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Best Dog Friendly Hiking Trails in Massachusetts

Default image for Jacobs Hill & Spirit Falls Hike, a 1.8-mile trail in Royalston, Massachusetts (US)
  • 1.8 mi
  • Moderate
  • Loop

Jacobs Hill & Spirit Falls Hike

Royalston, Massachusetts

4.0
Default image for Scargo Tower, a 0.1-mile trail in Dennis, Massachusetts (US)
  • 0.1 mi
  • Easy
  • Out-and-Back

Scargo Tower

Dennis, Massachusetts

4.0
Default image for Metacomet - Monadnock Trail - Section 5, a 5.0-mile trail in Holyoke, Massachusetts (US)
  • 5.0 mi
  • Moderate
  • One-Way

Metacomet - Monadnock Trail - Section 5

Holyoke, Massachusetts

0
Default image for Royalston Falls, a 2.0-mile trail in Royalston, Massachusetts (US)
  • 2.0 mi
  • Moderate
  • Out-and-Back

Royalston Falls

Royalston, Massachusetts

5.0
Default image for Peck's Falls Trail, a 0.2-mile trail in Adams, Massachusetts (US)
  • 0.2 mi
  • Easy
  • Out-and-Back

Peck's Falls Trail

Adams, Massachusetts

5.0
Default image for Father Loop Trail and Mother Loop Trail, a 6.7-mile trail in Great Barrington, Massachusetts (US)
  • 6.7 mi
  • Moderate
  • Loop

Father Loop Trail and Mother Loop Trail

Great Barrington, Massachusetts

0
Default image for Occupy Chatham Beach Shack, a 0.8-mile trail in Chatham, Massachusetts (US)
  • 0.8 mi
  • Easy
  • Out-and-Back

Occupy Chatham Beach Shack

Chatham, Massachusetts

4.0
Default image for Race Brook Falls - Lower Falls , a 1.3-mile trail in Sheffield, Massachusetts (US)
  • 1.3 mi
  • Moderate
  • Out-and-Back

Race Brook Falls - Lower Falls

Sheffield, Massachusetts

0
Default image for Otis Falls Trail, a 0.2-mile trail in Otis, Massachusetts (US)
  • 0.2 mi
  • Moderate
  • Out-and-Back

Otis Falls Trail

Otis, Massachusetts

5.0
Default image for The Knob, a 1.0-mile trail in Falmouth, Massachusetts (US)
  • 1.0 mi
  • Moderate
  • Out-and-Back

The Knob

Falmouth, Massachusetts

5.0
Default image for Goldmine Brook Falls, a 0.2-mile trail in Chester, Massachusetts (US)
  • 0.2 mi
  • Moderate
  • Out-and-Back

Goldmine Brook Falls

Chester, Massachusetts

5.0
Default image for Sunset Ledge and Goat Rock, a 1.0-mile trail in Wrentham, Massachusetts (US)
  • 1.0 mi
  • Easy
  • Loop

Sunset Ledge and Goat Rock

Wrentham, Massachusetts

4.0
Showing 25 to 36 of 254 Hiking Trails

Popular categories

Scenic mountain view
Vista Trails
Scenic gorge of cascades
Waterfall Hikes
Rugged mountain terrain
Summit Trails
Dog hiking on a mountain trail
Dog-friendly
Scenic campsite with a view
Camping Trails
Appalachian Trail white blaze marker
A.T. Hikes
HikingUpward

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