            The mountain is defined by exposed rock outcrops and ledges, where weathered slabs, scattered boulders, and lichen-covered stone—shaped by ancient glaciers—break through the forest floor to form natural viewpoints. 

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            Throughout the preserve, bedrock breaks through the forest floor in broad, weathered slabs, especially along the upper slopes and near the summit. These exposed surfaces are smoothed and rounded in places, a result of ancient glacial movement that once covered the region, scraping and shaping the stone as it advanced. In other spots, the rock appears fractured and layered, with cracks and fissures that create natural steps and ledges along the trails.

            White Trail - Turkey Mountain Nature Preserve

            White Trail – Turkey Mountain Nature Preserve

            Scattered across the mountain are glacial erratics—large, isolated boulders left behind as the ice retreated. Some sit perched awkwardly on slopes, while others are partially embedded in the soil, giving the woods a slightly wild, untamed feel. Many are coated in moss and lichen, blending into the forest and adding texture and color, especially in shaded areas.

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            As the trail climbs, dense stands of oak, maple, and mountain laurel give way to open rock near the summit, revealing sweeping views over the Croton Reservoir, the Hudson Highlands, and beyond.

            Turkey Mountain summit

            Turkey Mountain summit

            What sets Turkey Mountain apart isn’t its height, but its contrast—a compact preserve that feels unexpectedly wild, where rugged terrain and expansive vistas far exceed its modest scale.

            White Trail - Turkey Mountain Nature Preserve

            White Trail – Turkey Mountain Nature Preserve

            Turkey Mountain Nature Preserve covers roughly 125 acres of forested trails and rocky ledges and has been protected as a public park since 1969. The preserve is owned by the Town of Yorktown and maintained in partnership with the Yorktown Land Trust.

            Turkey Mountain Nature Preserve

            Turkey Mountain Nature Preserve


            History:

            From the Colonial era through 1917, the land that is now Turkey Mountain Nature Preserve remained in the hands of the Griffen family. The Griffen Farm, marked as “Pleasant View” on old maps, consisted of a large farm house surrounded by springs, streams, wooded meadows, barns, and a 10-acre apple orchard. It was later purchased by Lydia Locke, (1884–1966) an opera singer whose eventful personal life—including seven marriages and a high-profile murder trial—captured national attention for decades. She assembled roughly 400 acres and established a preserve known as Loch Ledge. 

            Lydia Locke

            Lydia Locke

            In 1951, after the Town of Yorktown declined her proposal to purchase the land for a school, she sold 125 acres to the Child Service League of Queens for use as a boys’ summer camp. The camp operated from 1957 until 1964, when it closed due to financial challenges.

            Child Service League - Turkey Mountain

            Child Service League – Turkey Mountain

            Child Service League - Turkey Mountain

            Child Service League – Turkey Mountain

            Efforts to protect the property began soon after, with the formation of the Save Turkey Mountain Committee in 1965. Working with local supporters, the Town of Yorktown committed $30,000 to match private contributions, and in 1969 the land was acquired with the condition that it be preserved for outdoor education and hiking.


            Trails Overview:

            The trails are marked with Town of Yorktown Parks & Recreation round discs.

            White Trail - Turkey Mountain Nature Preserve

            White Trail – Turkey Mountain Nature Preserve

            White Trail ~ Starting from the small parking lot off Route 118, the White Trail at Turkey Mountain Nature Preserve begins through gentle forest before quickly climbing over rocky, uneven terrain scattered with roots and boulders. The trail ascends steadily, winding through dense hardwoods and moss-covered rocks, offering a wild, textured landscape.

            White Trail - Turkey Mountain Nature Preserve

            White Trail – Turkey Mountain Nature Preserve

            Halfway up, the slope eases briefly with glimpses of surrounding hills, then resumes its climb along exposed rock outcrops. The final stretch opens onto summit ledges with sweeping views of the Croton Reservoir, the Hudson Highlands, and distant ridges. Short but steep, the White Trail is a direct, challenging, and rewarding ascent that highlights the preserve’s rugged, boulder-strewn character.

            White Trail - Turkey Mountain Nature Preserve

            White Trail – Turkey Mountain Nature Preserve

            Blue Trail ~ Descending from the summit of Turkey Mountain, the Blue Trail offers a more gradual and forgiving route back to the parking area. Leaving the open rock ledges behind, the trail eases into the woods, trading expansive views for a quieter walk beneath a canopy of oak and maple.

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            The grade softens compared to the White Trail, but the footing remains rocky and uneven, with roots and small stones keeping you attentive on the descent. As you continue downward, the terrain becomes less exposed and more enclosed, with occasional glimpses of old stone walls and subtle remnants of the mountain’s past appearing off to the sides of the trail.

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            Lower down, the path levels out and smooths slightly as it approaches the trailhead, making for a relaxed finish after the climb. It’s an ideal way to come down—steady, scenic, and just rugged enough to remind you that even the “easier” route on Turkey Mountain still feels like a true hike.

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve


            Parking:

            The preserve is served by a single, small, unpaved parking lot just off Route 118. It’s fairly limited in size, generally accommodating roughly 10–15 cars at most, depending on how efficiently people park.

            Turkey Mountain Nature Preserve Trailhead

            Turkey Mountain Nature Preserve Trailhead

            Because of that, it tends to fill up quickly—especially on weekends, holidays, or nice weather days. When the lot is full, visitors often line the narrow entrance road, which can create a bit of congestion and makes the approach feel tighter than expected.

            For a smoother experience:

            • Arrive early (especially weekends)
            • Weekdays are significantly easier for parking
            • Be mindful of roadside parking—it’s informal and can get crowded

            In short, the lot is small and easy to miss, but that limited access is part of what keeps the preserve feeling a bit more tucked away and less developed than many other local hikes.


            Hike Overview:

            I did this hike in 2017 and felt that it was time for a return visit. While the views aren’t really that spectacular, the trails and landscape make the hike worthwile. Visiting during “leaf off” season, revealed the forest’s bare skeleton, usually hidden during the warmer months. We arrived around 9:30 a.m. on a Sunday to find only a few cars in the trailhead lot, but by the time we returned a couple of hours later, it was full.

            We completed the loop clockwise, ascending the steeper White Trail and descending the gentler Blue Trail—a route I prefer to protect my knees. Most hikers we encountered were going the opposite direction.

            Turkey Mountain Nature Preserve Loop

            Turkey Mountain Nature Preserve Loop

            I rated this hike as moderate because of the initial steep ascent; once at the summit, the remainder of the hike is relatively easy.

            Elevation profile - Turkey Mountain Loop

            Elevation profile – Turkey Mountain Loop

            The trails are generally well marked, with some spray-painted blazes on exposed rock on the higher sections of the mountain. That may be an issue when snow covers the ground.


            The Hike:

            From the west end of the parking lot, look for three white blazes on a tree—these mark the start of the White Trail, which you’ll follow for the first three-quarters of a mile to the summit of Turkey Mountain. The trail begins co-aligned with the Red Trail but soon reaches a junction where the Red Trail splits right and the White Trail bears left. Shortly after, it passes a woods road on the left. Continue following the white blazes as the trail crosses a wooden boardwalk over a wet area, passes a junction with the Orange Trail on the left, and then crosses a second boardwalk.

            White Trail - Turkey Mountain Nature Preserve

            White Trail – Turkey Mountain Nature Preserve

            White Trail - Turkey Mountain Nature Preserve

            White Trail – Turkey Mountain Nature Preserve

            White Trail - Turkey Mountain Nature Preserve

            White Trail – Turkey Mountain Nature Preserve

            White Trail - Turkey Mountain Nature Preserve

            White Trail – Turkey Mountain Nature Preserve

            White Trail - Turkey Mountain Nature Preserve

            White Trail – Turkey Mountain Nature Preserve

            The White Trail then begins to climb, starting moderately before becoming steeper. The path moves onto rocky, uneven terrain, weaving around exposed roots and scattered boulders. As you ascend, short steep sections demand careful footing, while dense hardwoods provide shade and the trail curves past natural rock formations and small ledges.

            White Trail - Turkey Mountain Nature Preserve

            White Trail – Turkey Mountain Nature Preserve

            White Trail - Turkey Mountain Nature Preserve

            White Trail – Turkey Mountain Nature Preserve

            White Trail - Turkey Mountain Nature Preserve

            White Trail – Turkey Mountain Nature Preserve

            As the trail approaches the summit, glimpses of the surrounding hills appear through the trees. The final stretch crosses bare rock slabs, guiding hikers to the open, rocky summit.

            White Trail - Turkey Mountain Nature Preserve

            White Trail – Turkey Mountain Nature Preserve

            White Trail - Turkey Mountain Nature Preserve

            White Trail – Turkey Mountain Nature Preserve

            White Trail - Turkey Mountain Nature Preserve

            White Trail – Turkey Mountain Nature Preserve

            White Trail - Turkey Mountain Nature Preserve

            White Trail – Turkey Mountain Nature Preserve

            White Trail - Turkey Mountain Nature Preserve

            White Trail – Turkey Mountain Nature Preserve

            The White Trail ends at the 831-foot summit of Turkey Mountain, offering views of the Croton Reservoir, the Hudson Highlands, and distant ridges—making the steeper ascent well worth the effort. It’s a perfect spot to pause, catch your breath, and take in the scenery.

            End of White Trail - Turkey Mountain summit

            End of White Trail – Turkey Mountain summit

            Turkey Mountain summit

            Turkey Mountain summit

            From this vantage point, the Croton Reservoir glimmers below, framed by forested hills, while the Hudson River winds its way toward the horizon. Beyond the river, the steep, dark cliffs of the Palisades rise sharply, creating a striking contrast against the calm water and rolling landscape.

            Turkey Mountain summit

            Turkey Mountain summit

            To the northwest, a tapestry of rolling hills stretches across northern Westchester, with forested ridges, open clearings, and gently sloping valleys unfolding toward the horizon.

            Turkey Mountain summit

            Turkey Mountain summit

            Also at the summit is a disc stamped by the U.S. Army Corps of Engineers (USACE). This spot once held a survey tower, and three concrete footings still remain. Survey towers were used by U.S. Coast and Geodetic Surveyors from the mid-1800’s through the 1980’s to establish the clear lines of sight needed for the surveys that form the backbone of the nation’s spatial reference framework. One of the most enduring and widely used designs was the Bilby Tower, created by Jasper Bilby in 1926.

            Turkey Mountain summit

            Turkey Mountain summit

            Nearby is a geodetic survey marker, which is a precisely placed reference point used to measure and map the Earth’s surface. These markers provide exact latitude, longitude, and elevation data, forming the foundation for accurate maps, property boundaries, and engineering projects. Often set in bedrock, these metal disks are part of a national network that ensures consistency in surveying and navigation.

            Turkey Mountain summit

            Turkey Mountain summit

            When you’re ready to continue, follow the Blue Trail, which starts directly at the end of the White Trail. The path begins heading north from the summit, winding along rocky ledges and through clusters of hardwoods, before gradually curving northeast and descending into the forested slopes below.

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            The Blue Trail descends gradually, weaving through a canopy of mixed hardwoods. The footing alternates between soft leaf-covered soil, exposed roots, and occasional rocky sections, giving the trail texture and character without the intensity of the White Trail. As you lose elevation, small clearings and moss-covered boulders appear, offering glimpses of the surrounding forest and creating a peaceful, scenic descent that showcases the mountain’s varied terrain.

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            As the Blue Trail winds down the mountain, it passes a series of intriguing rock formations that break through the forest floor. Weathered slabs, jagged boulders, and pockets of moss-covered stone create natural sculptures along the path. These formations add texture and interest to the hike, giving the trail a rugged, dynamic feel even on the gentler descent.

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            As the trail reaches the far northeastern edge of the preserve, it makes a sharp right turn and descends more steeply along a wide woods road, running alongside the nearby powerlines.

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            Along the Blue Trail, a tall, hollowed-out tree stump rises like a natural sculpture, its dark, cavernous interior contrasting with the rough, weathered exterior, hinting at decades of slow decay and the forest life thriving around it.

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            Further along the trail, clusters of rock formations emerge, from jagged outcrops to smooth, weathered slabs. Moss and lichen cling to their surfaces, and scattered boulders create natural obstacles and resting spots, adding visual interest to the forested path.

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            Scattered throughout the preserve are remnants of old stone walls, their weathered stones partially hidden by moss and undergrowth. These walls hint at the land’s agricultural past, winding through the forest like quiet, timeworn boundaries that blend seamlessly with the natural landscape.

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            The Blue Trail soon winds past an old stone wall, its weathered stones nestled beside a towering rock formation, creating a striking contrast between human-made and natural features.

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            Lower down, the path levels out and smooths slightly as it approaches the trailhead, making for a relaxed finish after the climb. It’s an ideal way to come down—steady, scenic, and just rugged enough to remind you that even the “easier” route on Turkey Mountain still feels like a true hike.

            Blue Trail - Turkey Mountain Nature Preserve

            Blue Trail – Turkey Mountain Nature Preserve

            End of Blue Trail - Turkey Mountain Nature Preserve

            End of Blue Trail – Turkey Mountain Nature Preserve


            Review:

            This enjoyable 3-mile moderate loop climbs the steeper White Trail before descending the gentler Blue Trail, making for a well-balanced and comfortable route. While the views are modest, the real highlight is the landscape itself—rocky outcrops, moss-covered boulders, and quiet forest that create a scenic and immersive hiking experience from start to finish. I highly recommend this hike, though it’s best enjoyed on a weekday during the warmer months to avoid the crowds.

            Pros:

            Scenic landscape, relatively well marked trails, shaded forest canopy, peaceful setting, interesting rock formations.

            Cons:

            Small unpaved parking lot, can get crowded on weekends, slippery footing when wet or leaf-covered, limited views, trail intersections may be slightly confusing for first-time visitors.


            Take a hike!

            Turkey Mountain Nature Preserve Loop

            Turkey Mountain Nature Preserve Loop


            Sources:


             

            Milton Station Fire Tower – Mahlon Dickerson Reservation

            March 22, 2026 – Jefferson, New Jersey

            Difficulty: Moderate (1 short, steep climb)

            Length: Approximately 3.5 miles

            Max elevation: 1,378 ft. – total elevation gain approximately 500 ft.

            Route type: Out and back

            Map: Morris County Highlands Trails Map #126Fire Tower Trail

            Trailhead parking: Snow Bowl Area Weldon Road, Jefferson, NJ 07849

            Paved parking area – No restrooms on site

            Hours: Open Daily, Sunrise – Sunset

             

            Overview:

            Rising above the wooded ridges of Mahlon Dickerson Reservation, the Milton Station Fire Tower stands as both a scenic destination and a working piece of New Jersey’s wildfire detection network. Built in 1937, this 80-foot steel lookout still plays an active role today, offering a unique blend of history and function. A short but steady hike leads to its base, where those willing to climb are rewarded with sweeping 360-degree views across the NJ Highlands—and, on clear days, a distant glimpse of New York City on the horizon.

            Milton Station Fire Tower

            Milton Station Fire Tower

            Milton Station Fire Tower

            Milton Station Fire Tower


            History:

            The Milton Station Fire Tower was erected in 1937 atop Bowling Green Mountain as part of New Jersey’s expanding fire detection network. It was built by the Civilian Conservation Corps (CCC) through the Woodlands Protective Expansion Project and consists of an 80-foot steel framework produced by the International Derrick Company. Positioned for maximum visibility, the tower offers broad views of the Hudson Highlands and nearby forests, enabling observers to spot and report fires across a large area.

            Snow Bowl Ski Area was once a well-loved local ski spot in Jefferson, New Jersey, located on Bowling Green Mountain. Operating from the early 1960s through the mid-1970s, it was established by Dr. Frank Johnson and became known for its early adoption of snowmaking technology. The mountain offered a vertical drop of roughly 400 to 470 feet and featured a base lodge that even included a swimming pool—an unusual amenity for a small ski area.

            Snow Bowl Ski Area

            Snow Bowl Ski Area

            Snow Bowl Ski Area

            Snow Bowl Ski Area

            Snow Bowl Ski Area

            Snow Bowl Ski Area

            Popular with local families and the baby boomer generation, the resort eventually closed due to a combination of mild winters and increasing competition from larger ski destinations. Today, the former ski area is preserved as part of Mahlon Dickerson Reservation, where traces of its past can still be found along the trails.

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            Bowling Green Mountain was preserved through a partnership between the Trust for Public Land, the Morris County Open Space Preservation Trust Fund, and the Morris County Park Commission, which acquired the 96-acre property from a private investment company. The land has since been permanently protected and incorporated into Mahlon Dickerson Reservation, the county’s largest and one of its most popular parks.

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            Previously closed to the public, this acquisition significantly expands access to open space in the area. Ownership of the property was officially transferred to the Morris County Park Commission on December 31, 2020, and it is now open for visitors to explore. New trails in the Snow Bowl area of the existing park have been developed to connect directly with the newly preserved land, improving access and creating a more cohesive trail network.

            Snow Bowl Area Trailhead

            Snow Bowl Area Trailhead


            Parking:

            Both trails are situated within Mahlon Dickerson Reservation, on the site of the former Snow Bowl Ski Area and Bowling Green Mountain. The trailhead and parking area are located on Weldon Road, just south of Jefferson Township Middle School.

            Snow Bowl Area Parking - Mahlon Dickerson Reservation

            Snow Bowl Area Parking – Mahlon Dickerson Reservation

            There are no rest room facilities on site.

            Trails Overview:

            The Snow Bowl Loop is a roughly one-mile trail that follows a section of the Jefferson High School cross-country course. It features a mix of crushed stone and natural footing, making for an easy, comfortable walk. The route passes alongside a pond and small streams, with several remnants of the area’s former ski operations visible along the way. Benches are placed throughout the loop, offering spots to sit and take in the surroundings. It’s an ideal choice for a short, relaxed outing.

            Snow Bowl Loop - Mahlon Dickerson Reservation

            Snow Bowl Loop – Mahlon Dickerson Reservation

            Snow Bowl Loop - Mahlon Dickerson Reservation

            Snow Bowl Loop – Mahlon Dickerson Reservation

            The Fire Tower Trail is a more challenging route, following a dirt and gravel service road up Bowling Green Mountain. The climb is steady and fairly steep, tracing what was once part of an old ski slope. Near the top, you’ll reach a communication tower, but the hike continues beyond this point. From there, the trail levels out as it crosses the summit ridge, eventually leading to the fire tower at the true high point.

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            If you arrive while the tower is staffed, the Milton Fire Observer may invite you up into the cab. If you get the opportunity, it’s well worth the climb—the views from the top more than justify the effort.

            Both trails are marked with white signs with red arrows attached to wooden posts and/or trees. The Snow Bowl Loop is also marked with yellow blazes painted on trees.

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation


            Hike Overview:

            This hike had been on my list of fire towers to visit. While on the shorter side, it delivers a satisfying punch with its steep climb up to the communications tower, followed by 133 steps to the top of the 80-foot fire tower. There are no views at the base, so you’ll need to climb at least partway above the treetops to enjoy any scenery.

            On the day we visited, the area was lightly trafficked. We only encountered a group heading toward the tower on our return and a few people near the Snow Bowl Loop. Using the Avenza Maps app is helpful for staying on track. Overall, it’s a rewarding hike with a nice mix of challenge and scenery on Bowling Green Mountain.

            This hike is primarily an out-and-back route, with a short detour along the Snow Bowl Loop.

            Milton Station Fire Tower – Mahlon Dickerson Reservation

            Milton Station Fire Tower – Mahlon Dickerson Reservation

            As shown in the elevation profile below, the first 0.6 mile of the hike is quite steep, while the remainder of the route is relatively easy.

            elevation profile - Milton Station Fire Tower

            elevation profile – Milton Station Fire Tower


            The Hike:

            The hike begins at the Snow Bowl Area trailhead near the base of Bowling Green Mountain. Pass through the gate and bear left, where the Fire Tower Trail starts as a wide gravel service road. The route is well marked, with directional signs posted on wooden markers along the way.

            Snow Bowl Area Trailhead

            Snow Bowl Area Trailhead

            Snow Bowl Area Trailhead

            Snow Bowl Area Trailhead

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            The Fire Tower Trail begins with a relatively level stretch before dipping slightly and passing through another gate. Along the way, you’ll encounter several junctions with other trails, including the Snow Bowl Loop, which you’ll take later. For now, continue straight ahead on the Fire Tower Trail.

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            The Fire Tower Trail begins to steepen as you reach a black-and-yellow striped sign marked with the number “8.” This is an object, or hazard, marker designed to draw attention to a specific feature—in this case, a drainage crossing. The number identifies its location along the route. You’ll pass several more of these markers as you continue ascending the service road on Bowling Green Mountain.

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            After about 0.6 miles from the trailhead, the Fire Tower Trail reaches a communication tower, though this is not the final destination. From there, the trail continues along the mountain ridge until you reach the fire tower. Once on the ridgeline, the path levels out, offering a relatively easy walk. This section follows an eroded dirt road, which is generally easier to navigate than the gravel service road below.

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            In this section, the trail is less clearly marked, and several roads branch off from the main path. Keep an eye out for trail signs to stay on course. Using the Avenza Maps app is a helpful way to navigate and ensure you remain on the correct trail.

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            This structure appears to be the counterweight foundation for a bullwheel ski lift, a remnant from the days of the Snow Bowl Ski Area.

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            The yellow boundary markers on Bowling Green Mountain are used to clearly define park property lines. They indicate where county-managed land begins and ends, helping both visitors and staff identify which areas are part of the park. For hikers, these markers are primarily informational, serving as a visual reminder to stay on maintained trails and respect protected areas.

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            The white signs on Bowling Green Mountain are posted by the NJDEP to mark Wildlife Management Areas (WMAs). These lands are managed for wildlife habitat, conservation, and regulated public recreation such as hunting, hiking, or birdwatching. The signs inform visitors of the protected status and outline rules, seasonal restrictions, and permitted activities.

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            After passing the yellow boundary marker, it’s roughly 0.4 miles to the fire tower. Even with the trees bare, the tower isn’t visible until you’re quite close. When the trail reaches a fork, bear right and follow the short path to the tower. The Fire Tower Trail ends at this point.

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            In 1937, the Civilian Conservation Corps (CCC) built the Milton Station Fire Tower as part of the Woodlands Protective Expansion Project. The tower serves as a key observation point in the high-value urban-wildland interface of northern New Jersey. From its vantage, it has line-of-sight to all seven towers in the division, as well as the Sterling Fire Tower, the last remaining active lookout tower in New York.

            Milton Station Fire Tower

            Milton Station Fire Tower

            The Milton Station Fire Tower is an 80-foot steel structure built by the International Derrick Company, featuring a 7-by-7-foot metal cab, and is situated on Morris County park land.

            Milton Station Fire Tower

            Milton Station Fire Tower

            If you’re planning a visit to the Milton Station Fire Tower, you can call the number below to find out when the tower will be staffed.

            Milton Station Fire Tower

            Milton Station Fire Tower

            The Milton Station Fire Tower features 11 landings and a total of 133 steps from the ground up to the cab. There are no views from the base of the tower, so you’ll need to climb at least partway above the treetops to enjoy the surrounding scenery.

