Popular Trails
Metacomet-monadnock Trail Thumb Nail Photo

Metacomet-monadnock Trail

122 mi · 26300 ft
Robert Frost Trail Thumb Nail Photo

Robert Frost Trail

38 mi · 7467 ft
Appalachian Trail - Massachusetts Thumb Nail Photo

Appalachian Trail - Massachusetts

87 mi · 20602 ft
Vermont Long Trail Thumb Nail Photo

Vermont Long Trail

249 mi · 76041 ft
Metacomet Trail Thumb Nail Photo

Metacomet Trail

59 mi · 9698 ft
Massachusetts Static Map

Best trails in Massachusetts

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What to expect

Massachusetts has 10 trails including medium, difficult, and easy trails. The trail with the highest elevation climb is the Vermont Long Trail and the one with the least climb is the Freedom Trail. The longest trail is Vermont Long Trail at 400 km. To complete this hike you should budget at least 27 days. For a shorter adventure, you can try the Freedom Trail a t 4.89 km. This could be done in as little as 1 days. Trails with the best offering of hostels include Bay Circuit Trail, Vermont Long Trail, Appalachian Trail - Massachusetts, Robert Frost Trail, and Freedom Trail.

Metacomet-monadnock Trail Thumb Nail Photo

Most popular trail

Metacomet-monadnock Trail

122 mi · 26300 ft
Vermont Long Trail Thumb Nail Photo

Longest trail

Vermont Long Trail

249 mi · 76041 ft
Vermont Long Trail Thumb Nail Photo

Highest Elevation

Vermont Long Trail

249 mi · 76041 ft

Popular Trails in Massachusetts

Short trails in Massachusetts

Longest trails in Massachusetts

Most difficult in Massachusetts