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

  • 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...
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  • Hubbardston, Massachusetts

    Midstate Trail Northbound- Barr Falls to Wachusett Meadows

    10.9 mi / 968 ft gain
    Midstate Trail Northbound- Barr Falls to Wachusett Meadows is a point-to-point trail that takes you by a river located near Barre, Massachusetts.
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  • Mount Washington, Massachusetts

    Mount Fissell Trail to Alander Mountain Trail

    8.02 mi / 1509 ft gain
    Mount Fissell Trail to Alander Mountain Trail is a point-to-point trail where you may see beautiful wildflowers located near South Egremont, Massachusetts.
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  • Egremont, Massachusetts

    Appalachian Trail from Jug End to Bear Mountain

    10.81 mi / 3074 ft gain
    Appalachian Trail from Jug End to Bear Mountain is a point-to-point trail that takes you by a lake located near Great Barrington, Massachusetts.
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  • Washington, Massachusetts

    Appalachian Trail: Washington to Dalton

    17.51 mi / 2592 ft gain
    Appalachian Trail: Washington to Dalton is an out-and-back trail that takes you through a nice forest located near Hinsdale, Massachusetts.
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  • North Adams, Massachusetts

    Bellows Pipe Trail to Ragged Mountain

    4.52 mi / 942 ft gain
    Bellows Pipe Trail to Ragged Mountain is an out-and-back trail that takes you by a river located near North Adams, Massachusetts.
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  • Lee, Massachusetts

    Finerty Pond via Appalachian Trail

    5.97 mi / 1253 ft gain
    Finerty Pond via Appalachian Trail is an out-and-back trail that takes you by a lake located near Lee, Massachusetts.
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  • Great Barrington, Massachusetts

    Turkey and Airplane Trail

    3.22 mi / 302 ft gain
    Turkey and Airplane Trail is an out-and-back trail where you may see beautiful wildflowers located near Great Barrington, Massachusetts.
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  • Carver, Massachusetts

    Plymouth Wishbone Walking Trail

    14.06 mi / 922 ft gain
    Plymouth Wishbone Walking Trail is a point-to-point trail that takes you by a lake located near Plymouth, Massachusetts.
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  • Hadley, Massachusetts

    Metacomet-Monadnock Trail White Segment

    12.57 mi / 2657 ft gain
    Metacomet-Monadnock Trail White Segment is a point-to-point trail where you may see beautiful wildflowers located near Hadley, Massachusetts.
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  • Rutland, Massachusetts

    Midstate Trail: East Hill Road to Barre Falls

    8.06 mi / 646 ft gain
    Midstate Trail: East Hill Road to Barre Falls is a point-to-point trail that takes you by a lake located near Rutland, Massachusetts.
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  • Taunton, Massachusetts

    Massasoit Trails

    7.99 mi / 669 ft gain
    Massasoit Trails is a loop trail that takes you by the lake located near Middleborough, Massachusetts.
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  • Douglas, Massachusetts

    NS Trail Wallum Lake to Richardson Trail

    9.62 mi / 787 ft gain
    NS Trail Wallum Lake to Richardson Trail is a point-to-point trail that takes you by a lake located near Douglas, Massachusetts.
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  • Ashburnham, Massachusetts

    Wapack Trail

    20.95 mi / 3799 ft gain
    Wapack Trail is a point-to-point trail where you may see beautiful wildflowers located near New Ipswich, New Hampshire.
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  • Spencer, Massachusetts

    Midstate Trail: Browning Pond to Barre Falls

    11.35 mi / 1001 ft gain
    Midstate Trail: Browning Pond to Barre Falls is a point-to-point trail that takes you by a lake located near Worcester, Massachusetts.
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  • Westminster, Massachusetts

    Midstate Trail: Whitmanville to Winnekeag Lake

    7.53 mi / 1010 ft gain
    Midstate Trail: Whitmanville to Winnekeag Lake is a point-to-point trail where you may see beautiful wildflowers located near Westminster, Massachusetts.
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