Hiking Trails in Massachusetts

Discover 1,223 routes with difficulty, elevation, and trail stats. Built for quickly narrowing down the right hike.

Robert Frost Trail to Dorie Goldman Trail Loop

Robert Frost Trail to Dorie Goldman Trail Loop

Amherst, Massachusetts

1.6 km54 mgain
EasyLoop
Robert Frost Trail to Mount Orient

Robert Frost Trail to Mount Orient

Amherst, Massachusetts

9.5 km381 mgain
EasyOut & Back
Robert Hills Conservation Area Loop

Robert Hills Conservation Area Loop

Leeds, Massachusetts

4.2 km137 mgain
EasyLoop
Robinson State Park Extended Loop

Robinson State Park Extended Loop

Agawam, Massachusetts

16.4 km426 mgain
EasyLoop
Rochester Town Forest-Old Colony Walk

Rochester Town Forest-Old Colony Walk

Rochester, Massachusetts

2.1 km60 mgain
EasyLoop
Rock Circuit Trail

Rock Circuit Trail

Melrose, Massachusetts

4.5 km96 mgain
ModerateLoop
Rock Circuit Trail (East)

Rock Circuit Trail (East)

Melrose, Massachusetts

2.7 km76 mgain
ModerateLoop
Rock Circuit Trail to Cross Fells Trail Loop

Rock Circuit Trail to Cross Fells Trail Loop

Medford, Massachusetts

4.3 km100 mgain
ModerateLoop
Rock Circuit Trail to Crystal Spring Loop

Rock Circuit Trail to Crystal Spring Loop

Medford, Massachusetts

12.1 km362 mgain
ModerateLoop
Rock House Reservation Trail

Rock House Reservation Trail

West Brookfield, Massachusetts

3.5 km149 mgain
EasyLoop
Rockery Pond and South Esker Loop Trail

Rockery Pond and South Esker Loop Trail

Topsfield, Massachusetts

3.5 km85 mgain
EasyLoop
Rockery Trail

Rockery Trail

Topsfield, Massachusetts

1.4 km43 mgain
EasyLoop
Rockland Town Forest

Rockland Town Forest

Rockland, Massachusetts

2.4 km45 mgain
EasyLoop
Rocky Brook and South New England Railway Loop

Rocky Brook and South New England Railway Loop

Douglas, Massachusetts

10.5 km239 mgain
EasyLoop
Rocky Mountain Poets Seat Trail

Rocky Mountain Poets Seat Trail

Greenfield, Massachusetts

3.9 km196 mgain
EasyLoop
Rocky Narrows Overlook Loop

Rocky Narrows Overlook Loop

Sherborn, Massachusetts

4.2 km129 mgain
ModerateLoop
Rocky Narrows White Trail

Rocky Narrows White Trail

Sherborn, Massachusetts

2.7 km63 mgain
ModerateLoop
Rocky Pond and Ball Hill and Lower Crow Hill Pond Trail

Rocky Pond and Ball Hill and Lower Crow Hill Pond Trail

Westminster, Massachusetts

10.5 km386 mgain
ModerateLoop
Rocky Pond and Brook Road Loop

Rocky Pond and Brook Road Loop

Princeton, Massachusetts

11.7 km353 mgain
ModerateLoop
Rocky Woods Mega Loop

Rocky Woods Mega Loop

Medfield, Massachusetts

8.7 km246 mgain
ModerateLoop
Roller Coaster Loop Trail from Batchler Street

Roller Coaster Loop Trail from Batchler Street

Granby, Massachusetts

4.8 km150 mgain
ModerateLoop
Roots Trail

Roots Trail

Swansea, Massachusetts

1.4 km45 mgain
EasyOut & Back
Round Mountain Loop

Round Mountain Loop

Tyringham, Massachusetts

2.5 km173 mgain
EasyLoop
Round Pond to Island Creek Pond Loop

Round Pond to Island Creek Pond Loop

Duxbury, Massachusetts

3.9 km104 mgain
EasyLoop