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Best Dog Friendly Hiking Trails in Massachusetts

Browse 254 dog-friendly hiking trails across 451 miles (726 km) in Massachusetts.
Default image for Mt Castor Trail, a 1.0-mile trail in Amherst, MA (US), a path surrounded by lush greenery.
1 Mile
1.6 km
Easy Out-and-Back

Mt Castor Trail

Amherst, Massachusetts
Default image for Chesterfield Gorge Trail, a 1.5-mile trail in Chesterfield, MA (US)
1.5 Miles
2.4 km
Easy Out-and-Back

Chesterfield Gorge Trail

Chesterfield, Massachusetts
Default image for Charley's Loop Trail, a 1.3-mile trail in Sutton, MA (US)
1.3 Miles
2.1 km
Easy Loop

Charley's Loop Trail

Purgatory Chasm State Reservation, Massachusetts
Default image for Black Stevens Loop, a 1.7-mile trail in South Hadley, MA (US)
1.7 Miles
2.7 km
Easy Loop

Black Stevens Loop

Black Stevens Conservation Area, Massachusetts
Default image for Chicopee Memorial State Park Paved Trail, a 2.3-mile trail in Chicopee, MA (US)
2.3 Miles
3.7 km
Easy Loop

Chicopee Memorial State Park Paved Trail

Chicopee Memorial State Park, Massachusetts
Default image for Mt Tom Power Line Trail, a 2.1-mile trail in Holyoke, MA (US)
2.1 Miles
3.4 km
Hard Out-and-Back

Mt Tom Power Line Trail

Mount Tom State Reservation, Massachusetts
Default image for Westover Conservation Area Main Trail, a 0.5-mile trail in Ludlow, MA (US)
0.5 Miles
0.8 km
Easy Out-and-Back

Westover Conservation Area Main Trail

Westover Conservation Area, Massachusetts
Default image for Pearce Lake and Eagle Rock Loop, a 3.0-mile trail in Saugus, MA (US), a path surrounded by lush greenery.
3 Miles
4.8 km
Easy Loop

Pearce Lake and Eagle Rock Loop

Breakheart Reservation, Massachusetts
Default image for Hampshire College Conservation Loop Trail, a 1.1-mile trail in Hadley, MA (US)
1.1 Miles
1.8 km
Easy Loop

Hampshire College Conservation Loop Trail

Hadley, Massachusetts
Default image for North Sugarloaf via Pocumtuck Ridge Trail, a 3.6-mile trail in Deerfield, MA (US)
3.6 Miles
5.8 km
Moderate Loop

North Sugarloaf via Pocumtuck Ridge Trail

Mount Sugarloaf State Reservation, Massachusetts
Default image for Norwottuck Rail Path, a 1.3-mile trail in Belchertown, MA (US)
1.3 Miles
2.1 km
Easy Out-and-Back

Norwottuck Rail Path

Norwottuck Rail Trail, Massachusetts
Default image for M & M Trail - Harris Mtn Rd to Federal St, a 4.0-mile trail in Granby, MA (US)
4 Miles
6.4 km
Moderate Out-and-Back

M & M Trail - Harris Mtn Rd to Federal St

Mount Holyoke Range State Park, Massachusetts
Showing 121 to 132 of 254 Hiking Trails

Trails by Category

Scenic mountain view representing vista trails
Vista Trails
Scenic gorge of cascades representing waterfall trails
Waterfall Trails
Rugged mountain terrain representing summit trails
Summit Trails
Scenic mountain view representing dog-friendly trails
Dog-Friendly Trails

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