            Milton Station Fire Tower

            Milton Station Fire Tower

            Milton Station Fire Tower

            Milton Station Fire Tower

            Milton Station Fire Tower

            Milton Station Fire Tower

            At the Milton Station Fire Tower, the upper landing of the cab is typically locked for safety and preservation reasons. While visitors can climb the tower and access most of the steps and landings, the very top platform is restricted to prevent accidents and limit wear on the historic structure.

            Milton Station Fire Tower

            Milton Station Fire Tower

            Even with the upper landing locked, you can still enjoy excellent panoramic views from the lower sections of the cab and the landings just below the top. These vantage points rise above the treetops, giving a sweeping perspective of the surrounding forests, mountains, and, on clear days, distant landmarks across northern New Jersey.

            Milton Station Fire Tower

            Milton Station Fire Tower

            Milton Station Fire Tower

            Milton Station Fire Tower

            Milton Station Fire Tower

            Milton Station Fire Tower

            From the top of the Milton Station Fire Tower, on a clear day, you can see the Manhattan skyline rising in the distance. The view stretches across the Hudson River Valley, with clusters of high-rises appearing as a striking contrast to the surrounding forested hills of northern New Jersey.

            Milton Station Fire Tower

            Milton Station Fire Tower

            After climbing the tower and enjoying the views from just below the cab, we sat at the base to relax for a few minutes. A Jeep pulled up—it was the fire observer reporting for duty. He climbed the tower, unlocked the cab, and gave me permission to go inside. I wasn’t thrilled about making the climb a second time, but I did it…and survived.

            Milton Station Fire Tower

            Milton Station Fire Tower

            The Fire Observer at Milton Station Fire Tower plays a crucial role in monitoring the surrounding forests for signs of wildfire. Traditionally, observers are stationed in the cab during fire season, scanning the horizon for smoke and using tools like alidades (Osborne Fire Finders) and maps to pinpoint locations and report them to rangers or local fire departments.

            In addition to this protective role, the observer acts as a steward of the area, providing public engagement and safety oversight. They often welcome visitors, answer questions about the tower’s history and operations, and may allow guests to climb the cab when it is safe.

            NJ Fire Observer Nicolas Cavallone

            NJ Fire Observer Nicolas Cavallone

            After taking in the views from the tower, retrace your steps along the Fire Tower Trail, passing the communication tower and descending Bowling Green Mountain via the gravel service road.

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            Near the junction of the Fire Tower Trail and the Snow Bowl Loop stands a stone chimney, a surviving remnant of the original Snow Bowl ski lodge.

            Fire Tower Trail - Mahlon Dickerson Reservation

            Fire Tower Trail – Mahlon Dickerson Reservation

            At the junction with the Snow Bowl Loop, turn left. If you’re ready to return to your vehicle, follow the Fire Tower Trail back to the trailhead. Otherwise, turning left allows you to continue and extend your hike.

            Turn left on Snow Bowl Loop Trail

            Turn left on Snow Bowl Loop Trail

            Snow Bowl Loop - Mahlon Dickerson Reservation

            Snow Bowl Loop – Mahlon Dickerson Reservation

            The Snow Bowl Loop Trail passes a small but scenic pond, surrounded by trees and natural vegetation, offering a peaceful spot to pause, enjoy the reflections on the water, and listen to the gentle sounds of nearby Russia Brook.

            Snow Bowl Loop - Mahlon Dickerson Reservation

            Snow Bowl Loop – Mahlon Dickerson Reservation

            The Snow Bowl Loop Trail winds over a mix of stone and natural soil, creating a varied yet gentle surface underfoot. Shaded by forest trees and dotted with occasional open clearings, the trail offers a leisurely, easy-going walk where hikers can enjoy the sights and sounds of streams, wildlife, and the surrounding woodland.

            Snow Bowl Loop - Mahlon Dickerson Reservation

            Snow Bowl Loop – Mahlon Dickerson Reservation

            Snow Bowl Loop - Mahlon Dickerson Reservation

            Snow Bowl Loop – Mahlon Dickerson Reservation

            Snow Bowl Loop - Mahlon Dickerson Reservation

            Snow Bowl Loop – Mahlon Dickerson Reservation

            Soon after the pond, the Snow Bowl Loop Trail winds alongside Russia Brook, where moss-covered rocks and gently flowing water create a serene, shaded corridor. The brook adds a soothing soundtrack to the hike, with small cascades and trickling streams enhancing the peaceful, forested setting.

            Snow Bowl Loop - Mahlon Dickerson Reservation

            Snow Bowl Loop – Mahlon Dickerson Reservation

            Snow Bowl Loop - Mahlon Dickerson Reservation

            Snow Bowl Loop – Mahlon Dickerson Reservation

            The Snow Bowl Loop Trail meanders through shaded woods, twisting and turning along gentle rises and dips. It soon opens into a sunny clearing where a bench invites hikers to pause and take in the view, offering a quiet spot to relax and enjoy the surrounding landscape.

            Snow Bowl Loop - Mahlon Dickerson Reservation

            Snow Bowl Loop – Mahlon Dickerson Reservation

            Snow Bowl Loop - Mahlon Dickerson Reservation

            Snow Bowl Loop – Mahlon Dickerson Reservation

            Snow Bowl Loop - Mahlon Dickerson Reservation

            Snow Bowl Loop – Mahlon Dickerson Reservation

            Snow Bowl Loop - Mahlon Dickerson Reservation

            Snow Bowl Loop – Mahlon Dickerson Reservation

            Snow Bowl Loop - Mahlon Dickerson Reservation

            Snow Bowl Loop – Mahlon Dickerson Reservation

            The final stretch of the Snow Bowl Loop Trail gently winds back toward the junction with the Fire Tower Trail, descending through an open clearing before reaching the trailhead area.

            Snow Bowl Loop - Mahlon Dickerson Reservation

            Snow Bowl Loop – Mahlon Dickerson Reservation

            Snow Bowl Loop - Mahlon Dickerson Reservation

            Snow Bowl Loop – Mahlon Dickerson Reservation

            Snow Bowl Loop - Mahlon Dickerson Reservation

            Snow Bowl Loop – Mahlon Dickerson Reservation

            Snow Bowl Area Parking - Mahlon Dickerson Reservation

            Snow Bowl Area Parking – Mahlon Dickerson Reservation


            Review:

            A hike up Bowling Green Mountain to the Milton Station Fire Tower, paired with a loop around the Snow Bowl, makes for a surprisingly well-rounded and enjoyable outing. While the overall distance is on the shorter side, the steady climb up the fire road adds just enough challenge to keep things interesting. The ascent—especially the steeper section along the old ski slope—gets your heart pumping, and the final reward comes with the climb up the fire tower itself. If you’re lucky enough to access the cab, the sweeping views above the treetops are absolutely worth the effort.

            What really makes this hike stand out is the contrast between the rugged climb and the peaceful scenery below. The Snow Bowl Loop offers a completely different experience, with its gentle terrain, pond views, and quiet stretches alongside Russia Brook. It’s the perfect way to ease into or wind down from the more strenuous climb, adding a relaxed, scenic element to the hike.

            The area also tends to feel less crowded than many other nearby destinations, which only adds to its appeal. Between the historical character of the fire tower, the remnants of the old ski area, and the variety of landscapes packed into a relatively short hike, this is a rewarding trip that offers a little bit of everything.

            Pros:

            Great views from the fire tower, interesting history with CCC and old ski area remnants, varied terrain, scenic pond and stream, lightly trafficked and less crowded, well-marked and easy to follow trails, combination of challenge and relaxation, benches and spots to rest along the Snow Bowl Loop.

            Cons:

            No views unless you climb the fire tower, fire tower access not always guaranteed, minimal signage in some areas without a map, limited standout features at the summit beyond the tower.


            Take a hike!

            Milton Station Fire Tower – Mahlon Dickerson Reservation

            Milton Station Fire Tower – Mahlon Dickerson Reservation


            Sources:


             

            Mt. Nebo Loop from Tackamack Park

            March 15, 2026 – Blauvelt, NY

            Difficulty: Moderate

            Length: Approximately 4.5 miles

            Max elevation: 682 ft. – total elevation gain approximately 550 ft.

            Route type: Circuit

            Map: Hudson Palisades Trails Map #109Clausland Mountain County Park Map

            Trailhead parking: 68 Clausland Mountain Rd, Blauvelt, NY 10913

            Paved parking lot – No restrooms on site

            Hours: Open Daily, Sunrise – Sunset


            Overview:

            Rising to 682 feet above sea level, Mount Nebo sits along the western edge of the Hudson Valley, not far from the Hudson River and the village of Nyack. The terrain here is classic lower Hudson Highlands: rolling ridges, pockets of dense hardwood forest, and seasonal views that open up through the trees. Depending on your route, you might catch glimpses of the Hudson, nearby towns, or the undulating ridgelines stretching north and south.

            Mount Nebo

            Mount Nebo

            But what really sets Mount Nebo apart is its past. During the height of the Cold War, the summit area was home to a Nike missile defense installation, part of a nationwide network designed to protect major metropolitan areas like New York City.

            Nike Ajax Missile

            Nike Ajax Missile

            Today, Nike Overlook Park sits atop the summit of Mount Nebo, offering limited views of the Hudson River Valley. Scattered concrete foundations, rusted fencing, graded clearings, and old access roads hint at its Cold War past, when this quiet mountaintop was part of a highly secured missile defense site. Now, it stands as an off-the-beaten-path destination where woodland solitude meets a subtle reminder of global tensions.

            Nike Overlook Park

            Nike Overlook Park

            Surrounding Mount Nebo is a surprisingly rich patchwork of parkland that turns this modest summit into something much bigger than a single destination. What makes the area special isn’t just the mountain itself—it’s how seamlessly it connects to neighboring preserves, creating miles of continuous woods, ridgelines, and trail options across southern Rockland County.

            Adjacent to Mount Nebo, you’ll find a network of local and county parks that feel more intimate but no less rewarding. Clausland Mountain County Park sits just to the north and west, offering rolling terrain, rocky outcrops, and a maze of intersecting trails. It’s a favorite for loop hikes, with gradual climbs and the occasional overlook that hints at the broader landscape beyond the trees.

            Clausland Mountain Park

            Clausland Mountain Park

            Just to the west, Tackamack Park provides a quieter, often overlooked complement to the surrounding lands. With its mix of wooded trails, small ponds, and local-use paths, it offers a more relaxed, neighborhood feel while still connecting into the broader trail network. It’s the kind of place where a short walk can easily turn into a longer wander as you link into adjacent public lands.

            Tackamack Park

            Tackamack Park

            Threading through much of this terrain is the Long Path, an aqua-blazed long-distance trail that links these parks into a continuous hiking corridor stretching far beyond Rockland County. Across Mount Nebo and its neighboring lands, the Long Path acts as both a guide and a backbone, connecting high points, wooded valleys, and historical sites into a cohesive journey.

            Long Path - Clausland Mountain Park

            Long Path – Clausland Mountain Park

            Together, these adjacent lands create a landscape that feels expansive without ever being overwhelming. You can keep things simple with a short out-and-back, or wander for miles across park boundaries without realizing where one ends and another begins. It’s this quiet continuity—where places like Mount Nebo, Clausland Mountain, and Tackamack Park blend together—that gives the area its unique character and lasting appeal.


            History:

            Nike Missile Site – NY-03/04 –

            Mount Nebo (today’s Nike Overlook Park) was NOT the missile launch site—it was the brains of the system, controlling missiles that were to be launched from a separate location.

            Clausland Mountain is composed not of a single mountain but a chain of hilltops along the Palisades between Piermont and S. Nyack. The tallest hilltop, nearly 700 feet, is Mount Nebo at the southern end overlooking Rockland Cemetery and Piermont. The name comes from a biblical reference to a mountain from which Moses saw the Promised Land and upon which he died. The name appears irregularly on maps of the past, so it is unclear who named it or when it was named. Trees obscure the view most of the year. Stone outcroppings show that the soil is thin and not suitable for farming. There is no indication on maps that anyone lived nearby.

            The US Army already owned the Mount Nebo site from WW II, and it was a perfect place to house an observation post once again, this time with radar. A command center was constructed on the 15-acre site along with a huge golf ball shaped radar dome whose foundation can still be found there. Below the mountain at the northwest intersection of the Palisades Parkway and Rt. 303 was the missile launch site. Missiles were kept in silos until there was need for launch.

            From 1954 to 1974, during the height of the Cold War, a ring of Nike missile sites protected the New York metropolitan area, including installations on Mount Nebo. Designed to intercept incoming Soviet long-range bombers—such as the Tu-95 “Bear”—these missiles could engage threats before they reached the mainland. In total, nineteen Nike sites formed a defensive perimeter around New York City.

            In 1954, the U.S. Army deployed the world’s first operational guided surface-to-air missile system: the Nike Ajax. Originally conceived near the end of World War II and developed in the early Cold War years, the system was fast-tracked into service in response to growing fears of Soviet air attack. Nike Ajax batteries were strategically placed to defend major urban, and industrial centers across the country.

            Each Nike missile site was organized into three main components: the administrative area, the Integrated Fire Control area (IFC), and the launch area. The administrative section—often located within or near the other two—contained barracks, a mess hall, and support buildings, typically simple one-story cinder block structures. It also included vehicle maintenance facilities and fuel storage.

            The IFC served as the technological heart of the operation. It housed radar systems used to detect and track incoming aircraft, along with control trailers, power equipment, and communications infrastructure. Positioned at least 1,000 yards—and often more than a mile—from the launch area, the IFC maintained a direct visual line of sight to coordinate targeting and engagement.

            Nike Overlook Park –

            In 1976, Orangetown purchased the IFC (Integrated Fire Control) site on Mount Nebo for $10,000. The town made a few improvements and Nike Overlook Park was born. A pool was planned but never built. In 1995, the Upper Grandview Association made the suggestion that the park buildings be preserved as a Cold War museum, but nothing came of it. The name preserves its Cold War past, while the land itself has been reclaimed for recreation and open space.


            Trails Overview:

            The trail network around Mount Nebo offers a surprisingly diverse mix of terrain, difficulty, and connectivity, making it easy to tailor a hike to just about any pace or experience level. Rather than a single defined route, the area is best understood as an interconnected system of trails that weave through multiple parks and preserves.

            Clausland Mountain Park Map

            Clausland Mountain Park Map

            Branching off from the Long Path are a number of local trails—many unblazed or marked with standard colors that create loop opportunities through adjacent lands. In Clausland Mountain County Park, trails wind over rolling hills and rocky outcrops, offering moderate elevation changes and occasional viewpoints. These paths are well-suited for building longer loops or exploring less-traveled sections of the forest.

            White Trail - Clausland Mountain Park

            White Trail – Clausland Mountain Park

            Overall, the Mount Nebo trail system is defined by its flexibility. Short out-and-back walks, moderate loops, and multi-park traverses are all possible without ever straying far from the core network. It’s a place where navigation can be as simple or as exploratory as you want it to be—rewarding both casual walkers and more seasoned hikers looking to piece together their own route.


            Hike Overview:

            I visited Mount Nebo in the summer of 2017. We tried to do a loop back then, similar to the one described here. The White Trail was not marked back then and we lost the trail, causing us to bushwack through a maze of downed trees. Now, although the trails in the area are well marked, one should pay attention while on the White Trail due to the constant switchbacks and sharp turns that the trail takes.

            This is a pleasant hike through a quiet area. There are no sweeping views here, and the remnants of the Nike Missile Site atop Mount Nebo aren’t especially remarkable. But if you’re looking to explore a quieter stretch of trail with minimal foot traffic, and appreciate a bit of Cold War history tucked away in the woods, this hike offers a peaceful, off-the-beaten-path experience.

            This hike covers roughly 4.5 miles, with about 550 feet of elevation gain.

            Mt. Nebo Loop from Tackamack Park

            Mt. Nebo Loop from Tackamack Park

            As the elevation profile below shows, this hike features plenty of minor ups and downs.

            Elevation gain - Mt. Nebo Loop

            Elevation gain – Mt. Nebo Loop


            Parking:

            The main lot for Tackamack Park sits directly on Clausland Mountain Road, making it an easy and obvious trailhead for accessing both Tackamack and the surrounding trail network. Parking is free and open daily, with no formal gates or restricted hours in most cases. From the lot, you can immediately connect to local trails and also link into Blauvelt State Park and Clausland Mountain County Park, making it a useful starting point for longer hikes.

            Tackamack Park

            Tackamack Park

            Tackamack Park trailhead

            Tackamack Park trailhead

            The Long Path passes directly through the parking area at Tackamack Park, making it one of the more convenient access points to this section of the trail. 


            The Hike:

            From the Tackamack Park parking area, head out to Clausland Mountain Road and follow the aqua-blazed Long Path east. After crossing the road and entering the woods, you’ll notice a white-blazed trail on the left—this will be your return route. For now, continue straight, following the aqua blazes.

            Clausland Mountain Park

            Clausland Mountain Park

            Long Path - Clausland Mountain Park

            Long Path – Clausland Mountain Park

            Long Path - Clausland Mountain Park

            Long Path – Clausland Mountain Park

            After a short distance, the trail reaches a wooden footbridge spanning a small, often gently flowing stream. Cross the bridge and continue ahead as the path begins a steady, gradual climb through the surrounding woods, gaining elevation without ever becoming too steep.

            Long Path - Clausland Mountain Park

            Long Path – Clausland Mountain Park

            Long Path - Clausland Mountain Park

            Long Path – Clausland Mountain Park

            Long Path - Clausland Mountain Park

            Long Path – Clausland Mountain Park

            Eventually, the trail steepens as it climbs through Clausland Mountain Park. About a mile from the start, the Long Path makes a sharp right turn. Right at this bend, look for a tree marked with three orange blazes on the left. Turn left here and follow the trail uphill.

            Long Path - Clausland Mountain Park

            Long Path – Clausland Mountain Park

            Orange Trail - Clausland Mountain Park

            Orange Trail – Clausland Mountain Park

            Orange Trail - Clausland Mountain Park

            Orange Trail – Clausland Mountain Park

            In a short distance, you’ll pass the back of a sign, and just beyond it, an old, rusted chain-link fence comes into view—marking the boundary of Nike Overlook Park.

            Orange Trail - Nike Overlook Park

            Orange Trail – Nike Overlook Park

            Shortly after passing through the chain-link fence, the Orange Trail reaches a T-intersection. The other end of the White Trail begins on the left, but turn right to remain on the Orange Trail. Almost immediately, the trail passes a clearing on the left. Leave the Orange Trail and head into the partially paved clearing, where you’ll notice several oddly shaped concrete rings scattered across the ground, some partially hidden by grass. It’s worth taking a few moments to explore this area.

            Nike Overlook Park

            Nike Overlook Park

            Nike Overlook Park

            Nike Overlook Park

            There isn’t much to see in this part of the park, though we did come across what appear to be concrete stands that once supported some kind of tank.

            Nike Overlook Park

            Nike Overlook Park

            When you’re ready to continue, head toward the park’s main entrance gate and walk down the paved road, labeled “US Army Road” on Google Maps. Continue downhill for about 175 yards to the next intersection, then turn right onto Nike Lane. Follow the road for another 350 yards until you reach the main gate of the IFC site.

            Nike Overlook Park

            Nike Overlook Park

            US Army Road

            US Army Road

            Nike Overlook Park

            Nike Overlook Park

            Nike Lane - Nike Overlook Park

            Nike Lane – Nike Overlook Park

            Nike Lane - Nike Overlook Park

            Nike Lane – Nike Overlook Park

            Nike Lane continues past the gate, bearing left as it passes the first set of buildings. Follow the road to the high point, keeping an eye out for remnants of the IFC site along the way.

            Nike Lane - Nike Overlook Park

            Nike Lane – Nike Overlook Park

            Nike Lane - Nike Overlook Park

            Nike Lane – Nike Overlook Park

            Nike Lane - Nike Overlook Park

            Nike Lane – Nike Overlook Park

            One of the buildings near the summit with a high-capacity venting system. 

            Nike Overlook Park

            Nike Overlook Park

            Nike Overlook Park

            Nike Overlook Park

            To the left of the road, almost hidden, is a rusty steel radar platform.

            Nike Overlook Park

            Nike Overlook Park

            We took a short rest at the summit, then spent some time wandering the area, seeking out scattered remnants—some tucked away in the surrounding woods. We then began heading downhill on Nike Lane, stopping occasionally to check out anything we may have missed on the way up.

            Nike Overlook Park

            Nike Overlook Park

            A few buildings still stand at Nike Overlook Park, originally supporting operations such as radar tracking, missile guidance, communications, and command functions. Typical structures at an IFC site included radar towers, control rooms, generator buildings, and other small support facilities.

            Nike Overlook Park

            Nike Overlook Park

            Nike Overlook Park

            Nike Overlook Park

            As you continue past the gate on Nike Lane, the Orange Trail begins on the left, across from the small parking area. 

            Nike Lane - Nike Overlook Park

            Nike Lane – Nike Overlook Park

            The Orange Trail leaves Nike Lane and enters the woods. Just ahead there are three orange blazes on a tree, marking the start of the trail. Continue ahead until you reach a T-intersection marked by a park map. Here, the Orange Trail goes in both directions. Turn RIGHT and follow the orange blazes as the trail weaves through the forest.

            Orange Trail - Clausland Mountain Park

            Orange Trail – Clausland Mountain Park

            Orange Trail - Clausland Mountain Park

            Orange Trail – Clausland Mountain Park

            Orange Trail - Clausland Mountain Park

            Orange Trail – Clausland Mountain Park

            Orange Trail - Clausland Mountain Park

            Orange Trail – Clausland Mountain Park

            After about 260 yards, the Orange Trail reaches a junction where it makes a sharp left through a break in the fence—the same route you took on the way up. Just ahead, three white blazes on a tree mark the start of the White Trail. Continue forward, following the white blazes.

            White Trail - Clausland Mountain Park

            White Trail – Clausland Mountain Park

            White Trail - Clausland Mountain Park

            White Trail – Clausland Mountain Park

            The White Trail soon passes through a clearing before re-entering the woods. It then goes through a break in a chain-link fence and turns left, leaving Nike Overlook Park and entering Clausland Mountain Park.

            White Trail - Clausland Mountain Park

            White Trail – Clausland Mountain Park

            From Nike Overlook Park, the White Trail descends through Clausland Mountain Park, following long, looping switchbacks that wind through a mix of open clearings and shaded forest. The trail provides a peaceful, wooded route, with occasional glimpses of old fence lines. Its gradual downhill course makes for an easy, scenic return through the quiet woods.

            White Trail - Clausland Mountain Park

            White Trail – Clausland Mountain Park

            White Trail - Clausland Mountain Park

            White Trail – Clausland Mountain Park

            White Trail - Clausland Mountain Park

            White Trail – Clausland Mountain Park

            Along the White Trail, hikers will encounter a number of interesting boulders and low stone walls scattered throughout the woods. These features add character to the landscape, hinting at the area’s natural history and past human activity.

            White Trail - Clausland Mountain Park

            White Trail – Clausland Mountain Park

            White Trail - Clausland Mountain Park

            White Trail – Clausland Mountain Park

            White Trail - Clausland Mountain Park

            White Trail – Clausland Mountain Park

            White Trail - Clausland Mountain Park

            White Trail – Clausland Mountain Park

            The White Trail also crosses several small streams, which can be easily hopped over. They provide a chance to pause and enjoy the gentle sounds of flowing water. These crossings add variety to the hike and highlight the quiet, natural beauty of the forest.

