The best hiking trails in Windham County

location_on Vermont · 10 Hiking Trails

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What to expect

Check out some of the best hiking, walking and backpacking routes in Windham County, Vermont. The Stratton Mountain and Stratton Pond Loop Trail is the most popular trail. The trails have 3077 user reviews with great photos and information. There are trails of various difficulty levels including medium and difficult. The trail with the highest elevation climb is the Stratton Mountain via Stratton Ridge Trail and the trail with the least amount of climbing is the Grout Pond Camp Trail. The longest trail is the Haystack Mountain and Mount Snow via Deerfield Ridge Trail at 19.0 km. For a shorter adventure you can try the Stratton Mountain via Stratton Ridge Trail at 2.2 km. Get off line access to Restaurant, Peak, Campsite, and Shelter locations and much more with a Hiiker subscription.

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