Hiking Trails in Massachusetts
Discover 1,218 routes with difficulty, elevation, and trail stats. Built for quickly narrowing down the right hike.
Trail
Wachusett Reservoir and Reservation Trail
Boylston, Massachusetts
1.4 mi259 ftgain
ModerateLoop
Trail
Wachusett Reservoir Gate 25 Trail
West Boylston, Massachusetts
2.9 mi564 ftgain
ModerateLoop
Trail
Wachusett Reservoir Hike
Clinton, Massachusetts
2.8 mi751 ftgain
ModerateOut & Back
Trail
Walden Pond Path
Concord, Massachusetts
1.7 mi272 ftgain
EasyLoop
Trail
Walker Mountain Loop
Sturbridge, Massachusetts
2.8 mi801 ftgain
ModerateLoop
Trail
Waseeka Trail
Holliston, Massachusetts
1.8 mi233 ftgain
EasyLoop
Trail
Washington Marsh Loop
Medford, Massachusetts
1.1 mi112 ftgain
EasyLoop
Trail
Waskosim's Rock Reservation (Chilmark)
Chilmark, Massachusetts
2.5 mi374 ftgain
ModerateLoop
Trail
Watatic Mountain via Watatic Mountain Road
Ashby, Massachusetts
3.2 mi758 ftgain
ModerateOut & Back
Trail
Wayside Forest Loop
Sudbury, Massachusetts
0.9 mi161 ftgain
EasyLoop
Trail
Webb Memorial State Park Loop
North Weymouth, Massachusetts
1.4 mi92 ftgain
EasyLoop
Trail
Weetamoo Cliff
Lynn, Massachusetts
2.9 mi361 ftgain
ModerateLoop
Trail
Weir Hill Reservation Trail
North Andover, Massachusetts
2.6 mi538 ftgain
ModerateLoop
Trail
Wellesley College to Lake Waban to Fuller Brook Path
Wellesley, Massachusetts
6.3 mi850 ftgain
ModerateLoop
Trail
Wellesley Crosstown Trail
Wellesley Hills, Massachusetts
1.1 mi92 ftgain
EasyPoint to Point
Trail
Wells State Park North and South Trail (Red and White)
Sturbridge, Massachusetts
3.8 mi771 ftgain
ModerateLoop
Trail
Wells State Park North Trail (Red)
Sturbridge, Massachusetts
2.4 mi522 ftgain
ModerateLoop
Trail
Wenakeening Woods and Idylbrook Loop
Holliston, Massachusetts
4.1 mi420 ftgain
ModerateLoop
Trail
West Barnstable Conservation Area MTB Loop from Crooked Cartway
Marstons Mills, Massachusetts
9.2 mi860 ftgain
DifficultLoop
Trail
West Bridgewater Rail Trail
West Bridgewater, Massachusetts
1.8 mi200 ftgain
EasyOut & Back
Trail
West Heartbreak Loop
South Orleans, Massachusetts
1.5 mi148 ftgain
EasyLoop
Trail
West Hill Dam
Uxbridge, Massachusetts
0.6 mi89 ftgain
EasyLoop
Trail
West Hill Lower Loop
Uxbridge, Massachusetts
3.7 mi587 ftgain
ModerateLoop
Trail
West Hill Park Loop
Uxbridge, Massachusetts
4.4 mi719 ftgain
ModerateLoop