Woodstock, New York
Looking for the best hiking in Woodstock? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Woodstock. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Hiking Spots in and near Woodstock
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Philipstown, New York
Hike the Osborn Loop
7.6 mi / 850 ft gainThe Osborn Loop trail itself is not a loop. It connects to a 2.5 mile section of the Appalachian Trail. Hiking these together creates the loop. Start at the trail head for the Appalachian Trail on South Mountain Pass Road. There is parking for two or three cars. Walk up the road a short dist...Read more
