Hiking Trails in Massachusetts

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

Chasm Loop Trail and Purgatory Brook

Chasm Loop Trail and Purgatory Brook

Sutton, Massachusetts

2.3 km66 mgain
EasyOut & Back
Chauncy Lake Loop

Chauncy Lake Loop

Westborough, Massachusetts

4.0 km80 mgain
EasyLoop
Cheshire Cobbles via Appalachian Trail

Cheshire Cobbles via Appalachian Trail

Cheshire, Massachusetts

3.4 km245 mgain
ModerateOut & Back
Cheshire Harbor Trail to Mount Greylock

Cheshire Harbor Trail to Mount Greylock

Adams, Massachusetts

10.0 km599 mgain
ModerateOut & Back
Chesterfield Gorge Trail

Chesterfield Gorge Trail

West Chesterfield, Massachusetts

6.4 km197 mgain
EasyOut & Back
Chestnut Hill Reservoir Trail

Chestnut Hill Reservoir Trail

Chestnut Hill, Massachusetts

2.6 km73 mgain
EasyLoop
Chestnut Hill via Warner Trail

Chestnut Hill via Warner Trail

Sharon, Massachusetts

3.4 km82 mgain
EasyLoop
Chestnut Run Path Loop

Chestnut Run Path Loop

Milton, Massachusetts

5.0 km186 mgain
EasyLoop
Chestnut Run Path to Hancock Hill Summit

Chestnut Run Path to Hancock Hill Summit

Milton, Massachusetts

5.8 km203 mgain
ModerateOut & Back
Chestnut Trail to the Class of '98 Trail to the Appalachian Trail

Chestnut Trail to the Class of '98 Trail to the Appalachian Trail

Williamstown, Massachusetts

4.8 km398 mgain
DifficultOut & Back
Claire Birtz Wildlife Sanctuary

Claire Birtz Wildlife Sanctuary

Southbridge, Massachusetts

2.6 km120 mgain
ModerateLoop
Clam River Trail

Clam River Trail

Sandisfield, Massachusetts

5.8 km277 mgain
ModerateOut & Back
Clark's Cove Walk

Clark's Cove Walk

New Bedford, Massachusetts

2.9 km75 mgain
EasyOut & Back
Class of '33 Trail and down the old Williams College Ski Area

Class of '33 Trail and down the old Williams College Ski Area

Williamstown, Massachusetts

5.2 km491 mgain
DifficultLoop
Cleveland Pond Loop

Cleveland Pond Loop

Abington, Massachusetts

6.9 km176 mgain
EasyLoop
Cliff Pond Trail

Cliff Pond Trail

Brewster, Massachusetts

4.3 km145 mgain
EasyLoop
Clifford G. Grant Reservation Loop

Clifford G. Grant Reservation Loop

North Easton, Massachusetts

5.3 km111 mgain
EasyLoop
Clipper City Rail Trail

Clipper City Rail Trail

Newburyport, Massachusetts

3.5 km55 mgain
EasyOut & Back
Cochichewick Loop

Cochichewick Loop

North Andover, Massachusetts

8.7 km283 mgain
ModerateLoop
Coco, Pinecone, Rocky Road, Moore Loop

Coco, Pinecone, Rocky Road, Moore Loop

Framingham, Massachusetts

3.9 km80 mgain
EasyLoop
Codman South Loop

Codman South Loop

Waverley, Massachusetts

1.6 km25 mgain
EasyLoop
Coffee House Loop

Coffee House Loop

Douglas, Massachusetts

3.9 km93 mgain
EasyLoop
Colby Philips Trail via Hanover Greenway

Colby Philips Trail via Hanover Greenway

Hanover, Massachusetts

6.1 km185 mgain
EasyLoop
Cold Harbor Trail

Cold Harbor Trail

Northborough, Massachusetts

6.9 km129 mgain
EasyOut & Back