Hiking Trails in Massachusetts

Discover 1,223 routes with difficulty, elevation, and trail stats. Built for quickly narrowing down the right hike.

Old North Bridge Walk

Old North Bridge Walk

Concord, Massachusetts

3.5 km79 mgain
EasyOut & Back
Old Prospect Road to Ward Trail Loop

Old Prospect Road to Ward Trail Loop

Andover, Massachusetts

4.5 km118 mgain
ModerateLoop
Olivia's Overlook Via Charcoal Trail

Olivia's Overlook Via Charcoal Trail

Richmond, Massachusetts

3.2 km198 mgain
ModerateLoop
Opacum Woods Loop

Opacum Woods Loop

Sturbridge, Massachusetts

4.8 km131 mgain
EasyLoop
Orange and Yellow Loop

Orange and Yellow Loop

North Billerica, Massachusetts

3.5 km106 mgain
EasyLoop
Orange Loop Trail

Orange Loop Trail

Bedford, Massachusetts

1.4 km27 mgain
EasyLoop
Osgood Hill Loop via Osgood Hill Trail to Summit Trail [PRIVATE PROPERTY]

Osgood Hill Loop via Osgood Hill Trail to Summit Trail [PRIVATE PROPERTY]

North Andover, Massachusetts

3.7 km141 mgain
ModerateLoop
Otis 151 Trails

Otis 151 Trails

North Falmouth, Massachusetts

11.7 km277 mgain
ModerateLoop
Overlook Reservoir Loop

Overlook Reservoir Loop

Fitchburg, Massachusetts

1.9 km47 mgain
EasyLoop
Pacy Yellow Trail

Pacy Yellow Trail

Acton, Massachusetts

0.6 km11 mgain
EasyLoop
Paint Mine Loop

Paint Mine Loop

Lexington, Massachusetts

1.4 km39 mgain
EasyLoop
Paint Mine to Powerline Road, Yellow Trail, and Milk Crate Loop

Paint Mine to Powerline Road, Yellow Trail, and Milk Crate Loop

Bedford, Massachusetts

12.7 km249 mgain
ModerateLoop
Pakachoag Hiking Trail

Pakachoag Hiking Trail

Auburn, Massachusetts

2.9 km100 mgain
EasyOut & Back
Pamet Cranberry Bog Trail

Pamet Cranberry Bog Trail

Truro, Massachusetts

3.1 km89 mgain
EasyOut & Back
Par 5 Loop

Par 5 Loop

Sutton, Massachusetts

5.2 km123 mgain
EasyLoop
Parson's Cider Mill Trail

Parson's Cider Mill Trail

Worcester, Massachusetts

2.9 km83 mgain
EasyOut & Back
Patch Hill Conservation Area Loop

Patch Hill Conservation Area Loop

Boxborough, Massachusetts

5.0 km107 mgain
EasyLoop
Patch Hill Red and Yellow Trail Loop

Patch Hill Red and Yellow Trail Loop

Boxborough, Massachusetts

4.2 km127 mgain
EasyLoop
Patten Forest Loop

Patten Forest Loop

Walpole, Massachusetts

7.6 km144 mgain
EasyLoop
Paul Revere Ride to Freedom Bike Tour

Paul Revere Ride to Freedom Bike Tour

Boston, Massachusetts

73.7 km1,201 mgain
ModerateLoop
Pawtucket and Merrimack Canal Walk

Pawtucket and Merrimack Canal Walk

Lowell, Massachusetts

1.4 km22 mgain
EasyLoop
Peabody Loop

Peabody Loop

Dover, Massachusetts

4.2 km87 mgain
EasyLoop
Pearce Lake and Upper Pond Paved Loop

Pearce Lake and Upper Pond Paved Loop

Wakefield, Massachusetts

4.3 km112 mgain
ModerateLoop
Pearce Lake and Upper Pond Trail

Pearce Lake and Upper Pond Trail

Saugus, Massachusetts

3.9 km86 mgain
ModerateLoop
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