Hiking Trails in Massachusetts
Discover 1,642 routes with difficulty, elevation, and trail stats. Built for quickly narrowing down the right hike.
Helen Volkmann Trail
Boxborough, Massachusetts
1.1 mi95 ftgain
TrailEasyOut & Back
Helen's Trail Loop
Lawrence, Massachusetts
2.2 mi200 ftgain
TrailEasyOut & Back
Hell's Highway Loop
Sterling, Massachusetts
3.3 mi584 ftgain
TrailModerateLoop
Hellcat Interpretive Trails
Rowley, Massachusetts
1.3 mi62 ftgain
TrailEasyLoop
Hemlock Gorge Trail
Needham Heights, Massachusetts
0.9 mi141 ftgain
TrailEasyOut & Back
Hemlock Gorge Trail and Dean Pond Loop
Brimfield, Massachusetts
5.2 mi1,027 ftgain
TrailModerateLoop
Henhawk Trail
Conway, Massachusetts
4.4 mi725 ftgain
TrailModerateOut & Back
Henry Cowdrey Trail
Lunenburg, Massachusetts
1.7 mi213 ftgain
TrailEasyLoop
Henry L. Shattuck Reservation
Medfield, Massachusetts
3.5 mi577 ftgain
TrailModerateLoop
Henry's Hill via Bay Circuit Trail
Framingham, Massachusetts
2.7 mi512 ftgain
TrailModerateLoop
Herb Hadfield Red, Blue, Yellow, and Geen Loop
Westport, Massachusetts
2.0 mi292 ftgain
TrailEasyLoop
Heritage Plantation, Sherri's Berries, Racoon Den, Coyote Den Loop
Sandwich, Massachusetts
3.1 mi308 ftgain
TrailModerateLoop
Hermit Cave Loop
Erving, Massachusetts
4.0 mi794 ftgain
TrailModerateLoop
Heron Point Loop
Wareham, Massachusetts
1.4 mi151 ftgain
TrailEasyLoop
Hickey and Squaw Loop
Stockbridge, Massachusetts
2.8 mi988 ftgain
TrailModerateLoop
Hickey, Squaw and Indian Loop
Great Barrington, Massachusetts
2.6 mi725 ftgain
TrailModerateLoop
Hickory Hills Blue Trail Yellow Trail Loop
Lunenburg, Massachusetts
4.1 mi466 ftgain
TrailModerateLoop
Higgins Pond and Anglers Cartway Loop
Brewster, Massachusetts
2.5 mi322 ftgain
TrailEasyLoop
Higgins Pond Loop
Brewster, Massachusetts
2.2 mi292 ftgain
TrailEasyLoop
High Ledges Outer Loop and Shelburne Fire Tower
Shelburne Falls, Massachusetts
4.9 mi1,066 ftgain
TrailModerateLoop
High Ledges via Dutch and Mary Barnard to Waterthrush Loop
Shelburne Falls, Massachusetts
2.3 mi489 ftgain
TrailModerateLoop
High Ledges via Dutch and Mary Barnard to Wolves' Den to Waterthrush Loop
Shelburne Falls, Massachusetts
3.1 mi764 ftgain
TrailModerateLoop
High Rock via Megley and High Rock Trail Loop
Wrentham, Massachusetts
3.3 mi522 ftgain
TrailModerateLoop
High Rock, Wolf Meadow and Tupelo Trail
Foxborough, Massachusetts
3.1 mi564 ftgain
TrailModerateLoop