            White Trail - Clausland Mountain Park

            White Trail – Clausland Mountain Park

            White Trail - Clausland Mountain Park

            White Trail – Clausland Mountain Park

            White Trail - Clausland Mountain Park

            White Trail – Clausland Mountain Park

            White Trail - Clausland Mountain Park

            White Trail – Clausland Mountain Park

            After about 2 miles, the White Trail ends at a junction with the Long Path. Turn right, cross Clausland Mountain Road, and continue back to the Tackamack Park parking lot, where the hike began.

            White Trail - Clausland Mountain Park

            White Trail – Clausland Mountain Park

            White Trail - Clausland Mountain Park

            White Trail – Clausland Mountain Park


            Review:

            This loop hike offers a rewarding mix of history, nature, and solitude, making it a hidden gem in Rockland County. Starting from Tackamack Park, the trail winds through quiet woods, gentle streams, and scenic clearings, with long switchbacks providing a comfortable climb and descent. Along the way, hikers can explore remnants of Cold War history at Nike Overlook Park on the summit of Mount Nebo. The combination of interesting boulders, low stone walls, and peaceful stream crossings adds variety and charm, while the lightly traveled trails ensure a sense of tranquility. Whether you’re a history enthusiast, a nature lover, or simply looking for a moderate hike away from the crowds, this route offers a unique and memorable experience.

            Pros:

            Cold War era history, Long Path, well marked trails, little foot traffic, scenic landscape.

            Cons:

            Some road noise becomes noticeable along the White Trail as it approaches nearby streets.


            Take a hike!

            Mt. Nebo Loop from Tackamack Park

            Mt. Nebo Loop from Tackamack Park


            Sources:


             

            Herrick Preserve Loop

            January 11, 2026 – Sherman, Connecticut

            Difficulty: Moderate

            Length: Approximately 3.5 miles

            Max elevation: 863 ft. – total elevation gain approximately 600 ft.

            Map: Herrick Preserve Trail Map

            Parking: 38 Evans Hill Rd, Sherman, CT 06784

            Limited roadside parking – No restrooms on site

            Hours: Open Daily, Sunrise – Sunset


            Overview:

            Herrick Preserve is a quiet, wooded nature preserve in Sherman, Connecticut, offering hikers a peaceful escape into classic New England landscape. Managed by the Northwest Connecticut Land Conservancy, the preserve protects rolling forest, stone walls, vernal pools, and rocky outcrops.

            Herrick Preserve

            Herrick Preserve

            Encompassing about 185 acres of mixed hardwood and hemlock forest, it offers well-marked trails that climb to scenic overlooks of the Housatonic River valley. Its gentle-to-moderate terrain, natural beauty, and connection to nearby Appalachian Trail sections make Herrick Preserve a favorite spot for hiking, birdwatching, and enjoying the region’s unspoiled character.

            Amy's Lookout - Herrick Preserve

            Amy’s Lookout – Herrick Preserve

            Housatonic Overlook - Herrick Preserve

            Housatonic Overlook – Herrick Preserve


            History:

            Herrick Preserve exists thanks to the long-term conservation efforts of the Naromi Land Trust, a local nonprofit founded in 1968 to protect Sherman’s natural landscapes and rural character. Over the decades, members of the Herrick family donated key parcels of forestland—including the core area around today’s trailhead—beginning with a gift of roughly 60 acres in the 1970’s and followed by additional acreage as recently as the late 2010’s. These donations ensured permanent public access and strengthened trail connections to the Appalachian Trail.

            A significant 2017 donation from the Herrick family added road frontage, guaranteed public access to the preserve, and further linked the trust’s land with federally protected Appalachian Trail lands.

            In 2020, the Naromi Land Trust merged with the Weantinoge Heritage Land Trust to form the Northwest Connecticut Land Conservancy (NCLC), which now stewards Herrick Preserve along with many other protected natural areas throughout the region.


            Trails Overview:

            Herrick Preserve features a network of well-marked trails that wind through mature hardwood and hemlock forest. The primary route is a moderate 3.5-mile lollipop loop starting at the Evans Hill Road trailhead, with short spur paths leading to scenic overlooks of the Housatonic River Valley. For hikers seeking a longer outing, the preserve connects with the Appalachian Trail, offering extended routes through varied terrain and expansive forest views.

            Herrick Preserve

            Herrick Preserve


            Parking:

            The roadside parking area at Herrick Preserve is small, accommodating only several vehicles. Tucked just off the main road, it’s easy to access and clearly marked, providing a straightforward starting point for the trails. A simple kiosk nearby offers maps and information to help hikers plan their route.

            Evans Hill Road Trailhead - Herrick Preserve

            Evans Hill Road Trailhead – Herrick Preserve


            Hike Overview:

            I first stumbled upon Herrick Preserve while scrolling through social media, and something about it immediately caught my eye. The photos hinted at a hidden slice of wilderness, with winding trails weaving through dense forests, sun-dappled clearings, and glimpses of sweeping vistas. It looked like the perfect escape from the hustle of daily life—a place where the quiet hum of nature promised both adventure and tranquility. I knew I had to see it for myself.

            Stop to read the information at the kiosk, and if you don’t have a trail map, take a photo of the one on display.

            Evans Hill Road Trailhead - Herrick Preserve

            Evans Hill Road Trailhead – Herrick Preserve

            Hunting is not allowed within the preserve, but the surrounding lands are privately owned.

            Evans Hill Road Trailhead - Herrick Preserve

            Evans Hill Road Trailhead – Herrick Preserve

            There were numerous fallen trees throughout the preserve, with a few blocking sections of the trail. None were difficult to navigate around, though some of the blowdowns appeared to be fairly recent.

            Blue Trail - Herrick Preserve

            Blue Trail – Herrick Preserve

            There are about a 1/2 dozen small stream crossings on this hike. You can probably jump across most of them or just walk through them as I did.

            White Trail - Herrick Preserve

            White Trail – Herrick Preserve

            This moderate lollipop loop spans about 3.5 miles and climbs roughly 600 feet, offering a satisfying mix of gentle forest trails, steady climbs, and rewarding viewpoints along the way.

            Herrick Preserve Loop

            Herrick Preserve Loop

            Elevation Profile - Herrick Preserve Loop

            Elevation Profile – Herrick Preserve Loop


            The Hike:

            Start at the Evans Hill Road trailhead, where a kiosk marks the beginning of the White Trail. The route leads through mixed hardwood and hemlock forest on a well-marked path that gradually climbs in elevation. The footing is mostly natural, with occasional rocks and exposed roots, but the ascent is steady and moderately paced. 

            Herrick Preserve

            Herrick Preserve

            Evans Hill Rd Trailhead - Herrick Preserve

            Evans Hill Rd Trailhead – Herrick Preserve

            White Trail - Herrick Preserve

            White Trail – Herrick Preserve

            White Trail - Herrick Preserve

            White Trail – Herrick Preserve

            White Trail - Herrick Preserve

            White Trail – Herrick Preserve

            White Trail - Herrick Preserve

            White Trail – Herrick Preserve

            White Trail - Herrick Preserve

            White Trail – Herrick Preserve

            White Trail - Herrick Preserve

            White Trail – Herrick Preserve

            White Trail - Herrick Preserve

            White Trail – Herrick Preserve

            In about a 1/2 mile, you’ll reach a junction with the yellow-blazed Amy’s Lookout Trail, a spur that leads to a scenic overlook with views of the Housatonic River Valley.

            Turn right on Amy's Lookout Trail

            Turn right on Amy’s Lookout Trail

            Amy's Lookout Trail - Herrick Preserve

            Amy’s Lookout Trail – Herrick Preserve

            Amy’s Lookout Trail is a short spur that climbs steeply to a rocky outcrop, with north-facing views over the Housatonic River Valley. It’s a popular spot to pause, take in the scenery, and snap a few photos before returning to the main trail.

            Amy's Lookout Trail - Herrick Preserve

            Amy’s Lookout Trail – Herrick Preserve

            Amy's Lookout Trail - Herrick Preserve

            Amy’s Lookout Trail – Herrick Preserve

            Amy's Lookout Trail - Herrick Preserve

            Amy’s Lookout Trail – Herrick Preserve

            Amy's Lookout Trail - Herrick Preserve

            Amy’s Lookout Trail – Herrick Preserve

            Amy's Lookout Trail - Herrick Preserve

            Amy’s Lookout Trail – Herrick Preserve

            Amy's Lookout Trail - Herrick Preserve

            Amy’s Lookout Trail – Herrick Preserve

            Exercise caution around this rock ledge, especially when wet or icy, as there is a steep drop directly below.

            Amy's Lookout - Herrick Preserve

            Amy’s Lookout – Herrick Preserve

            Amy's Lookout - Herrick Preserve

            Amy’s Lookout – Herrick Preserve

            Amy's Lookout - Herrick Preserve

            Amy’s Lookout – Herrick Preserve

            When you are done admiring the view, retrace your steps back to the White Trail and turn right.

            Turn right on White Trail

            Turn right on White Trail

            From the junction with the yellow-blazed Amy’s Lookout Trail, the White Trail continues generally north, with gentle ups and downs on a well-defined wooded path. This section offers a quieter stretch of trail with typical woodland footing—earth, occasional rocks, and exposed roots—without major climbs or obstacles.

            White Trail - Herrick Preserve

            White Trail – Herrick Preserve

            In another 350 yards or so, the White Trail reaches a junction with the Blue Trail. This will be your return route, but for now continue following the white blazes as they head in a northerly direction, marking the start of the loop portion of the hike.

            White Trail - Herrick Preserve

            White Trail – Herrick Preserve

            White Trail - Herrick Preserve

            White Trail – Herrick Preserve

            White Trail - Herrick Preserve

            White Trail – Herrick Preserve

            White Trail - Herrick Preserve

            White Trail – Herrick Preserve

            White Trail - Herrick Preserve

            White Trail – Herrick Preserve

            In another half-mile, the White Trail reaches a junction with the northern leg of the Blue Trail. Turn right and follow the white blazes downhill to the Housatonic Overlook. After visiting the overlook, you will return to this junction. The trail to the overlook is clearly marked.

            Turn right on White Trail

            Turn right on White Trail

            Turn right on White Trail

            Turn right on White Trail

            Perched on a rocky outcrop, the Housatonic Overlook offers expansive north- and east-facing views of the Housatonic River and the surrounding forested hills. The open, rocky area provides a clear vantage point, though hikers should exercise caution near the edges. It is the preserve’s most rewarding viewpoint.

            Housatonic Overlook - Herrick Preserve

            Housatonic Overlook – Herrick Preserve

            Housatonic Overlook - Herrick Preserve

            Housatonic Overlook – Herrick Preserve

            When you are ready to continue, retrace your steps back to the junction sign.

            Blue Trail - Herrick Preserve

            Blue Trail – Herrick Preserve

            From the Housatonic Overlook, the Blue Trail climbs steeply at first before leveling out. Follow the well-marked footpath as it winds southward, providing a quiet, peaceful walk through the preserve. After roughly 350 yards, the trail reaches a junction with the Appalachian Trail. Continue straight to stay on the Blue Trail.

            Blue Trail - Herrick Preserve

            Blue Trail – Herrick Preserve

            Blue Trail - Herrick Preserve

            Blue Trail – Herrick Preserve

            This sign indicates that the property is protected by a conservation easement that allows access to the Appalachian Trail. Visitors must stay on designated trails, as areas beyond them are privately owned and not open to public use. In short, this is protected land—not public land.

            Blue Trail - Herrick Preserve

            Blue Trail – Herrick Preserve

            Blue Trail - Herrick Preserve

            Blue Trail – Herrick Preserve

            Blue Trail - Herrick Preserve

            Blue Trail – Herrick Preserve

            From the junction with the Appalachian Trail, the Blue Trail begins a gradual descent through pleasant, quiet woods. The trail soon curves southeast, continuing its gentle downhill path, offering a peaceful walk surrounded by the sights and sounds of the forest.

            Blue Trail - Herrick Preserve

            Blue Trail – Herrick Preserve

            Blue Trail - Herrick Preserve

            Blue Trail – Herrick Preserve

            This fallen tree blocked the trail completely, forcing a wide detour around it. A partial blue blaze is still visible on the broken trunk.

            Blue Trail - Herrick Preserve

            Blue Trail – Herrick Preserve

            Blue Trail - Herrick Preserve

            Blue Trail – Herrick Preserve

            Blue Trail - Herrick Preserve

            Blue Trail – Herrick Preserve

            After about a mile from the Housatonic Overlook, the Blue Trail ends at a junction with the White Trail, closing the loop. Turn right on the White Trail, now retracing your steps from the beginning of the hike, and follow the white blazes to the Evans Hill Road Trailhead, where the hike began.

            Turn right on White Trail

            Turn right on White Trail

            White Trail - Herrick Preserve

            White Trail – Herrick Preserve

            White Trail - Herrick Preserve

            White Trail – Herrick Preserve

            White Trail - Herrick Preserve

            White Trail – Herrick Preserve

            Evans Hill Road Trailhead - Herrick Preserve

            Evans Hill Road Trailhead – Herrick Preserve


            Review:

            Herrick Preserve offers a peaceful, moderately challenging loop through quiet and scenic woods. Highlights include the Amy’s Lookout Trail, with its stunning views of the Housatonic River Valley, and the Housatonic Overlook, a rocky perch perfect for photos and a rest. Well-marked trails, gentle climbs, and shaded paths make this hike a refreshing escape into nature.

            Pros:

            Well-marked trails, scenic overlooks, quiet and peaceful woods, not much foot traffic.

            Cons:

            Limited parking, no restrooms, spotty cell service.


            Take a hike!

            Herrick Preserve Loop

            Herrick Preserve Loop


            Sources:


            Leon Levy Preserve Outer Loop

            November 9, 2025 – South Salem, NY

            Difficulty: Easy – moderate

            Length: Approximately 3 miles

            Max elevation: 764 ft. – total elevation gain: approximately 400 ft.

            Route type: Circuit

            Map: Leon Levy Preserve Trail Map 2021Leon Levy Preserve Avenza Map

            Trailhead parking: Smith Ridge Rd (NY-123) South Salem, NY 10590

            The main entrance and parking lot is on Route 123 (Smith Ridge Road), just south of the intersection with Route 35. A white sign marks the entrance.

            There are no restrooms on site, so please plan accordingly.

             

            Overview:

            Tucked into the rolling woodlands of the Town of Lewisboro, New York, the Leon Levy Preserve spans nearly 400 acres of forest, ravine, and wetland habitat. Once part of a grand 19th-century estate owned by chemist Dr. James M. Crafts, the land is now a peaceful haven for hikers and nature lovers.

            Leon Levy Preserve

            Leon Levy Preserve

            The preserve features about five miles of trails that wind through hardwood forest, past quiet wetlands, and along broad, historic carriage roads once used by horse-drawn carriages.

            Leon Levy Preserve

            Leon Levy Preserve

            Along the way, visitors encounter remnants of the property’s storied past—stone foundations, a towering chimney from Crafts’s former chemistry laboratory, and the moss-covered outlines of an old mansion site.

            Laboratory ruins - Leon Levy Preserve

            Laboratory ruins – Leon Levy Preserve

            Black Mansion ruins - Leon Levy Preserve

            Black Mansion ruins – Leon Levy Preserve

            Natural beauty is everywhere here. The Purple Trail meanders through tranquil wetlands alive with frogs and songbirds. In spring and summer, native wildflowers like blue cohosh and purple milkweed brighten the understory, while fall brings an explosion of color that transforms the forest into a glowing canopy of reds and golds.

            Purple Trail - Leon Levy Preserve

            Purple Trail – Leon Levy Preserve

            Purple Trail - Leon Levy Preserve

            Purple Trail – Leon Levy Preserve

            With its mix of history, ecology, and scenic tranquility, the Leon Levy Preserve is a perfect spot for a half-day hike, a bit of quiet exploration, or simply a walk through one of Westchester’s most atmospheric landscapes.


            History:

            The Leon Levy Preserve occupies land once owned by Dr. James M. Crafts, a renowned 19th-century chemist and former president of MIT, who established his country estate here in the late 1800’s. Crafts used the property not only as a retreat but also as a site for experimentation, constructing a chemistry research laboratory and an elaborate system of carriage roads that still form the backbone of today’s trail network. After his death, the estate changed hands several times before falling into disuse, leaving behind evocative ruins—stone foundations, a towering chimney, and moss-covered walls that now blend into the surrounding forest.

            Black Mansion ruins - Leon Levy Preserve

            Black Mansion ruins – Leon Levy Preserve

            In 2005, the Leon Levy Foundation, in partnership with the Town of Lewisboro and the Westchester Land Trust, preserved the land to protect its rich ecology and fascinating past. Today, the preserve serves as both a natural sanctuary and an open-air museum, where history and wilderness coexist in quiet harmony.

            Leon Levy Preserve

            Leon Levy Preserve

            Want to dig deeper into the preserve’s fascinating past? Click here to learn more.


            Trails Overview:

            The trail system at Leon Levy Preserve covers about five miles and offers a rewarding mix of easy-to-moderate terrain, scenic highlights, and historical intrigue. The network is designed as a series of color-coded loops and connectors that make it easy to tailor a hike to your interests or time. Many of the trails follow the preserve’s historic carriage roads, wide and gently graded, while others branch off into narrower footpaths that wind through forest, wetland, and rocky upland terrain.

            Leon Levy Preserve Trail Map

            Leon Levy Preserve Trail Map

            The numbered junctions throughout the Leon Levy Preserve form an intuitive wayfinding system that helps visitors navigate its network of intersecting trails. Each junction is marked with a number that corresponds to locations on the official trail map, making it easy to track your position and plan your route. This system is especially useful since many of the trails loop and intersect—allowing hikers to customize the length and difficulty of their walk without getting disoriented.

            Junction 2 - Leon Levy Preserve

            Junction 2 – Leon Levy Preserve

            A red blaze over another color blaze indicates that the trail is shared with horses.

            Blue Trail - Leon Levy Preserve

            Blue Trail – Leon Levy Preserve


            Hike Overview:

            I’ve visited the Leon Levy Preserve several times since 2016, and it has evolved a bit over the years. Today, the trails and junctions are clearly marked, and the trail map is more detailed and informative—highlighting points of interest along the way and making it much easier to navigate throughout the preserve.

            With rain in the forecast, I wanted to squeeze in a quick hike before the skies opened up. Having explored most of the trails here, I was familiar with the terrain. This route follows various colored trails around the preserve’s perimeter, bypassing some of the interior points of interest, but offering a peaceful loop through quieter sections.

            The viewpoints at Leon Levy Preserve aren’t the sweeping vistas one might expect. Instead, they offer modest overlooks of the surrounding landscape, which become even less visible when the trees are in full bloom.

            Valley View - Leon Levy Preserve

            Valley View – Leon Levy Preserve

            This counterclockwise loop covers about 3 miles along the preserve’s outer perimeter, mainly on wide carriage roads with occasional narrower footpaths. On our visit, the trails and junctions were clearly marked.

            Leon Levy Preserve Outer Loop

            Leon Levy Preserve Outer Loop

            The graph below illustrates the modest elevation gain on this loop hike.

            Leon Levy Preserve Outer Loop elevation profile

            Leon Levy Preserve Outer Loop elevation profile


            Parking:

            Parking is available for free at Leon Levy Preserve. The main lot is on Route 123 (Smith Ridge Road) in South Salem. The spacious parking lot accommodates regular vehicles (and horse trailers). While adequate for normal visits, on very busy days you may want to go early to secure a spot.

            Leon Levy Preserve parking lot

            Leon Levy Preserve parking lot


            The Hike:

            This hike begins at the kiosk on the Blue Trail, marked by three blue blazes on a tree. Follow the trail to a T-intersection at a large boulder and turn right. Continue past the steel bollards and head uphill, where the trail soon passes a stone foundation and chimney.

            Leon Levy Preserve Trailhead

            Leon Levy Preserve Trailhead

            Blue Trail - Leon Levy Preserve

            Blue Trail – Leon Levy Preserve

            Blue Trail - Leon Levy Preserve

            Blue Trail – Leon Levy Preserve

            Blue Trail - Leon Levy Preserve

            Blue Trail – Leon Levy Preserve

            Blue Trail - Leon Levy Preserve

            Blue Trail – Leon Levy Preserve

            Blue Trail - Leon Levy Preserve

            Blue Trail – Leon Levy Preserve

            The laboratory ruins of James M. Crafts, a prominent organic chemist known for the “Friedel–Crafts reaction,” served as the fifth president of Massachusetts Institute of Technology from 1897-1900. After his academic tenure, he built his summer estate “Black Mansion” here on a wooded hillside, and among the outbuildings was a dedicated chemistry laboratory. What remains today includes a tall chimney, stone foundation walls, evidence of a flagstone patio and walk-ways.

            Laboratory ruins - Leon Levy Preserve

            Laboratory ruins – Leon Levy Preserve

            When you’re done exploring the stone ruins, continue uphill on the Blue Trail. Shortly ahead, you’ll reach the site of James Craft’s Reflecting Pool ruins, located just to the left of the trail.

            Blue Trail - Leon Levy Preserve

            Blue Trail – Leon Levy Preserve

            Reflecting Pool ruins - Leon Levy Preserve

            Reflecting Pool ruins – Leon Levy Preserve

            Not much remains of the Reflecting Pool, as it was filled with gravel shortly after the preserve was established in 2005. Today, a bench overlooks the spot where it once stood.

            Reflecting Pool ruins - Leon Levy Preserve

            Reflecting Pool ruins – Leon Levy Preserve

            Reflecting Pool ruins - Leon Levy Preserve

            Reflecting Pool ruins – Leon Levy Preserve

            When you return to the Blue Trail, turn left, then left again at Junction 2. Follow the Blue Trail a short distance to its junction with the Yellow Trail, and turn right.

            Turn left at junction 2

            Turn left at junction 2

            Blue Trail - Leon Levy Preserve

            Blue Trail – Leon Levy Preserve

            Turn right on Yellow Trail

            Turn right on Yellow Trail

            Yellow Trail - Leon Levy Preserve

            Yellow Trail – Leon Levy Preserve

            Yellow Trail - Leon Levy Preserve

            Yellow Trail – Leon Levy Preserve

            Follow the Yellow Trail a short distance to a fork. While the trail continues straight ahead off the asphalt road, turn left and stay on the paved road to reach the ruins of the Black Mansion.

            Turn left to remain on asphalt road

            Turn left to remain on asphalt road

            Before you lie the stone ruins of the first floor and partial basement of a three-story fieldstone and shingle mansion, once a luxurious summer home heated only by large fireplaces.

            Black Mansion ruins - Leon Levy Preserve

            Black Mansion ruins – Leon Levy Preserve

            Here’s a glimpse of the mansion in 1973—note the stone columns on the front porch. Only one still stands today.

            Black Mansion 1973

            Black Mansion 1973

            The main floor featured several spacious reception rooms, a grand entryway, a paneled library, and a music room with an Aeolian organ. Its ceiling was painted to resemble a blue sky filled with birds. On the second floor, a long hall connected the bedrooms and an art gallery, while the attic offered sweeping views of Long Island Sound.

