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Hiking Trails in Massachusetts

Discover 1,218 routes with difficulty, elevation, and trail stats. Built for quickly narrowing down the right hike.

Hapgood Wright Forest Loop
Trail

Hapgood Wright Forest Loop

Concord, Massachusetts

1.6 mi243 ftgain
EasyLoop
Harding Beach Point via Monomoy Nature Trail
Trail

Harding Beach Point via Monomoy Nature Trail

Chatham, Massachusetts

3.1 mi282 ftgain
ModerateLoop
Harding's Beach Trail
Trail

Harding's Beach Trail

Chatham, Massachusetts

1.8 mi112 ftgain
ModerateLoop
Harold B. Clark Town Forest
Trail

Harold B. Clark Town Forest

Foxborough, Massachusetts

3.9 mi489 ftgain
ModerateLoop
Harold Parker (East) and Salem Pond Loop
Trail

Harold Parker (East) and Salem Pond Loop

Andover, Massachusetts

4.1 mi390 ftgain
ModerateLoop
Harold Parker Loop Trail
Trail

Harold Parker Loop Trail

Andover, Massachusetts

16.6 mi1,414 ftgain
ExpertLoop
Harrington, Mountain House, Jack Frost, and High Meadow Trail Loop
Trail

Harrington, Mountain House, Jack Frost, and High Meadow Trail Loop

Princeton, Massachusetts

2.9 mi948 ftgain
ModerateLoop
Hartland Hollow Road
Trail

Hartland Hollow Road

Granville, Massachusetts

3.7 mi614 ftgain
ModerateOut & Back
Harvard Forest Trail
Trail

Harvard Forest Trail

Petersham, Massachusetts

2.2 mi423 ftgain
EasyLoop
Harvard Pond Loop
Trail

Harvard Pond Loop

Petersham, Massachusetts

2.8 mi584 ftgain
ModerateLoop
Hassanamesit Woods Trail
Trail

Hassanamesit Woods Trail

Grafton, Massachusetts

2.8 mi400 ftgain
EasyLoop
Hawkins Woods Loop
Trail

Hawkins Woods Loop

Plainville, Massachusetts

1.2 mi108 ftgain
EasyLoop
Hawley Trail
Trail

Hawley Trail

Charlemont, Massachusetts

11.4 mi1,306 ftgain
DifficultLoop
Hayden Woods Loop
Trail

Hayden Woods Loop

Lexington, Massachusetts

1.9 mi177 ftgain
EasyLoop
Haynes Reservoir to Blue Dot Loop
Trail

Haynes Reservoir to Blue Dot Loop

Leominster, Massachusetts

4.1 mi745 ftgain
ModerateLoop
Headwaters Conservation Area
Trail

Headwaters Conservation Area

Fall River, Massachusetts

1.6 mi351 ftgain
EasyLoop
Healthy Heart Trail Kendrick Pond Loop
Trail

Healthy Heart Trail Kendrick Pond Loop

Needham, Massachusetts

1.7 mi197 ftgain
EasyLoop
Heart Break Hill and Horse Loop
Trail

Heart Break Hill and Horse Loop

Brewster, Massachusetts

1.4 mi135 ftgain
EasyLoop
Heath Hen Meadow Pink, Purple, Blue Loop
Trail

Heath Hen Meadow Pink, Purple, Blue Loop

Stow, Massachusetts

1.7 mi200 ftgain
EasyLoop
Hedges Pond Loop
Trail

Hedges Pond Loop

Plymouth, Massachusetts

1.6 mi217 ftgain
EasyLoop
Helen Volkmann Trail
Trail

Helen Volkmann Trail

Boxborough, Massachusetts

1.1 mi95 ftgain
EasyOut & Back
Helen's Trail Loop
Trail

Helen's Trail Loop

Lawrence, Massachusetts

2.2 mi200 ftgain
EasyOut & Back
Hell's Highway Loop
Trail

Hell's Highway Loop

Sterling, Massachusetts

3.3 mi584 ftgain
ModerateLoop
Hellcat Interpretive Trails
Trail

Hellcat Interpretive Trails

Rowley, Massachusetts

1.3 mi62 ftgain
EasyLoop
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