Favorited Trails in Massachusetts

MyHikes.org has 115 of the most-favorited trails with 215 miles to explore in Massachusetts. Use our trail maps, directions, elevation charts, and pictures from the trail to plan your trip or meetup with friends.

View all trails in Massachusetts

Hard

7 Sisters Trail

5.1 Miles

Skinner State Park, MA

6

Moderate

Mt Tom Traverse

4.8 Miles

Mount Tom State Reservation, MA

6

Moderate

Tully Trail to Spirit Falls Hike

3.4 Miles

Royalston, MA

4

Moderate

Jacobs Hill & Spirit Falls Hike

1.8 Miles

Royalston, MA

3

Easy

Doane's Falls

0.2 Miles

Royalston, MA

3

Easy

Chasm Loop Trail

0.7 Miles

Purgatory Chasm State Reservation, MA

1

Moderate

Father Loop Trail and Mother Loop Trail

6.7 Miles

Alford Springs Wildlife Conservation Easement, MA

1

Easy

Gunn Brook Falls

0.2 Miles

UMass Mt. Toby Forest, MA

4

Moderate

Mount Norwottuck & Horse Caves Trail

4 Miles

Mount Holyoke Range State Park, MA

5

Moderate

Eyrie House Ruins Trail

2.4 Miles

Mount Tom State Reservation, MA

7

Moderate

Buffam Falls

2.3 Miles

Buffam Falls Conservation Area, MA

5

Easy

Lithia Spring Reservoir Trail

3 Miles

Skinner State Park, MA

3

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