            Black Mansion ruins - Leon Levy Preserve

            Black Mansion ruins – Leon Levy Preserve

            Fragments of stone mark where the Black Mansion’s western circular porch once curved gracefully, offering sweeping views of the surrounding grounds.

            Black Mansion ruins - Leon Levy Preserve

            Black Mansion ruins – Leon Levy Preserve

            The Black Mansion’s circular porch along the western side offered a sweeping, panoramic view of the surrounding landscape. Designed for relaxation and entertaining, it curved gracefully from the main structure, allowing residents to enjoy the afternoon sun and the tranquil scenery of the grounds.

            Black Mansion undated photo

            Black Mansion undated photo

             Today, only fragments of the stone foundation hint at the porch’s elegant curve and former charm.

            Black Mansion ruins - Leon Levy Preserve

            Black Mansion ruins – Leon Levy Preserve

            The covered porch of the Black Mansion was an elegant feature that wrapped around the front of the home, providing a shaded space to enjoy the outdoors. Supported by sturdy stone columns, the porch offered a grand entrance and a place for summer leisure, blending seamlessly with the mansion’s fieldstone and shingle design. Today, only a single column remains as a silent reminder of the porch’s former grandeur.

            Black Mansion ruins - Leon Levy Preserve

            Black Mansion ruins – Leon Levy Preserve

            The Black Mansion was renowned for its intricate architectural details, from ornate woodwork to expansive windows that filled the rooms with light. Though much of the structure has vanished, the layout and remaining stonework hint at a home designed for both comfort and impressive social gatherings. A fire on January 28, 1979 destroyed most of the Black Mansion, leaving only its stone walls and ruins to tell the story of its former splendor.

            Black Mansion ruins - Leon Levy Preserve

            Black Mansion ruins – Leon Levy Preserve

            After exploring the Black Mansion ruins, look west for a wooden post marked with a yellow blaze. Follow the Yellow Trail westward for about 250 yards until you reach Junction 5, the start of the Green Trail. From there, follow the green blazes as the trail descends and curves southwest.

            Yellow Trail - Leon Levy Preserve

            Yellow Trail – Leon Levy Preserve

            Yellow Trail - Leon Levy Preserve

            Yellow Trail – Leon Levy Preserve

            Yellow Trail - Leon Levy Preserve

            Yellow Trail – Leon Levy Preserve

            Turn right on Green Trail

            Turn right on Green Trail

            Turn right on Green Trail

            Turn right on Green Trail

            The Green Trail at the Leon Levy Preserve offers a peaceful, secluded hike that showcases the preserve’s rich natural diversity. Winding through hardwood forests, along wetland edges, and over gentle slopes, the trail highlights the tranquil and restorative side of the preserve.

            Green Trail - Leon Levy Preserve

            Green Trail – Leon Levy Preserve

            From Junction 5, the Green Trail leads hikers downhill and southwest through peaceful hardwood forests and along gentle slopes. The trail gradually opens to the Valley View overlook.

            Valley View - Leon Levy Preserve

            Valley View – Leon Levy Preserve

            Perched above the preserve, Valley View offers a quiet spot to take in sweeping natural scenery and the peaceful forest below.

            Valley View - Leon Levy Preserve

            Valley View – Leon Levy Preserve

            From the Valley View overlook, the Green Trail continues downhill, winding through quiet hardwood forests and along gently rolling terrain. After a scenic stretch, the trail reaches Junction 7, where it meets the Purple Trail in the West Valley section of the preserve.

            Green Trail - Leon Levy Preserve

            Green Trail – Leon Levy Preserve

            Veer right on the Purple Trail

            Veer right on the Purple Trail

            Purple Trail - Leon Levy Preserve

            Purple Trail – Leon Levy Preserve

            Purple Trail - Leon Levy Preserve

            Purple Trail – Leon Levy Preserve

            From Junction 7, follow the Purple Trail through the West Valley, crossing several wooden footbridges and bog walks that carry you over damp areas. The trail winds through mixed hardwood forests and serene wetlands before reaching the Orange Trail, offering a peaceful and scenic connector through the quieter parts of the preserve.

            Purple Trail - Leon Levy Preserve

            Purple Trail – Leon Levy Preserve

            Purple Trail - Leon Levy Preserve

            Purple Trail – Leon Levy Preserve

            Purple Trail - Leon Levy Preserve

            Purple Trail – Leon Levy Preserve

            Purple Trail - Leon Levy Preserve

            Purple Trail – Leon Levy Preserve

            Purple Trail - Leon Levy Preserve

            Purple Trail – Leon Levy Preserve

            Purple Trail - Leon Levy Preserve

            Purple Trail – Leon Levy Preserve

            Purple Trail - Leon Levy Preserve

            Purple Trail – Leon Levy Preserve

            Purple Trail - Leon Levy Preserve

            Purple Trail – Leon Levy Preserve

            The Purple Trail concludes at a stone wall marking its junction with the Orange Trail. From here, turn left and follow the Orange Trail as it traces the eastern boundary of the preserve, offering gentle terrain and views of the surrounding forest.

            Purple Trail - Leon Levy Preserve

            Purple Trail – Leon Levy Preserve

            Orange Trail - Leon Levy Preserve

            Orange Trail – Leon Levy Preserve

            The Orange Trail ends at a junction with the Blue Trail. Continue straight on the Blue Trail (do not turn right) for about 140 yards, passing through shaded forest, until you reach the junction with the Yellow Trail.

            Orange Trail - Leon Levy Preserve

            Orange Trail – Leon Levy Preserve

            Blue Trail - Leon Levy Preserve

            Blue Trail – Leon Levy Preserve

            From the junction with the Blue Trail, follow the Yellow Trail north along the gorge. The trail meanders through forested terrain until you reach the North Gorge Rim Overlook, offering views of the ravine and surrounding woods.

            Yellow Trail - Leon Levy Preserve

            Yellow Trail – Leon Levy Preserve

            Yellow Trail - Leon Levy Preserve

            Yellow Trail – Leon Levy Preserve

            Yellow Trail - Leon Levy Preserve

            Yellow Trail – Leon Levy Preserve

            Yellow Trail - Leon Levy Preserve

            Yellow Trail – Leon Levy Preserve

            Yellow Trail - Leon Levy Preserve

            Yellow Trail – Leon Levy Preserve

            At the end of the Yellow Trail, turn right onto the Blue Trail. Cross the historic Gorge Stone Bridge, taking a moment to enjoy the view below, then follow the trail as it begins its steady climb up the hillside through shaded forest.

            Blue Trail - Leon Levy Preserve

            Blue Trail – Leon Levy Preserve

            Blue Trail - Leon Levy Preserve

            Blue Trail – Leon Levy Preserve

            The Blue Trail leads hikers through shaded woods and gentle slopes, showcasing the preserve’s serene beauty.

            Blue Trail - Leon Levy Preserve

            Blue Trail – Leon Levy Preserve

            Blue Trail - Leon Levy Preserve

            Blue Trail – Leon Levy Preserve

            From Junction 33, follow the White Trail as it winds downhill through a mix of hardwood forests, moss-covered rocks, and gently rolling terrain. The trail offers occasional glimpses of the wetlands below and the surrounding wooded hills.

            Junction 33 - Leon Levy Preserve

            Junction 33 – Leon Levy Preserve

            White Trail - Leon Levy Preserve

            White Trail – Leon Levy Preserve

            Along the White Trail, The forest floor is dotted with ferns, moss-covered rocks, and patches of low shrubs, creating a lush, textured underbrush that adds to the trail’s tranquil, woodland atmosphere.

            White Trail - Leon Levy Preserve

            White Trail – Leon Levy Preserve

            White Trail - Leon Levy Preserve

            White Trail – Leon Levy Preserve

            At the end of the White Trail, turn right onto the Blue Trail and follow it a short distance back to the parking lot, where your hike began.

            Turn right on Blue Trail

            Turn right on Blue Trail

            Blue Trail - Leon Levy Preserve

            Blue Trail – Leon Levy Preserve

            Leon Levy Preserve Trailhead

            Leon Levy Preserve Trailhead


            Review:

            Leon Levy Preserve offers a peaceful and scenic hiking experience through a mix of quiet forests, and gently rolling hills. The well-marked trails and wide carriage roads make it easy to explore at a relaxed pace, while the sounds of birds and rustling leaves create a calm, natural atmosphere. Historic ruins and stonework add interest along the way, giving the hike a sense of quiet discovery. It’s an ideal spot for anyone looking to unwind in nature and enjoy a tranquil walk through one of Lewisboro’s most beautiful preserves.

            Pros:

            Scenic landscape, peaceful forested areas, well-marked trails, historic ruins, gentle elevation changes, seasonal foliage displays.

            Cons:

            No restroom facilities


            Take a hike!

            Leon Levy Preserve Outer Loop

            Leon Levy Preserve Outer Loop


            Sources:


             

            Swan Lake Loop from Bedford Road – Rockefeller State Park Preserve

            November 2‎, ‎2025 – Pocantico Hills, NY

            Difficulty: Easy – Moderate

            Length: approximately 4.7 miles

            Max elevation: 499 ft. – total elevation gain: approximately 300 ft.

            Route type: Circuit

            Maps: Rockefeller State Park Preserve Trail Map 2023Rockefeller State Park Preserve Avenza Map

            Trailhead parking: 176-94 Bedford Rd, Tarrytown, NY 10591

            Overview:

            Rockefeller State Park Preserve, established in 1983, offers visitors over 55 miles of scenic carriage roads that wind through woodlands, fields, and wetlands once part of the Rockefeller family estate. These historic roads, originally designed for horse-drawn carriages, now provide a peaceful setting for walking, jogging, and horseback riding. The park’s beautifully maintained network of trails showcases the natural beauty and historic charm of the Pocantico Hills landscape.

            Barnyard Hill Trail - Rockefeller State Park Preserve

            Barnyard Hill Trail – Rockefeller State Park Preserve

            Swan Lake, located at the heart of Rockefeller State Park Preserve, is a man-made lake constructed in the early 20th century as part of the Rockefeller family estate’s landscape design. The lake covers roughly 22 acres and was created by damming a tributary of the Pocantico River to enhance the estate’s scenic character and provide a tranquil focal point for the surrounding carriage roads.

            Swan Lake - Rockefeller State Park Preserve

            Swan Lake – Rockefeller State Park Preserve


            Trails Overview:

            Rockefeller State Park Preserve features over 45 miles of meticulously crafted carriage roads, originally designed by John D. Rockefeller Sr. and Jr. for horse-drawn travel through their Pocantico Hills estate. Built from layers of crushed stone and gravel, these gracefully winding roads now provide walkers, runners, and equestrians with peaceful routes through forests, fields, and rolling countryside. Each road is typically 10 to 12 feet wide, allowing comfortable passage for two carriages side by side.

            Greenrock Road Trail - Rockefeller State Park Preserve

            Greenrock Road Trail – Rockefeller State Park Preserve

            The carriage roads at Rockefeller State Park Preserve are not blazed with traditional painted trail markers like those found in many hiking areas. Instead, they’re identified by blue wands corresponding to locations on the official park map.

            Farm Meadow Trail - Rockefeller State Park Preserve

            Farm Meadow Trail – Rockefeller State Park Preserve

            Because many roads look similar and there are numerous junctions, visitors are encouraged to carry the preserve’s trail map—available at the visitor center, online, or through the Avenza GPS map app—to help with navigation.


            Hike Overview:

            In 2019, the estate of David Rockefeller made a landmark 346-acre donation to Rockefeller State Park Preserve, marking one of the largest gifts of private land to New York State Parks in recent decades. This land, known as the Hudson Pines Farm property, was part of the Rockefeller family’s historic Pocantico Hills holdings and lies adjacent to the preserve near Bedford Road and Swan Lake.

            This hike begins and ends on carriage roads that were once off-limits to the general public. The Pocantico Gate Trail, which starts along Bedford Road near the entrance to Kykuit, the historic Rockefeller estate, serves as a scenic gateway into Rockefeller State Park Preserve. This carriage road connects to others that wind past fenced pastures and shaded woodlands before joining a broader network of trails leading toward Swan Lake and the heart of the preserve.

            Swan Lake - Rockefeller State Park Preserve

            Swan Lake – Rockefeller State Park Preserve

            This easy, clockwise loop circles Swan Lake and includes a short detour to the Stone Barns Center for Food & Agriculture.

            Swan Lake Loop from Bedford Road

            Swan Lake Loop from Bedford Road

            As shown in the graph below, this hike features only a modest change in elevation.

            Swan Lake Loop elevation profile

            Swan Lake Loop elevation profile


            The Hike:

            There is roadside pull-off parking for approximately 12 to 14 vehicles at the Pocantico Gate Trailhead along Bedford Road (Route 448).

            Pocantico Gate Trailhead - Rockefeller State Park Preserve

            Pocantico Gate Trailhead – Rockefeller State Park Preserve

            Proceed past the gate and continue straight through the four-way intersection, then bear right at the next fork to follow the Barnyard Hill Trail.

            Pocantico Gate Trailhead - Rockefeller State Park Preserve

            Pocantico Gate Trailhead – Rockefeller State Park Preserve

             

            Pocantico Gate Trailhead - Rockefeller State Park Preserve

            Pocantico Gate Trailhead – Rockefeller State Park Preserve

             

            Pocantico Gate Trailhead - Rockefeller State Park Preserve

            Pocantico Gate Trailhead – Rockefeller State Park Preserve

             

            Pocantico Gate Trail - Rockefeller State Park Preserve

            Pocantico Gate Trail – Rockefeller State Park Preserve

             

            Barnyard Hill Trail - Rockefeller State Park Preserve

            Barnyard Hill Trail – Rockefeller State Park Preserve

            Heading north on the Barnyard Hill Trail, the path gently rises through open meadows bordered by post-and-wire fencing and clusters of hardwood trees. From the crest, you’re rewarded with sweeping views of the surrounding farm fields, and with a bit of luck, you may spot dairy cows grazing peacefully in the fenced pastures of this working farm.

            Barnyard Hill Trail - Rockefeller State Park Preserve

            Barnyard Hill Trail – Rockefeller State Park Preserve

             

            Barnyard Hill Trail - Rockefeller State Park Preserve

            Barnyard Hill Trail – Rockefeller State Park Preserve

             

            Barnyard Hill Trail - Rockefeller State Park Preserve

            Barnyard Hill Trail – Rockefeller State Park Preserve

             

            Barnyard Hill Trail - Rockefeller State Park Preserve

            Barnyard Hill Trail – Rockefeller State Park Preserve

             

            Barnyard Hill Trail - Rockefeller State Park Preserve

            Barnyard Hill Trail – Rockefeller State Park Preserve

            At the T-intersection, turn right to leave the Barnyard Hill Trail and continue onto the Farm Meadow Trail. This gently descending carriage road is bordered by quiet woodlands on both sides, offering a peaceful and scenic stretch through the preserve.

            Farm Meadow Trail - Rockefeller State Park Preserve

            Farm Meadow Trail – Rockefeller State Park Preserve

            Follow the Farm Meadow Trail as it heads northeast, continuing straight through two four-way intersections. The route meanders between shady stretches of woodland and wide-open fields, offering a pleasant mix of forest cover and pastoral scenery.

            Farm Meadow Trail - Rockefeller State Park Preserve

            Farm Meadow Trail – Rockefeller State Park Preserve

             

            Farm Meadow Trail - Rockefeller State Park Preserve

            Farm Meadow Trail – Rockefeller State Park Preserve

             

            Farm Meadow Trail - Rockefeller State Park Preserve

            Farm Meadow Trail – Rockefeller State Park Preserve

             

            Farm Meadow Trail - Rockefeller State Park Preserve

            Farm Meadow Trail – Rockefeller State Park Preserve

            After about 0.6 mile, the Farm Meadow Trail ends at a junction with Brothers’ Path, which enters from the right. Continue straight to follow Brothers’ Path, a scenic carriage road that loops around Swan Lake. Before long, the trees open up to reveal tranquil views of the shimmering water framed by gently sloping hills.

            Veer left to Brothers' Path

            Veer left to Brothers’ Path

             

            Brothers' Path - Rockefeller State Park Preserve

            Brothers’ Path – Rockefeller State Park Preserve

             

            Swan Lake - Rockefeller State Park Preserve

            Swan Lake – Rockefeller State Park Preserve

             

            Brothers' Path - Rockefeller State Park Preserve

            Brothers’ Path – Rockefeller State Park Preserve

            At the northern end of Swan Lake, bear right to stay close to the shoreline. The path to the left leads toward the park’s main entrance and Visitor Center off Route 117.

            Brothers' Path - Rockefeller State Park Preserve

            Brothers’ Path – Rockefeller State Park Preserve

             

            Brothers' Path - Rockefeller State Park Preserve

            Brothers’ Path – Rockefeller State Park Preserve

            The carriage road is punctuated on the lakeside by “Rockefeller Teeth,” a row of jagged stones that add a dramatic, natural accent to the tranquil scenery along the shore. Their tooth-like appearance gives them their name.

            Brothers' Path - Rockefeller State Park Preserve

            Brothers’ Path – Rockefeller State Park Preserve

            From the northern end of Swan Lake, the view stretches south across calm, reflective waters framed by rolling hills and stately hardwoods. The gently curving shoreline and surrounding carriage roads create a classic Hudson Valley scene—peaceful, picturesque, and beautifully balanced between nature and design.

            Swan Lake - Rockefeller State Park Preserve

            Swan Lake – Rockefeller State Park Preserve

            Brothers’ Path bears right and follows the shoreline along the east side of the lake.

            Brothers' Path - Rockefeller State Park Preserve

            Brothers’ Path – Rockefeller State Park Preserve

            Throughout the year, Swan Lake offers ever-changing views that capture the essence of each season. In autumn, the surrounding hills blaze with shades of gold, orange, and crimson.

            Swan Lake - Rockefeller State Park Preserve

            Swan Lake – Rockefeller State Park Preserve

            A walk along Brothers’ Path on the east side of Swan Lake offers a peaceful, shaded route beneath tall oaks and maples, with frequent glimpses of the shimmering water through the trees. The gentle curves of the carriage road trace the shoreline, providing a serene and picturesque lakeside experience.

            Brothers' Path - Rockefeller State Park Preserve

            Brothers’ Path – Rockefeller State Park Preserve

            My understanding is that the New York and Putnam Railroad, nicknamed the Old Put, originally ran along this route. Around 1930–31, John D. Rockefeller Jr. had the tracks removed from his Pocantico Hills property and relocated them through the Saw Mill River Valley, along the eastern edge of the Rockefeller estate. The project, which cost an estimated $1 million, significantly reduced the railroad’s intrusion through the family’s private lands.

            Brothers' Path - Rockefeller State Park Preserve

            Brothers’ Path – Rockefeller State Park Preserve

            As Brothers’ Path curves right along the southern edge of Swan Lake, continue straight to join the Greenrock Road Trail. This wide carriage road stretches beneath a canopy of towering oaks and maples, offering tranquil woodland scenery and occasional views of the surrounding hills.

            Greenrock Road Trail - Rockefeller State Park Preserve

            Greenrock Road Trail – Rockefeller State Park Preserve

            Along this stretch of the old railroad bed, the trail passes through rock cuts, where the stone was carved away to make way for the original rail line, now serving as a striking reminder of the area’s transportation history.

            Greenrock Road Trail - Rockefeller State Park Preserve

            Greenrock Road Trail – Rockefeller State Park Preserve

             

            Greenrock Road Trail - Rockefeller State Park Preserve

            Greenrock Road Trail – Rockefeller State Park Preserve

            Along the way, you may spot cows grazing peacefully in the fenced pastures, adding to the pastoral charm of the surrounding farmland.

            Greenrock Road Trail - Rockefeller State Park Preserve

            Greenrock Road Trail – Rockefeller State Park Preserve

            If you’d like to take a detour to Stone Barns, turn left onto the Stone Barns Path and follow it uphill, bearing left at the forks and watching for signs along the way. The detour adds roughly half a mile, depending on how much exploring you do at Stone Barns. I hadn’t been there in a few years, so I decided to pay a visit. If you choose to skip this side trip, simply continue straight on Greenrock Road to return to Bedford Road.

            Turn left on Stone Barns Path

            Turn left on Stone Barns Path

             

            Stone Barns Path - Rockefeller State Park Preserve

            Stone Barns Path – Rockefeller State Park Preserve

             

            Stone Barns Path - Rockefeller State Park Preserve

            Stone Barns Path – Rockefeller State Park Preserve

             

            Stone Barns Path - Rockefeller State Park Preserve

            Stone Barns Path – Rockefeller State Park Preserve

             

            Stone Barns Path - Rockefeller State Park Preserve

            Stone Barns Path – Rockefeller State Park Preserve

            We wanted to see the farm animals, so we walked past the greenhouses and Visitor Center, then turned left after passing the main Stone Barns complex. From there, we continued toward the red-roofed barns, where the farm animals are housed.

            Stone Barns Center for Food & Agriculture

            Stone Barns Center for Food & Agriculture

             

            Stone Barns Center for Food & Agriculture

            Stone Barns Center for Food & Agriculture

            On this day, only a few goats and some chickens were out and about. A farm worker mentioned that there were no pigs at the moment, though I spotted at least three of them foraging in the woods as we were leaving the complex—perhaps a few curious escapees.

            Stone Barns Center for Food & Agriculture

            Stone Barns Center for Food & Agriculture

             

            Stone Barns Center for Food & Agriculture

            Stone Barns Center for Food & Agriculture

             

            Stone Barns Center for Food & Agriculture

            Stone Barns Center for Food & Agriculture

            From this high point, views of the new Tappan Zee Bridge and the distant Palisades emerge above the treetops, offering a scenic glimpse beyond the rolling hills of Stone Barns.

            Stone Barns Center for Food & Agriculture

            Stone Barns Center for Food & Agriculture

             

            Stone Barns Center for Food & Agriculture

            Stone Barns Center for Food & Agriculture

            When you’ve finished exploring the Stone Barns complex, retrace your steps to Greenrock Road and turn left. Continue along Greenrock Road for approximately one-third of a mile.

            Greenrock Road Trail - Rockefeller State Park Preserve

            Greenrock Road Trail – Rockefeller State Park Preserve

             

            Greenrock Road Trail - Rockefeller State Park Preserve

            Greenrock Road Trail – Rockefeller State Park Preserve

            At the three-way intersection, take the middle trail, which is the Pocantico Gate Trail. Follow it a short distance back to the parking area on Bedford Road, where your hike began.

            Pocantico Gate Trail - Rockefeller State Park Preserve

            Pocantico Gate Trail – Rockefeller State Park Preserve

             

            Pocantico Gate Trail - Rockefeller State Park Preserve

            Pocantico Gate Trail – Rockefeller State Park Preserve


            Review:

            With its well-maintained carriage roads, minimal elevation change, and exceptional scenery, this loop is ideal for both casual walkers and seasoned hikers seeking a peaceful escape just minutes from Tarrytown.

            Pros:

            Historic carriage roads, beautiful Swan Lake views, relatively easy navigation, picturesque landscapes, minimal elevation gain.

            Cons:

            No restrooms, benches, or water sources near the Bedford Road access point. The area around Swan Lake is popular with walkers, joggers, and photographers, and can become quite busy on pleasant days.


