Hiking Trails in Massachusetts
Discover 1,218 routes with difficulty, elevation, and trail stats. Built for quickly narrowing down the right hike.
Trail
Cross Fells Trail and Half Mile Road
Medford, Massachusetts
1.3 mi180 ftgain
EasyLoop
Trail
Crow Hill Ledges
Westminster, Massachusetts
2.7 mi741 ftgain
ModerateLoop
Trail
Crow Hill Pond
Princeton, Massachusetts
2.2 mi449 ftgain
EasyLoop
Trail
Crow Hills Trail
Westminster, Massachusetts
1.7 mi636 ftgain
ModerateLoop
Trail
Crystal Springs and Whip Hill Road Loop
Stoneham, Massachusetts
1.8 mi289 ftgain
EasyLoop
Trail
Crystal Springs Path
Stoneham, Massachusetts
1.6 mi279 ftgain
EasyLoop
Trail
Cushing Park
Framingham, Massachusetts
1.4 mi102 ftgain
EasyLoop
Trail
D.A.R. State Forest
Williamsburg, Massachusetts
9.7 mi1,266 ftgain
DifficultLoop

Trail
D.W. Field Park
Avon, Massachusetts
4.0 mi581 ftgain
ModerateLoop
Trail
Dam, Coco, Chickadee, Lady Slipper, and Moore Loop
Framingham, Massachusetts
2.2 mi236 ftgain
ModerateLoop
Trail
Dam, Coco, Pinecone, Rocky Road, Deer Run, Juniper Trail, Moore
Framingham, Massachusetts
3.3 mi361 ftgain
ModerateLoop
Trail
Dana Commons
Petersham, Massachusetts
7.2 mi866 ftgain
DifficultOut & Back
Trail
Danforth Falls Loop Trail
Hudson, Massachusetts
1.2 mi233 ftgain
EasyLoop
Trail
Dartmoor Farm and Slocums River Reserve Loop
South Dartmouth, Massachusetts
3.8 mi686 ftgain
ModerateLoop
Trail
Davis Hill Field Trail and Laurel Hill Loop Trail
Paxton, Massachusetts
1.7 mi295 ftgain
EasyLoop
Trail
Deep Woods Trail East and West Loop
Lynn, Massachusetts
6.2 mi738 ftgain
ModerateLoop
Trail
Deer Hill Trail
Berkshire, Massachusetts
1.4 mi1,214 ftgain
DifficultOut & Back
Trail
Deer Island Trail
Boston, Massachusetts
2.7 mi243 ftgain
EasyLoop
Trail
Deer Jump Reservation Loop
Andover, Massachusetts
2.2 mi249 ftgain
ModerateLoop
Trail
Delano Memorial Forest Loop
Rochester, Massachusetts
1.1 mi223 ftgain
EasyLoop
Trail
Delany Pond
Stow, Massachusetts
3.0 mi413 ftgain
EasyLoop
Trail
Den Rock Park Trail
Lawrence, Massachusetts
1.6 mi253 ftgain
EasyLoop
Trail
Depot Road Trail
East Brookfield, Massachusetts
3.3 mi463 ftgain
ModerateOut & Back
Trail
Dighton Rock Nature Loop
Berkley, Massachusetts
1.8 mi279 ftgain
EasyLoop