Trails Near West Point, NY | Trailmonger

About trails near West Point, New York

29 named trails lie within about 25 miles of West Point, covering 57.4 miles in total. 28 of them are tagged for hiking and 1 for mountain biking.

The closest is Popolopen Gorge Trail, about 0.0 miles away. 29 of them lie within 10 miles of town. The longest nearby is Scenic Trail, at 10.3 miles. These trails fall in Orange County and Putnam County.

What the trails near West Point are like

By length, 11 are under a mile, 15 run 1 to 5 miles, and 3 are 5 miles or longer. 6 are loops, ending where they start; the longest is Howell Trail, at 6.8 miles.

Of the 29 with measured elevation, Howell Trail climbs the most, about 3,047 ft, and 3 gain 1,000 ft or more.

All 29 trails, nearest first

Popolopen Gorge TrailHikeOrange County7.0 mi Timp-Torne TrailHikeOrange County1.5 mi 1777 W TrailHikeOrange County4.3 mi Stropel TrailHikeOrange County0.2 mi Rut TrailHikeOrange County0.2 mi Arthur TrailHikeOrange County1.3 mi Old West Point RoadHikeOrange County1.5 mi Scenic TrailHikeOrange County10.3 mi Bobcat TrailHikeOrange County1.5 mi Ledge TrailHikeOrange County0.3 mi Tower Vue TrailHikeOrange County1.3 mi Arden Point TrailHikePutnam County2.7 mi AT ShortcutHikeOrange County0.1 mi Chatfield TrailHikeOrange County1.5 mi Major Welch TrailHikeOrange County1.6 mi Swamp TrailHikeOrange County0.5 mi Howell TrailHikeOrange County6.8 mi Stillman Spring TrailHikeOrange County2.8 mi White Oak TrailHikeOrange County2.3 mi Compartment TrailHikeOrange County1.5 mi Hall RoadMTBOrange County1.6 mi North Redoubt TrailHikePutnam County0.5 mi North Redoubt Trail (Red)HikePutnam County0.5 mi Mine Hill TrailHikeOrange County0.2 mi Sackett TrailHikeOrange County3.0 mi redHikePutnam County1.0 mi purpleHikePutnam County0.9 mi yellow (tiny markers)HikePutnam County0.1 mi orange & blue ribbonsHikePutnam County0.3 mi

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Trail geometry from OpenStreetMap contributors, licensed ODbL. Elevation from the USGS 3D Elevation Program. Compiled and published by Trailmonger · trail data last rebuilt October 4, 2026.