Hiking Trails in Massachusetts
Discover 1,642 routes with difficulty, elevation, and trail stats. Built for quickly narrowing down the right hike.
Harold Parker Loop Trail
Andover, Massachusetts
16.6 mi1,414 ftgain
TrailExpertLoop
Harrington, Mountain House, Jack Frost, and High Meadow Trail Loop
Princeton, Massachusetts
2.9 mi948 ftgain
TrailModerateLoop
Harris Farms Trail to Rattle Snake Hill Trail
Bolton, Massachusetts
2.0 mi279 ftgain
TrailEasyLoop
Hartland Hollow Road
Granville, Massachusetts
3.7 mi614 ftgain
TrailModerateOut & Back
Hartwell Family Memorial Preserve Loop
Littleton, Massachusetts
1.8 mi246 ftgain
TrailModerateLoop
Harvard Forest Trail
Petersham, Massachusetts
2.2 mi423 ftgain
TrailEasyLoop
Harvard Pond Loop
Petersham, Massachusetts
2.8 mi584 ftgain
TrailModerateLoop
Harvard Yard Tour
Cambridge, Massachusetts
1.7 mi266 ftgain
TrailEasyLoop
Hassanamesit Woods Trail
Grafton, Massachusetts
2.8 mi400 ftgain
TrailEasyLoop
Hatches Harbor and Race Point Lighthouse
Provincetown, Massachusetts
2.6 mi197 ftgain
TrailEasyOut & Back
Hathaway’s Pond Loop
Hyannis, Massachusetts
1.4 mi171 ftgain
TrailEasyLoop
Hawkins Woods Loop
Plainville, Massachusetts
1.2 mi108 ftgain
TrailEasyLoop
Hawley Trail
Charlemont, Massachusetts
11.4 mi1,306 ftgain
TrailDifficultLoop
Hayden Woods Loop
Lexington, Massachusetts
1.9 mi177 ftgain
TrailEasyLoop
Haynes Reservoir to Blue Dot Loop
Leominster, Massachusetts
4.1 mi745 ftgain
TrailModerateLoop
Hazel Brook Conservation Area
Wayland, Massachusetts
4.1 mi591 ftgain
TrailModerateLoop
Head of the Meadow Loop
North Truro, Massachusetts
3.9 mi269 ftgain
TrailModerateLoop
Headwaters Conservation Area
Fall River, Massachusetts
1.6 mi351 ftgain
TrailEasyLoop
Heald Orchard Loop
Pepperell, Massachusetts
2.6 mi420 ftgain
TrailEasyLoop
Healthy Heart Trail Kendrick Pond Loop
Needham, Massachusetts
1.7 mi197 ftgain
TrailEasyLoop
Heart Break Hill and Horse Loop
Brewster, Massachusetts
1.4 mi135 ftgain
TrailEasyLoop
Heath Hen Meadow Pink, Purple, Blue Loop
Stow, Massachusetts
1.7 mi200 ftgain
TrailEasyLoop
Hedge Drive and Mile Circle Loop
Newburyport, Massachusetts
1.7 mi82 ftgain
TrailEasyLoop
Hedges Pond Loop
Plymouth, Massachusetts
1.6 mi217 ftgain
TrailEasyLoop