Hiking Trails in Massachusetts
Discover 1,218 routes with difficulty, elevation, and trail stats. Built for quickly narrowing down the right hike.
Trail
Mount Greylock via Appalachian Trail
North Adams, Massachusetts
11.5 mi3,914 ftgain
ExpertOut & Back
Trail
Mount Holyoke Summit
Hadley, Massachusetts
1.9 mi715 ftgain
ModerateOut & Back
Trail
Mount Holyoke Trail
Hadley, Massachusetts
1.9 mi515 ftgain
ModerateLoop
Trail
Mount Hunger Loop Trail
Monterey, Massachusetts
1.9 mi436 ftgain
EasyLoop
Trail
Mount Laurel, Moose Run, Hootenanny
Williamsburg, Massachusetts
10.2 mi1,257 ftgain
DifficultLoop
Trail
Mount Marcy Trail
Wilbraham, Massachusetts
1.5 mi417 ftgain
EasyLoop
Trail
Mount Misery Loop
Lincoln, Massachusetts
1.6 mi240 ftgain
EasyLoop
Trail
Mount Misery via Heywood's Meadow Road
Lincoln, Massachusetts
4.3 mi696 ftgain
ModerateOut & Back
Trail
Mount Norwottuck
Amherst, Massachusetts
3.4 mi876 ftgain
ModerateLoop
Trail
Mount Pisgah Park Loop
Berlin, Massachusetts
6.2 mi1,230 ftgain
ModerateLoop
Trail
Mount Toby Trail
Sunderland, Massachusetts
4.3 mi1,053 ftgain
ModerateLoop
Trail
Mount Toby via Robert Frost Trail
Sunderland, Massachusetts
3.2 mi1,024 ftgain
ModerateOut & Back
Trail
Mount Toby via Sugar Farms to Summit to Tower Loop
Sunderland, Massachusetts
5.9 mi1,365 ftgain
DifficultLoop
Trail
Mount Tom
Holyoke, Massachusetts
1.2 mi607 ftgain
ModerateOut & Back
Trail
Mount Tom Traverse via Metacomet-Monadnock Trail
Holyoke, Massachusetts
5.3 mi2,037 ftgain
DifficultOut & Back
Trail
Mount Tom via Metacomet-Monadnock Trail (Short Option)
Holyoke, Massachusetts
2.2 mi781 ftgain
ModerateOut & Back
Trail
Mount Tom via Quarry Trail
Holyoke, Massachusetts
3.9 mi1,545 ftgain
DifficultOut & Back
Trail
Mount Ward Trail
Marlborough, Massachusetts
1.2 mi246 ftgain
EasyLoop
Trail
Mount Ward Trail to Summit
Marlborough, Massachusetts
2.1 mi338 ftgain
EasyLoop
Trail
Mount Watatic
Ashburnham, Massachusetts
2.2 mi653 ftgain
ModerateOut & Back
Trail
Mount Watatic and Nutting Hill via Wapack Trail
Ashburnham, Massachusetts
2.8 mi745 ftgain
ModerateLoop
Trail
Mount Williams Trail
North Adams, Massachusetts
5.4 mi2,356 ftgain
DifficultOut & Back
Trail
Mountain Goat Loop
Amherst, Massachusetts
2.5 mi449 ftgain
ModerateLoop
Trail
Mountain House Trail to Jack Frost Trail
Princeton, Massachusetts
2.1 mi807 ftgain
ModerateLoop