About trails near Woodbury, New York

27 named trails lie within about 25 miles of Woodbury, covering 51.9 miles in total. 27 of them are tagged for hiking and 3 for mountain biking.

The closest is Megaliths Trail, about 0.0 miles away. 27 of them lie within 10 miles of town. The longest nearby is Doodletown Bridle Path, at 7.0 miles. These trails fall in Orange County and Rockland County.

All 27 trails, nearest first

Megaliths TrailHikeOrange County0.3 mi Red CrossHikeRockland County5.2 mi Ridge to Ridge TrailHikeOrange County1.0 mi Owl Lake RoadHikeRockland County1.1 mi Dark HollowHikeOrange County1.5 mi Dark Hollow TrailHikeOrange County1.5 mi Appalachian Trail;Timp-Torne TrailHikeOrange County0.4 mi Summer Hill RoadHikeOrange County0.8 mi Timp Torne TrailHikeRockland County5.5 mi West Ridge TrailHikeOrange County3.9 mi Western Ridge TrailHikeOrange County3.9 mi Sweet Clover TrailHikeOrange County1.8 mi Sweet CloverHikeOrange County1.6 mi Ramapo-Dunderberg Trail;Horn Hill LoopHikeMTBRockland County0.1 mi Horn Hill TieHikeRockland County0.2 mi Horn Hill LoopHikeMTBRockland County5.6 mi Fawn TrailHikeRockland County0.7 mi 1777 West TrailHikeRockland County1.0 mi Doodletown Bridle PathHikeRockland County7.0 mi Meadow LoopHikeOrange County3.5 mi Herberts Mine RoadHikeRockland County0.5 mi Pleasant Valley RoadHikeRockland County0.7 mi Timp Pass RoadHikeRockland County0.7 mi Doodletown RoadHikeRockland County2.1 mi Queensboro TrailHikeMTBRockland County0.9 mi Horn's RouteHikeRockland County0.2 mi 6 ChinsHikeRockland County0.1 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 August 29, 2026.