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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.

Snake Hill via Red Trail and White Trail Loop
Trail

Snake Hill via Red Trail and White Trail Loop

Beverly, Massachusetts

1.0 mi102 ftgain
EasyLoop
Snake Peak Trail
Trail

Snake Peak Trail

Holyoke, Massachusetts

3.9 mi820 ftgain
ModerateLoop
Snow Hill Fire Tower
Trail

Snow Hill Fire Tower

Dover, Massachusetts

2.4 mi364 ftgain
ModerateLoop
Soapstone Hill
Trail

Soapstone Hill

Petersham, Massachusetts

2.2 mi627 ftgain
ModerateOut & Back
South and Middle Reservoirs via South Border Road Trail
Trail

South and Middle Reservoirs via South Border Road Trail

Medford, Massachusetts

5.6 mi659 ftgain
ModerateLoop
South and North Monoonsnoc Hill Loop
Trail

South and North Monoonsnoc Hill Loop

Leominster, Massachusetts

8.9 mi2,047 ftgain
DifficultLoop
South Cape Trail
Trail

South Cape Trail

Mashpee, Massachusetts

3.9 mi210 ftgain
EasyLoop
South Monoosnoc Hill Loop
Trail

South Monoosnoc Hill Loop

Leominster, Massachusetts

4.3 mi1,086 ftgain
ModerateLoop
South Reservoir Loop
Trail

South Reservoir Loop

Medford, Massachusetts

2.7 mi367 ftgain
ModerateLoop
South Street Double Loop
Trail

South Street Double Loop

Sherborn, Massachusetts

2.0 mi207 ftgain
EasyLoop
South Sugarloaf Mountain
Trail

South Sugarloaf Mountain

South Deerfield, Massachusetts

0.6 mi374 ftgain
ModerateOut & Back
South Sugarloaf Trail
Trail

South Sugarloaf Trail

South Deerfield, Massachusetts

1.4 mi541 ftgain
ModerateLoop
South Triangle Pond Conservation Area Trail
Trail

South Triangle Pond Conservation Area Trail

Plymouth, Massachusetts

1.2 mi98 ftgain
EasyLoop
Southern Middlesex Fells Loop
Trail

Southern Middlesex Fells Loop

Medford, Massachusetts

3.4 mi430 ftgain
ModerateLoop
Southern New England Trunkline Trail
Trail

Southern New England Trunkline Trail

Franklin, Massachusetts

23.5 mi2,365 ftgain
ExpertPoint to Point
Southern New England Trunkline Trail From Central St
Trail

Southern New England Trunkline Trail From Central St

Millville, Massachusetts

3.0 mi249 ftgain
EasyOut & Back
Southwest Corridor Path
Trail

Southwest Corridor Path

Boston, Massachusetts

1.4 mi125 ftgain
EasyOut & Back
Southwick Rail Trail
Trail

Southwick Rail Trail

Southwick, Massachusetts

13.5 mi883 ftgain
EasyOut & Back
Sparrow and Mentzner Trail Loop
Trail

Sparrow and Mentzner Trail Loop

Berlin, Massachusetts

2.2 mi394 ftgain
ModerateLoop
Sperry Road to Stony Ledge Trail
Trail

Sperry Road to Stony Ledge Trail

Adams, Massachusetts

1.9 mi240 ftgain
EasyOut & Back
Sprague Land Loop
Trail

Sprague Land Loop

Harvard, Massachusetts

3.3 mi427 ftgain
ModerateLoop
Spring Hill Yellow and Blue Loop Trail
Trail

Spring Hill Yellow and Blue Loop Trail

Acton, Massachusetts

3.7 mi344 ftgain
ModerateLoop
Spring Hill Yellow Loop
Trail

Spring Hill Yellow Loop

Acton, Massachusetts

2.8 mi253 ftgain
ModerateLoop
Squannacook River
Trail

Squannacook River

Groton, Massachusetts

6.1 mi617 ftgain
ModerateOut & Back