Hiking Trails in Massachusetts
Discover 1,223 routes with difficulty, elevation, and trail stats. Built for quickly narrowing down the right hike.
Helen's Trail Loop
Lawrence, Massachusetts
3.5 km61 mgain
EasyOut & Back
Hell's Highway Loop
Sterling, Massachusetts
5.3 km178 mgain
ModerateLoop
Hellcat Interpretive Trails
Rowley, Massachusetts
2.1 km19 mgain
EasyLoop
Hemlock Gorge Trail
Needham Heights, Massachusetts
1.4 km43 mgain
EasyOut & Back
Hemlock Gorge Trail and Dean Pond Loop
Brimfield, Massachusetts
8.4 km313 mgain
EasyLoop
Henry Cowdrey Trail
Lunenburg, Massachusetts
2.7 km65 mgain
EasyLoop
Henry L. Shattuck Reservation
Medfield, Massachusetts
5.6 km176 mgain
EasyLoop
Herb Hadfield Red, Blue, Yellow, and Geen Loop
Westport, Massachusetts
3.2 km89 mgain
EasyLoop
Heritage Plantation, Sherri's Berries, Racoon Den, Coyote Den Loop
Sandwich, Massachusetts
5.0 km94 mgain
EasyLoop
Hermit Cave Loop
Erving, Massachusetts
6.4 km242 mgain
ModerateLoop
Heron Point Loop
Wareham, Massachusetts
2.3 km46 mgain
EasyLoop
Hickey and Squaw Loop
Stockbridge, Massachusetts
4.5 km301 mgain
ModerateLoop
Hickey, Squaw and Indian Loop
Great Barrington, Massachusetts
4.2 km221 mgain
EasyLoop
Hickory Hills Blue Trail Yellow Trail Loop
Lunenburg, Massachusetts
6.6 km142 mgain
EasyLoop
Higgins Pond Loop
Brewster, Massachusetts
3.5 km89 mgain
EasyLoop
High Ledges via Dutch and Mary Barnard to Waterthrush Loop
Shelburne Falls, Massachusetts
3.7 km149 mgain
ModerateLoop
High Ledges via Dutch and Mary Barnard to Wolves' Den to Waterthrush Loop
Shelburne Falls, Massachusetts
5.0 km233 mgain
ModerateLoop
High Rock via Megley and High Rock Trail Loop
Wrentham, Massachusetts
5.3 km159 mgain
EasyLoop
High Rock, Wolf Meadow and Tupelo Trail
Foxborough, Massachusetts
5.0 km172 mgain
EasyLoop
High Trail to Zack's Way Loop
Andover, Massachusetts
1.8 km32 mgain
EasyLoop
Hiller Bros Trail
Marion, Massachusetts
4.3 km113 mgain
EasyOut & Back
Hinckley Pond
Medfield, Massachusetts
8.4 km172 mgain
EasyOut & Back
Historical Society of Old Yarmouth - Nature Trail
Yarmouth Port, Massachusetts
1.9 km38 mgain
EasyOut & Back
Hockamock Swamp
Taunton, Massachusetts
2.7 km90 mgain
EasyLoop