Hiking Trails in Massachusetts
Discover 1,218 routes with difficulty, elevation, and trail stats. Built for quickly narrowing down the right hike.
Trail
Seekonk Sanctuary via Seekonk Meadows
Seekonk, Massachusetts
2.5 mi512 ftgain
ModerateLoop
Trail
Shady Hill Trail
Billerica, Massachusetts
2.1 mi138 ftgain
EasyOut & Back
Trail
Sharpners Pond
North Andover, Massachusetts
0.8 mi46 ftgain
EasyLoop
Trail
Shattuck Snowshoe Loop
Medfield, Massachusetts
2.5 mi476 ftgain
ModerateLoop
Trail
Shawsheen River and Vale Reservation Loop
Andover, Massachusetts
2.0 mi148 ftgain
EasyLoop
Trail
Shelburne Fire Tower
Shelburne Falls, Massachusetts
3.3 mi1,247 ftgain
ModerateOut & Back
Trail
Sherborn Red Trail
Sherborn, Massachusetts
4.1 mi541 ftgain
ModerateLoop
Trail
Shining Sea Bikeway
North Falmouth, Massachusetts
10.6 mi505 ftgain
EasyPoint to Point
Trail
Short Loop and Mushroom Trail
Jefferson, Massachusetts
1.1 mi305 ftgain
EasyLoop
Trail
Signal Hill Loop
Canton, Massachusetts
0.8 mi102 ftgain
EasyLoop
Trail
Silas Road Trail
Brewster, Massachusetts
4.1 mi404 ftgain
ModerateLoop
Trail
Silver Spring Trail
Paxton, Massachusetts
1.2 mi269 ftgain
EasyOut & Back
Trail
Simon Willard Woods to Egg Rock Loop
Concord, Massachusetts
2.0 mi223 ftgain
EasyLoop
Trail
Skug River
Andover, Massachusetts
1.6 mi151 ftgain
ModerateLoop
Trail
Skyline and Pipe Loop
Quincy, Massachusetts
1.8 mi328 ftgain
EasyLoop
Trail
Skyline Loop
Milton, Massachusetts
10.3 mi2,444 ftgain
DifficultLoop
Trail
Skyline Loop Trail to Hawk's Hill
Quincy, Massachusetts
3.6 mi823 ftgain
ModerateLoop
Trail
Skyline to Sawcut Notch to The Crags Loop
Quincy, Massachusetts
3.5 mi515 ftgain
ModerateLoop
Trail
Skyline Trail Loop
Medford, Massachusetts
1.9 mi466 ftgain
ModerateLoop
Trail
Skyline Trail to Buck Hill
Quincy, Massachusetts
1.3 mi335 ftgain
EasyLoop
Trail
Skyline Trail to Elliot Tower and Accord Path
Canton, Massachusetts
2.1 mi548 ftgain
ModerateLoop
Trail
Skyline Trail, Great Cedar Swamp, and Hawk Hill
Milton, Massachusetts
5.0 mi1,119 ftgain
ModerateLoop
Trail
Skyline Trail, Headquarters Path, and Sawcut Notch Path
Quincy, Massachusetts
7.4 mi1,329 ftgain
DifficultLoop
Trail
Skyline, Sawcut Notch, Indian Camp, and Pipe Loop
Quincy, Massachusetts
3.7 mi453 ftgain
ModerateLoop