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 2021 – Leon 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
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
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

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
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
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
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
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
A red blaze over another color blaze indicates that the trail is shared with horses.

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
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
The graph below illustrates the modest elevation gain on this loop hike.

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
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

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
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

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
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

Blue Trail – Leon Levy Preserve

Turn right on Yellow Trail

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
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
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
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
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
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
Today, only fragments of the stone foundation hint at the porch’s elegant curve and former charm.

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
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
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

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
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
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
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

Veer right on the Purple Trail

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
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

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

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
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
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
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

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
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

Blue Trail – Leon Levy Preserve

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
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