Hiking Trails in Massachusetts
Discover 1,218 routes with difficulty, elevation, and trail stats. Built for quickly narrowing down the right hike.
Trail
Holliston Town Forest Loop
Holliston, Massachusetts
3.1 mi397 ftgain
ModerateLoop
Trail
Hollow Field Trail
Richmond, Massachusetts
2.0 mi472 ftgain
EasyOut & Back
Trail
Holt Pond
Medfield, Massachusetts
0.4 mi46 ftgain
EasyLoop
Trail
Holy Mount via Shaker Trail
Pittsfield, Massachusetts
6.7 mi1,430 ftgain
ModerateOut & Back
Trail
Hoosac Range Trail to Spruce Hill
North Adams, Massachusetts
6.2 mi1,457 ftgain
ModerateOut & Back
Trail
Hoosic Range Wild Onion Loop
North Adams, Massachusetts
2.4 mi873 ftgain
ModerateLoop
Trail
Hopbrook Old Pine Trail Loop
Sudbury, Massachusetts
1.4 mi118 ftgain
EasyLoop
Trail
Hopedale Pond Red Loop
Hopedale, Massachusetts
3.0 mi574 ftgain
ModerateLoop
Trail
Hopkins Loop via Center Trail
Hopkinton, Massachusetts
2.3 mi289 ftgain
EasyLoop
Trail
Hopkins Memorial Forest Trail
Williamstown, Massachusetts
4.1 mi705 ftgain
ModerateLoop
Trail
Hopper Trail to Deer Trail loop
Williamstown, Massachusetts
4.6 mi1,644 ftgain
DifficultLoop
Trail
Horn Pond Trail
Woburn, Massachusetts
2.4 mi220 ftgain
EasyLoop
Trail
Horse Mountain Trail
Haydenville, Massachusetts
2.3 mi433 ftgain
EasyLoop
Trail
Horse Pond Trail
West Yarmouth, Massachusetts
3.3 mi259 ftgain
ModerateOut & Back
Trail
Houghton's Pond Recreation Area
Milton, Massachusetts
1.1 mi125 ftgain
EasyLoop
Trail
Houghton's Pond to Buck Hill
Milton, Massachusetts
3.5 mi617 ftgain
ModerateLoop
Trail
Howard Ridge and Green Street Loop Trail
Berlin, Massachusetts
3.1 mi568 ftgain
ModerateLoop
Trail
Hubbard River Trail
Granville, Massachusetts
6.1 mi1,240 ftgain
ModerateOut & Back
Trail
Hull Peninsula Beaches
Hull, Massachusetts
10.5 mi755 ftgain
EasyLoop
Trail
Ice Glen Trail
Stockbridge, Massachusetts
1.4 mi443 ftgain
ModerateOut & Back
Trail
Idylbrook Conservation Land Loop
Medway, Massachusetts
1.6 mi144 ftgain
EasyLoop
Trail
Independence Greenway Path
Peabody, Massachusetts
5.9 mi282 ftgain
EasyOut & Back
Trail
Indian Lands Conservation Area Trail
South Dennis, Massachusetts
1.3 mi108 ftgain
EasyLoop
Trail
Indian Point, Fresh River and Conservatory Path
Hingham, Massachusetts
2.6 mi377 ftgain
EasyOut & Back