            Sources:


             

            Bannerman Island – Hudson Highlands State Park Preserve

            October 5, 2025 – Beacon, NY

            Difficulty: Easy

            Parking: 2 Red Flynn Drive, Beacon, NY 12508

            Admission to the island for the Cruise & Walking Tour is $45 per adult.

            The Cruise & Walking Tour is offered on Saturdays and Sundays, with occasional Friday evening departures as well, during the May–October season.


            Overview: 

            Pollepel Island, more commonly known as Bannerman Island, is a small, rocky isle located in the Hudson River near Beacon, New York.

            Bannerman Island as viewed from Storm King Mountain

            Bannerman Island as viewed from Storm King Mountain

            Steeped in history and legend, the island has long captured the imagination of locals and visitors alike. Its most iconic feature is the dramatic ruins of Bannerman Castle, a castle-like arsenal built in the early 1900’s by Francis Bannerman VI to store surplus military goods. The striking structure, designed to resemble a Scottish castle, stands as a romantic and haunting reminder of the island’s industrial past.

            Bannerman Island 1926

            Bannerman Island 1926

            In addition to the castle ruins, the island features a former family residence, formal gardens, and various support buildings—all set against the rugged natural beauty of the Hudson Highlands. Panoramic views from the island showcase the surrounding mountains, including Breakneck Ridge and Storm King Mountain, as well as sweeping vistas north toward the Newburgh-Beacon Bridge.

            Bannerman Island

            Bannerman Island

            Looking north - Bannerman Island

            Looking north – Bannerman Island

            Today, Pollepel Island is part of the Hudson Highlands State Park Preserve, with access managed by the Bannerman Castle Trust, which offers tours, events, and preservation programs that help keep the island’s unique history alive.


            Tours Of The Island:

            Tours of Bannerman Island offer a rare and captivating opportunity to explore one of the Hudson River’s most intriguing historic landmarks. Accessible only by boat, the island is home to the striking ruins of Bannerman’s Castle—an early 20th-century arsenal built by military surplus dealer Francis Bannerman—as well as Crag Inch Lodge, the Bannerman family’s summer residence.

            Bannerman Island Tours

            Bannerman Island Tours

            In addition, the Bannerman Castle Trust also offers specialty experiences, such as self-guided tours with live music, kayak trips, and theatrical performances during the summer season. All tours require moderate physical ability—visitors must climb 72 steps from the dock and navigate uneven trails. While the island’s rugged beauty and dramatic ruins make for a memorable visit, the tours are as much about storytelling as sightseeing, bringing to life the legacy of Francis Bannerman, the rise and fall of his “castle,” and the mystery that still clings to this tiny, storied island in the Hudson.


            Cruise & Walking Tour:

            The most popular tour departs from the Beacon waterfront aboard the Estuary Steward. This 30-minute cruise offers stunning views of the Hudson River and the island’s iconic castle ruins. 

            East Hudson Highlands

            East Hudson Highlands

            Bannerman Island Arsenal

            Bannerman Island Arsenal

            Along the way, visitors learn about the island’s military, architectural, and personal histories, as well as ongoing preservation efforts. 

            Once ashore, guests embark on a guided walking tour through the castle grounds, gardens, and the partially restored residence. that lasts about 45 minutes, exploring the island’s key sites—including the dramatic remains of the Bannerman arsenal, the Bannerman family’s summer residence (Crag Inch Lodge), terraced gardens, and restored pathways. Along the way, knowledgeable guides share stories of Francis Bannerman’s eccentric life, the military surplus empire he built, and the castle’s mysterious decline. The tour combines history, architecture, and natural beauty into an unforgettable experience, perfect for day-trippers, history buffs, and curious explorers alike.

            After the guided walking tour, visitors have about 45 minutes to explore the island on their own—arguably the best part of the experience. With around 43 people on the tour, it was a welcome relief to break away from the group and wander the rocky terrain alone, taking photographs without interruption.


            Parking:

            Parking near Red Flynn Drive in Beacon, NY, is conveniently located for those attending the Bannerman Island Cruise & Walking Tour. The primary docking point for the tour is at 2 Red Flynn Drive, directly across from the Metro-North Train Station. Visitors can park along Red Flynn Drive or utilize the nearby Metro-North Train Station parking lot, which offers free parking on weekends

            Red Flynn Drive

            Red Flynn Drive – Beacon, NY

            Red Flynn Drive - Beacon, NY

            Red Flynn Drive – Beacon, NY

            For those arriving by car, it’s advisable to arrive at least 30 minutes prior to the scheduled departure time to ensure ample time for parking and boarding. The dock is situated on the Hudson River, providing a scenic and convenient starting point for the tour.

            Beacon Dock

            Beacon Dock

            Historical Marker - Beacon Dock

            Historical Marker – Beacon Dock

            The scenery around Beacon Dock is a beautiful blend of natural and urban charm. Nestled along the Hudson River, the dock offers stunning panoramic views of the river and the Hudson Highlands, with rolling hills and lush forests framing the water.

            Beacon Harbor

            Beacon Harbor

            The Sloop Woody Guthrie is a traditionally rigged wooden sailboat operated by the Beacon Sloop Club, offering free public sails on the Hudson River to promote environmental awareness and river stewardship. Named after the legendary folk singer and activist, the boat is often seen docked near Beacon’s waterfront.

            The Sloop Woody Guthrie - Beacon Harbor

            The Sloop Woody Guthrie – Beacon Harbor

            Cormorants are large, dark waterbirds commonly seen along the Hudson River, often perched with their wings outstretched to dry.

            Cormorant - Beacon Harbor

            Cormorant – Beacon Harbor

            The combination of serene waterfront views and the vibrant town atmosphere makes the area around the dock both relaxing and picturesque, an ideal starting point for a cruise to Bannerman Island.


            The Boat Ride:

            The departure for the Bannerman Island Cruise & Walking Tour begins at the Beacon dock, located just steps from the Beacon Metro-North train station, making it easily accessible by car or public transit.

            Visitors board the Estuary Steward, a comfortable passenger boat operated by the Bannerman Castle Trust, for a 30-minute scenic cruise along the Hudson River.

            Estuary Steward

            Estuary Steward

            As the boat heads south toward Pollepel Island, passengers are treated to panoramic views of the Hudson Highlands, with forested cliffs, winding shorelines, and glimpses of historic landmarks along the way.

            East Hudson Highlands

            East Hudson Highlands

            From the Hudson River, the view of North and South Beacon Mountains is breathtaking. The twin peaks rising steeply from the river’s edge, their forested slopes shifting in color with the seasons and crowned by the historic Mount Beacon fire tower, which stands like a sentinel over the valley below.

            North & South Beacon Mountains

            North & South Beacon Mountains

            During the ride, guides often provide background on the region’s natural and cultural history, offering insight into the strategic significance of the river and the mysterious allure of Bannerman Island.

            Bannerman Island

            Bannerman Island

            As the boat nears the island, the castle’s crumbling turrets and stone walls come into view, rising dramatically above the trees—an unforgettable sight that sets the tone for the tour ahead. The ride is smooth and relaxing, making it a fitting prelude to the more adventurous walking portion of the visit.

            Bannerman Island Arsenal

            Bannerman Island Arsenal


            Amenities on Bannerman Island:

            Overall, the island is geared toward short, daytime visits, emphasizing history, nature, and preservation over comfort or commercialism. Visitors are encouraged to bring essentials like water, sunscreen, and sturdy walking shoes. There is no potable water on the island, so plan accordingly.

            Bannerman Island is equipped with composting toilets, an eco-friendly alternative to traditional restrooms that reflects the island’s commitment to sustainability and minimal environmental impact. These dry toilets operate without water or plumbing, using natural decomposition and ventilation systems to safely break down waste over time. Housed in a small wooden outbuilding, they are clean, well-maintained, and thoughtfully designed to blend into the natural surroundings. Note that there is no running water on the island.

            Restrooms - Bannerman Island

            Restrooms – Bannerman Island

            The deck near the dock on Bannerman Island serves as the primary arrival and gathering spot for visitors stepping off the boat. This modest but functional wooden platform provides a place to orient guests before tours begin. The decks are constructed with wooden planks and bordered with simple railings, designed to blend into the landscape without detracting from the historic surroundings. Benches and resting spots are placed at intervals, especially near scenic viewpoints like the patio decks.

            wooden deck - Bannerman Island

            wooden deck – Bannerman Island

            On Bannerman Island, several of the main walkways are paved paths with wooden railings, thoughtfully designed to provide safe and accessible routes through uneven or elevated terrain. Other paths are more rustic, winding through wooded areas and open spaces, with occasional roots, rocks, and uneven surfaces—so sturdy footwear is recommended.

            Walkway - Bannerman Island

            Walkway – Bannerman Island

            Marked trails lead visitors through the island’s key sites, including the castle ruins, gardens, scenic overlooks, and Crag Inch Lodge. Some areas may be roped off or fenced due to structural instability or restoration work.

            Trail Marker - Bannerman Island

            Trail Marker – Bannerman Island


            Bannerman Island:

            Upon arrival at Bannerman Island, the boat docks at a small landing on the island’s northern shore, where visitors disembark to begin the land portion of the tour.

            Bannerman Island

            Bannerman Island

            From the dock, guests climb a wooden staircase of 72 steps to reach the main trailhead leading into the heart of the island, where they are greeted by two brick and stucco columns—remnants of the original formal entrance to the estate. Built in the early 1900’s, these weathered pillars once supported an iron gate and served as a symbolic welcome to the Bannerman family’s summer retreat. Their design echoes the island’s unique architectural style, offering a first glimpse into the blend of function and fantasy that defines Bannerman’s legacy.

            Bannerman Island

            Bannerman Island

            As you reach the top, the first clear view of the castle ruins appears—weathered, towering, and partly hidden among the trees.

            Bannerman Island Arsenal

            Bannerman Island Arsenal

            Bannerman Island Arsenal

            Bannerman Island Arsenal

            Bannerman Island Arsenal

            Bannerman Island Arsenal

            A guide then leads the group along gravel and dirt paths, weaving through historic structures, terraced gardens, and scenic overlooks. Along the way, visitors hear stories of the Bannerman family’s life on the island, the construction and tragic decline of the arsenal, and the ongoing efforts to preserve this unusual piece of Hudson River history. The experience is immersive and atmospheric, with each turn revealing new perspectives of both nature and architecture.

            Bannerman Island

            Bannerman Island

            Bannerman Island Arsenal

            Bannerman Island Arsenal

            Bannerman Island Arsenal

            Bannerman Island Arsenal

            Bannerman Island Arsenal

            Bannerman Island Arsenal

            Bannerman Island

            Bannerman Island

            Crag Inch Lodge is perched near the southern end of Bannerman Island, offering sweeping views of the surrounding Highlands. Built in the early 20th century by Francis Bannerman VI, the lodge served as a modest yet charming residence, in contrast to the imposing, armory-style castle constructed to store surplus military goods. Inspired by Scottish baronial architecture, Crag Inch Lodge reflects the Bannerman family’s heritage. Its name—“Crag Inch”—is a nod to Bannerman’s Scottish roots, with “crag” meaning rocky cliff and “inch” meaning island.

            Crag Inch Lodge

            Crag Inch Lodge

            Today, Crag Inch Lodge stands as one of the last remaining habitable structures on Bannerman Island, its weathered stucco walls bearing witness to more than a century of history. From its patio, visitors can look south through the Wey-Gat—the narrow, dramatic passage between Breakneck Ridge and Storm King Mountain—once considered a natural gateway to New York’s interior. More than just a relic of the Bannerman era, the lodge offers a rare and striking vantage point to experience the Hudson River’s natural beauty and historical significance.

            Crag Inch Lodge

            Crag Inch Lodge

            From the patio of Crag Inch Lodge, the view to the south reveals a wide, glimmering expanse of the Hudson River, framed by forested hills that fade into the distance. This stretch of river, nestled between Breakneck Ridge and Storm King Mountain, is known as Wey-Gat—Dutch for “Wind Gate.” The name refers to the northern narrows of the Hudson Highlands, where the two mountains form a dramatic gateway through which the river flows.

            View south from Crag Inch Lodge

            View south from Crag Inch Lodge

            The main living area included a fireplace for warmth on cooler evenings, with windows strategically placed to frame views of the Hudson River and surrounding Highlands. Furnishings were modest and practical, consistent with the Bannerman family’s utilitarian needs while staying on the island. Over time, the lodge weathered exposure to the elements, and while much of the original interior detail has worn away, some historic features remain, such as fragments of the original plasterwork, wood framing, and traces of the original hearth.

            Crag Inch Lodge

            Crag Inch Lodge

            The interior of Crag Inch Lodge reflects the rustic charm and modest elegance of an early 20th-century island retreat. Originally designed as a summer residence for the Bannerman family, the lodge featured simple yet sturdy construction, in keeping with the rugged setting of Bannerman Island. The layout was compact but functional, with cozy rooms finished in wood and stone, designed more for comfort than opulence.

            Crag Inch Lodge

            Crag Inch Lodge

            Today, Crag Inch Lodge is not fully restored but serves as a preserved structure that offers a glimpse into the domestic side of life on Bannerman Island—far removed from the grandeur of the castle armory. Efforts by the Bannerman Castle Trust have helped stabilize and protect the building, making it a meaningful stop on guided tours of the island.

            Crag Inch Lodge

            Crag Inch Lodge

            Inside, you’ll find interpretive displays, photographs, and historical information that offer insight into the Bannerman family’s life on the island. It functions as an informal museum—more of a historic site with curated exhibits than a full-scale museum.

            Crag Inch Lodge

            Crag Inch Lodge

            Once the guided portion of the tour ends, you’re given about 45 minutes to explore the island on your own. I found this part of the visit the most enjoyable. I spent the time walking the marked trails, some of which were roped off in places due to structural instability or restoration work. Still, I was able to reach some of the more remote and quiet corners of the island.

            Bannerman Island

            Bannerman Island

            Looking north from Bannerman Island, the Hudson River winds gracefully between forested shores and historic rail lines, framed on both sides by the majestic Hudson Highlands.

            Looking north - Bannerman Island

            Looking north – Bannerman Island

            As you make your way to the highest point on the island, you’ll come across a triangulation station marker set in the middle of the trail. A triangulation station marker (or “trig point”) is a permanently placed survey mark used to establish a precise horizontal position for map-making and land surveys, typically marked by a disk with a small triangle. These markers form networks for accurate geodetic control and are often accompanied by reference marks—disks with arrows pointing to the main station—to help re-establish the station’s position if it’s disturbed or lost. 

            Bannerman Island

            Bannerman Island

            The U.S. Geological Survey and the U.S. Board on Geographic Names currently list Pollepel Island as the preferred name, with “Polypus Island” as a historical or variant name.

            triangulation station marker - Bannerman Island

            triangulation station marker – Bannerman Island

            Looking south from Bannerman Island, the Hudson River winds between the dramatic cliffs of Breakneck Ridge and the forested slopes of Storm King Mountain, creating one of the most breathtaking vistas in the Hudson Highlands.

            View south - Bannerman Island

            View south – Bannerman Island

            Some of the rougher paths are equipped with steel railings to help visitors navigate the rocky terrain more safely.

            Trail - Bannerman Island

            Trail – Bannerman Island

            The dirt trails on Bannerman Island are narrow, rustic paths that wind through the island’s rugged terrain, connecting key points of interest like the castle ruins, gardens, and scenic overlooks. These trails follow the island’s natural topography, often passing through rocky outcrops, shaded groves, and areas with sweeping views of the Hudson River and surrounding Highlands.

            Trail - Bannerman Island

            Trail – Bannerman Island

            The breakwater ruins at Bannerman Island are the remnants of a protective barrier built to shield the island’s harbor from strong currents and ice flows on the Hudson River. Originally constructed in the early 1900’s as part of the island’s use as a military surplus storage facility, the breakwater was made of stone and concrete, designed to create a calm docking area for transporting goods to and from the island.

            Today, what’s left of the breakwater can still be seen jutting out from the shoreline — a skeletal, partially submerged structure that hints at the island’s industrial past. Though weathered by time and river conditions, the ruins remain a striking feature of the island’s waterfront, adding to its sense of mystery and historic decay.

            Breakwater - Bannerman Island

            Breakwater – Bannerman Island

            Looking up at Crag Inch Lodge from the south side of Bannerman Island, just below the grotto, you’re greeted by a striking view of the lodge’s façade rising above the rocky shoreline. From this vantage point, the lodge appears perched like a sentinel overlooking the Hudson River. The surrounding natural landscape—jagged rocks, dense trees, and the gentle curve of the island’s contours—frames the building, highlighting its secluded and almost castle-like presence amid the rugged terrain.

            South side of Bannerman Island

            South side of Bannerman Island

            The grotto on the south side of Bannerman Island is a charming and somewhat hidden natural feature that adds to the island’s mysterious and romantic atmosphere. Nestled along the rocky shoreline, the grotto is a small, sheltered cave-like recess formed by the rugged cliffs and rock formations that line the southern edge of the island.

            Grotto - Bannerman Island

            Grotto – Bannerman Island

            Touring Bannerman Island is a memorable experience—part history lesson, part scenic adventure. As you explore the castle ruins, quiet trails, and riverfront views, the island unfolds like a forgotten chapter of the Hudson Valley, full of mystery, beauty, and unexpected charm.

            Bannerman Island Cruise & Walking Tour

            Bannerman Island Cruise & Walking Tour


            I came for the crumbling castle, and stayed for the surprisingly enthusiastic history lesson.

            Bannerman Island Cruise & Walking Tour

            Bannerman Island Cruise & Walking Tour


            Sources:


            Everett Cave

            September 10, 2025 – Bennington, Vermont

            Difficulty: Easy

            Length: Approximately 1.2 miles

            Max elevation: 1,100 ft.– total elevation gain approximately 200 ft.

            Route type: Lollipop-Loop

            Map: Bennington Area Trail System – BATS

            Trailhead parking: Mountaineer Athletic Center – Mansion Dr, Bennington, VT 05201

            Ample parking available at Mountaineer Athletic Center.


            Overview:

            Tucked away in the scenic beauty of Bennington, Vermont, Everett Cave offers a captivating blend of natural wonder and outdoor exploration. Known for its striking rock formations, multiple chambers, and the tranquil sound of dripping water, the cave provides a memorable experience for visitors of all ages.

            One of its most praised features is its accessibility, with the cave reachable via a short hike. It’s ideal for casual hikers looking for adventure without extensive preparation. Though the trail includes a short steep section, the effort is well rewarded once you’re at the cave.

            It is recommended to wear sturdy footwear and bring a strong flashlight or lantern, as the cave’s interior is pitch black. If you dare to venture inside, you might spot bats and get an up-close look at fascinating geological features.

            Often described as a hidden gem of Southern Vermont, Everett Cave is a rewarding destination for anyone looking to connect with nature and enjoy a unique outdoor experience.


            History:

            Everett Cave is a natural limestone cave formed through a solutional process, where water dissolves the surrounding rock. It is located on the former Southern Vermont College campus in Bennington, Vermont. Known for its striking underground formations, the cave is accessible via the Bennington Area Trail System (BATS). Although detailed historical records are limited, the cave’s origins trace back millions of years to ancient seabeds. Over time, it became a popular landmark along the college’s trail network.

            Everett Cave

            Everett Cave

            The property was originally the estate of Edward Hamlin Everett, known as The Orchards, who purchased 500 acres from the John Holden estate in 1910. In 1926, it was acquired by the St. Joseph Business School, which became St. Joseph College in 1962 and then Southern Vermont College (SVC) in 1974. SVC closed at the end of the academic year in May 2019. Southwestern Vermont Health Care (SVHC) purchased the 371-acre former SVC campus in late December 2020.

            Mount Anthony, standing at 2,346 feet, overlooks the Bennington Monument and serves as a scenic backdrop to the Town of Bennington.

            Mount Anthony

            Mount Anthony

            According to unverified reports, Everett Cave is one of five caves on the mountain and it’s not the largest. The cave features a short entrance passage leading to a main chamber, a small side room, and a climb to three smaller rooms—two of which are typically filled with water for much of the year.


            Trails Overview:

            The Bennington Area Trail System (BATS) is a network of multi-use trails on the wooded slopes of Mount Anthony, just south of downtown Bennington, Vermont. Winding through the Green Mountains, the trails offer diverse terrain for hiking, mountain biking, and trail running. Highlights include scenic views, open meadows, forested switchbacks, and connections to other BATS trails across Mount Anthony, along with access to natural and historic landmarks.

            BATS Trail Map

            BATS Trail Map

            The network of trails through the meadows consists of mowed paths without navigation markings. These paths are maintained by SVHC. In the woods however, trails are marked with colored blazes and signposts at junctions, and are maintained by BATS.

            Fieldhouse Trail

            Fieldhouse Trail

            Cave Trail

            Cave Trail


            Parking:

            The parking area at the Mountaineer Athletic Center/Fieldhouse serves as a trailhead for the BATS trails, including the Cave Trail leading to Everett Cave. The Mansion Drive lot (next to the Fieldhouse) is currently one of the permitted public access points and offers the shortest route to Everett Cave.

            Mansion Drive Trailhead

            Mansion Drive Trailhead

            The parking lot is large, so finding a parking space shouldn’t be a problem.

            Mansion Drive Trailhead

            Mansion Drive Trailhead


            Hike Overview:

            I was traveling to the Bennington area for some sightseeing and came across an easily accessible, fascinating cave that I wanted to check out. To avoid aimlessly wandering through the woods like I have on past explorations, I did some research to find its exact location. I do the legwork so you don’t have to.

            There’s a lot of outdated information about the trails and parking since SVC closed and new owners took over. However, the trails are still accessible, and parking is available at the Mountaineer Athletic Center/Fieldhouse on Mansion Drive.

            This is a beautiful hike, with the cave being the highlight. However, the viewpoint we visited was also quite impressive. Overall, it’s an easy trail, with the only steep section being the approach to the cave. With a network of trails crisscrossing the fields in all directions, I used Gaia GPS to help navigate.

            This is a short hike that can be extended using the BATS trail network. The goal of this trail report is to guide you to the cave—and as a bonus, to a great viewpoint. With more time, I would have explored additional trails.


            The Hike:

            Head to the right side of the Mountaineer Athletic Center/Fieldhouse and walk around to the back of the building. Look for the “Fieldhouse Trail” and follow the mowed path west toward the tree line.

            Parking for Everett Cave

            Parking for Everett Cave

            A fine view from the parking lot.

            View from the parking lot.

            View from the parking lot.

            Mountaineer Athletic Center/Fieldhouse

            Mountaineer Athletic Center/Fieldhouse

            Mountaineer Athletic Center/Fieldhouse

            Mountaineer Athletic Center/Fieldhouse

            Fieldhouse Trail

            Fieldhouse Trail

            Fieldhouse Trail

            Fieldhouse Trail

            Fieldhouse Trail

            Fieldhouse Trail

            Once you enter the woods, you’ll reach a T-intersection with a yellow-blazed trail—this is the Cave Trail. Turn right (north) and follow the narrow footpath a short distance to a fork.

            Cave Trail

            Cave Trail

            Cave Trail

            Cave Trail

            Cave Trail

            Cave Trail

            Although the yellow-blazed trail continues straight, take the left fork and follow the trail as it climbs steeply uphill via switchbacks.

