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Massachusetts

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898 mi 1,445 km of trail — 22 Featured Runs

Easy Trails 348 Trails Intermediate Trails 180 Trails Hard Trails 25 Trails

Areas Within Massachusetts

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Featured Runs in Massachusetts - 22

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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
Start of the Pine Trail

#3

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

#4

2.9 mi 4.6 km
Outer Loop
 1
Swansea, MA
Experiencing the Old King's Highway seems to bring you back in time.

#5

5.4 mi 8.7 km
Pamet Loop
 1
Truro, MA
Greeting Tree at trailhead.

#6

1.8 mi 2.9 km
Vernal Pool Loop
 1
Sharon, MA
Beautiful section of the AT just as the snow/ice was beginning to melt on the ridge

#7

6.6 mi 10.6 km
Mount Greylock Summit Loop
 5
Adams, MA
The ultimate rocks and roots trail.

#8

43.0 mi 69.1 km
Wapack and Back
 6
Ashburnham, MA

Trails in Massachusetts - 531

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
Minor Issues
Update
Some Mud
30 days ago
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
17 days ago
2 
89.5 mi 144.1 km
#3 AT: AMC - Berkshire Chapter (MA)
Canaan, CT
89.5 mi 144.1 km Canaan, CT
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 
2.6 mi 4.1 km
#5 Lake Waban Trail
Wellesley, MA
2.6 mi 4.1 km Wellesley, MA
Unknown
Update
1 
2.3 mi 3.7 km
#6 Harvey Mountain Trail
Austerlitz, NY
2.3 mi 3.7 km Austerlitz, NY
Unknown
Update
1 
22.8 mi 36.7 km
#7 Farmington Canal Heritage Trail: Northern Connecticut Section
North Granby, CT
22.8 mi 36.7 km North Granby, CT
Unknown
Update
1 
1.1 mi 1.8 km
#8 Morses Pond Trail
Wellesley, MA
1.1 mi 1.8 km Wellesley, MA
Unknown
Update
1 
2.2 mi 3.6 km
#9 Storrow Pond Trail
Westwood, MA
2.2 mi 3.6 km Westwood, MA
Unknown
Update
1 
0.4 mi 0.7 km
#10 Awesome-Sauce Trail
Saugus, MA
0.4 mi 0.7 km Saugus, MA
Unknown
Update
1 
2.1 mi 3.4 km
#11 Red Trail
Bliss Corner, MA
2.1 mi 3.4 km Bliss Corner, MA
Unknown
Update
1 
1.8 mi 2.9 km
#12 Trilogy Trail
Ashby, MA
1.8 mi 2.9 km Ashby, MA
Unknown
Update
1 
2.2 mi 3.6 km
#13 Peabody Loop
Dover, MA
2.2 mi 3.6 km Dover, MA
Unknown
Update
1 
2.7 mi 4.3 km
#14 Moraine Trail - Northern Section
West Falmouth, MA
2.7 mi 4.3 km West Falmouth, MA
Unknown
Update
1 
1.2 mi 1.9 km
#15 Wild Side
Northampton, MA
1.2 mi 1.9 km Northampton, MA
Unknown
Update
1 
1.7 mi 2.8 km
#16 Page & Sadie Trail
Westwood, MA
1.7 mi 2.8 km Westwood, MA
Unknown
Update
1 
0.7 mi 1.2 km
#17 Main Loop (Blue Trail)
Stow, MA
0.7 mi 1.2 km Stow, MA
Unknown
Update
1 
1.1 mi 1.8 km
#18 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
#19 Pinnacle Trail
Austerlitz, NY
1.5 mi 2.4 km Austerlitz, NY
Unknown
Update
1 
2.0 mi 3.2 km
#20 Blue Trail
Bliss Corner, MA
2.0 mi 3.2 km Bliss Corner, MA
Unknown
Update
1 

Photos of Massachusetts - 243

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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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