Hiking Trails in Massachusetts

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

Crane Beach Loop

Crane Beach Loop

Ipswich, Massachusetts

4.8 km62 mgain
ModerateLoop
Crane Hill Loop

Crane Hill Loop

Wilbraham, Massachusetts

3.2 km138 mgain
ModerateLoop
Crane Pheasant Fields

Crane Pheasant Fields

East Falmouth, Massachusetts

5.5 km81 mgain
EasyLoop
Cross Fells Trail and Half Mile Road

Cross Fells Trail and Half Mile Road

Medford, Massachusetts

2.1 km55 mgain
EasyLoop
Crow Hill Ledges

Crow Hill Ledges

Westminster, Massachusetts

4.3 km226 mgain
ModerateLoop
Crow Hill Pond

Crow Hill Pond

Princeton, Massachusetts

3.5 km137 mgain
EasyLoop
Crow Hills Trail

Crow Hills Trail

Westminster, Massachusetts

2.7 km194 mgain
ModerateLoop
Crystal Springs and Whip Hill Road Loop

Crystal Springs and Whip Hill Road Loop

Stoneham, Massachusetts

2.9 km88 mgain
EasyLoop
Crystal Springs Path

Crystal Springs Path

Stoneham, Massachusetts

2.6 km85 mgain
EasyLoop
Cushing Park

Cushing Park

Framingham, Massachusetts

2.3 km31 mgain
EasyLoop
D.A.R. State Forest

D.A.R. State Forest

Williamsburg, Massachusetts

15.6 km386 mgain
ModerateLoop
D.W. Field Park

D.W. Field Park

Avon, Massachusetts

6.4 km177 mgain
EasyLoop
Dam, Coco, Chickadee, Lady Slipper, and Moore Loop

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

Framingham, Massachusetts

3.5 km72 mgain
ModerateLoop
Dam, Coco, Pinecone, Rocky Road, Deer Run, Juniper Trail, Moore

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

Framingham, Massachusetts

5.3 km110 mgain
EasyLoop
Dana Commons

Dana Commons

Petersham, Massachusetts

11.6 km264 mgain
EasyOut & Back
Danforth Falls Loop Trail

Danforth Falls Loop Trail

Hudson, Massachusetts

1.9 km71 mgain
EasyLoop
Dartmoor Farm and Slocums River Reserve Loop

Dartmoor Farm and Slocums River Reserve Loop

South Dartmouth, Massachusetts

6.1 km209 mgain
EasyLoop
Davis Hill Field Trail and Laurel Hill Loop Trail

Davis Hill Field Trail and Laurel Hill Loop Trail

Paxton, Massachusetts

2.7 km90 mgain
EasyLoop
Deep Woods Trail East and West Loop

Deep Woods Trail East and West Loop

Lynn, Massachusetts

10.0 km225 mgain
ModerateLoop
Deer Hill Trail

Deer Hill Trail

Berkshire, Massachusetts

2.3 km370 mgain
DifficultOut & Back
Deer Island Trail

Deer Island Trail

Boston, Massachusetts

4.3 km74 mgain
EasyLoop
Deer Jump Reservation Loop

Deer Jump Reservation Loop

Andover, Massachusetts

3.5 km76 mgain
ModerateLoop
Delano Memorial Forest Loop

Delano Memorial Forest Loop

Rochester, Massachusetts

1.8 km68 mgain
EasyLoop
Delany Pond

Delany Pond

Stow, Massachusetts

4.8 km126 mgain
EasyLoop