Cragsmoor, New York
Looking for the best hiking in Cragsmoor? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Cragsmoor. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Hiking Spots in and near Cragsmoor
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Briarcliff Manor, New York
Hike Kate Kennard Trail
1.8 mi / 140 ft gainIf you’re in the town of Briarcliff and looking for an easy local trail to try out, Kate Kennard Trail is good for getting in a quick run or walk. It’s a straight line path the whole way. You’ll know you’ve reached the end of the path when you see a sign that marks the beginning of a road leading...Read more -
Rockaway, New Jersey
Hike the Timberbrook Pond - Riley's Rise Loop
5 mi / 500 ft gainThe trailhead parking is at the end of Timberbrook Road, before the road enters Camp Winnebago (Boy Scouts). I hiked this in a clockwise directions starting on the Timberbrook Trail (yellow markers). After about 1 mile the trail ends at a junction with the Four Birds Trail (white markers). Turn...Read more -
New Fairfield, Connecticut
Hike Squantz Pond Trail
2.2 mi / 321 ft gainThe hike is rated as moderate and is accessible all year round. While it’s accessible during all seasons, the sights of the leaves changing colors in the autumn makes it an exceptionally beautiful time to do this hike. You’ll definitely want to snap some photos along the way of the foliage reflec...Read more -
Greentown, Pennsylvania
Camp at Rustic Bear Wallow Cabins
Rustic Bear Wallow Cabins are the ideal compromise between going camping and staying home. Enjoy an intimate connection with the natural landscape of Pennsylvania, including two lakes and the Pocono Plateau of Promised Land State Park. Explore the rich landscape, enjoy the water, and come home to...Read more -
Greentown, Pennsylvania
Conservation Island Nature Trail
1.08 mi / 36 ft gainConservation Island Nature Trail is a loop trail that is good for all skill levels located near Greentown, Pennsylvania.Read more