Hiking Trails in Massachusetts
Discover 1,218 routes with difficulty, elevation, and trail stats. Built for quickly narrowing down the right hike.
Trail
Pepperbush Loop Trail
Southborough, Massachusetts
3.4 mi436 ftgain
ModerateLoop
Trail
Peppercorn Hill
Milford, Massachusetts
2.5 mi397 ftgain
ModerateLoop
Trail
Perley Brook Reservoir Loop
Gardner, Massachusetts
2.1 mi371 ftgain
EasyLoop
Trail
Peterson Farm Border Trails
Falmouth, Massachusetts
1.1 mi144 ftgain
EasyOut & Back
Trail
Petticoat Hill Trail Loop
Haydenville, Massachusetts
1.3 mi538 ftgain
ModerateLoop
Trail
Phelps Trail to the Taconic Crest Trail down the Mills Hollow Trail
Williamstown, Massachusetts
4.3 mi1,535 ftgain
DifficultLoop
Trail
Phillips Academy to Moncrieff Cochran Sanctuary Loop
Andover, Massachusetts
2.9 mi381 ftgain
ModerateLoop
Trail
Pierre Lallement Bike Path
Jamaica Plain, Massachusetts
7.7 mi571 ftgain
ModerateOut & Back
Trail
Pilgrim Spring Trail and Small's Swamp Trail
North Truro, Massachusetts
1.3 mi177 ftgain
EasyLoop
Trail
Pilgrim Trail
Plymouth, Massachusetts
1.8 mi285 ftgain
EasyOut & Back
Trail
Pine Cobble Trail
Williamstown, Massachusetts
3.3 mi1,234 ftgain
ModerateOut & Back
Trail
Pine Hill, Harrington, Jack Frost, Bicentennial, and Mountain House Trail Loop
Princeton, Massachusetts
2.8 mi1,260 ftgain
ModerateLoop
Trail
Pine Lake Loop Trail
Duxbury, Massachusetts
3.7 mi535 ftgain
ModerateLoop
Trail
Pine Needles Loop Trail
Swansea, Massachusetts
3.0 mi522 ftgain
ModerateLoop
Trail
Pine Trail to Duck Pond
Sudbury, Massachusetts
0.8 mi85 ftgain
EasyLoop
Trail
Pinnacle Hill Loop
Wrentham, Massachusetts
3.9 mi469 ftgain
ModerateLoop
Trail
Pinnacle Trail
Wrentham, Massachusetts
3.3 mi456 ftgain
ModerateLoop
Trail
Pioneer Trail Loop
Framingham, Massachusetts
0.9 mi167 ftgain
EasyLoop
Trail
Pioneer, Rocky Road, Deer Run, Eagle, Fox Hunt, Pipeline Loop
Framingham, Massachusetts
2.5 mi400 ftgain
ModerateLoop
Trail
Pioneer, Rocky Road, Pinecone, Dam, and Pipeline Loop
Framingham, Massachusetts
3.8 mi518 ftgain
ModerateLoop
Trail
Pipeline, Rocky Road, Lady Slipper, and Moore
Framingham, Massachusetts
2.7 mi371 ftgain
ModerateLoop
Trail
Pitcher Brook to Laurel Lane Circuit
Russell, Massachusetts
3.2 mi466 ftgain
ModerateLoop
Trail
Plymouth Harbor Trail
Plymouth, Massachusetts
2.9 mi289 ftgain
ModerateOut & Back
Trail
Plymton and Witches Cove Loop from Old Concord Road
Marlborough, Massachusetts
2.4 mi236 ftgain
EasyLoop