            Turn left on Everett Cave Spur Trail

            Turn left on Everett Cave Spur Trail

            Everett Cave Spur Trail

            Everett Cave Spur Trail

            Everett Cave Spur Trail

            Everett Cave Spur Trail

            Everett Cave Spur Trail

            Everett Cave Spur Trail

            Everett Cave Spur Trail

            Everett Cave Spur Trail

            The trail ends a short distance ahead, near the entrance to Everett Cave. If you plan to enter the cave, use extreme caution. I only went in briefly before hearing unsettling noises from inside.

            Everett Cave

            Everett Cave

            Everett Cave

            Everett Cave

            You have to bend down—and, depending on your height, you may even need to crawl—through a short entrance passage to reach the main room. At that point, I heard strange noises coming from inside the cave, so I decided not to go any farther.

            Everett Cave

            Everett Cave

            Everett Cave

            Everett Cave

            When you are ready to continue, retrace your steps back to the Cave Trail and turn right (south). Walk past the junction with the Fieldhouse Trail. 

            Carriage Path

            Carriage Path

            At the four-way intersection, continue straight on the yellow-blazed trail.

            Carriage Path

            Carriage Path

            Carriage Path

            Carriage Path

            Most of these trails were originally built as logging roads to help the Everett family collect and transport fuel for their wood-burning furnaces.

            Carriage Path

            Carriage Path

            Carriage Path

            Carriage Path

            A short distance ahead, a trail to the left leads to a small pond and the Valley of Vermont Overlook, offering views to the north, east, and southeast. Take a moment to enjoy the view.

            Valley of Vermont Overlook

            Valley of Vermont Overlook

            Valley of Vermont Overlook

            Valley of Vermont Overlook

            Valley of Vermont Overlook

            Valley of Vermont Overlook

            When you are ready to continue, proceed ahead on the mowed path which heads northeast across the field. You can see the red roof of the Fieldhouse down below.

            Valley of Vermont Overlook

            Valley of Vermont Overlook

            We took the right fork, but both paths lead back to the parking lot. Neither of these two mowed paths appear on the current trail map.

            Hayfield Trail

            Hayfield Trail

            Soon, you’ll reach a T-intersection with the Hayfield Trail. Turn right and follow the trail downhill, back to the parking lot, where the hike began.

            Hayfield Trail

            Hayfield Trail

            Hayfield Trail

            Hayfield Trail

            Hayfield Trail

            Hayfield Trail


            Review:

            A short, but sweet hike with fabulous views and of course a cave. I would have liked to explore the cave a bit more, but after hearing some noises coming from inside, I wasn’t going to stick my head in there.

            Pros:

            Everett Cave, gorgeous views, scenic landscape.

            Cons:

            None.


            Take a hike!

            Everett Cave

            Everett Cave


             

             

            Scott Tower

            September 10, 2025 – Holyoke, Massachusetts

            Difficulty: Easy

            Length: Approximately 2 miles

            Max elevation: 679 ft.– total elevation gain approximately 211 ft.

            Route type: Lollipop-Loop

            Map: No Map Available

            Trailhead parking: Community Field Rd, Holyoke, MA 01040

            Ample parking and restrooms are available at Community Field.

            Overview:

            Scott Tower, officially known as the Walter Scott Memorial Tower, is a 56-foot stone structure located in Anniversary Hill Park in Holyoke, Massachusetts. Built in 1940 as a public works project, the tower was constructed using stone quarried directly from the hill on which it stands. It was named in honor of Colonel Walter Scott (1861-1935), the original owner and donor of the land.

            Scott Tower

            Scott Tower

            Designed as both a scenic overlook and a symbol of community pride, the tower offers panoramic views from its observation platform, accessible via a spiral staircase.

            Scott Tower

            Scott Tower

            Visitors reach the tower by following a paved, one-mile path through a wooded area, making it a popular destination for hikers, history buffs, and locals seeking a quiet escape.

            Scott Tower Road - Anniversary Hill Park

            Scott Tower Road – Anniversary Hill Park

            During the 1940’s, the site was further developed by the Civilian Conservation Corps (CCC) and the Works Progress Administration (WPA), which added trails and footbridges to improve public access. However, since the 2000’s, the tower has suffered from neglect, including graffiti and vandalism, raising concerns about its preservation.


            History:

            Originally known as “Crafts Hill,” Anniversary Hill Park in Holyoke was established between 1923 and 1939 to commemorate the City’s 50th anniversary. It became a popular destination for recreation, featuring stonework and Scott Tower, built in the 1940’s by the Civilian Conservation Corps.

            Scott Tower - circa 1940's

            Scott Tower – circa 1940’s

            However, the park declined after the 1960’s when I-91 split the landscape, isolating Scott Tower and limiting access. While nearby Community Field was revitalized in 2010, the larger park remained underused.

            In 2020, Kestrel Land Trust partnered with the City to protect 14 forested acres near Scott Tower, reconnecting and expanding parklands. In 2024, invasive brush was cleared, views were restored, and a new, accessible entrance with parking and a gravel path was created west of I-91.

            Future plans include adding community amenities, restoring historic stonework, and managing graffiti—revitalizing the park as a welcoming space for all.


            Trails Overview:

            The main route to Scott Tower is an old paved road open only to foot traffic. Several dirt footpaths branch off from it, but we did not explore them. Currently, no trail map is available for the area.

            The image below is a map layer from Gaia GPS, showing some or all of the available trails and paths.

            Anniversary Hill Park

            Anniversary Hill Park


            Hike Overview:

            Scott Tower had been on my list of places to visit for years. During a recent road trip to Vermont, I decided to take a short detour to stretch my legs and finally see this historic landmark.

            The walk to the tower is a relatively easy uphill climb along a paved road. While there are no signs or markers along the way, simply following the road toward the highest point will get you there.

            The spiral staircase inside the tower is partially damaged—some steps are missing or unstable—and it’s quite dark as you ascend. I recommend bringing a small flashlight for safety.

            In the past, the area around Scott Tower had a reputation for illegal activity, including graffiti, litter, and drug use. However, the park has seen significant cleanup efforts in recent years. Still, as it’s a secluded spot, it’s wise to remain cautious during your visit.

            This simple lollipop loop starts at Community Field and follows a paved road, passing under both the northbound and southbound lanes of Interstate 91 before reaching the tower and returning.

            Scott Tower - Anniversary Hill Park

            Scott Tower – Anniversary Hill Park

            I saw a sign near the restrooms warning that bears have been spotted throughout the park, so be “Bear Aware.”

            As shown in the graph below, the elevation gain is minimal.

            elevation profile - Scott Tower

            elevation profile – Scott Tower

            There is ample parking available at Community Field where there are restrooms available.

            Community Field parking lot

            Community Field parking lot


            The Hike:

            From the northwestern end of the Community Field parking lot, proceed along the paved road past the gate. This is Scott Tower Road (as labeled on Google Maps), which passes beneath both the northbound and southbound lanes of Interstate 91.

            Scott Tower - Anniversary Hill Park

            Scott Tower Road – Anniversary Hill Park

            Scott Tower Road - Anniversary Hill Park

            Scott Tower Road – Anniversary Hill Park

            Follow the paved road uphill. Shortly, it curves to the right, passing an old stone wall and a stone staircase on the left.

            Scott Tower Road - Anniversary Hill Park

            Scott Tower Road – Anniversary Hill Park

            Scott Tower Road - Anniversary Hill Park

            Scott Tower Road – Anniversary Hill Park

            Old stone staircase - Scott Tower Road

            Old stone staircase – Scott Tower Road

            Scott Tower Road - Anniversary Hill Park

            Scott Tower Road – Anniversary Hill Park

            When you reach a fork in the road with the communication towers visible ahead on the right, either path will lead you to the tower. The left fork is the quicker route. We took the right fork because we weren’t sure which way to go. This marks the beginning of the loop portion of the hike.

            Scott Tower Road - Anniversary Hill Park

            Scott Tower Road – Anniversary Hill Park

            If you’re taking the longer route (bearing right at the fork), when the paved section ends, continue straight onto the gravel road. Shortly after, turn left at a junction marked by a rock.

            Scott Tower Loop Road - Anniversary Hill Park

            Scott Tower Loop Road – Anniversary Hill Park

            Turn left for Scott Tower

            Turn left for Scott Tower

            Follow the road uphill for a short distance until you reach the base of Scott Tower.

            Scott Tower Loop Road - Anniversary Hill Park

            Scott Tower Loop Road – Anniversary Hill Park

            Though undeniably tall, the tower doesn’t dominate its surroundings. It stands on a walled platform, with an entrance framed by pillars made of native stone. These pillars support a wide balcony, ten feet above the ground. Inside, 68 steps spiral upward to a small lookout post offering a sweeping, 360-degree view of the lower Valley—from Mt. Tom all the way to Hartford.

            Scott Tower

            Scott Tower

            In 1960, the construction of Interstate 91 cut through Anniversary Hill Park, separating part of the park, including the tower, and reducing accessibility. As access declined over the following decades, public use of the tower and its surroundings also diminished.

            Scott Tower

            Scott Tower

            Watch your step while climbing the spiral staircase, some steps are cracked or missing. The stairwell is also quite dark.

            Scott Tower

            Scott Tower

            The lower level of the tower.

            Scott Tower

            Scott Tower

            The second level of Scott Tower.

            Scott Tower

            Scott Tower

            Scott Tower offers scenic views of the city and the Connecticut River Valley. It stands on land that was once part of Holyoke’s largest and most impressive city park, originally opened in 1923 to commemorate the city’s 50th anniversary.

            Scott Tower

            Scott Tower

            Over the years, the trees have grown, obscuring the 360° views that were once visible from the top of the tower. However, there are still glimpses. During leaf-off season, the views are probably much better.

            Scott Tower

            Scott Tower

            Graffiti, vandalism, and neglect have damaged the historic tower, which once offered past generations a hiking area and a unique view of the Connecticut River Valley.

            Scott Tower

            Scott Tower

            In the 1970’s, at least one cleanup effort, part of the ‘Legacy of Parks’ conservation program, was undertaken to remove graffiti.

            Scott Tower

            Scott Tower

            On December 11, 1941, shortly after the park was completed, Holyoke’s volunteer air raid observation post was relocated to the top of Scott Tower. Standing over 550 feet above sea level, the tower offered a commanding view of the surrounding countryside, making it an ideal lookout for potential air attacks. City officials worked with the Army and the American Legion to establish a camp at the site.

            Scott Tower

            Scott Tower

            When you’re ready to continue, take the paved road that begins parallel to the one you came up, to begin your descent.

            Scott Tower Loop Road - Anniversary Hill Park

            Scott Tower Loop Road – Anniversary Hill Park

            At the intersection with Scott Tower Road, turn right and follow the paved road downhill, retracing your steps back to the parking area where the hike began.

            Turn right on Scott Tower Road

            Turn right on Scott Tower Road

            Scott Tower Road - Anniversary Hill Park

            Scott Tower Road – Anniversary Hill Park

            Scott Tower Road - Anniversary Hill Park

            Scott Tower Road – Anniversary Hill Park


            Review:

            A short and easy walk along a mostly paved road, but the tower and its history make it a worthwhile destination. I wish I’d had more time to explore the surrounding trails, but it was definitely worth the visit.

            Pros:

            Scott Tower, some views, historical features, seclusion.

            Cons:

            No trail map or informational signage.


            Take a hike!

            Scott Tower

            Scott Tower


            Sources:


             

            Poet’s Seat Tower – Rocky Mountain Park

            September 12, 2025 – Greenfield, Massachusetts

            Parking: 70 Mountain Road, Greenfield, MA 01301

            No restrooms or visitor facilities on-site

            Overview:

            Poet’s Seat Tower is a 46-foot sandstone observation tower atop Rocky Mountain in Greenfield, Massachusetts, standing about 515 feet above sea level. 

            Poet's Seat Tower

            Poet’s Seat Tower

            The original Poet’s Seat Tower was a wooden structure built in 1877. It stood on a scenic bluff now known as Rocky Mountain Park, overlooking the Connecticut River Valley. The site was long associated with poets and writers who were drawn to its sweeping vistas and tranquil atmosphere — hence the name “Poet’s Seat.”

            Poet’s Seat Tower - Rocky Mountain Park

            Poet’s Seat Tower – Rocky Mountain Park

            The first tower was a simple wooden lookout constructed by local residents to commemorate Frederick Goddard Tuckerman (1821–1873), a reclusive 19th-century poet from Greenfield who often visited the spot for inspiration. Tuckerman’s friends and admirers dedicated the tower in his honor, recognizing both his literary legacy and his connection to the landscape.

            Original Poet’s Seat Tower

            Original Poet’s Seat Tower

            That original wooden tower stood for several decades before deteriorating. That original wooden tower stood for several decades before deteriorating. It was eventually replaced by the current sandstone tower, which still stands today and serves as a beloved local landmark.

            Built in 1912 to replace the earlier wooden tower from 1877, it honors the area’s long association with poets—most notably Frederick Goddard Tuckerman, who drew inspiration from the scenic overlook in the 19th century.

            Poet's Seat Tower

            Poet’s Seat Tower

            From the top, visitors are treated to sweeping views of the Connecticut River Valley, the Pocumtuck Range, and the surrounding hilltowns—especially stunning during autumn when the landscape blazes with color.

            View southwest - Poet's Seat Tower

            View southwest – Poet’s Seat Tower

            View west - Poet's Seat Tower

            View west – Poet’s Seat Tower

            The tower’s rustic stone construction and crenellated top give it the look of a small medieval fortress, a fitting tribute to the romantic spirit of the poets who once admired the same view.

            Poet's Seat Tower

            Poet’s Seat Tower

            In 1977, Poet’s Seat Tower underwent a major restoration to preserve its structure and historic charm. Funded by the town of Greenfield, the Bicentennial Commission, and local civic groups, the project included repointing the sandstone exterior, repairing the spiral staircase, and reinforcing the tower’s interior with new steel and cement work.

            Poet’s Seat Tower

            Poet’s Seat Tower

            Inside Poet’s Seat Tower, a short flight of straight iron steps leads upward from the ground floor to the two interior upper levels, where a spiral iron staircase continues to the open observation deck.

            Poet’s Seat Tower

            Poet’s Seat Tower

            Poet’s Seat Tower

            Poet’s Seat Tower

            The interior features rough sandstone walls and arched window openings that let in natural light and frame views of the surrounding landscape. Reinforced with steel and concrete during the 1970’s restoration, the tower’s interior remains sturdy yet retains its historic character, guiding visitors upward to the open observation deck and its sweeping vistas.

            Poet’s Seat Tower

            Poet’s Seat Tower

            The tower is open to the public year-round, and parking is available nearby, making it an easy stop for scenic vistas and a taste of local history. Along with its literary connections, the site offers picnic spots and walking trails, adding to its appeal as a peaceful getaway.

            Poet’s Seat Tower

            Poet’s Seat Tower

            Poet’s Seat Tower

            Poet’s Seat Tower


            Rocky Mountain Park in Greenfield, Massachusetts, is a scenic public preserve that stretches along a forested ridgeline above the Connecticut River Valley. Centered around Poet’s Seat Tower, the park features wooded trails, rocky cliffs, and open ledges that offer sweeping views of the surrounding countryside. It’s one of Greenfield’s most beloved outdoor destinations, blending natural beauty with local history.

            Rocky Mountain Park

            Rocky Mountain Park

            The park’s network of trails winds through oak and pine forests, connecting scenic overlooks such as High Ledge and Beacon Field below. Visitors can hike, picnic, or simply enjoy the views from the tower and its surrounding stone benches. The area has long been a place of inspiration—once visited by 19th-century poets like Frederick Goddard Tuckerman, and later preserved by local citizens who valued its rugged charm and panoramic vistas.

            Rocky Mountain Park

            Rocky Mountain Park

            Rocky Mountain Park has roughly 2 to 3 miles of interconnected trails that wind along the ridgeline and surrounding woodland. These trails vary from gentle paths near Beacon Field to steeper, more rugged sections that climb toward Poet’s Seat Tower and other rocky overlooks. Many visitors extend their walk by linking to nearby green spaces and town trails, creating longer loop options around Greenfield’s hillside parks.


            Sources:


             

            Lost City Loop – Mohonk Preserve

            August 31, 2025 – Gardiner, NY

            Difficulty: Moderate

            Length: Approximately 3 miles

            Max elevation: 1,224 ft.– total elevation gain approximately 610 ft.

            Route type: Lollipop-Loop

            Map: Shawangunk Trails Map #105

            Fee: $15.00 day hiking fee (Non-Member) – Purchase Membership

            Trailhead parking: Mohonk Preserve Coxing Trailhead – Gardiner, NY 12525

            Please note: The Coxing Trailhead is Mohonk Preserve’s smallest parking lot and fills VERY early on peak weekends. On summer and fall weekends, arrive early to ensure a parking space.


            Overview:

            Mohonk Preserve is the largest private nature preserve in New York State, encompassing over 8,000 acres of protected land in the scenic Shawangunk Ridge near New Paltz, about 90 miles north of New York City. Mohonk Preserve offers more than 70 miles of trails and carriage roads used for hiking, trail running, biking, horseback riding, and cross-country skiing.

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            It is also a world-renowned destination for rock climbing. “The Gunks” (Shawangunk Mountains), is one of the oldest climbing areas in the U.S.

            Shawangunk Conglomerate is a tough, silica-cemented rock made of quartz pebbles and sand, formed over 400 million years ago. Its durability shapes the dramatic cliffs of the Shawangunk Ridge and provides a unique landscape for hikers, nature lovers, and climbers alike. Visually, the rock appears as a light gray or white matrix embedded with rounded quartz pebbles.

            Lost City Escarpment Trail – Minnewaska State Park Preserve

            Lost City Escarpment Trail – Minnewaska State Park Preserve

            The “Gunks,” as they are affectionately known, are part of a 245 mile long ridge that runs from New York to Pennsylvania, forming a spectacular and rare landscape. Miles of Victorian-era carriageways and backwoods trails allow nearly limitless exploration of places of extraordinary scenic beauty.

            Lost City Escarpment Trail – Minnewaska State Park Preserve

            Lost City Escarpment Trail – Minnewaska State Park Preserve

            The Lost City Escarpment Trail is the highlight of this hike. It is a relatively newly blazed trail which was constructed sometime between 2018 and 2020. It travels through varied terrain along the Dickie Barre cliffs, with almost constant views of both the Lost City below and the surrounding countryside.

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve


            History:

            The area’s human history traces back to early 19th-century settlers like the Enderly family. They homesteaded along Coxing Kill, operating a water-powered sawmill beginning in 1801, leaving behind stone walls and a family graveyard near the Coxing Trailhead.

            Established in 1869 by the Smiley brothers, the Mohonk Mountain House resort laid the foundation for a legacy of conservation in the region. To protect the surrounding natural landscape, the Mohonk Trust was created in 1963, eventually evolving into Mohonk Preserve Inc. in 1978. In recognition of their historical and environmental significance, both the Mohonk Preserve and the Mohonk Mountain House were designated a National Historic Landmark in 1986.


            Trails Overview:

            • High Peters Kill Trail ~

            This blue-blazed footpath connects Mohonk Preserve (via Coxing Trailhead) with Minnewaska State Park. The trail features a mix of terrain: forested sections, rocky ledges, narrow cliffside paths, water crossings, and ridgeline traverses. The High Peters Kill Trail serves as a connector within the broader network of trails spanning Mohonk Preserve and Minnewaska State Park Preserve. Whether you’re looking for a short loop or an extended hike across the Gunks, this trail offers a solid starting point.

            High Peters Kill Trail - Coxing Trailhead

            High Peters Kill Trail – Coxing Trailhead

            • Kings Lane ~

            This yellow blazed trail is a historic and scenic hiking route that offers a glimpse into the region’s past. Originally an old woods road used for transporting materials like conglomerate to be made into grindstones, the trail now serves as a path for hikers and rock climbers. It begins at a junction with the High Peterskill Trail and continues uphill through a forested area. The trail leads to the Lost City, a notable rock climbing area featuring dramatic cliffs and panoramic views.

            King’s Lane - Mohonk Preserve

            King’s Lane – Mohonk Preserve

            • Lost City Escarpment Trail ~

            The Lost City Escarpment Trail is a relatively newly marked footpath known for its dramatic cliffs, lush forests, and panoramic views. It features unique rock formations and offers a mix of moderate to challenging terrain. The impressive glacially-formed cliffs and crevices resemble a “Lost City” skyline, offering a unique and visually striking landscape. Hikers can navigate through boulder-strewn areas, ascending to panoramic views of the Catskill Mountains and the Hudson Valley, especially breathtaking during the fall foliage season.

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            These three trails make up the Lost City Loop. All three trails are well marked and easy to follow. 


            Hike Overview:

            This scenic hike through the Lost City and Dickie Barre area features well-marked, rocky trails that wind through rugged terrain. The route offers wide-ranging views of the valley below and the surrounding hills, making it a rewarding journey for hikers. The trail through the Lost City, with its unique rock formations, add a sense of adventure and discovery to the experience.

            King’s Lane - Mohonk Preserve

            King’s Lane – Mohonk Preserve

            The Coxing Trailhead is Mohonk Preserve’s smallest parking lot and fills to capacity VERY early on peak weekends. On summer and fall weekends, arrive early to ensure a parking space. 

            To access the land you need to have a current membership or pay a day use fee.

            Coxing Trailhead - Mohonk Preserve

            Coxing Trailhead – Mohonk Preserve

            The last time that I hiked this area was in 2018. At the time, the Lost City Escarpment Trail was not marked. I decided to pay it a return visit to check it out. We explored the crevices on our last visit, but this time we just hiked the trails in order to document the Lost City Escarpment Trail as a loop. If you wish to explore the crevices of the Lost City, you may do so at your own risk.

            This moderate loop on well marked trails was done counterclockwise, starting at the Coxing Trailhead.

            Lost City Loop

            Lost City Loop

            Although this is a moderate hike, it does have numerous ups and downs, and there is one spot where you will have to crawl through.

            elevation profile - Lost City Loop

            elevation profile – Lost City Loop

            Remember to wear sturdy footwear, as the terrain can be uneven and challenging in spots.


            The Hike:

            This hike begins at the southern end of the Coxing parking area by a kiosk, where three blue blazes mark the start of the High Peters Kill Trail. You’ll be following the High Peters Kill Trail for about .35 mile (this trail is also the route of the Shawangunk Ridge Trail, with its logo markers appearing at junctions and other locations along the way).

            High Peters Kill Trail - Coxing Trailhead

            High Peters Kill Trail – Coxing Trailhead

            High Peters Kill Trail - Coxing Trailhead

            High Peters Kill Trail – Coxing Trailhead

            The High Peters Kill Trail follows a woods road, passing the Enderly Burial Ground on the right. It then crosses a wet area on a boardwalk and continues through a Hemlock forest. After crossing a stream on a wooden bridge, the trail begins a gentle climb, paralleling the stream for a short distance. It then crosses the stream on rocks and bears right, away from the stream.

            Enderly Burial Ground - Mohonk Preserve

            Enderly Burial Ground – Mohonk Preserve

            Enderly Burial Ground - Mohonk Preserve

            Enderly Burial Ground – Mohonk Preserve

            High Peters Kill Trail - Mohonk Preserve

            High Peters Kill Trail – Mohonk Preserve

            High Peters Kill Trail - Mohonk Preserve

            High Peters Kill Trail – Mohonk Preserve

            Soon, you’ll come to a junction with the yellow-blazed King’s Lane Trail, which continues straight ahead. Leave the blue blazed trail and follow the yellow blazes. This is the start of the loop. You will return to this spot on the blue trail.

