4.7
(9813)
11,640
hikers
02:29
8.82km
180m
Hiking
The Leatherman's Loop Trail offers a truly engaging experience through the diverse landscapes of Ward Pound Ridge Reservation. You'll find yourself on narrow singletrack, wider forest paths, and old woods roads, navigating natural obstacles like roots, rocks, and historic stone walls. The trail winds through beautiful pine forests, particularly at…
Last updated: June 9, 2026
Waypoints
Start point
Parking
Get Directions
3.90 km
Highlight (Segment) • Viewpoint
Tip by
6.52 km
Highlight • Cave
Tip by
8.82 km
End point
Parking
Way Types & Surfaces
Way Types
4.06 km
3.35 km
1.21 km
127 m
< 100 m
Surfaces
5.27 km
3.29 km
169 m
< 100 m
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Elevation
Highest point (190 m)
Lowest point (110 m)
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Weather
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Today
Sunday 6 September
22°C
14°C
62 %
Additional weather tips
Max wind speed: 14.0 km/h
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This route was planned by komoot.
The Leatherman's Loop Trail is located within Ward Pound Ridge Reservation in Cross River, New York. Specific trailhead parking information for the Loop itself is typically found within the reservation. Ward Pound Ridge Reservation has multiple parking areas; it's advisable to check the park's official website for the most current parking details and any potential fees.
Yes, Ward Pound Ridge Reservation, where the Leatherman's Loop Trail is located, typically charges an entrance fee per vehicle. These fees can vary by season and day of the week. It's best to check the official Westchester County Parks website for the most up-to-date information on fees and operating hours before your visit.
The trail offers a diverse and challenging experience with a mix of singletrack and wider doubletrack sections. You'll encounter natural obstacles like large logs, stone walls, and significant mud flats that can be quite deep. Defining features include at least two river crossings and a steep, 45-degree sand hill known as "The Wall" in a former quarry. The route also includes steady climbs and descents, winding through bright pine forests and past rock formations.
Based on komoot's data, the Leatherman's Loop Trail typically takes around 2 hours and 28 minutes to complete. However, this can vary significantly depending on your pace, the trail conditions (especially mud and river levels), and how much time you spend enjoying the scenery and unique obstacles.
Yes, the Leatherman's Loop Trail is generally dog-friendly, as it's located within Ward Pound Ridge Reservation. However, dogs are typically required to be on a leash at all times. Given the challenging terrain, including deep mud and river crossings, ensure your dog is comfortable with such conditions and that you bring appropriate gear for them.
Spring and fall are often considered the best times to hike the Leatherman's Loop Trail for pleasant temperatures and vibrant scenery. However, be aware that spring can bring significant mud washouts and higher water levels in the river crossings. Summer can be hot and humid, while winter offers a different, often quieter, experience, but with potential for ice and snow. Always check current trail conditions before heading out.
The trail offers several notable features. You'll find a scenic View of Cross River Reservoir, providing expansive water views. Another significant landmark is The Leatherman's Cave, which has historical ties to the legendary "Old Leatherman." The trail also features "The Wall," a steep sand hill in a former quarry, and various rock formations.
Given the varied and often challenging terrain, sturdy, waterproof hiking boots are highly recommended, especially for the river crossings and extensive mud flats. You might even consider bringing a spare pair of socks or shoes for after your hike. Trekking poles can be helpful for stability on steep sections and river crossings. Always carry enough water, snacks, and navigation tools. Dressing in layers is also wise due to potential weather changes.
The Leatherman's Loop Trail is generally considered moderate to strenuous for hiking, largely due to its varied and challenging terrain. The river crossings, deep mud flats, and the steep ascent of "The Wall" require good footing and can be physically demanding. While not impossible for beginners with good fitness, it's not a typical easy stroll and might be a significant challenge for those new to hiking.
Yes, the Leatherman's Loop Trail is part of a larger network within Ward Pound Ridge Reservation. This route specifically covers sections of the Leatherman's Loop, Green Trail, and Red Trail. You may also encounter portions of the Yellow Trail, Covered Bridge, Richard's Preserve trail, and various connector trails like the Leatherman Overlook Trail and Armstrong Loop.
The Leatherman's Loop Trail is most famous for being the course of a unique 10k trail race, one of the oldest and largest in New York State. Its notoriety stems from its "steeplechase-like" obstacles, which include significant river crossings, challenging mud flats, a quarry climb known as "The Wall," and diverse singletrack sections. The trail's historical connection to "The Old Leatherman," a legendary wanderer, also adds to its intrigue, offering an adventure that goes beyond a typical walk.
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