Hiking Trails in Massachusetts
Discover 1,642 routes with difficulty, elevation, and trail stats. Built for quickly narrowing down the right hike.
White Hall Road and Park Road Loop
Upton, Massachusetts
3.8 mi525 ftgain
TrailModerateLoop
White Oak and Blue Dot Trail Loop
Jefferson, Massachusetts
4.0 mi292 ftgain
TrailModerateLoop
White Triangle Trail
Milton, Massachusetts
6.0 mi909 ftgain
TrailModerateLoop
Whitehall Reservoir Loop
Hopkinton, Massachusetts
7.0 mi1,283 ftgain
TrailModerateLoop
Whitetail Woods Loop
Littleton, Massachusetts
0.8 mi85 ftgain
TrailEasyLoop
Whiting Reservoir Road West Shore to Metacomet-Monadnock Trail
Holyoke, Massachusetts
4.1 mi1,033 ftgain
TrailModerateLoop
Whiting Street Reservoir Loop
Holyoke, Massachusetts
3.8 mi715 ftgain
TrailModerateLoop
Whitney and Thayer Woods Trail
Cohasset, Massachusetts
3.7 mi479 ftgain
TrailModerateLoop
Wild Acres Park
Pittsfield, Massachusetts
1.2 mi200 ftgain
TrailEasyLoop
Wild Cat Trail
Great Barrington, Massachusetts
4.9 mi728 ftgain
TrailModerateLoop
Wildcat Hill via Red Diamond to Bay Circuit Loop
Ashland, Massachusetts
3.1 mi476 ftgain
TrailModerateLoop
Wildcat, Marsh and Ledge Trail
Boxford, Massachusetts
2.2 mi121 ftgain
TrailEasyOut & Back
Wildside and Dingleberry Trail
Florence, Massachusetts
5.6 mi620 ftgain
TrailModerateOut & Back
Willard Brook and Friends Loop
Ashby, Massachusetts
3.2 mi505 ftgain
TrailModerateLoop
Willard Brook Trail
Ashby, Massachusetts
2.2 mi246 ftgain
TrailEasyOut & Back
Willard Woods
Lexington, Massachusetts
2.7 mi305 ftgain
TrailEasyLoop
William Cullen Bryant Homestead Trail
Cummington, Massachusetts
1.2 mi230 ftgain
TrailEasyLoop
Williams Trail
Williamstown, Massachusetts
3.0 mi1,266 ftgain
TrailModerateLoop
Willow Spring Path and North Dam Road
Winchester, Massachusetts
2.3 mi289 ftgain
TrailModerateLoop
Willowdale State Forest Loop from Linebrook Road
Ipswich, Massachusetts
3.6 mi417 ftgain
TrailModerateLoop
Wills Hole Conservation Land and Nara Park Loop
Acton, Massachusetts
2.5 mi256 ftgain
TrailEasyLoop
Wilson Mountain Reservation Trail
Dedham, Massachusetts
1.6 mi220 ftgain
TrailEasyLoop
Winchendon Rail Trail
Winchendon, Massachusetts
1.7 mi246 ftgain
TrailEasyOut & Back
Windsor Dam
Belchertown, Massachusetts
1.6 mi292 ftgain
TrailEasyLoop