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Hiking Trails in Massachusetts

Browse 300 trails added by the MyHikes community with 514 miles (827 km) to hike and explore in Massachusetts. Use our trail maps, elevation charts, pictures, and get directions to the trailhead to plan your next hike!

Trails in Massachusetts

Grace A. Robson Sanctuary Trail
4.1 Miles
6.6 km
Hard
Loop
Robert Frost Trail to Mount Orient
4.1 Miles
6.6 km
Easy
Out-and-Back
Dune Shacks Trail & Shark Henge
2.8 Miles
4.5 km
Hard
Out-and-Back
Goat Rock Trail to Hampden Overlook
1.8 Miles
2.9 km
Hard
Out-and-Back
Bear's Den
0.3 Miles
0.5 km
Moderate
Loop
Doane's Falls
0.2 Miles
0.3 km
Easy
Out-and-Back
Bay Circuit Trail
4.3 Miles
6.9 km
Easy
Out-and-Back
Soapstone Hill Loop (Gate 37)
4.3 Miles
6.9 km
Hard
Loop
Graves Landing via Skinner Hill Road
3.8 Miles
6.1 km
Moderate
Out-and-Back
Chasm Loop Trail
0.7 Miles
1.1 km
Easy
Loop
Jacobs Hill & Spirit Falls Hike
1.8 Miles
2.9 km
Moderate
Loop
Metacomet - Monadnock Trail - Section 5
5 Miles
8 km
Moderate
One-Way
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Showing 13 to 24 of 300 Hiking Trails