Hiking Trails in Massachusetts

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

Tyler, Berlin RoadTrail, North Gorge and South Overlook Loop

Tyler, Berlin RoadTrail, North Gorge and South Overlook Loop

Berlin, Massachusetts

10.6 km420 mgain
EasyLoop
Undercliff Path and Dungeon Road

Undercliff Path and Dungeon Road

Lynn, Massachusetts

4.0 km107 mgain
EasyLoop
Underpin Hill Trail

Underpin Hill Trail

Harvard, Massachusetts

2.6 km121 mgain
EasyLoop
Upper and Lower Access Road Loop

Upper and Lower Access Road Loop

Granby, Massachusetts

4.0 km88 mgain
ModerateLoop
Upper Carpenter Pond Loop

Upper Carpenter Pond Loop

Foxborough, Massachusetts

2.3 km56 mgain
EasyLoop
Upper Charles Rail Trail

Upper Charles Rail Trail

Milford, Massachusetts

21.6 km251 mgain
EasyPoint to Point
Upper Charles River Reservation

Upper Charles River Reservation

Auburndale, Massachusetts

3.4 km67 mgain
EasyOut & Back
Upper Charles River Reservation Boardwalk

Upper Charles River Reservation Boardwalk

Wellesley, Massachusetts

1.4 km15 mgain
EasyOut & Back
Upper Goose Pond

Upper Goose Pond

Becket, Massachusetts

5.5 km261 mgain
EasyOut & Back
Upper Highland Lake Trail

Upper Highland Lake Trail

Williamsburg, Massachusetts

2.3 km52 mgain
EasyOut & Back
Vaughn Hills Trail

Vaughn Hills Trail

Bolton, Massachusetts

4.5 km152 mgain
ModerateLoop
Vetter Trail and Maragrets Trail Loop

Vetter Trail and Maragrets Trail Loop

Andover, Massachusetts

6.1 km165 mgain
EasyLoop
Vetter Trail and Ward Trail Loop

Vetter Trail and Ward Trail Loop

North Andover, Massachusetts

5.8 km171 mgain
ModerateLoop
Vietnam Milford Trail

Vietnam Milford Trail

Hopkinton, Massachusetts

14.8 km380 mgain
ModerateLoop
Village Park Lakeside Trail

Village Park Lakeside Trail

Swansea, Massachusetts

1.4 km69 mgain
EasyOut & Back
Vineyard Haven to Chappaquiddick Bike Path

Vineyard Haven to Chappaquiddick Bike Path

Vineyard Haven, Massachusetts

22.9 km478 mgain
EasyPoint to Point
Virginia Hammond and Bald Hill Reservation

Virginia Hammond and Bald Hill Reservation

Lawrence, Massachusetts

6.1 km146 mgain
ModerateLoop
Virginia Woods and Spot Pond Brook Loop

Virginia Woods and Spot Pond Brook Loop

Stoneham, Massachusetts

1.1 km46 mgain
EasyLoop
Wachuset Mountain via Bolton Pond, Semuhenna, and Old Indian Trail

Wachuset Mountain via Bolton Pond, Semuhenna, and Old Indian Trail

Princeton, Massachusetts

6.8 km393 mgain
ModerateLoop
Wachusett Mountain Loop

Wachusett Mountain Loop

Princeton, Massachusetts

9.8 km607 mgain
ModerateLoop
Wachusett Mountain via Balance Rock, Old Indian, and Semuhenna Trail Loop

Wachusett Mountain via Balance Rock, Old Indian, and Semuhenna Trail Loop

Westminster, Massachusetts

5.8 km359 mgain
ModerateLoop
Wachusett Mountain via Bicentennial and Pine Hill Trails

Wachusett Mountain via Bicentennial and Pine Hill Trails

Princeton, Massachusetts

1.9 km185 mgain
ModerateOut & Back
Wachusett Mountain via Chapman Trail

Wachusett Mountain via Chapman Trail

Princeton, Massachusetts

10.5 km453 mgain
ModerateOut & Back
Wachusett Mountain via Echo Lake and Jack Frost Trails

Wachusett Mountain via Echo Lake and Jack Frost Trails

Princeton, Massachusetts

4.8 km273 mgain
EasyLoop