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Massachusetts

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1,144 mi 1,841 km of trail — 23 Featured Runs

Easy Trails 389 Trails Intermediate Trails 255 Trails Hard Trails 35 Trails

Areas Within Massachusetts

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Featured Runs in Massachusetts - 23

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This is from the top of the dam.

#1

4.7 mi 7.6 km
Tully Lake Loop
 6
Royalston, MA
View of the pond

#2

1.8 mi 2.9 km
Walden Pond
 7
Concord, MA
Experiencing the Old King's Highway seems to bring you back in time.

#3

5.4 mi 8.7 km
Pamet Loop
 2
Truro, MA
Start of the Pine Trail

#4

3.7 mi 6.0 km
Pine Tree Trail
 1
Pocasset, MA
While unnecessary, this water crossing certainly spiced up the run!

#5

2.9 mi 4.6 km
Outer Loop
 1
Swansea, MA
Greeting Tree at trailhead.

#6

1.8 mi 2.9 km
Vernal Pool Loop
 1
Sharon, MA
The ultimate rocks and roots trail.

#7

43.0 mi 69.1 km
Wapack and Back
 6
Ashburnham, MA
Beautiful section of the AT just as the snow/ice was beginning to melt on the ridge

#8

6.6 mi 10.6 km
Mount Greylock Summit Loop
 6
Adams, MA

Trails in Massachusetts - 656

Trail Run Project is built by runners 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 
1.1 mi 1.7 km
#2 Skyline Trail South
Milton, MA
1.1 mi 1.7 km Milton, MA
Minor Issues
Update
Mostly Dry, Icy
87 days ago
2 
89.7 mi 144.3 km
#3 AT: AMC - Berkshire Chapter (MA)
Sheffield, MA
89.7 mi 144.3 km Sheffield, MA
Unknown
Update
2 
0.3 mi 0.5 km
#4 Fern Trail
Northampton, MA
0.3 mi 0.5 km Northampton, MA
Unknown
Update
2 
1.1 mi 1.8 km
#5 Morses Pond Trail
Wellesley, MA
1.1 mi 1.8 km Wellesley, MA
Unknown
Update
1 
0.4 mi 0.7 km
#6 Awesome-Sauce Trail
Saugus, MA
0.4 mi 0.7 km Saugus, MA
Unknown
Update
1 
2.1 mi 3.4 km
#7 Red Trail
Bliss Corner, MA
2.1 mi 3.4 km Bliss Corner, MA
Unknown
Update
1 
1.8 mi 2.9 km
#8 Trilogy Trail
Ashby, MA
1.8 mi 2.9 km Ashby, MA
Unknown
Update
1 
2.2 mi 3.6 km
#9 Peabody Loop
Dover, MA
2.2 mi 3.6 km Dover, MA
Unknown
Update
1 
1.2 mi 1.9 km
#10 Wild Side
Northampton, MA
1.2 mi 1.9 km Northampton, MA
Unknown
Update
1 
2.7 mi 4.3 km
#11 Moraine Trail - Northern Section
West Falmouth, MA
2.7 mi 4.3 km West Falmouth, MA
Unknown
Update
1 
1.7 mi 2.8 km
#12 Page & Sadie Trail
Westwood, MA
1.7 mi 2.8 km Westwood, MA
Unknown
Update
1 
2.1 mi 3.4 km
#13 Pine Cobble Trail
Williamstown, MA
2.1 mi 3.4 km Williamstown, MA
Unknown
Update
1 
0.7 mi 1.2 km
#14 Main Loop (Blue Trail)
Stow, MA
0.7 mi 1.2 km Stow, MA
Unknown
Update
1 
1.1 mi 1.8 km
#15 Atlantic White Cedar Trail
North Eastham, MA
1.1 mi 1.8 km North Eastham, MA
Unknown
Update
1 
1.5 mi 2.4 km
#16 Pinnacle Trail
Austerlitz, NY
1.5 mi 2.4 km Austerlitz, NY
Unknown
Update
1 
2.0 mi 3.2 km
#17 Blue Trail
Bliss Corner, MA
2.0 mi 3.2 km Bliss Corner, MA
Unknown
Update
1 
1.8 mi 3.0 km
#18 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.
41 days ago
1 
0.4 mi 0.7 km
#19 Yellow Trail
Stow, MA
0.4 mi 0.7 km Stow, MA
Unknown
Update
1 
12.4 mi 20.0 km
#20 Ashuwillticook Rail Trail
Dalton, MA
12.4 mi 20.0 km Dalton, MA
Minor Issues
Update
Snowy, Icy: Still some patches of snow and ice.
81 days ago
1 

Photos of Massachusetts - 279

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Fall fog - no druids required

#1

Fall fog - no druids required
 4
Hopkinton, MA
Foliage in fall

#2

Foliage in fall
 3
Upton, MA
While unnecessary, this water crossing certainly spiced up the run!

#3

While unnecessary, this water crossing certainl…
 3
Swansea, MA
Looking west from one of the many outlooks on this beautiful ridgeline.

#4

Looking west from one of the many outlooks on t…
 3
South Amherst, MA
Experiencing the Old King's Highway seems to bring you back in time.

#5

Experiencing the Old King's Highway seems to br…
 5
Truro, MA
Red-tailed hawk at Wachusett Meadow Wildlife Sanctuary.

#6

Red-tailed hawk at Wachusett Meadow Wildlife Sa…
 4
Princeton, MA
Views from Lenox Mountain summit.

#7

Views from Lenox Mountain summit.
 3
Lenox, MA
The view from the ridgeline.

#8

The view from the ridgeline.
 3
Hadley, MA

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