The Best Backpacking in Massachusetts
Looking for the best backpacking in Massachusetts? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Massachusetts. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top backpacking spots in and near Massachusetts
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Great Barrington, Massachusetts
Camp at Beartown State Forest
On a spontaneous adventure, we were lucky to have ended up car camping at the beautiful Beartown State Forest. From the main entrance of the state forest, the campsite is only a few minutes drive to the right of the road. The campsite is popular, but only limited to 12 sites, so during the summer...Read more -
North Adams, Massachusetts
Mount Prospect, Mount Williams, and Mount Greylock Loop via Appalachian Trail
13.37 mi / 4652 ft gainMount Prospect, Mount Williams, and Mount Greylock Loop via Appalachian Trail is a loop trail where you may see beautiful wildflowers located near North Adams, Massachusetts.Read more -
Ashburnham, Massachusetts
Wapack Trail: Mount Watatic to Barrett Mountain
17.49 mi / 2838 ft gainWapack Trail: Mount Watatic to Barrett Mountain is an out-and-back trail that takes you through a nice forest located near Ashburnham, Massachusetts.Read more -
Great Barrington, Massachusetts
Turkey and Airplane Trail
3.22 mi / 302 ft gainTurkey and Airplane Trail is an out-and-back trail where you may see beautiful wildflowers located near Great Barrington, Massachusetts.Read more -
Taunton, Massachusetts
Massasoit Trails
7.99 mi / 669 ft gainMassasoit Trails is a loop trail that takes you by the lake located near Middleborough, Massachusetts.Read more -
Carver, Massachusetts
Plymouth Wishbone Walking Trail
14.06 mi / 922 ft gainPlymouth Wishbone Walking Trail is a point-to-point trail that takes you by a lake located near Plymouth, Massachusetts.Read more -
Cheshire, Massachusetts
The Cobbles via Appalachian Trail
1.64 mi / 738 ft gainThe Cobbles via Appalachian Trail is an out-and-back trail that takes you past scenic surroundings located near Cheshire, Massachusetts.Read more -
Egremont, Massachusetts
Appalachian Trail from Jug End to Bear Mountain
10.81 mi / 3074 ft gainAppalachian Trail from Jug End to Bear Mountain is a point-to-point trail that takes you by a lake located near Great Barrington, Massachusetts.Read more -
Mount Washington, Massachusetts
Alander Mountain and Brace Mountain Loop
11.07 mi / 1667 ft gainAlander Mountain and Brace Mountain Loop is a loop trail where you may see beautiful wildflowers located near Sheffield, Massachusetts.Read more -
Ashburnham, Massachusetts
Wapack Trail
20.95 mi / 3799 ft gainWapack Trail is a point-to-point trail where you may see beautiful wildflowers located near New Ipswich, New Hampshire.Read more -
Douglas, Massachusetts
Ridge-Wallis-Mid State Trail
12.55 mi / 1007 ft gainRidge-Wallis-Mid State Trail is an out-and-back trail that takes you by a lake located near Douglas, Massachusetts.Read more -
Ashburnham, Massachusetts
Midstate Trail: Blackburn Village to Nutting Hill
13.97 mi / 2195 ft gainMidstate Trail: Blackburn Village to Nutting Hill is an out-and-back trail that takes you by a lake located near Ashburnham, Massachusetts.Read more -
Washington, Massachusetts
Appalachian Trail: Washington to Dalton
17.51 mi / 2592 ft gainAppalachian Trail: Washington to Dalton is an out-and-back trail that takes you through a nice forest located near Hinsdale, Massachusetts.Read more -
Great Barrington, Massachusetts
East Mountain via Appalachian Trail
9.25 mi / 1857 ft gainEast Mountain via Appalachian Trail is an out-and-back trail where you may see beautiful wildflowers located near Great Barrington, Massachusetts.Read more -
Great Barrington, Massachusetts
Mt. Wilcox and Beartown Mountain Trail Loop
9.29 mi / 981 ft gainMt. Wilcox and Beartown Mountain Trail Loop is a loop trail that takes you by the lake located near Great Barrington, Massachusetts.Read more -
New Ashford, Massachusetts
Saddle Ball Mountain via Appalachian Trail
7.66 mi / 1604 ft gainSaddle Ball Mountain via Appalachian Trail is a loop trail where you may see beautiful wildflowers located near Cheshire, Massachusetts.Read more