Hiking Project Logo

Massachusetts

Area suggestions or local tips? Tell us!

Difficulty
Easy Difficult
Distance
mi
 - 
mi
Rating
Distance
mi
 - 
mi
Difficulty
Easy Difficult
Rating
Popular Near Here
Zoom in to see details
Map Key

1,245 mi 2,004 km of trail 22 Featured Hikes

Easy Trails 392 Trails Intermediate Trails 271 Trails Hard Trails 36 Trails
Area suggestions or local tips? Tell us!
Hiking Project is built by hikers like you.
Share what you know about this area with the community.

Featured Hikes in Massachusetts - 22

Hiking Project is built by hikers like you. Add Your Hikes

Trails in Massachusetts - 677

Hiking Project is built by hikers like you. Add Your Trails

7.5 mi 12.1 km
#1 Skyline Trail
Winchester, MA
7.5 mi 12.1 km Winchester, MA
Unknown
Update
22 
Milton, MA
1.1 mi 1.7 km Milton, MA
Unknown
Update
0.3 mi 0.5 km
#3 Fern Trail
Northampton, MA
0.3 mi 0.5 km Northampton, MA
Unknown
Update
Sheffield, MA
89.7 mi 144.3 km Sheffield, MA
Unknown
Update
1.1 mi 1.8 km
#5 Morses Pond Trail
Wellesley, MA
1.1 mi 1.8 km Wellesley, MA
Unknown
Update
Saugus, MA
0.4 mi 0.7 km Saugus, MA
Unknown
Update
2.1 mi 3.4 km
#7 Red Trail
Bliss Corner, MA
2.1 mi 3.4 km Bliss Corner, MA
Unknown
Update
1.8 mi 2.9 km
#8 Trilogy Trail
Ashby, MA
1.8 mi 2.9 km Ashby, MA
Unknown
Update
2.2 mi 3.6 km
#9 Peabody Loop
Dover, MA
2.2 mi 3.6 km Dover, MA
Unknown
Update
1.2 mi 1.9 km
#10 Wild Side
Northampton, MA
1.2 mi 1.9 km Northampton, MA
Unknown
Update
West Falmouth, MA
2.7 mi 4.3 km West Falmouth, MA
Unknown
Update
1.8 mi 3.0 km
#12 Thunderbolt Trail
Adams, MA
1.8 mi 3.0 km Adams, MA
Minor Issues
Update
Snowy, Icy, Fallen Trees - Watch for ice beneath the wind swept snow dunes.
74 days ago
2.1 mi 3.4 km
#13 Pine Cobble Trail
Williamstown, MA
2.1 mi 3.4 km Williamstown, MA
Unknown
Update
Westwood, MA
1.7 mi 2.8 km Westwood, MA
Unknown
Update
Stow, MA
0.7 mi 1.2 km Stow, MA
Unknown
Update
North Eastham, MA
1.1 mi 1.8 km North Eastham, MA
Unknown
Update
1.5 mi 2.4 km
#17 Pinnacle Trail
Austerlitz, NY
1.5 mi 2.4 km Austerlitz, NY
Unknown
Update
Dalton, MA
12.4 mi 20.0 km Dalton, MA
Unknown
Update
2.0 mi 3.2 km
#19 Blue Trail
Bliss Corner, MA
2.0 mi 3.2 km Bliss Corner, MA
Unknown
Update
0.4 mi 0.7 km
#20 Yellow Trail
Stow, MA
0.4 mi 0.7 km Stow, MA
Unknown
Update

Photos of Massachusetts - 281

Hiking Project is built by hikers like you. Add Your Photos

Classes & Events Near You

Find More Classes and Events

Shop REI Adventures

Find More REI Adventures


Hiking Project is part of the REI Co-op family,
where a life outdoors is a life well lived.

Shop REI Hiking