Popular Trails
Metacomet-monadnock Trail Thumb Nail Photo

Metacomet-monadnock Trail

196.3 km · 5342 m
Appalachian Trail - Massachusetts Thumb Nail Photo

Appalachian Trail - Massachusetts

139.8 km · 4320 m
Robert Frost Trail Thumb Nail Photo

Robert Frost Trail

61.7 km · 1638 m
Freedom Trail Thumb Nail Photo

Freedom Trail

4.9 km · 41 m
Vermont Long Trail Thumb Nail Photo

Vermont Long Trail

400.0 km · 15090 m
Massachusetts Static Map

Best trails in Massachusetts

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What to expect

Massachusetts has 10 trails including medium, easy, and difficult trails. The trail with the highest elevation climb is the Freedom Trail and the one with the least climb is the Vermont Long 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, Tully Trail, Southern England Trunkline Trail, Cape Cod Rail Trail, and Metacomet Trail.

Metacomet-monadnock Trail Thumb Nail Photo

Most popular trail

Metacomet-monadnock Trail

196.3 km · 5342 m
Vermont Long Trail Thumb Nail Photo

Longest trail

Vermont Long Trail

400.0 km · 15090 m
Vermont Long Trail Thumb Nail Photo

Highest Elevation

Vermont Long Trail

400.0 km · 15090 m

Popular Trails in Massachusetts

Short trails in Massachusetts

Longest trails in Massachusetts