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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.

Cross Fells Trail and Half Mile Road
Trail

Cross Fells Trail and Half Mile Road

Medford, Massachusetts

1.3 mi180 ftgain
EasyLoop
Crow Hill Ledges
Trail

Crow Hill Ledges

Westminster, Massachusetts

2.7 mi741 ftgain
ModerateLoop
Crow Hill Pond
Trail

Crow Hill Pond

Princeton, Massachusetts

2.2 mi449 ftgain
EasyLoop
Crow Hills Trail
Trail

Crow Hills Trail

Westminster, Massachusetts

1.7 mi636 ftgain
ModerateLoop
Crystal Springs and Whip Hill Road Loop
Trail

Crystal Springs and Whip Hill Road Loop

Stoneham, Massachusetts

1.8 mi289 ftgain
EasyLoop
Crystal Springs Path
Trail

Crystal Springs Path

Stoneham, Massachusetts

1.6 mi279 ftgain
EasyLoop
Cushing Park
Trail

Cushing Park

Framingham, Massachusetts

1.4 mi102 ftgain
EasyLoop
D.A.R. State Forest
Trail

D.A.R. State Forest

Williamsburg, Massachusetts

9.7 mi1,266 ftgain
DifficultLoop
D.W. Field Park
Trail

D.W. Field Park

Avon, Massachusetts

4.0 mi581 ftgain
ModerateLoop
Dam, Coco, Chickadee, Lady Slipper, and Moore Loop
Trail

Dam, Coco, Chickadee, Lady Slipper, and Moore Loop

Framingham, Massachusetts

2.2 mi236 ftgain
ModerateLoop
Dam, Coco, Pinecone, Rocky Road, Deer Run, Juniper Trail, Moore
Trail

Dam, Coco, Pinecone, Rocky Road, Deer Run, Juniper Trail, Moore

Framingham, Massachusetts

3.3 mi361 ftgain
ModerateLoop
Dana Commons
Trail

Dana Commons

Petersham, Massachusetts

7.2 mi866 ftgain
DifficultOut & Back
Danforth Falls Loop Trail
Trail

Danforth Falls Loop Trail

Hudson, Massachusetts

1.2 mi233 ftgain
EasyLoop
Dartmoor Farm and Slocums River Reserve Loop
Trail

Dartmoor Farm and Slocums River Reserve Loop

South Dartmouth, Massachusetts

3.8 mi686 ftgain
ModerateLoop
Davis Hill Field Trail and Laurel Hill Loop Trail
Trail

Davis Hill Field Trail and Laurel Hill Loop Trail

Paxton, Massachusetts

1.7 mi295 ftgain
EasyLoop
Deep Woods Trail East and West Loop
Trail

Deep Woods Trail East and West Loop

Lynn, Massachusetts

6.2 mi738 ftgain
ModerateLoop
Deer Hill Trail
Trail

Deer Hill Trail

Berkshire, Massachusetts

1.4 mi1,214 ftgain
DifficultOut & Back
Deer Island Trail
Trail

Deer Island Trail

Boston, Massachusetts

2.7 mi243 ftgain
EasyLoop
Deer Jump Reservation Loop
Trail

Deer Jump Reservation Loop

Andover, Massachusetts

2.2 mi249 ftgain
ModerateLoop
Delano Memorial Forest Loop
Trail

Delano Memorial Forest Loop

Rochester, Massachusetts

1.1 mi223 ftgain
EasyLoop
Delany Pond
Trail

Delany Pond

Stow, Massachusetts

3.0 mi413 ftgain
EasyLoop
Den Rock Park Trail
Trail

Den Rock Park Trail

Lawrence, Massachusetts

1.6 mi253 ftgain
EasyLoop
Depot Road Trail
Trail

Depot Road Trail

East Brookfield, Massachusetts

3.3 mi463 ftgain
ModerateOut & Back
Dighton Rock Nature Loop
Trail

Dighton Rock Nature Loop

Berkley, Massachusetts

1.8 mi279 ftgain
EasyLoop