            King’s Lane - Mohonk Preserve

            King’s Lane – Mohonk Preserve

            If you plan to explore the crevices, look for side trails on the left that lead to the base of the cliffs. Otherwise, continue following the old road as it climbs the hillside, first somewhat steeply, then the grade moderates as it passes an impressive line of cliffs used by rock climbers. This is the “Lost City,” a faulted section of Coxing Clove, which has canyon like fissures in the towering rock outcrops.

            King’s Lane - Mohonk Preserve

            King’s Lane – Mohonk Preserve

            Originally, this road was used to haul conglomerate stone to create grindstones. Today, it’s been repurposed as a hiking trail that passes by the cliffs of the Lost City.

            King’s Lane - Mohonk Preserve

            King’s Lane – Mohonk Preserve

            King’s Lane - Mohonk Preserve

            King’s Lane – Mohonk Preserve

            King’s Lane - Mohonk Preserve

            King’s Lane – Mohonk Preserve

            King’s Lane - Mohonk Preserve

            King’s Lane – Mohonk Preserve

            King’s Lane - Mohonk Preserve

            King’s Lane – Mohonk Preserve

            The towering cliffs of the Lost City can be seen through the trees.

            King’s Lane - Mohonk Preserve

            King’s Lane – Mohonk Preserve

            King’s Lane - Mohonk Preserve

            King’s Lane – Mohonk Preserve

            King’s Lane - Mohonk Preserve

            King’s Lane – Mohonk Preserve

            Soon, King’s Lane ends where the Lost City Escarpment Trail begins. You will have to navigate through a boulder-strewn area to gain the ridge. Follow the yellow blazes as they climb the hill and turns left to reach the ridge.

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Once on the ridge, the trail follows the edge of the Dickie Barre cliffs and views open up of the surrounding area.

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            As the trail heads in a westerly direction, it comes extremely close to the edge of the cliffs. Extreme caution should be excercised. You will have a good vantage point of the Lost City below as you walk the trail.

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            The trail alternately veers away from and returns to the cliff line, offering nearly continuous views.

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Looking south, to the left of the narrow notch is The Trapps and Millbrook Mountain is on the right. Through the notch, across the Walkill Valley, the Catskill Mountains are visible on a clear day.

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            To the east, Skytop Tower sits at 1,253 feet above sea level, atop Mohonk Mountain.

            View of Skytop Tower atop Mohonk Mountain from Lost City Escarpment Trail

            View of Skytop Tower atop Mohonk Mountain from Lost City Escarpment Trail

            Continue heading west on the Lost City Escarpment Trail, enjoying the scenic ridge walk. At times you will encounter short spur paths that lead to views. 

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Here, you will have to crawl through. It is larger than it appears.

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            After about 3/4 of a mile of ridge walking, the Lost City Escarpment Trail enters Minnewaska State Park. Continue following the yellow blazes along the edge of the cliffs. A short distance later, the trail comes to a wide ranging viewpoint which makes a nice spot to take a break. You have now traveled about 1.4 miles.

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Mohonk Preserve

            Lost City Escarpment Trail – Minnewaska State Park Preserve

            Lost City Escarpment Trail – Minnewaska State Park Preserve

            Lost City Escarpment Trail – Minnewaska State Park Preserve

            Lost City Escarpment Trail – Minnewaska State Park Preserve

            Lost City Escarpment Trail – Minnewaska State Park Preserve

            Lost City Escarpment Trail – Minnewaska State Park Preserve

            The steep, vertical rock face of the Dickie Barre cliffs.

            Lost City Escarpment Trail – Minnewaska State Park Preserve

            Lost City Escarpment Trail – Minnewaska State Park Preserve

            Lost City Escarpment Trail – Minnewaska State Park Preserve

            Lost City Escarpment Trail – Minnewaska State Park Preserve

            Lost City Escarpment Trail – Minnewaska State Park Preserve

            Lost City Escarpment Trail – Minnewaska State Park Preserve

            Looking east. The highpoint, just right of center, is Mohonk Mountain with Skytop Tower at its summit.

            Lost City Escarpment Trail – Minnewaska State Park Preserve

            Lost City Escarpment Trail – Minnewaska State Park Preserve

            The Lost City Escarpment Trail ends at a T-intersection with the blue-blazed High Peters Kill Trail.

            Lost City Escarpment Trail – Minnewaska State Park Preserve

            Lost City Escarpment Trail – Minnewaska State Park Preserve

            Turn left at the junction and follow the blue blazes as the trail descends steeply, passing large rock formations along the way.

            High Peters Kill Trail – Minnewaska State Park Preserve

            High Peters Kill Trail – Minnewaska State Park Preserve

            High Peters Kill Trail – Minnewaska State Park Preserve

            High Peters Kill Trail – Minnewaska State Park Preserve

            High Peters Kill Trail – Minnewaska State Park Preserve

            High Peters Kill Trail – Minnewaska State Park Preserve

            High Peters Kill Trail – Minnewaska State Park Preserve

            High Peters Kill Trail – Minnewaska State Park Preserve

            High Peters Kill Trail – Minnewaska State Park Preserve

            High Peters Kill Trail – Minnewaska State Park Preserve

            Soon, the High Peters Kill Trail re-enters Mohonk Preserve. Continue following the blue blazes as the trail continues to descend.

            High Peters Kill Trail – Minnewaska State Park Preserve

            High Peters Kill Trail – Minnewaska State Park Preserve

            High Peters Kill Trail - Mohonk Preserve

            High Peters Kill Trail – Mohonk Preserve

            High Peters Kill Trail - Mohonk Preserve

            High Peters Kill Trail – Mohonk Preserve

            After almost a 1/2 mile from where you began on the blue trail, you will pass the junction with King’s Lane. Bear right to continue on blue, now retracing your steps from the beginning of the hike, and returning back to the parking lot, where the hike began.


            Review:

            This is a really great hike in The Gunks. It’s one of the shorter loop hikes that can be done at Mohonk Preserve, but if you’re feeling ambitious, you can take anyone of the connesting trails to lengthen the hike. On most nice weekends, Mohonk is swarming with people, but we only saw a few hikers during our visit.

            Pros:

            Lost City, Dickie Barre cliffs, well marked trails, scenic landscape, scenic views.

            Cons:

            Parking lot fills up early.


            Take a hike!

            Lost City Loop – Mohonk Preserve

            Lost City Loop – Mohonk Preserve


            Sources:


            Torne Mountain and Osio Rock Loop – Norvin Green State Forest

            August 24, 2025 – Bloomingdale, New Jersey

            Difficulty: Moderate

            Length: Approximately 3 miles

            Max elevation: 1,116 ft.– total elevation gain approximately 620 ft.

            Route type: Figure-Eight Loop

            Buy Maps (Paper & Avenza): Northern New Jersey Highlands (Combined Map)

            Free Web Map: Norvin Green State Forest Trail Map 2023

            Trailhead parking: 582 Glenwild Ave, Bloomingdale, NJ 07403

            Small dirt parking lot for approximately 10-12 cars – No bathrooms on site


            Park Overview:

            Norvin Green State Forest spans approximately 5,416 acres in Passaic County, New Jersey, near Bloomingdale and Ringwood, adjacent to the Wanaque Reservoir. The undisturbed forest and rugged terrain is part of the Wyanokie Wilderness Area. The Park is home to an extensive trail system built from old logging roads. The existing trails, either old forest roads or new trails constructed by volunteers, are perfect for those looking for moderate to strenuous hikes.

            Hewitt-Butler Trail - Norvin Green State Forest

            Hewitt-Butler Trail – Norvin Green State Forest

            With hills ranging from 400 to 1,300 feet in elevation, Norvin Green provides the avid hiker with scenic vistas, including the New York skyline, Burnt Meadow Brook and Lake Sonoma.

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            The park is operated and maintained by the New Jersey Division of Parks and Forestry.

            Norvin Green State Forest - Otter Hole Trailhead

            Norvin Green State Forest – Otter Hole Trailhead


            History:

            Norvin Green State Forest was named for Norvin Hewitt Green, the grandson of Ringwood Manor owner Abram S. Hewitt, who donated the land in 1946 to the State of New Jersey to expand Ringwood State Park. It was later designated as Norvin Green State Forest.


            Trails Overview:

            This Figure-Eight Loop follows two trails, the blue-blazed Hewitt-Butler Trail and the red-blazed Torne Trail. Both trails are relatively well blazed, but there were several instances where I briefly lost the Blue Trail and had to double back. Both trails are extremely rocky with some exposed roots. And in several places you may have to use both your hands and feet.

            On this hike, the Hewitt-Butler Trail (2.1 miles) crosses Glenwild Avenue and traverses the southern portion of Norvin Green via Torne Mountain and Osio Rock, before terminating by a small stream at the southern base of Osio Rock.

            Hewitt-Butler Trail - Osio Rock

            Hewitt-Butler Trail – Osio Rock

            The red-blazed Torne Trail (.75 mile) begins at the terminus of the Hewitt-Butler Trail and heads north, splitting Torne Mountain and Osio Rock. There is a short section where the trail climbs over jumbled boulders.

            Torne Trail - Norvin Green State Forest

            Torne Trail – Norvin Green State Forest

            Trails in this park are maintained by volunteers through the New York-New Jersey Trail Conference.


            Hike Overview:

            The parking lot is small, holding about 10-12 cars. This lot fills up early most weekends and an early start is essential. We arrived at the trailhead at about 8am on a Sunday morning and there were about 2 spaces left. When we returned after the hike, the lot was full.

            Otter Hole parking lot - Norvin Green State Forest

            Otter Hole parking lot – Norvin Green State Forest

            This hike is surprisingly rugged with some steep sections, rocky trails, open rock slabs and some minor scrambling. The trails are mostly shaded except for the areas around the viewpoints which are exposed. This seems to be a lesser used area of Norvin Green as we did not encounter any hikers during our time there.

            There is a bailout option after descending Torne Mountain. Instead of climbing to Osio Rock, turn left at the junction with the red-blazed Torne Trail which will lead you back to Glenwild Ave.

            The trail traverses over open rock and there are ankle-breaker type rocks and exposed roots throughout. Probably not a good hike to do if the ground is wet. A good pair of durable hiking boots and trekking poles are recommended. 

            This Figure-Eight Loop climbs Torne Mountain in a counterclockwise direction, descends, then climbs Osio Rock before descending to meet the red-blazed Torne Trail at its southern end and returning north, back to the start.

            Torne Mountain and Osio Rock Loop - Norvin Green State Forest

            Torne Mountain and Osio Rock Loop – Norvin Green State Forest

            The graph below shows the ups and downs of this hike. There is a total elevation gain of approximately 620 feet, but it felt like more.

            Elevation Profile - Torne Mountain and Osio Rock Loop

            Elevation Profile – Torne Mountain and Osio Rock Loop


            The Hike:

            From the Otter Hole parking lot, cross the road diagonally to the left to the trailhead next to a road sign, “Begin 700 Passaic County.” Start following the blue-blazed Hewitt-Butler Trail as it ascends on a rocky footpath and curves to the right, paralleling the road for a bit.

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

             

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            The trail soon dips down and after about 350 yards, the blue-blazed Hewitt-Butler Trail comes to a junction with the red-blazed Torne Trail, which begins on the left. The Red Trail is your return route, and the paved road that you crossed at the start of the hike can be seen through the trees on the right. Continue following the blue blazes as it ascends Torne Mountain over a rocky trail surface.

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            At the top of the rise, the Hewitt-Butler Trail reaches an open area marked by a cairn, then ducks back into the woods briefly before coming out at another open area. Look to your left for a faint footpath on the left that leads to the Stone Living Room. It’s easier to spot the Stone Living Room during leaf-off season. 

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            Stone Living Room - Torne Mountain

            Stone Living Room – Torne Mountain

            After checking out the Stone Living Room, retrace your steps back to the main trail, turn left and continue following the blue blazes in a southerly direction. As you continue, the trail soon reaches the height of land and views begin to appear.

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            When you arrive at this junction, it is up to you to decide which way to go. We chose the “Alternate & Easier Route.” Both trails meet up farther down. It’s still steep in spots but not a straight shot over rock slabs like the black-dot-on-blue blazed trail. 

            Bear left to remain on the Hewitt-Butler Trail

            Bear left to remain on the Hewitt-Butler Trail

            As the Hewitt-Butler Trail descends, it is slightly overgrown in this area and becomes harder to follow. I had to consult my Avenza Maps app a few times to get back on the right track. The trail essentially zig-zags down the hill and at times can be a bit hard to determine in some spots.

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            In a short distance, the Hewitt-Butler Trail comes to the best viewpoint (in my opinion) on this hike. 

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            As the trail leaves the viewpoint, it makes a hard right and descends just below the viewpoint. This turn is easy to miss.

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            Soon the trail descends more steeply, passing the other end of the black-dot-on-blue blazed trail then reaches a junction with the red-blazed Torne Trail.

            Hewitt-Butler Trail - Torne Mountain

            Hewitt-Butler Trail – Torne Mountain

            When you reach the rock pictured below, you have hiked just over a mile. If you want to cut this hike short, turn left and follow the red blazes back towards the parking lot. To continue on, remain on the Blue Trail as it ascends somewhat steeply to the summit of Osio Rock.

            Junction of Hewitt-Butler and Torne Trails

            Junction of Hewitt-Butler and Torne Trails

            Hewitt-Butler Trail - Osio Rock

            Hewitt-Butler Trail – Osio Rock

            Hewitt-Butler Trail - Osio Rock

            Hewitt-Butler Trail – Osio Rock

            Hewitt-Butler Trail - Osio Rock

            Hewitt-Butler Trail – Osio Rock

            Hewitt-Butler Trail - Osio Rock

            Hewitt-Butler Trail – Osio Rock

            When you reach the open summit of Osio Rock, there are views over the surrounding mountains with the Wanaque Reservoir visible in the distance.

            Hewitt-Butler Trail - Osio Rock

            Hewitt-Butler Trail – Osio Rock

            Hewitt-Butler Trail - Osio Rock

            Hewitt-Butler Trail – Osio Rock

            Continue following the blue blazes by scrambling down the other side of Osio Rock. There are more views as the trail heads downhill.

            Hewitt-Butler Trail - Osio Rock

            Hewitt-Butler Trail – Osio Rock

            Hewitt-Butler Trail - Osio Rock

            Hewitt-Butler Trail – Osio Rock

            Hewitt-Butler Trail - Osio Rock

            Hewitt-Butler Trail – Osio Rock

            Hewitt-Butler Trail - Osio Rock

            Hewitt-Butler Trail – Osio Rock

            Hewitt-Butler Trail - Osio Rock

            Hewitt-Butler Trail – Osio Rock

            Hewitt-Butler Trail - Osio Rock

            Hewitt-Butler Trail – Osio Rock

            Hewitt-Butler Trail - Osio Rock

            Hewitt-Butler Trail – Osio Rock

            Hewitt-Butler Trail - Osio Rock

            Hewitt-Butler Trail – Osio Rock

            Hewitt-Butler Trail - Osio Rock

            Hewitt-Butler Trail – Osio Rock

            After about 3/4 of a mile from the junction with the Red Trail, the blue-blazed Hewitt-Butler Trail ends at the southern end of the red-blazed Torne Trail alongside a small stream.

            Terminus of Hewitt-Butler Trail - Osio Rock

            Terminus of Hewitt-Butler Trail – Osio Rock

            Start of Torne Trail - Norvin Green State Forest

            Start of Torne Trail – Norvin Green State Forest

            Turn right and follow the red blazes along a relatively level route. Soon the grade steepens and the trail becomes more rocky and root filled. This trail travels the saddle between Torne Mountain and Osio Rock.

            Torne Trail - Norvin Green State Forest

            Torne Trail – Norvin Green State Forest

            Torne Trail - Norvin Green State Forest

            Torne Trail – Norvin Green State Forest

            Torne Trail - Norvin Green State Forest

            Torne Trail – Norvin Green State Forest

            After passing the junction with the Hewitt-Butler Trail, there is a short section where you’ll have to scramble up through some large rocks and boulders.

            Torne Trail - Norvin Green State Forest

            Torne Trail – Norvin Green State Forest

            The Torne Trail soon reaches its high point then descends gradually. 

            Torne Trail - Norvin Green State Forest

            Torne Trail – Norvin Green State Forest

            Torne Trail - Norvin Green State Forest

            Torne Trail – Norvin Green State Forest

            Torne Trail - Norvin Green State Forest

            Torne Trail – Norvin Green State Forest

            After about 3/4 of a mile (before reaching the paved road), turn right on the blue-blazed Hewitt-Butler Trail, now retracing your steps. Follow the blue blazes for about a 1/4 mile, back to the parking lot, where the hike began.

            Hewitt-Butler Trail - Norvin Green State Forest

            Hewitt-Butler Trail – Norvin Green State Forest

            Hewitt-Butler Trail - Norvin Green State Forest

            Hewitt-Butler Trail – Norvin Green State Forest

            Hewitt-Butler Trail - Norvin Green State Forest

            Hewitt-Butler Trail – Norvin Green State Forest

            Otter Hole parking lot - Norvin Green State Forest

            Otter Hole parking lot – Norvin Green State Forest


            Review:

            This is a really nice hike through a lesser used area of Norvin Green State Forest. The trails are rocky throughout and there are large rock formations that the trail climbs over or around. The views are nice, but the solitude made it a worthwhile hike. The trails are mostly shaded with the exception of the open rock summits. There are a lot of slanted rock slabs that the trails travel over and some jumbled boulders on the Torne Trail to climb over. I wouldn’t recommend this hike if the ground is wet. 

            Pros:

            Nice views, Stone Living Room, well marked trails, interesting rock formations little foot traffic.

            Cons: 

            None.


            Take a hike!

            Torne Mountain and Osio Rock Loop - Norvin Green State Forest

            Torne Mountain and Osio Rock Loop – Norvin Green State Forest


            Sources:


             

            Dismal Harmony Natural Area

            April 13, 2025 – Mendham Township, New Jersey

            Difficulty: Moderate

            Length: Approximately 3.4 miles

            Max elevation: 829 ft. – total elevation gain approximately 500 ft.

            Route type: Lollipop Loop

            Map: No accurate or current map available

            Trailhead parking: East Main St., Mendham Township, NJ 07945

            No fees for parking or hiking.


            Overview:

            Named for the two streams that run through it, Dismal Harmony Natural Area is characterized by a combination of thick forests, lush wetlands, and steep slopes.

            Dismal Brook

            Dismal Brook

            In addition to the natural landscape, there are numerous points of interests to see and explore.

            Stone cabin ruins - Dismal Harmony Natural Area

            Stone cabin ruins – Dismal Harmony Natural Area

            Legend Rock - Dismal Harmony Natural Area

            Legend Rock – Dismal Harmony Natural Area

            Boy Scout cabin ruins - Dismal Harmony Natural Area

            Boy Scout cabin ruins – Dismal Harmony Natural Area

            This Mendham Township Open Space offers 146 acres of woodlands with several hiking trails of various difficulty levels. This natural area provides a tranquil environment for individuals to connect with nature and enjoy the beauty of the surrounding landscape.

            Dismal Harmony Natural Area

            Dismal Harmony Natural Area


            History:

            Dismal Harmony Natural Area was acquired in 1967 through the contributions of residents, and with the help of the New Jersey Conservation Foundation. It was the first natural area to be established in Mendham Township. The original 77 acres have been expanded to the present 146 acres. The park is named for the two streams that flow through the property: Dismal Brook and Harmony Brook. The origin of the name “Dismal” is unknown. Harmony Brook was probably named for the village of Harmony, which was the source of the stream. The village was settled about 1750 in the area now covered by Clyde Potts Reservoir and was destroyed when the reservoir was filled in the early 1930’s. The two brooks powered several 18th and 19th century mills in the downtown Brookside area, formerly known as Water Street. Remains of stone walls from the farming era are evident throughout the property, as well as millponds and millraces. Dismal harmony Natural Area is bordered to the east by 198 acres of woods and streams donated to the Morris County Park Commission by the Badenhausen family. This beautiful natural area now comprises 344 acres.

            Legend Rock ~

            Henry Clark, a Scotsman who came to the area in 1727, was one of the earliest settlers of the property. In 1750, he built a dam and sawmill at the head of Dismal Brook. Just west of Dismal Brook, on a steep hill, they spotted the native Lenni Lenape down in the Dismal Valley hunting and gathering in the forest. Afraid that the Lenape were hostile natives and fearing for their lives, the small party quickly took refuge in the cave-like crags of the rock until the danger had passed. As the others slept inside, Henry Clark kept watch all night long with his gun by his side.


            Parking and Restrooms:

            There are no restrooms on site so prepare accordingly.

            The gravel parking lot on East Main Street can accomodate about 8-10 vehicles. There were four vehicles when we arrived shortly after 9am and almost full when we returned just before noon.

            Dismal Harmony Natural Area Parking

            Dismal Harmony Natural Area Parking

            There are four access points (Patriots’ Path connects to all of them):
            East Main Street (where we started);
            Tingle Road at intersection with Washington Valley Road;
            at the end of Stoney Hill Road; and
            at the bend on Woodland Terrace.

            Trails Overview:

            The trail maps available are fragmented with no trail names/blaze colors making it almost impossible to determine what connects to what. All of the trail maps that I have seen, that do show blaze colors, don’t correspond to the actual colors of the blazes on the trails. Trails are well marked, but there a numerous intersections, especially those marked in yellow, which could make navigating the trails a bit confusing.

            I used the Gaia GPS app with the Gaia Topo (feet) map layer to better navigate the trails. It shows most if not all of the trails on the property and was quite helpful in locating Legend Rock. Those who are not confident of their route-finding ability may want to choose another hike. 

            Dismal Harmony Natural Area

            Dismal Harmony Natural Area

            Near the beginning of the hike, I took a wrong turn, and walked nearly a half mile down the wrong end of the Pink Trail, all uphill. My hiking partner was not thrilled. From that point on, I frequently consulted the Gaia GPS app, especially at the multitude of intersections along the way.

            The Yellow Trail can be confusing to say the least. It seems like every turn or junction along its route are marked by three yellow blazes, which signifies the start or end of the trail. In a few spots, the Yellow Trail goes in different directions. Using the Gaia GPS app saved me from walking in circles.

            Yellow Trail - Dismal Harmony Natural Area

            Yellow Trail – Dismal Harmony Natural Area

            Yes boys and girls, even an expert navigator such as myself can take a wrong turn now and then. Or as I like to say “taking the scenic route.”

            The Patriots’ Path, which extends some 20 miles across Morris County, was developed by the Morris County Park Commission and follows a generally east-west route from its entrance into Mendham Township in Lewis Morris Park near Sunrise Lake. Much of the route through the Mendhams follows the right-of-way of the Rockaway Valley Railroad, abandoned in 1913, and for the most part is hard-packed gravel with gentle slopes. Maps are available from the Morris County Park Commission.

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area


            Hike Overview:

            After seeing some posts on Social Media about this place, I decided to pay it a visit. I was hesitant in the past because there is not much information available online and the trail maps are not much help. I saw that someone posted the track of their hike with the point of interests marked and labeled. I knew that by knowing the general vicinity of the POI’s, I could probably find them. 

