Favorited Trails in Massachusetts

MyHikes has 129 trails favorited by our hikers with 236 miles to explore in Massachusetts. Get directions to the trailhead, use our trail maps, elevation charts, and pictures from the trail to plan your hike or meetup with friends - all free without signing up!

View trails in Massachusetts

Hard
7 Sisters Trail link

7 Sisters Trail

5.1 Miles

Skinner State Park, MA
7
Moderate
Mt Tom Traverse link

Mt Tom Traverse

4.8 Miles

Mount Tom State Reservation, MA
6
Moderate
Sunderland Caves Hike link

Sunderland Caves Hike

3 Miles

UMass Mt. Toby Forest, MA
1
Hard
Alander Mountain Trail link

Alander Mountain Trail

6.1 Miles

Mt. Washington State Forest, MA
4
Moderate
Tully Trail to Spirit Falls Hike link

Tully Trail to Spirit Falls Hike

3.4 Miles

Royalston, MA
4
Moderate
Jacobs Hill & Spirit Falls Hike link

Jacobs Hill & Spirit Falls Hike

1.8 Miles

Royalston, MA
3
Easy
Doane's Falls link

Doane's Falls

0.2 Miles

Royalston, MA
3
Easy
Chasm Loop Trail link

Chasm Loop Trail

0.7 Miles

Purgatory Chasm State Reservation, MA
1
Moderate
Father Loop Trail and Mother Loop Trail link

Father Loop Trail and Mother Loop Trail

6.7 Miles

Alford Springs Wildlife Conservation Easement, MA
1
Easy
Gunn Brook Falls link

Gunn Brook Falls

0.2 Miles

UMass Mt. Toby Forest, MA
4
Moderate
Mount Norwottuck & Horse Caves Trail link

Mount Norwottuck & Horse Caves Trail

4 Miles

Mount Holyoke Range State Park, MA
5
Moderate
Eyrie House Ruins Trail link

Eyrie House Ruins Trail

2.4 Miles

Mount Tom State Reservation, MA
7
Showing 1 to 12 of 129 Hiking Trails

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