Hiking Trails in Massachusetts
Discover 1,642 routes with difficulty, elevation, and trail stats. Built for quickly narrowing down the right hike.
High Trail to Zack's Way Loop
Andover, Massachusetts
1.1 mi105 ftgain
TrailEasyLoop
Highland Forest Loop
Weston, Massachusetts
2.3 mi154 ftgain
TrailEasyLoop
Hiller Bros Trail
Marion, Massachusetts
2.7 mi371 ftgain
TrailEasyOut & Back
Hinckley Pond
Medfield, Massachusetts
5.2 mi564 ftgain
TrailModerateOut & Back
Hingham Harbor and Bumpkin and Grape Islands
Hingham, Massachusetts
8.6 mi951 ftgain
TrailDifficultLoop
Historical Society of Old Yarmouth - Nature Trail
Yarmouth Port, Massachusetts
1.2 mi125 ftgain
TrailEasyOut & Back
Hockamock Swamp
Taunton, Massachusetts
1.7 mi295 ftgain
TrailEasyLoop
Hodges Dam East Loop
North Oxford, Massachusetts
7.9 mi1,083 ftgain
TrailDifficultLoop
Hodges Dam West Loop
North Oxford, Massachusetts
7.0 mi988 ftgain
TrailModerateLoop
Holland Glen Conservation Area
Belchertown, Massachusetts
1.0 mi262 ftgain
TrailEasyLoop
Holliston Town Forest Loop
Holliston, Massachusetts
3.1 mi397 ftgain
TrailModerateLoop
Hollow Field Trail
Richmond, Massachusetts
2.0 mi472 ftgain
TrailEasyOut & Back
Holt Pond
Medfield, Massachusetts
0.4 mi46 ftgain
TrailEasyLoop
Holt Pond Big Loop
Medfield, Massachusetts
1.6 mi213 ftgain
TrailEasyLoop
Holy Mount via Shaker Trail
Pittsfield, Massachusetts
6.7 mi1,430 ftgain
TrailModerateOut & Back
Homestead and Bear's Den Trail
Essex, Massachusetts
2.9 mi184 ftgain
TrailModerateOut & Back
Honey Pot Trail
Southwick, Massachusetts
5.5 mi381 ftgain
TrailModerateOut & Back
Hoosac Range Trail to Spruce Hill
North Adams, Massachusetts
6.2 mi1,457 ftgain
TrailModerateOut & Back
Hoosic Range Wild Onion Loop
North Adams, Massachusetts
2.4 mi873 ftgain
TrailModerateLoop
Hopbrook Old Pine Trail Loop
Sudbury, Massachusetts
1.4 mi118 ftgain
TrailEasyLoop
Hopedale Pond Red Loop
Hopedale, Massachusetts
3.0 mi574 ftgain
TrailModerateLoop
Hopkins Loop via Center Trail
Hopkinton, Massachusetts
2.3 mi289 ftgain
TrailEasyLoop
Hopkins Memorial Forest Trail
Williamstown, Massachusetts
4.1 mi705 ftgain
TrailModerateLoop
Hopkinton Park to Gryncel Park Loop
Ashland, Massachusetts
10.2 mi1,486 ftgain
TrailDifficultLoop