The best hiking trails in Windham County

location_on Vermont · 10 Hiking Trails

View Trails on map

What to expect

Check out some of the best hiking, walking and backpacking routes in Windham County, Vermont. The Castle Brook Trail is the most popular trail. 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.

Guide to hiking in Vermont

Be prepared for hiking in Vermont with the HiiKER app

Most popular trails


More trails in Windham County

by difficulty