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Hiking Trails in Massachusetts

Discover 1,218 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
Trail

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

Sudbury, Massachusetts

3.8 mi335 ftgain
ModerateLoop
Bluebird Trail and Trail of the Ledges Loop
Trail

Bluebird Trail and Trail of the Ledges Loop

Lenox, Massachusetts

2.6 mi915 ftgain
ModerateLoop
Bob McClung Trail
Trail

Bob McClung Trail

Amherst, Massachusetts

0.8 mi82 ftgain
EasyLoop
Bob's Way Loop
Trail

Bob's Way Loop

Monterey, Massachusetts

2.8 mi630 ftgain
ModerateLoop
Bolton Lime Quarry and Kiln Loop
Trail

Bolton Lime Quarry and Kiln Loop

Bolton, Massachusetts

2.4 mi361 ftgain
EasyLoop
Boojum Rock and Hemlock Pool Loop
Trail

Boojum Rock and Hemlock Pool Loop

Medford, Massachusetts

2.9 mi397 ftgain
ModerateLoop
Borderland State Park Loop Trail
Trail

Borderland State Park Loop Trail

Easton, Massachusetts

8.5 mi994 ftgain
DifficultLoop
Boston City View Bike Route
Trail

Boston City View Bike Route

Boston, Massachusetts

10.0 mi1,516 ftgain
DifficultLoop
Boston Harbor and Castle Island
Trail

Boston Harbor and Castle Island

Boston, Massachusetts

2.2 mi197 ftgain
EasyLoop
Boston with Kids
Trail

Boston with Kids

Boston, Massachusetts

1.7 mi259 ftgain
EasyPoint to Point
Boston's Emerald Necklace Trail
Trail

Boston's Emerald Necklace Trail

Boston, Massachusetts

32.5 mi3,150 ftgain
ExpertLoop
Boundary Loop Trail
Trail

Boundary Loop Trail

Pembroke, Massachusetts

1.6 mi377 ftgain
EasyLoop
Bournedale Hills Trail
Trail

Bournedale Hills Trail

Sagamore, Massachusetts

4.7 mi476 ftgain
ModerateOut & Back
Bowers Spring and Bare Hill Trail
Trail

Bowers Spring and Bare Hill Trail

Bolton, Massachusetts

3.2 mi430 ftgain
ModerateLoop
Bowers Spring Trail
Trail

Bowers Spring Trail

Bolton, Massachusetts

0.8 mi102 ftgain
EasyLoop
Brackett Pond and Bear Pond Loop
Trail

Brackett Pond and Bear Pond Loop

Andover, Massachusetts

2.1 mi262 ftgain
EasyLoop
Brackett Pond Loop
Trail

Brackett Pond Loop

Andover, Massachusetts

1.1 mi138 ftgain
EasyLoop
Bradley Farm Interpretive Trail
Trail

Bradley Farm Interpretive Trail

Berkshire, Massachusetts

2.1 mi476 ftgain
EasyLoop
Braintree Town Forest Nature Trail
Trail

Braintree Town Forest Nature Trail

Braintree, Massachusetts

2.1 mi203 ftgain
EasyOut & Back
Bray Lake Loop Trail
Trail

Bray Lake Loop Trail

Holyoke, Massachusetts

1.9 mi466 ftgain
ModerateLoop
Breakheart Hill
Trail

Breakheart Hill

Saugus, Massachusetts

0.8 mi233 ftgain
EasyLoop
Breakheart Reservation Loop
Trail

Breakheart Reservation Loop

Saugus, Massachusetts

2.0 mi269 ftgain
ModerateLoop
Breakneck Brook Wildlife Management Area Loop
Trail

Breakneck Brook Wildlife Management Area Loop

Sturbridge, Massachusetts

4.4 mi581 ftgain
ModerateLoop
Breakneck Ledge and Chestnut Run Loop
Trail

Breakneck Ledge and Chestnut Run Loop

Milton, Massachusetts

2.7 mi489 ftgain
EasyLoop