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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.

Catamount Summit via South Taconic Trail
Trail

Catamount Summit via South Taconic Trail

North Egremont, Massachusetts

3.2 mi1,145 ftgain
ModerateLoop
Cato's Ridge
Trail

Cato's Ridge

Plympton, Massachusetts

1.8 mi318 ftgain
EasyOut & Back
Cedar Gorge Loop
Trail

Cedar Gorge Loop

Medfield, Massachusetts

3.0 mi390 ftgain
ModerateLoop
Cedar Hill and Crane Swamp Loop
Trail

Cedar Hill and Crane Swamp Loop

Northborough, Massachusetts

2.5 mi377 ftgain
ModerateLoop
Cedar Hill, Wilson Swamp, Cheney Pond and East West Trail
Trail

Cedar Hill, Wilson Swamp, Cheney Pond and East West Trail

Medfield, Massachusetts

4.1 mi653 ftgain
ModerateLoop
Cedar Tree Neck Trail
Trail

Cedar Tree Neck Trail

West Tisbury, Massachusetts

1.4 mi203 ftgain
EasyLoop
Cedar Tree Neck White Trail
Trail

Cedar Tree Neck White Trail

West Tisbury, Massachusetts

2.0 mi289 ftgain
EasyOut & Back
Center Hill and Harlows Landing Loop
Trail

Center Hill and Harlows Landing Loop

Plymouth, Massachusetts

2.7 mi338 ftgain
ModerateLoop
Center Hill East Trail
Trail

Center Hill East Trail

Manomet, Massachusetts

0.3 mi56 ftgain
EasyOut & Back
Chapel Ledge
Trail

Chapel Ledge

Ashfield, Massachusetts

0.9 mi322 ftgain
EasyOut & Back
Chapman, Beaver Bend, and South Meadow Trail Loop
Trail

Chapman, Beaver Bend, and South Meadow Trail Loop

Princeton, Massachusetts

2.1 mi446 ftgain
ModerateLoop
Charge Pond Loop Trail
Trail

Charge Pond Loop Trail

East Wareham, Massachusetts

5.0 mi322 ftgain
ModerateLoop
Charles River Peninsula Loop
Trail

Charles River Peninsula Loop

Needham, Massachusetts

1.5 mi164 ftgain
EasyLoop
Charles River Reservation Full Bike Loop
Trail

Charles River Reservation Full Bike Loop

Cambridge, Massachusetts

27.7 mi1,499 ftgain
ModerateLoop
Charles River Reservation Loop
Trail

Charles River Reservation Loop

Medfield, Massachusetts

2.6 mi354 ftgain
EasyLoop
Charles River Short Bike Loop Trail
Trail

Charles River Short Bike Loop Trail

Cambridge, Massachusetts

3.9 mi486 ftgain
ModerateLoop
Charles River Southwest Corridor Trail
Trail

Charles River Southwest Corridor Trail

Allston, Massachusetts

3.5 mi328 ftgain
ModerateLoop
Charles River Walkway
Trail

Charles River Walkway

Watertown, Massachusetts

8.8 mi669 ftgain
EasyOut & Back
Charlie Wyman Trail
Trail

Charlie Wyman Trail

Attleboro, Massachusetts

0.8 mi157 ftgain
EasyLoop
Charlton Street School Trail
Trail

Charlton Street School Trail

Southbridge, Massachusetts

6.1 mi1,076 ftgain
ModerateLoop
Chase Woodlands and Peters Reservation Loop
Trail

Chase Woodlands and Peters Reservation Loop

Dover, Massachusetts

2.9 mi397 ftgain
ModerateLoop
Chasm Loop Trail and Purgatory Brook
Trail

Chasm Loop Trail and Purgatory Brook

Sutton, Massachusetts

1.4 mi217 ftgain
EasyOut & Back
Chauncy Lake Loop
Trail

Chauncy Lake Loop

Westborough, Massachusetts

2.5 mi262 ftgain
EasyLoop
Cheshire Cobbles via Appalachian Trail
Trail

Cheshire Cobbles via Appalachian Trail

Cheshire, Massachusetts

2.1 mi804 ftgain
ModerateOut & Back