Skip to main content

Hiking Trails in Massachusetts

Discover 1,218 routes with difficulty, elevation, and trail stats. Built for quickly narrowing down the right hike.

Breakneck Ledge Loop
Trail

Breakneck Ledge Loop

Milton, Massachusetts

4.6 mi787 ftgain
ModerateLoop
Breakneck Ledge, North and South Skyline Trail, Cotton Hollow Path, and Chestnut Run Path
Trail

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

Milton, Massachusetts

4.0 mi827 ftgain
ModerateLoop
Brewer Brook Dam Trail
Trail

Brewer Brook Dam Trail

Berlin, Massachusetts

1.3 mi226 ftgain
EasyLoop
Brewer Park Northern Loop
Trail

Brewer Park Northern Loop

Hingham, Massachusetts

1.3 mi223 ftgain
EasyLoop
Briar Swamp Loop via Luce Trail
Trail

Briar Swamp Loop via Luce Trail

Rockport, Massachusetts

2.1 mi164 ftgain
EasyLoop
Brickhouse Mountain Trail
Trail

Brickhouse Mountain Trail

Pittsfield, Massachusetts

4.0 mi495 ftgain
ModerateLoop
Brickyard Brook Conservation Area Loop
Trail

Brickyard Brook Conservation Area Loop

Easthampton, Massachusetts

0.6 mi69 ftgain
EasyLoop
Bridge Creek East Side Ramble Trail
Trail

Bridge Creek East Side Ramble Trail

West Barnstable, Massachusetts

1.5 mi115 ftgain
EasyOut & Back
Bridges, Rusty Car and Lakeside Loop
Trail

Bridges, Rusty Car and Lakeside Loop

Swansea, Massachusetts

2.3 mi430 ftgain
ModerateLoop
Brier Hill Loop
Trail

Brier Hill Loop

Ashfield, Massachusetts

3.4 mi814 ftgain
ModerateLoop
Brine's Pond Cove Meadow Trail
Trail

Brine's Pond Cove Meadow Trail

Edgartown, Massachusetts

2.7 mi213 ftgain
EasyLoop
Broad Meadow Brook Trail
Trail

Broad Meadow Brook Trail

Worcester, Massachusetts

2.8 mi456 ftgain
EasyLoop
Broadmoor Loop
Trail

Broadmoor Loop

Natick, Massachusetts

1.2 mi194 ftgain
EasyLoop
Broadmoor Wildlife Sanctuary Trails
Trail

Broadmoor Wildlife Sanctuary Trails

Natick, Massachusetts

3.2 mi433 ftgain
ModerateLoop
Brook Road and Hell's Highway Loop
Trail

Brook Road and Hell's Highway Loop

Westminster, Massachusetts

4.9 mi666 ftgain
ModerateLoop
Brookline Reservoir Park Trail
Trail

Brookline Reservoir Park Trail

Brookline, Massachusetts

1.0 mi62 ftgain
EasyLoop
Brookline Stairways and Paths
Trail

Brookline Stairways and Paths

Brookline, Massachusetts

3.0 mi387 ftgain
ModerateLoop
Bruce Freeman Rail Trail
Trail

Bruce Freeman Rail Trail

Westford, Massachusetts

2.3 mi292 ftgain
EasyPoint to Point
Buck Hill
Trail

Buck Hill

Milton, Massachusetts

2.9 mi719 ftgain
ModerateOut & Back
Buck Hill & Boyce Hills Loop
Trail

Buck Hill & Boyce Hills Loop

Milton, Massachusetts

2.6 mi476 ftgain
ModerateLoop
Buck Hill and Doe Hollow Path
Trail

Buck Hill and Doe Hollow Path

Quincy, Massachusetts

1.6 mi312 ftgain
EasyLoop
Buck Hill to Hawk Hill Loop
Trail

Buck Hill to Hawk Hill Loop

Milton, Massachusetts

3.3 mi659 ftgain
ModerateLoop
Buck Hill via Skyline Loop
Trail

Buck Hill via Skyline Loop

Milton, Massachusetts

2.6 mi640 ftgain
ModerateLoop
Bud Carter Loop
Trail

Bud Carter Loop

Yarmouth Port, Massachusetts

3.5 mi397 ftgain
ModerateLoop
Back to Massachusetts