Hiking Trails in Massachusetts

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

Blueberry, Desert Trail, Cranberry Brook, Ocean By-Pass, Plymton Trail, Old Pine Loop

Blueberry, Desert Trail, Cranberry Brook, Ocean By-Pass, Plymton Trail, Old Pine Loop

Sudbury, Massachusetts

6.1 km102 mgain
EasyLoop
Bluebird Trail and Trail of the Ledges Loop

Bluebird Trail and Trail of the Ledges Loop

Lenox, Massachusetts

4.2 km279 mgain
EasyLoop
Bob McClung Trail

Bob McClung Trail

Amherst, Massachusetts

1.3 km25 mgain
EasyLoop
Bob's Way Loop

Bob's Way Loop

Monterey, Massachusetts

4.5 km192 mgain
EasyLoop
Bolton Lime Quarry and Kiln Loop

Bolton Lime Quarry and Kiln Loop

Bolton, Massachusetts

3.9 km110 mgain
EasyLoop
Boojum Rock and Hemlock Pool Loop

Boojum Rock and Hemlock Pool Loop

Medford, Massachusetts

4.7 km121 mgain
ModerateLoop
Borderland State Park Loop Trail

Borderland State Park Loop Trail

Easton, Massachusetts

13.7 km303 mgain
ModerateLoop
Boston City View Bike Route

Boston City View Bike Route

Boston, Massachusetts

16.1 km462 mgain
EasyLoop
Boston Harbor and Castle Island

Boston Harbor and Castle Island

Boston, Massachusetts

3.5 km60 mgain
EasyLoop
Boston with Kids

Boston with Kids

Boston, Massachusetts

2.7 km79 mgain
EasyPoint to Point
Boston's Emerald Necklace Trail

Boston's Emerald Necklace Trail

Boston, Massachusetts

52.3 km960 mgain
ModerateLoop
Boundary Loop Trail

Boundary Loop Trail

Pembroke, Massachusetts

2.6 km115 mgain
EasyLoop
Bournedale Hills Trail

Bournedale Hills Trail

Sagamore, Massachusetts

7.6 km145 mgain
ModerateOut & Back
Bowers Spring and Bare Hill Trail

Bowers Spring and Bare Hill Trail

Bolton, Massachusetts

5.2 km131 mgain
EasyLoop
Bowers Spring Trail

Bowers Spring Trail

Bolton, Massachusetts

1.3 km31 mgain
EasyLoop
Brackett Pond and Bear Pond Loop

Brackett Pond and Bear Pond Loop

Andover, Massachusetts

3.4 km80 mgain
EasyLoop
Brackett Pond Loop

Brackett Pond Loop

Andover, Massachusetts

1.8 km42 mgain
EasyLoop
Bradley Farm Interpretive Trail

Bradley Farm Interpretive Trail

Berkshire, Massachusetts

3.4 km145 mgain
EasyLoop
Braintree Town Forest Nature Trail

Braintree Town Forest Nature Trail

Braintree, Massachusetts

3.4 km62 mgain
EasyOut & Back
Bray Lake Loop Trail

Bray Lake Loop Trail

Holyoke, Massachusetts

3.1 km142 mgain
ModerateLoop
Breakheart Hill

Breakheart Hill

Saugus, Massachusetts

1.3 km71 mgain
EasyLoop
Breakheart Reservation Loop

Breakheart Reservation Loop

Saugus, Massachusetts

3.2 km82 mgain
ModerateLoop
Breakneck Brook Wildlife Management Area Loop

Breakneck Brook Wildlife Management Area Loop

Sturbridge, Massachusetts

7.1 km177 mgain
ModerateLoop
Breakneck Ledge and Chestnut Run Loop

Breakneck Ledge and Chestnut Run Loop

Milton, Massachusetts

4.3 km149 mgain
EasyLoop
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