Favorited Trails in Massachusetts

MyHikes has 137 trails favorited by our hikers with 252 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
8
Moderate
Sunderland Caves Hike link

Sunderland Caves Hike

3 Miles

UMass Mt. Toby Forest, MA
1
Moderate
Mt Tom Traverse link

Mt Tom Traverse

4.8 Miles

Mount Tom State Reservation, MA
6
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
Hard
Goat Rock Trail to Hampden Overlook link

Goat Rock Trail to Hampden Overlook

1.8 Miles

Hampden, MA
1
Moderate
Grave's Landing via Skinner Hill Road link

Grave's Landing via Skinner Hill Road

3.8 Miles

Quabbin Reservoir, MA
1
Easy
Dana Common via Gate 40 Trail link

Dana Common via Gate 40 Trail

3.9 Miles

Quabbin Reservoir, MA
1
Showing 1 to 12 of 137 Hiking Trails

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