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The Long Trail Vermont — stop photo 1
The Long Trail Vermont — stop photo 2
The Long Trail Vermont — stop photo 3
The Long Trail Vermont — stop photo 4

Challenge

The Long Trail Vermont

Vermont, United States

The Long Trail Vermont — stop photo 1
The Long Trail Vermont — stop photo 2
The Long Trail Vermont — stop photo 3
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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.

Quick facts

Checkpoints
10
Distance
272 miles
Avg Completion
20-30 days
Best Season
Anytime
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Rewyld app

by Rewyld

A mindful companion app for your hikes.

Rewyld guides a five-minute walking meditation as you hike, so you slow down and stay present, then it steps out of the way. Take it on any trail.

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Featured checkpoints

Williamstown, MA to Bennington, VT

Williamstown, MA to Bennington, VT

Williamstown, Massachusetts, United States

18 miles
Bennington to Manchester Center

Bennington to Manchester Center

Bennington, Vermont, United States

40 miles
Manchester Center to Wallingford

Manchester Center to Wallingford

Manchester Center, Vermont, United States

33 miles
Wallingford to Killington

Wallingford to Killington

Wallingford, Vermont, United States

17 miles
Killington to Hancock

Killington to Hancock

Killington, Vermont, United States

34 miles
Hancock to Appalachian Gap

Hancock to Appalachian Gap

Hancock, Vermont, United States

24 miles

The Long Trail Vermont: common questions

How long is The Long Trail Vermont?

The Long Trail Vermont covers 272 miles in total.

How long does The Long Trail Vermont take to complete?

Most people complete The Long Trail Vermont in about 20-30 days.

When is the best time to do The Long Trail Vermont?

The best season for The Long Trail Vermont is Anytime.

How many checkpoints does The Long Trail Vermont have?

The Long Trail Vermont has 10 checkpoints to log on the way to finishing it.