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 -
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 -
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 -
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 -
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 -
Spencer, Massachusetts
Midstate Trail: Browning Pond to Barre Falls
11.35 mi / 1001 ft gainMidstate Trail: Browning Pond to Barre Falls is a point-to-point trail that takes you by a lake located near Worcester, Massachusetts.Read more -
Rutland, Massachusetts
Midstate Trail: East Hill Road to Barre Falls
8.06 mi / 646 ft gainMidstate Trail: East Hill Road to Barre Falls is a point-to-point trail that takes you by a lake located near Rutland, Massachusetts.Read more -
Sheffield, Massachusetts
Appalachian Trail: Monterey to Sheffield
7.19 mi / 1365 ft gainAppalachian Trail: Monterey to Sheffield is a point-to-point trail where you may see beautiful wildflowers located near Sheffield, Massachusetts.Read more -
Lee, Massachusetts
Appalachian Trail: Pittsfield Road to Goose Pond
10 mi / 1581 ft gainAppalachian Trail: Pittsfield Road to Goose Pond is a point-to-point trail that takes you through a nice forest located near Lee, 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 -
North Adams, Massachusetts
Appalachian Trail: North Adams (Eph's Lookout) to Harmon Hill and Bennington
4.51 mi / 1427 ft gainAppalachian Trail: North Adams (Eph's Lookout) to Harmon Hill and Bennington is an out-and-back trail that takes you through a nice forest located near Williamstown, Massachusetts.Read more -
Lee, Massachusetts
Finerty Pond via Appalachian Trail
5.97 mi / 1253 ft gainFinerty Pond via Appalachian Trail is an out-and-back trail that takes you by a lake located near Lee, Massachusetts.Read more