            Dismal Harmony Natural Area

            Dismal Harmony Natural Area

            The first bump below is the wrong turn. The mileage and elevation gain from the wrong turn has been deducted from this hike report.

            elevation profile - Dismal Harmony Natural Area

            elevation profile – Dismal Harmony Natural Area


            The Hike:

            From the parking area, follow the white-blazed Patriots’ Path as it heads north on a footpath parallel to the cascading Dismal Brook. After crossing two wooden footbridges over tributary streams, the trail moves away from the brook, climbing gradually on a woods road.

            Dismal Harmony Natural Area Trailhead

            Dismal Harmony Natural Area Trailhead

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            In about half a mile, you’ll come to a T-intersection with a gravel road. Turn left to continue on the Patriots’ Path, which once again closely parallels the brook, now below on the left. 

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            This gravel road is actually an old rail bed. Rockaway Valley Railroad, informally known as the “Rock-A-Bye Baby.” The Rockaway Valley Railroad (RVRR) ceased operation in 1914 and was abandoned in 1917. Much of the old railbed is now the route of the Patriots’ Path.

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            A short distance beyond, the trail bears left and crosses a wooden bridge over Dismal Brook. It immediately turns right onto a woods road and continues to parallel the brook, now on the right. Just ahead, the trail bears left onto a footpath to avoid a wet section of the road, which it soon rejoins.

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            Dismal Brook

            Dismal Brook

            Dismal Brook

            Dismal Brook

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            A short distance ahead, the woods road followed by the Patriots’ Path bears left and heads uphill, continuing to run parallel to the brook. In about 1,000 feet from the wooden footbridge you just crossed, look to your left, up on the hillside, for the ruins of an old stone cabin.

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            A faint footpath leads to these interesting stone ruins.

            Stone cabin ruins - Dismal Harmony Natural Area

            Stone cabin ruins – Dismal Harmony Natural Area

            The stone cabin ruins, was a cabin restored by the Badenhausens. The cabin had heat and hot water, a bathroom, kitchen, and livingroom with fireplace. It was destroyed by a large tree that fell on it.

            Stone cabin ruins - Dismal Harmony Natural Area

            Stone cabin ruins – Dismal Harmony Natural Area

            Stone cabin ruins - Dismal Harmony Natural Area

            Stone cabin ruins – Dismal Harmony Natural Area

            Stone cabin ruins - Dismal Harmony Natural Area

            Stone cabin ruins – Dismal Harmony Natural Area

            Stone cabin ruins - Dismal Harmony Natural Area

            Stone cabin ruins – Dismal Harmony Natural Area

            When you are done exploring the cabin ruins, return to the Patriots’ Path and turn left. Soon you’ll come to a junction marked by a huge cairn. Here, the Patriots’ Path bears left, but you should proceed ahead on a pink-blazed trail, which begins here. The trail continues north, parallel to the brook, climbing gradually. Several unmarked side trails on the right lead down to beautiful cascades in the brook.

            Bear right on Pink Trail

            Bear right on Pink Trail

            Pink Trail - Dismal Harmony Natural Area

            Pink Trail – Dismal Harmony Natural Area

            Pink Trail - Dismal Harmony Natural Area

            Pink Trail – Dismal Harmony Natural Area

            Pink Trail - Dismal Harmony Natural Area

            Pink Trail – Dismal Harmony Natural Area

            Pink Trail - Dismal Harmony Natural Area

            Pink Trail – Dismal Harmony Natural Area

            About a mile from the start of the hike, turn left on a yellow-blazed trail as it turns sharply left, away from the brook, and begins to climb rather steeply. This turn is easy to miss so stay alert.

            Turn left on Yellow Trail

            Turn left on Yellow Trail

            Yellow Trail - Dismal Harmony Natural Area

            Yellow Trail – Dismal Harmony Natural Area

            Yellow Trail - Dismal Harmony Natural Area

            Yellow Trail – Dismal Harmony Natural Area

            After a short, relatively level section, you’ll reach a T-intersection, where the yellow blazes lead both ways. Turn right, then bear left a short distance ahead, continuing to follow the yellow blazes which lead to a huge boulder known as Legend Rock. 

            Yellow Trail - Dismal Harmony Natural Area

            Yellow Trail – Dismal Harmony Natural Area

            Yellow Trail - Dismal Harmony Natural Area

            Yellow Trail – Dismal Harmony Natural Area

            Yellow Trail - Dismal Harmony Natural Area

            Yellow Trail – Dismal Harmony Natural Area

            Legend Rock - Dismal Harmony Natural Area

            Legend Rock – Dismal Harmony Natural Area

            The story goes that, in the 1700’s, Scottish settlers hid from the Native Americans by crawling into cracks in this rock formation. Although there is a sheer face on the east side of the rock, it can be easily climbed from the west side.

            Legend Rock - Dismal Harmony Natural Area

            Legend Rock – Dismal Harmony Natural Area

            Legend Rock - Dismal Harmony Natural Area

            Legend Rock – Dismal Harmony Natural Area

            The top of Legend Rock.

            Legend Rock - Dismal Harmony Natural Area

            Legend Rock – Dismal Harmony Natural Area

            Legend Rock - Dismal Harmony Natural Area

            Legend Rock – Dismal Harmony Natural Area

            After exploring this interesting feature, continue southeast on the Yellow Trail as it climbs to the height of land, about 829 feet above sea level. This ridgeline is known as Blueberry Ridge. There are views through the trees (during leaf-off season) of Clyde Potts Reservoir and the surrounding area.

             

            Yellow Trail - Bluberry Ridge

            Yellow Trail – Bluberry Ridge

            Yellow Trail - Bluberry Ridge

            Yellow Trail – Bluberry Ridge

            Yellow Trail - Bluberry Ridge

            Yellow Trail – Bluberry Ridge

            Yellow Trail - Bluberry Ridge

            Yellow Trail – Bluberry Ridge

            Soon, the Yellow Trail descends, steeply at times, into the valley below. In about 0.3 mile from Legend Rock, the trail comes to a T-intersection. Turn left here as the Patriots’ Path joins the Yellow Trail from the right. Almost directly across from this junction is a stone fireplace. You may want to stop here and explore these ruins.

            Yellow Trail - Bluberry Ridge

            Yellow Trail – Bluberry Ridge

            Yellow Trail - Dismal Harmony Natural Area

            Yellow Trail – Dismal Harmony Natural Area

            The remains of a 1937 Boy Scout cabin that was called Camp Swastika. It was originally built of Chestnut trees from the area. In the 1960’s it was completely restored by local young people using the original foundation and fireplace. A few of the logs were used for an outhouse. 

            Boy Scout cabin ruins - Dismal Harmony Natural Area

            Boy Scout cabin ruins – Dismal Harmony Natural Area

            This cabin was later destroyed by fire and replaced with a log Adirondack shelter, once again using part of the original foundation and fireplace.

            Boy Scout cabin ruins - Dismal Harmony Natural Area

            Boy Scout cabin ruins – Dismal Harmony Natural Area

            The trail now begins to head southwest. You may see sporadic yellow and white blazes in this section.

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            In about a 1,000 feet from the last junction (where the fireplace is), The trail reaches another T-intersection, marked by a rock cairn and a bench. Turn left here and continue following yellow/white blazes. 

            Turn left at the junction

            Turn left at the junction

            Turn left at the junction

            Turn left at the junction

            A short distance later as the Yellow Trail turns left, continue straight ahead past the rock cairn to continue following the white blazes of the Patriots’ Path, which descends steeply on switchbacks.

            Continue straight

            Continue straight

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            At the base of the descent, when you reach Dismal Brook, turn right to remain on the Patriots’ Path. You are now retracing your steps from earlier in the hike.

            Bear right

            Bear right

            Follow the white blazes with Dismal Brook on your left until you reach the footbridge. 

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            Dismal Brook

            Dismal Brook

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            Turn left, crossing the footbridge over Dismal Brook then turn right. Follow the Patriots’ Path along the old rail bed with Dismal Brook now on your right.

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            Bear right at the next junction, cross the two wooden footbridges, and return to the parking lot where the hike began.

            Bear right

            Bear right

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area

            Patriots' Path - Dismal Harmony Natural Area

            Patriots’ Path – Dismal Harmony Natural Area


            Review:

            This is a really good hike that doesn’t seem to get a lot of foot traffic. The woods were quiet with the exception of birds that serenaded us during the entire hike. The trails are well marked, but it still gets a little confusing without an up-to-date trail map. There is plenty to see in this wild and scenic preserve.

            Pros:

            Quiet area, well marked trails, ruins, Dismal Brook.

            Cons:

            No accurate trail map. 


            Take a hike!

            Dismal Harmony Natural Area

            Dismal Harmony Natural Area


             

            Yellow Trail Loop – Garret Mountain Reservation

            March 30, 2025 – Woodland Park, New Jersey

            Difficulty: Easy

            Length: Approximately 3.4 miles

            Max elevation: 520 ft.– total elevation gain approximately 350 ft.

            Route type: Circuit

            Map: Garret Mountain Reservation Map

            Trailhead parking: Barbour’s Pond Picnic Area, Woodland Park, NJ 07424

            No fees for parking or hiking, just admission to Lambert Castle.


            Overview:

            Garret Mountain Reservation is a 568-acre park located on First Watchung Mountain in Paterson and Woodland Park and extending into Clifton. Situated more than 500 feet above sea level, it provides sweeping views of northern New Jersey and the New York City skyline. Garret Mountain Reservation is easily one of Passaic County’s most frequented parks. The original landscape was designed by the famed Olmsted Brothers Firm.

            Garret Mountain Reservation

            Garret Mountain Reservation

            This beautiful park, operated by the Passaic County Parks Department, the park includes an equestrian center, athletic fields, fishing, picnic grounds, jogging paths, and trails for cross country skiing, hiking and running.

            Lambert Castle and Lambert Tower, two of Passaic County’s historic sites, are also located within Garret Mountain Reservation.

            Lambert Castle

            Lambert Castle

            Lambert Tower – Garret Mountain Reservation

            Lambert Tower – Garret Mountain Reservation


            History:

            The rocks themselves are over 190 million years old, part of lava flows that created the Watchung Mountains that run roughly north-south in northeastern New Jersey. You can see exposed basalt in many places with the marks of a glacier’s passing over the basalt, both smoothing it but also cutting grooves (striations) into the stone.

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Before contact with Europeans, the native populations used the mountain (also known as Garret Rock) and traces of their lives can be found in artifacts and even drawings made on some rocky surfaces.

            The Watchung Mountains were an important observation post for the Continental Army during the Revolutionary War. After the Civil War, two of Paterson’s mill owners purchased land atop the Mountain. Catholina Lambert purchased land on the northeast corner of the mountain and built Belle Vista as his showplace home, now known as Lambert Castle. Lambert Tower was also constructed atop the mountain. Southwest of the land owned by Lambert, the Barbour Flax Mill purchased a stream fed pond, and this pond was used for suppressing fires at its mills on Grand and Spruce Streets. This pond became a place to cut ice as well as a swimming pond for locals.

            Barbour's Pond

            Barbour’s Pond

            By the mid 1920’s Lambert’s property passed to Passaic County and plans were made for a park. By the 1930’s, Barbour’s Pond was also taken over by Passaic County. The combined properties became Garret Mountain Reservation and the land became the location for relief projects for Works Progress Administration (WPA).

            Historical Marker – Garret Mountain Reservation

            Historical Marker – Garret Mountain Reservation

            Garret Mountain Reservation was designed by the Olmsted Brothers, the landscape architecture firm carried on the work of Frederick Law Olmsted who designed Central Park in New York.

            Garret Mountain Reservation opened to the public in 1931.

            In 1967, Garret Mountain was designated a National Natural Landmark.


            Parking and restrooms:

            There are at least a half dozen parking areas from you to choose from. All the parking areas provide access to the Yellow Trail. For this particular hike, we parked at the Pat Di Ianni Boathouse aka Barbour’s Pond Picnic Area. 

            Barbour's Pond Picnic Area

            Barbour’s Pond Picnic Area

            The parking lot is sizable and can fit a number of vehicles.

            Barbour's Pond Picnic Area

            Barbour’s Pond Picnic Area

            There are comfort stations throughout the park that are open in season. Portable toilets are provided in the parking areas for use during the off season.


            Trails Overview:

            The Yellow Trail circles around the outer perimeter of Garret Mountain Reservation, and offers several panoramic overlooks. The New York City skyline can be seen from several overlooks along the Yellow Trail on a clear day. This trail is very well marked with yellow blazes.

            The White Trail traverses the center of the park and connects at both ends with the Yellow Trail, making additional loop hikes possible. With the exception of the short sections where it overlaps the Yellow Trail, I did not hike this trail.

            The Teal section of the paved Park Road is designated for joggers and walkers and loops around the park.

            Garret Mountain Reservation Trail Map

            Garret Mountain Reservation Trail Map


            Hike Overview:

            I did this hike in 2018 and decided it was time for a return visit. Unfortunately, it was quite foggy and overcast on the day of this hike, so the views were very limited. Things have changed within the park, with significant improvements added since I was last here.

            This hike was done counterclockwise from the Barbour’s Pond Picnic Area. With the exception of a slight detour at the “Auto Overlook,” the entirety of this hike takes place on the Yellow Trail. This trail is well marked and easy to follow.

            Yellow Trail Loop – Garret Mountain Reservation

            Yellow Trail Loop – Garret Mountain Reservation

            There are numerous ups and downs on this hike, but all relatively short.

            Elevation profile - Yellow Trail Loop

            Elevation profile – Yellow Trail Loop


            The Hike:

            From the parking area, follow the paved path downhill towards the southern end of Barbour’s Pond and turn left onto another wide paved path. Continue south along the paved path, passing to the left of the Pat Di Ianni Boathouse. Once behind the boathouse, turn left on the gravel path which is the route of the Yellow Trail, which comes in from the right.

            Barbour's Pond Picnic Area

            Barbour’s Pond Picnic Area

            Pat Di Ianni Boathouse

            Pat Di Ianni Boathouse

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            After paralleling a stream on the right, the trail turns left, away from the stream and begins to climb, passing some cliffs on the right. As the trail nears private homes, it climbs slightly, turns left and crosses a small field. The trail then turns sharply to the right, descends the hill, turns left and crosses Park Road.

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            The trail now runs along a wide gravel road, and in a short distance, the Yellow Trail reaches a junction with the start of the White Trail, which begins straight ahead. TURN RIGHT on the wide gravel road and continue following the yellow blazes.

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            In about 250 feet, the gravel road bears left as the Yellow Trail continues straight ahead, climbing an embankment and crossing the paved Park Road again. The Yellow Trail turns right at the entrance to the Garret Mountain Equestrian Center and runs along the road near the edge of the woods.

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Just before reaching the park boundary, the yellow blazes turn left, away from the road and ascend into the woods on a footpath. With the access road to the stables visible ahead, the trail bears right and passes between abandoned concrete tank supports.

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            The Yellow Trail climbs slightly, then descends and turns left and enters the parking area for the Passaic County Mounted Patrol Squad. Here, the trail turns right and begins to run along the ridge of Garret Mountain, with the stables to the left. At the end of the stables, the trail bears left then turns right, continuing along the ridge.

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            A Deer carcass near the edge of the cliffs alongside the Yellow Trail.

            Deer carcass – Garret Mountain Reservation

            Deer carcass – Garret Mountain Reservation

            A short distance beyond the stables, the Yellow Trail reaches a viewpoint to the east from the edge of the ridge. Clifton, as well as the southern part of Paterson, may be seen directly below, with much of southern Bergen County beyond and the Manhattan skyline visible (on a clear day) in the distance.

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            The trail continues north along the ridge, passing several more viewpoints.

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            A short distance later, Lambert Tower comes into view.

            Lambert Tower – Garret Mountain Reservation

            Lambert Tower – Garret Mountain Reservation

            Lambert Tower, a 70 foot stone observation tower, was constructed in 1896 by Catholina Lambert. The tower was built on the crest of the cliffs above Lambert Castle, which is visible through the trees below.

            Lambert Tower – Garret Mountain Reservation

            Lambert Tower – Garret Mountain Reservation

            The grounds around the tower and along the 150-foot sheer cliffs are open to visitors of the Garret Mountain Reservation. Lambert Tower was undergoing renovations and not accessible at the time of this hike.

            Lambert Tower – Garret Mountain Reservation

            Lambert Tower – Garret Mountain Reservation

            Lambert Tower – Garret Mountain Reservation

            Lambert Tower – Garret Mountain Reservation

            The tower was not open on the day we visited, but the Passaic County Parks website states: It offers stunning views of the area from Bear Mountain NY, to Northern New Jersey, the George Washington Bridge and the New York City skyline all the way to the Verrazano Narrows Bridge and beyond to Sandy Hook, NJ.

            Lambert Tower – Garret Mountain Reservation

            Lambert Tower – Garret Mountain Reservation

            The Yellow Trail passes to the right of the tower along a stone wall, but on this day we had to walk around the fenced off construction site and walk between the fence and the wall. Just past the tower, the Morris Canal Greenway Trail (marked with canal-boat-logo-on-yellow blazes) joins. Continue to follow both the yellow and the Greenway logo blazes. The crushed stone path at a break in the stone wall leads downhill to Lambert Castle.

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            After curving to the right, the trail descends on a rocky path and stone steps, and it briefly parallels the paved park road. About 0.2 mile from the tower, a side trail to the right leads to another expansive viewpoint to the east from the edge of a cliff (we bypassed this since there were no views on this day).

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            The trail soon passes a small gravel parking area on the left, follows a footpath into the woods, then emerges onto a grassy field and follows along its right side. A new playground and gazebo are just to the left.

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            At the end of the field, the Yellow Trail, together with the Greenway Trail, descend on a footpath to the entrance of the Auto Overlook. 

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Here, the White Trail and the Greenway Trail leave to the right, as the Yellow Trail continues ahead. Turn right, leaving the Yellow Trail briefly towards the overlook. The overlook affords a panoramic view over downtown Paterson (directly below) and High Mountain to the north.

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Auto Overlook – Garret Mountain Reservation

            Auto Overlook – Garret Mountain Reservation

            Auto Overlook – Garret Mountain Reservation

            Auto Overlook – Garret Mountain Reservation

            Auto Overlook – Garret Mountain Reservation

            Auto Overlook – Garret Mountain Reservation

            Auto Overlook – Garret Mountain Reservation

            Auto Overlook – Garret Mountain Reservation

            Follow the paved path as it curvers to the left towards Park Road and turn right, rejoining the Yellow Trail, which climbs along the road that leads to Veterans Memorial Point, the site of a communications tower.

            Auto Overlook – Garret Mountain Reservation

            Auto Overlook – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Just to the left of the trail is a round stone platform called the “Crow’s Nest.”

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Crow's Nest – Garret Mountain Reservation

            Crow’s Nest – Garret Mountain Reservation

            The Yellow Trail continues past the guard rail and turns left, but you may want to take a moment to check out the view from Crow’s Nest.

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Crow's Nest – Garret Mountain Reservation

            Crow’s Nest – Garret Mountain Reservation

            Crow's Nest – Garret Mountain Reservation

            Crow’s Nest – Garret Mountain Reservation

            Crow's Nest – Garret Mountain Reservation

            Crow’s Nest – Garret Mountain Reservation

            Crow's Nest – Garret Mountain Reservation

            Crow’s Nest – Garret Mountain Reservation

            Lambert Tower in the distance.

            Crow's Nest – Garret Mountain Reservation

            Crow’s Nest – Garret Mountain Reservation

            When you are ready to continue, retrace your steps to the guardrail barrier and turn left, rejoining the Yellow Trail as it descends into the woods. In about a quarter of a mile, after the White Trail comes in from the right and quickly leaves to the left, the Yellow Trail climbs over a small rise.

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            The trail then descends, first gradually, then more steeply on switchbacks. At the base of the descent, the trail turns right onto a path, then bears left and crosses the park entrance road. The Yellow Trail then bears right and runs between Mountain Park Road and the treeline.

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            The Yellow Trail soon crosses a footbridge and views of Barbour’s Pond begin to appear on the left. The trail continues along the west side of the pond, soon passing over the small cliffs overlooking the pond.

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Barbour's Pond – Garret Mountain Reservation

            Barbour’s Pond – Garret Mountain Reservation

            Barbour's Pond – Garret Mountain Reservation

            Barbour’s Pond – Garret Mountain Reservation

            Barbour's Pond – Garret Mountain Reservation

            Barbour’s Pond – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Barbour's Pond – Garret Mountain Reservation

            Barbour’s Pond – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Barbour's Pond – Garret Mountain Reservation

            Barbour’s Pond – Garret Mountain Reservation

            Barbour's Pond – Garret Mountain Reservation

            Barbour’s Pond – Garret Mountain Reservation

            The Yellow Trail then joins a gravel road along a short stone wall, and a short distance later, reaches the south end of the pond.

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            After crossing another footbridge, the Yellow Trail bears right on a paved path towards the Pat Di Ianni Boathouse. Here, TURN LEFT and follow another paved path across the dam of the pond alongside a black fence, past another gazebo, then climb the stone steps, back to the parking lot, where the hike began.

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Yellow Trail – Garret Mountain Reservation

            Barbour's Pond Picnic Area

            Barbour’s Pond Picnic Area

            Barbour's Pond – Garret Mountain Reservation

            Barbour’s Pond – Garret Mountain Reservation

            Barbour's Pond Picnic Area

            Barbour’s Pond Picnic Area


            While you are in the area, Lambert Castle is worth a visit. You can take the path down from Lambert Tower to the castle during the hike or you can stop by afterwards. The images below are from 2018.

            Lambert Castle

            Lambert Castle

            “The Castle,” a well-known landmark in Northern New Jersey, is located on Garret Mountain overlooking the City of Paterson. Once a private residence, the building is fashioned after an English castle. Catholina Lambert, an English immigrant who made his fortune in the silk industry, built the Castle in 1892-93. He named it “Belle Vista.” Many prominent individuals of that era, including President McKinley, visited the Lambert family in their luxurious residence.

            Lambert Castle

            Lambert Castle

            Lambert’s son, Walter, sold the Castle to the City of Paterson in 1925. The city used the building as a Tuberculosis Hospital for several years. In 1928, the title was transferred to the Passaic County Park Commission as part of Garret Mountain Reservation.

            Lambert Castle

            Lambert Castle

            The New Jersey and National Registers of Historical Places awarded the Castle Landmark Designation in 1976.

            Lambert Castle

            Lambert Castle


            Review:

            A really nice hike even though there were no views due to the fog. The park’s scenic landscape provides a respite from urban life within a historic and well-maintained park. If you are looking for a backwoods experience, this is not the place. The trails are not far removed from civilization and the park can get crowded on warm days. There are plenty of other activities to enjoy in the park if hiking is not your thing. Garret Mountain Reservation is worth a visit to see and enjoy all it has to offer. 

            Pros:

            Lambert Castle, stone observation tower, scenic views, lots of birds, pond. The trails were well maintained and easy to follow on the day of my visit.

            Cons: 

            Lambert Tower was not open, can get crowded.


            Take a hike!

            Yellow Trail Loop – Garret Mountain Reservation

            Yellow Trail Loop – Garret Mountain Reservation


            Sources: