Favorited Trails in Massachusetts

MyHikes has 131 trails favorited by our hikers with 241 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
Eyrie House Ruins Trail link

Eyrie House Ruins Trail

2.4 Miles

Mount Tom State Reservation, 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
Easy
Doane's Falls link

Doane's Falls

0.2 Miles

Royalston, MA
3
Moderate
Jacobs Hill & Spirit Falls Hike link

Jacobs Hill & Spirit Falls Hike

1.8 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
Hard
Grace A. Robson Sanctuary Trail link

Grace A. Robson Sanctuary Trail

4.1 Miles

Westfield, MA
1
Moderate
Tully Mountain link

Tully Mountain

1.1 Miles

Tully Mountain Wildlife Management Area, MA
1
Showing 1 to 12 of 131 Hiking Trails

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