Hiking Trails in Massachusetts

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

Skyline Trail to Buck Hill

Skyline Trail to Buck Hill

Quincy, Massachusetts

2.1 km102 mgain
EasyLoop
Skyline Trail to Elliot Tower and Accord Path

Skyline Trail to Elliot Tower and Accord Path

Canton, Massachusetts

3.4 km167 mgain
ModerateLoop
Skyline Trail, Great Cedar Swamp, and Hawk Hill

Skyline Trail, Great Cedar Swamp, and Hawk Hill

Milton, Massachusetts

8.0 km341 mgain
ModerateLoop
Skyline Trail, Headquarters Path, and Sawcut Notch Path

Skyline Trail, Headquarters Path, and Sawcut Notch Path

Quincy, Massachusetts

11.9 km405 mgain
ModerateLoop
Skyline, Sawcut Notch, Indian Camp, and Pipe Loop

Skyline, Sawcut Notch, Indian Camp, and Pipe Loop

Quincy, Massachusetts

6.0 km138 mgain
EasyLoop
Snake Hill via Red Trail and White Trail Loop

Snake Hill via Red Trail and White Trail Loop

Beverly, Massachusetts

1.6 km31 mgain
EasyLoop
Snake Peak Trail

Snake Peak Trail

Holyoke, Massachusetts

6.3 km250 mgain
EasyLoop
Snow Hill Fire Tower

Snow Hill Fire Tower

Dover, Massachusetts

3.9 km111 mgain
ModerateLoop
Soapstone Hill

Soapstone Hill

Petersham, Massachusetts

3.5 km191 mgain
ModerateOut & Back
South and Middle Reservoirs via South Border Road Trail

South and Middle Reservoirs via South Border Road Trail

Medford, Massachusetts

9.0 km201 mgain
ModerateLoop
South and North Monoonsnoc Hill Loop

South and North Monoonsnoc Hill Loop

Leominster, Massachusetts

14.3 km624 mgain
ModerateLoop
South Cape Trail

South Cape Trail

Mashpee, Massachusetts

6.3 km64 mgain
EasyLoop
South Monoosnoc Hill Loop

South Monoosnoc Hill Loop

Leominster, Massachusetts

6.9 km331 mgain
ModerateLoop
South Reservoir Loop

South Reservoir Loop

Medford, Massachusetts

4.3 km112 mgain
ModerateLoop
South Street Double Loop

South Street Double Loop

Sherborn, Massachusetts

3.2 km63 mgain
EasyLoop
South Sugarloaf Mountain

South Sugarloaf Mountain

South Deerfield, Massachusetts

1.0 km114 mgain
ModerateOut & Back
South Sugarloaf Trail

South Sugarloaf Trail

South Deerfield, Massachusetts

2.3 km165 mgain
ModerateLoop
South Triangle Pond Conservation Area Trail

South Triangle Pond Conservation Area Trail

Plymouth, Massachusetts

1.9 km30 mgain
EasyLoop
Southern Middlesex Fells Loop

Southern Middlesex Fells Loop

Medford, Massachusetts

5.5 km131 mgain
ModerateLoop
Southern New England Trunkline Trail

Southern New England Trunkline Trail

Franklin, Massachusetts

37.8 km721 mgain
ModeratePoint to Point
Southern New England Trunkline Trail From Central St

Southern New England Trunkline Trail From Central St

Millville, Massachusetts

4.8 km76 mgain
EasyOut & Back
Southwest Corridor Path

Southwest Corridor Path

Boston, Massachusetts

2.3 km38 mgain
EasyOut & Back
Southwick Rail Trail

Southwick Rail Trail

Southwick, Massachusetts

21.7 km269 mgain
EasyOut & Back
Sparrow and Mentzner Trail Loop

Sparrow and Mentzner Trail Loop

Berlin, Massachusetts

3.5 km120 mgain
ModerateLoop
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