Hiking Trails in Massachusetts

Discover 1,223 routes with difficulty, elevation, and trail stats. Built for quickly narrowing down the right hike.

Breakneck Ledge Loop

Breakneck Ledge Loop

Milton, Massachusetts

7.4 km240 mgain
EasyLoop
Breakneck Ledge, North and South Skyline Trail, Cotton Hollow Path, and Chestnut Run Path

Breakneck Ledge, North and South Skyline Trail, Cotton Hollow Path, and Chestnut Run Path

Milton, Massachusetts

6.4 km252 mgain
ModerateLoop
Brewer Brook Dam Trail

Brewer Brook Dam Trail

Berlin, Massachusetts

2.1 km69 mgain
EasyLoop
Brewer Park Northern Loop

Brewer Park Northern Loop

Hingham, Massachusetts

2.1 km68 mgain
EasyLoop
Briar Swamp Loop via Luce Trail

Briar Swamp Loop via Luce Trail

Rockport, Massachusetts

3.4 km50 mgain
EasyLoop
Brickhouse Mountain Trail

Brickhouse Mountain Trail

Pittsfield, Massachusetts

6.4 km151 mgain
EasyLoop
Brickyard Brook Conservation Area Loop

Brickyard Brook Conservation Area Loop

Easthampton, Massachusetts

1.0 km21 mgain
EasyLoop
Bridge Creek East Side Ramble Trail

Bridge Creek East Side Ramble Trail

West Barnstable, Massachusetts

2.4 km35 mgain
EasyOut & Back
Bridges, Rusty Car and Lakeside Loop

Bridges, Rusty Car and Lakeside Loop

Swansea, Massachusetts

3.7 km131 mgain
ModerateLoop
Brier Hill Loop

Brier Hill Loop

Ashfield, Massachusetts

5.5 km248 mgain
ModerateLoop
Brine's Pond Cove Meadow Trail

Brine's Pond Cove Meadow Trail

Edgartown, Massachusetts

4.3 km65 mgain
EasyLoop
Broad Brook Meadows [PRIVATE PROPERTY]

Broad Brook Meadows [PRIVATE PROPERTY]

Easthampton, Massachusetts

1.6 km41 mgain
EasyLoop
Broad Meadow Brook Trail

Broad Meadow Brook Trail

Worcester, Massachusetts

4.5 km139 mgain
EasyLoop
Broadmoor Loop

Broadmoor Loop

Natick, Massachusetts

1.9 km59 mgain
EasyLoop
Broadmoor Wildlife Sanctuary Trails

Broadmoor Wildlife Sanctuary Trails

Natick, Massachusetts

5.2 km132 mgain
EasyLoop
Brook Road and Hell's Highway Loop

Brook Road and Hell's Highway Loop

Westminster, Massachusetts

7.9 km203 mgain
ModerateLoop
Brookline Reservoir

Brookline Reservoir

Brookline, Massachusetts

1.4 km18 mgain
EasyLoop
Brookline Reservoir Park Trail

Brookline Reservoir Park Trail

Brookline, Massachusetts

1.6 km19 mgain
EasyLoop
Brookline Stairways and Paths

Brookline Stairways and Paths

Brookline, Massachusetts

4.8 km118 mgain
ModerateLoop
Bruce Clements Trail to Chestnut Hill [PRIVATE PROPERTY]

Bruce Clements Trail to Chestnut Hill [PRIVATE PROPERTY]

Groton, Massachusetts

3.2 km98 mgain
EasyLoop
Bruce Freeman Rail Trail

Bruce Freeman Rail Trail

Westford, Massachusetts

3.7 km89 mgain
EasyPoint to Point
Buck Hill

Buck Hill

Milton, Massachusetts

4.7 km219 mgain
ModerateOut & Back
Buck Hill & Boyce Hills Loop

Buck Hill & Boyce Hills Loop

Milton, Massachusetts

4.2 km145 mgain
ModerateLoop
Buck Hill and Doe Hollow Path

Buck Hill and Doe Hollow Path

Quincy, Massachusetts

2.6 km95 mgain
EasyLoop
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