Hiking Trails in Massachusetts

Browse 300 trails added by the MyHikes community with 514 miles (827 km) to hike and explore in Massachusetts. Use our trail maps, elevation charts, pictures, and get directions to the trailhead to plan your next hike!

Trails in Massachusetts

7 Sisters Trail
5.1 Miles
8.2 km
Hard
One-Way

7 Sisters Trail

Skinner State Park, Massachusetts
Gunn Brook Falls
0.2 Miles
0.3 km
Easy
Out-and-Back

Gunn Brook Falls

UMass Mt. Toby Forest, Massachusetts
Mount Norwottuck & Horse Caves Trail
4 Miles
6.4 km
Moderate
Loop

Mount Norwottuck & Horse Caves Trail

Mount Holyoke Range State Park, Massachusetts
Eyrie House Ruins Trail
2.4 Miles
3.9 km
Moderate
Out-and-Back

Eyrie House Ruins Trail

Mount Tom State Reservation, Massachusetts
Sunderland Caves Hike
3 Miles
4.8 km
Moderate
Out-and-Back

Sunderland Caves Hike

UMass Mt. Toby Forest, Massachusetts
Bare Mountain
1.1 Miles
1.8 km
Hard
Out-and-Back

Bare Mountain

Mount Holyoke Range State Park, Massachusetts
Dana Common via Gate 40 Trail
3.9 Miles
6.3 km
Easy
Out-and-Back

Dana Common via Gate 40 Trail

Quabbin Reservoir, Massachusetts
Alander Mountain Trail
6.1 Miles
9.8 km
Hard
Out-and-Back

Alander Mountain Trail

Mt. Washington State Forest, Massachusetts
Holland Glen
0.8 Miles
1.3 km
Easy
Loop

Holland Glen

Belchertown, Massachusetts
Tully Trail to Spirit Falls Hike
3.4 Miles
5.5 km
Moderate
Out-and-Back

Tully Trail to Spirit Falls Hike

Royalston, Massachusetts
Mt Tom Traverse
4.8 Miles
7.7 km
Moderate
One-Way

Mt Tom Traverse

Mount Tom State Reservation, Massachusetts
Tully Mountain
1.1 Miles
1.8 km
Moderate
Out-and-Back

Tully Mountain

Tully Mountain Wildlife Management Area, Massachusetts
Showing 1 to 12 of 300 Hiking Trails