Skip to main content

Hiking Trails in Massachusetts

Discover 1,218 routes with difficulty, elevation, and trail stats. Built for quickly narrowing down the right hike.

Pond Hill Trail
Trail

Pond Hill Trail

Merrimac, Massachusetts

1.3 mi190 ftgain
ModerateLoop
Pond Meadow Blue Trail Loop
Trail

Pond Meadow Blue Trail Loop

Braintree, Massachusetts

0.7 mi69 ftgain
EasyLoop
Pond Meadow Red Trail Loop
Trail

Pond Meadow Red Trail Loop

Braintree, Massachusetts

1.7 mi220 ftgain
EasyLoop
Ponkapoag North Loop
Trail

Ponkapoag North Loop

Randolph, Massachusetts

2.0 mi289 ftgain
EasyLoop
Ponkapoag Pond Trail
Trail

Ponkapoag Pond Trail

Randolph, Massachusetts

6.7 mi748 ftgain
ModerateLoop
Porcupine Hill
Trail

Porcupine Hill

Jefferson, Massachusetts

2.1 mi276 ftgain
EasyLoop
Powder Hill Trail
Trail

Powder Hill Trail

Manchester, Massachusetts

1.4 mi269 ftgain
EasyLoop
Powerline Road and Bannon HIll Road
Trail

Powerline Road and Bannon HIll Road

Bedford, Massachusetts

1.5 mi174 ftgain
EasyLoop
Powisett Peak and Powisett Pond Loop
Trail

Powisett Peak and Powisett Pond Loop

Dover, Massachusetts

2.8 mi351 ftgain
ModerateLoop
Powisset Farm Loop
Trail

Powisset Farm Loop

Dover, Massachusetts

3.2 mi446 ftgain
ModerateLoop
Powissett Peak
Trail

Powissett Peak

Dover, Massachusetts

2.7 mi305 ftgain
EasyLoop
Pratt Farm Conservation and Recreation Area Trail
Trail

Pratt Farm Conservation and Recreation Area Trail

Middleborough, Massachusetts

1.7 mi338 ftgain
EasyLoop
Pratt Farm Outer Loop
Trail

Pratt Farm Outer Loop

Middleborough, Massachusetts

2.1 mi404 ftgain
ModerateLoop
Pratt's Brook Conservation Area
Trail

Pratt's Brook Conservation Area

Acton, Massachusetts

1.4 mi180 ftgain
EasyLoop
Prescott Cove Trail
Trail

Prescott Cove Trail

Boylston, Massachusetts

3.1 mi554 ftgain
ModerateOut & Back
Primary Trail around Delaney Pond Loop from Harvard Road
Trail

Primary Trail around Delaney Pond Loop from Harvard Road

Boxborough, Massachusetts

3.4 mi397 ftgain
ModerateLoop
Profile Rock
Trail

Profile Rock

Assonet, Massachusetts

0.6 mi95 ftgain
ModerateLoop
Prospect Hill and Woodpecker Pond Loop
Trail

Prospect Hill and Woodpecker Pond Loop

Norwell, Massachusetts

12.3 mi1,739 ftgain
ExpertLoop
Prospect Overlook via Appalachian Trail
Trail

Prospect Overlook via Appalachian Trail

North Adams, Massachusetts

3.5 mi1,617 ftgain
DifficultOut & Back
Prospect, Pine Hill, and Tupelo Trail
Trail

Prospect, Pine Hill, and Tupelo Trail

Foxborough, Massachusetts

1.7 mi397 ftgain
EasyLoop
Prouty Woods
Trail

Prouty Woods

Littleton, Massachusetts

1.6 mi289 ftgain
EasyLoop
Province Lands Bike Trail
Trail

Province Lands Bike Trail

Provincetown, Massachusetts

6.0 mi604 ftgain
ModerateLoop
Public Garden Monument Walking Tour
Trail

Public Garden Monument Walking Tour

Boston, Massachusetts

1.1 mi154 ftgain
EasyLoop
Puffers Pond to Atkins Reservoir via Robert Frost Trail
Trail

Puffers Pond to Atkins Reservoir via Robert Frost Trail

Amherst, Massachusetts

4.4 mi778 ftgain
ModerateOut & Back