Hiking Trails in Massachusetts
Discover 1,642 routes with difficulty, elevation, and trail stats. Built for quickly narrowing down the right hike.
Washington Mountain Meadow Trail
Becket, Massachusetts
2.9 mi512 ftgain
TrailModerateLoop
Waskosim's Rock Reservation (Chilmark)
Chilmark, Massachusetts
2.5 mi374 ftgain
TrailModerateLoop
Watatic Mountain via Watatic Mountain Road
Ashby, Massachusetts
3.2 mi758 ftgain
TrailModerateOut & Back
Watson Pond
Taunton, Massachusetts
0.5 mi98 ftgain
TrailEasyLoop
Wayside Forest Loop
Sudbury, Massachusetts
0.9 mi161 ftgain
TrailEasyLoop
Webb Memorial State Park Loop
North Weymouth, Massachusetts
1.4 mi92 ftgain
TrailEasyLoop
Weetamoo Cliff
Lynn, Massachusetts
2.9 mi361 ftgain
TrailModerateLoop
Weir Hill Reservation Trail
North Andover, Massachusetts
2.6 mi538 ftgain
TrailModerateLoop
Wellesley College to Lake Waban to Fuller Brook Path
Wellesley, Massachusetts
6.3 mi850 ftgain
TrailModerateLoop
Wellesley Crosstown Trail
Wellesley Hills, Massachusetts
1.1 mi92 ftgain
TrailEasyPoint to Point
Wells State Park North and South Trail (Red and White)
Sturbridge, Massachusetts
3.8 mi771 ftgain
TrailModerateLoop
Wells State Park North Trail (Red)
Sturbridge, Massachusetts
2.4 mi522 ftgain
TrailModerateLoop
Wenakeening Woods and Idylbrook Loop
Holliston, Massachusetts
4.1 mi420 ftgain
TrailModerateLoop
Wenakeening Woods Loop
Holliston, Massachusetts
1.6 mi180 ftgain
TrailEasyLoop
West Barnstable Conservation Area MTB Loop from Crooked Cartway
Marstons Mills, Massachusetts
9.2 mi860 ftgain
TrailDifficultLoop
West Bridgewater Rail Trail
West Bridgewater, Massachusetts
1.8 mi200 ftgain
TrailEasyOut & Back
West Heartbreak Loop
South Orleans, Massachusetts
1.5 mi148 ftgain
TrailEasyLoop
West Hill Dam
Uxbridge, Massachusetts
0.6 mi89 ftgain
TrailEasyLoop
West Hill Lower Loop
Uxbridge, Massachusetts
3.7 mi587 ftgain
TrailModerateLoop
West Hill Park Loop
Uxbridge, Massachusetts
4.4 mi719 ftgain
TrailModerateLoop
West Island
Fairhaven, Massachusetts
1.9 mi226 ftgain
TrailEasyLoop
West Middlesex Fells Reservation Bike Loop
Stoneham, Massachusetts
6.5 mi696 ftgain
TrailModerateLoop
West Middlesex Fells Reservoir Trail
Stoneham, Massachusetts
5.7 mi705 ftgain
TrailModerateLoop
West Pond Loop
Osterville, Massachusetts
1.3 mi128 ftgain
TrailEasyLoop