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The Long Trail Vermont

Challenge

The Long Trail Vermont

Vermont, United States

About This Challenge

The Long Trail in Vermont is America’s oldest long-distance hiking trail, stretching 272 miles from the Massachusetts border to Canada. Following the spine of the Green Mountains, it offers a challenging yet rewarding adventure through dense forests, rocky ridges, alpine summits, and peaceful valleys. Highlights include Mount Mansfield, Vermont’s highest peak, the rugged climb of Camel’s Hump, and the remote beauty of Jay Peak near the Canadian border. With shelters and campsites along the way, the Long Trail is perfect for thru-hikes, section hikes, and weekend backpacking trips. It’s a true bucket-list destination for serious hikers in New England.

Featured Checkpoints

Williamstown, MA to Bennington, VT

Williamstown, Massachusetts, United States

18 miles

Bennington to Manchester Center

Bennington, Vermont, United States

40 miles

Manchester Center to Wallingford

Manchester Center, Vermont, United States

33 miles

Wallingford to Killington

Wallingford, Vermont, United States

17 miles

Killington to Hancock

Killington, Vermont, United States

34 miles

Hancock to Appalachian Gap

Hancock, Vermont, United States

24 miles

Quick Facts

Checkpoints

10

Distance

272 miles

Avg Completion

20-30 days

Best Season

Anytime

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