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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 Lower Peck's Falls, a 0.1-mile trail in Adams, MA (US)
0.1 Miles
0.2 km
Easy Out-and-Back

Lower Peck's Falls

Greylock Glen, Massachusetts
Default image for Brewster Windmill Village, a 0.1-mile trail in Brewster, MA (US)
0.1 Miles
0.2 km
Easy Out-and-Back

Brewster Windmill Village

Brewster, Massachusetts
Default image for Pocumtuck Rock via Pocumtuck Ridge Trail, a 5.6-mile trail in Deerfield, MA (US)
5.6 Miles
9 km
Moderate Out-and-Back

Pocumtuck Rock via Pocumtuck Ridge Trail

Deerfield, Massachusetts
Default image for Hill Reservoir Hike, a 2.3-mile trail in Pelham, MA (US)
2.3 Miles
3.7 km
Easy Out-and-Back

Hill Reservoir Hike

Pelham, Massachusetts
Default image for Blue Heron Trail to Powells Island, a 6.7-mile trail in Dedham, MA (US)
6.7 Miles
10.8 km
Moderate Out-and-Back

Blue Heron Trail to Powells Island

Cutler Park Reservation, Massachusetts
Default image for Dunlop Brook Falls, a 0.4-mile trail in Pelham, MA (US)
0.4 Miles
0.6 km
Easy Out-and-Back

Dunlop Brook Falls

Pelham, Massachusetts
Default image for Lithia Spring Reservoir Trail, a 3.0-mile trail in South Hadley, MA (US)
3 Miles
4.8 km
Easy Loop

Lithia Spring Reservoir Trail

Skinner State Park, Massachusetts
Default image for Bear Hole Reservoir Trail, a 2.6-mile trail in West Springfield, MA (US)
2.6 Miles
4.2 km
Easy Loop

Bear Hole Reservoir Trail

West Springfield, Massachusetts
Default image for Buffam Falls, a 2.3-mile trail in Pelham, MA (US)
2.3 Miles
3.7 km
Moderate Loop

Buffam Falls

Buffam Falls Conservation Area, Massachusetts
Default image for Chapel Falls Trail, a 0.8-mile trail in Ashfield, MA (US)
0.8 Miles
1.3 km
Easy Out-and-Back

Chapel Falls Trail

Chapel Brook Reservation, Massachusetts
Default image for Gate 33, a 3.2-mile trail in New Salem, MA (US)
3.2 Miles
5.1 km
Easy Out-and-Back

Gate 33

Quabbin Reservoir, Massachusetts
Default image for Mt Tom DOC Trail to Abandoned Ski Resort, a 1.0-mile trail in Holyoke, MA (US)
1 Mile
1.6 km
Easy One-Way

Mt Tom DOC Trail to Abandoned Ski Resort

Mount Tom State Reservation, Massachusetts
Showing 49 to 60 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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