Hiking Trails in Massachusetts
Discover 1,218 routes with difficulty, elevation, and trail stats. Built for quickly narrowing down the right hike.
Trail
Upper Charles Rail Trail
Milford, Massachusetts
13.4 mi823 ftgain
EasyPoint to Point
Trail
Upper Charles River Reservation
Auburndale, Massachusetts
2.1 mi220 ftgain
EasyOut & Back
Trail
Upper Charles River Reservation Boardwalk
Wellesley, Massachusetts
0.9 mi49 ftgain
EasyOut & Back
Trail
Upper Goose Pond
Becket, Massachusetts
3.4 mi856 ftgain
ModerateOut & Back
Trail
Upper Highland Lake Trail
Williamsburg, Massachusetts
1.4 mi171 ftgain
EasyOut & Back
Trail
Vaughn Hills Trail
Bolton, Massachusetts
2.8 mi499 ftgain
ModerateLoop
Trail
Vetter Trail and Maragrets Trail Loop
Andover, Massachusetts
3.8 mi541 ftgain
ModerateLoop
Trail
Vetter Trail and Ward Trail Loop
North Andover, Massachusetts
3.6 mi561 ftgain
ModerateLoop
Trail
Vietnam Milford Trail
Hopkinton, Massachusetts
9.2 mi1,247 ftgain
DifficultLoop
Trail
Village Park Lakeside Trail
Swansea, Massachusetts
0.9 mi226 ftgain
EasyOut & Back
Trail
Vineyard Haven to Chappaquiddick Bike Path
Vineyard Haven, Massachusetts
14.2 mi1,568 ftgain
EasyPoint to Point
Trail
Virginia Hammond and Bald Hill Reservation
Lawrence, Massachusetts
3.8 mi479 ftgain
ModerateLoop
Trail
Virginia Woods and Spot Pond Brook Loop
Stoneham, Massachusetts
0.7 mi151 ftgain
EasyLoop
Trail
Wachuset Mountain via Bolton Pond, Semuhenna, and Old Indian Trail
Princeton, Massachusetts
4.2 mi1,289 ftgain
ModerateLoop
Trail
Wachusett Mountain Loop
Princeton, Massachusetts
6.1 mi1,991 ftgain
DifficultLoop
Trail
Wachusett Mountain via Balance Rock, Old Indian, and Semuhenna Trail Loop
Westminster, Massachusetts
3.6 mi1,178 ftgain
ModerateLoop
Trail
Wachusett Mountain via Bicentennial and Pine Hill Trails
Princeton, Massachusetts
1.2 mi607 ftgain
ModerateOut & Back
Trail
Wachusett Mountain via Chapman Trail
Princeton, Massachusetts
6.5 mi1,486 ftgain
ModerateOut & Back
Trail
Wachusett Mountain via Echo Lake and Jack Frost Trails
Princeton, Massachusetts
3.0 mi896 ftgain
ModerateLoop
Trail
Wachusett Mountain via Harrington Trail
Princeton, Massachusetts
3.0 mi863 ftgain
ModerateOut & Back
Trail
Wachusett Mountain via North Road and Semuhenna Trails
Westminster, Massachusetts
3.4 mi863 ftgain
ModerateLoop
Trail
Wachusett Mountain via Old Indian and Loop Trails
Princeton, Massachusetts
2.4 mi781 ftgain
ModerateLoop
Trail
Wachusett Mountain West Side Trail
Westminster, Massachusetts
2.7 mi856 ftgain
ModerateLoop
Trail
Wachusett Reservoir and French Hill Loop
West Boylston, Massachusetts
3.7 mi617 ftgain
ModerateLoop