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Hiking Trails in Massachusetts

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

Rochester Town Forest-Old Colony Walk
Trail

Rochester Town Forest-Old Colony Walk

Rochester, Massachusetts

1.3 mi197 ftgain
EasyLoop
Rock Circuit Trail
Trail

Rock Circuit Trail

Melrose, Massachusetts

2.8 mi315 ftgain
ModerateLoop
Rock Circuit Trail (East)
Trail

Rock Circuit Trail (East)

Melrose, Massachusetts

1.7 mi249 ftgain
ModerateLoop
Rock Circuit Trail to Cross Fells Trail Loop
Trail

Rock Circuit Trail to Cross Fells Trail Loop

Medford, Massachusetts

2.7 mi328 ftgain
ModerateLoop
Rock Circuit Trail to Crystal Spring Loop
Trail

Rock Circuit Trail to Crystal Spring Loop

Medford, Massachusetts

7.5 mi1,188 ftgain
DifficultLoop
Rock House Reservation Trail
Trail

Rock House Reservation Trail

West Brookfield, Massachusetts

2.2 mi489 ftgain
EasyLoop
Rockery Pond and South Esker Loop Trail
Trail

Rockery Pond and South Esker Loop Trail

Topsfield, Massachusetts

2.2 mi279 ftgain
EasyLoop
Rockery Trail
Trail

Rockery Trail

Topsfield, Massachusetts

0.9 mi141 ftgain
EasyLoop
Rockland Town Forest
Trail

Rockland Town Forest

Rockland, Massachusetts

1.5 mi148 ftgain
EasyLoop
Rocky Brook and South New England Railway Loop
Trail

Rocky Brook and South New England Railway Loop

Douglas, Massachusetts

6.5 mi784 ftgain
ModerateLoop
Rocky Mountain Poets Seat Trail
Trail

Rocky Mountain Poets Seat Trail

Greenfield, Massachusetts

2.4 mi643 ftgain
ModerateLoop
Rocky Narrows Overlook Loop
Trail

Rocky Narrows Overlook Loop

Sherborn, Massachusetts

2.6 mi423 ftgain
ModerateLoop
Rocky Narrows White Trail
Trail

Rocky Narrows White Trail

Sherborn, Massachusetts

1.7 mi207 ftgain
ModerateLoop
Rocky Pond and Ball Hill and Lower Crow Hill Pond Trail
Trail

Rocky Pond and Ball Hill and Lower Crow Hill Pond Trail

Westminster, Massachusetts

6.5 mi1,266 ftgain
ModerateLoop
Rocky Pond and Brook Road Loop
Trail

Rocky Pond and Brook Road Loop

Princeton, Massachusetts

7.3 mi1,158 ftgain
DifficultLoop
Rocky Woods Mega Loop
Trail

Rocky Woods Mega Loop

Medfield, Massachusetts

5.4 mi807 ftgain
ModerateLoop
Roller Coaster Loop Trail from Batchler Street
Trail

Roller Coaster Loop Trail from Batchler Street

Granby, Massachusetts

3.0 mi492 ftgain
ModerateLoop
Roots Trail
Trail

Roots Trail

Swansea, Massachusetts

0.9 mi148 ftgain
EasyOut & Back
Round Mountain Loop
Trail

Round Mountain Loop

Tyringham, Massachusetts

1.6 mi568 ftgain
ModerateLoop
Round Pond to Island Creek Pond Loop
Trail

Round Pond to Island Creek Pond Loop

Duxbury, Massachusetts

2.4 mi341 ftgain
EasyLoop
Round Pond, Coy Pond, Gravelly Pond Loop
Trail

Round Pond, Coy Pond, Gravelly Pond Loop

South Hamilton, Massachusetts

4.1 mi535 ftgain
ModerateLoop
Rounds Rock Trail
Trail

Rounds Rock Trail

Cheshire, Massachusetts

0.9 mi151 ftgain
EasyLoop
Runnins River Trail
Trail

Runnins River Trail

Seekonk, Massachusetts

1.7 mi285 ftgain
EasyLoop
Rutland Brook Wildlife Sanctuary
Trail

Rutland Brook Wildlife Sanctuary

Petersham, Massachusetts

2.3 mi623 ftgain
ModerateLoop