Best Dog Friendly Hiking Trails Near Boston, MA

Browse 29 dog-friendly hiking trails with 105 miles (169 km) to hike and explore near Boston, MA. Use our trail maps, elevation charts, pictures, and get directions to the trailhead to plan your next hike!

Trails in Massachusetts

Minuteman Commuter Bikeway Trail
20.3 Miles
32.7 km
Easy
Out-and-Back

Minuteman Commuter Bikeway Trail

Minute Man National Historical Park, Massachusetts
Charles River Greenway - Newton to Lederman Park
18 Miles
29 km
Easy
Out-and-Back

Charles River Greenway - Newton to Lederman Park

Charles River Reservation, Massachusetts
Charles River Greenway Trail
2.3 Miles
3.7 km
Easy
Loop

Charles River Greenway Trail

Charles River Reservation, Massachusetts
7.3 Miles
11.7 km
Easy
Out-and-Back

Charles River Reservation Trail

Charles River Reservation, Massachusetts
B Loop
3.5 Miles
5.6 km
Easy
Loop

B Loop

Stony Brook Reservation, Massachusetts
3 Miles
4.8 km
Easy
Loop

Pearce Lake and Eagle Rock Loop

Breakheart Reservation, Massachusetts
Waltham Western Greenway Trail
7.3 Miles
11.7 km
Moderate
One-Way

Waltham Western Greenway Trail

Waltham, Massachusetts
1.8 Miles
2.9 km
Easy
Loop

Cutler Park Loop Trail

Cutler Park Reservation, Massachusetts
Norumbega Conservation Trail
1.5 Miles
2.4 km
Easy
Loop

Norumbega Conservation Trail

Norumbega Park, Massachusetts
1 Mile
1.6 km
Easy
Out-and-Back

Fox Park Trail

Upper Charles River Reservation, Massachusetts
Blue Hills Loop Hike
1.6 Miles
2.6 km
Easy
Loop

Blue Hills Loop Hike

Blue Hills Reservation, Massachusetts
0.2 Miles
0.3 km
Easy
Out-and-Back

Charles River Viewpoint Trail

Upper Charles River Reservation, Massachusetts
Showing 1 to 12 of 29 Hiking Trails