Favorited Trails in Massachusetts

MyHikes.org has 98 of the most-favorited trails with 352.8 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. Click here to see all of our trails in Massachusetts.

Hard

7 Sisters Trail

5.1 Miles

Skinner State Park, MA

4

Moderate

Mt Tom Traverse

4.8 Miles

Mount Tom State Reservation, MA

4

Moderate

Tully Trail to Spirit Falls Hike

3.4 Miles

Royalston, MA

3

Moderate

Jacobs Hill & Spirit Falls Hike

1.8 Miles

Royalston, MA

2

Easy

Doane's Falls

0.2 Miles

Royalston, MA

2

Easy

Gunn Brook Falls

0.2 Miles

Sunderland, MA

3

Moderate

Mount Norwottuck & Horse Caves Trail

4 Miles

Mount Holyoke Range State Park, MA

3

Moderate

Eyrie House Ruins Trail

2.4 Miles

Mount Tom State Reservation, MA

5

Moderate

Buffam Falls

2.3 Miles

Buffam Falls Conservation Area, MA

4

Easy

Lithia Spring Reservoir Trail

3 Miles

Skinner State Park, MA

2

Hard

Bare Mountain

1 Mile

Mount Holyoke Range State Park, MA

4

Easy

Gate 35

3 Miles

Quabbin Reservoir, MA

3