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Massachusetts

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1,251 mi 2,014 km of trail — 24 Featured Runs

Easy Trails 424 Trails Intermediate Trails 307 Trails Hard Trails 41 Trails

Areas Within Massachusetts

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Featured Runs in Massachusetts - 24

Trail Run Project is built by runners like you. Add Your Runs

Favorite View of the pond

Walden Pond

1.8 mi 2.9 km • Loop • 44 ft Ascent 13.43 m Ascent

Singletrack Concord, MA

( 7 )
Favorite Eastern side of lake looking west.

Tully Lake Loop

4.7 mi 7.6 km • Loop • 335 ft Ascent 102.2 m Ascent

Singletrack Royalston, MA

( 7 )
Favorite Experiencing the Old King's Highway seems to bring you back in time.

Pamet Loop

5.4 mi 8.7 km • Loop • 239 ft Ascent 72.87 m Ascent

Doubletrack Truro, MA

( 2 )
Favorite Start of the Pine Trail

Pine Tree Trail

3.7 mi 6.0 km • Loop • 216 ft Ascent 65.94 m Ascent

Singletrack Pocasset, MA

( 1 )
Favorite While unnecessary, this water crossing certainly spiced up the run!

Outer Loop

2.9 mi 4.6 km • Loop • 104 ft Ascent 31.64 m Ascent

Singletrack Swansea, MA

( 1 )
Favorite Greeting Tree at trailhead.

Vernal Pool Loop

1.8 mi 2.9 km • Loop • 99 ft Ascent 30.28 m Ascent

Singletrack Sharon, MA

( 1 )
Favorite Beautiful section of the AT just as the snow/ice was beginning to melt on the ridge

Mount Greylock Summit Loop

6.6 mi 10.6 km • Loop • 2,252 ft Ascent 686.53 m Ascent

Singletrack Adams, MA

( 7 )
Favorite Fall colors reflected in Pud's Pond

Borderland State Park Loop

4.6 mi 7.4 km • Loop • 234 ft Ascent 71.21 m Ascent

Singletrack Easton, MA

( 7 )

Trails in Massachusetts - 748

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
5 days ago
22 
89.7 mi 144.3 km #2 AT: AMC - Berkshire Chapter (MA)
Sheffield, MA
89.7 mi 144.3 km Sheffield, MA
Unknown
Update
2 
1.1 mi 1.7 km #3 Skyline Trail South
Milton, MA
1.1 mi 1.7 km Milton, 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 
1.8 mi 3.0 km #5 Thunderbolt Trail
Adams, MA
1.8 mi 3.0 km Adams, MA
Unknown
Update
1 
2.1 mi 3.4 km #6 Pine Cobble Trail
Williamstown, MA
2.1 mi 3.4 km Williamstown, MA
Unknown
Update
1 
1.1 mi 1.8 km #7 Morses Pond Trail
Wellesley, MA
1.1 mi 1.8 km Wellesley, MA
Unknown
Update
1 
0.4 mi 0.7 km #8 Awesome-Sauce Trail
Saugus, MA
0.4 mi 0.7 km Saugus, MA
Unknown
Update
1 
1.8 mi 2.9 km #9 Trilogy Trail
Ashby, MA
1.8 mi 2.9 km Ashby, MA
Unknown
Update
1 
2.7 mi 4.3 km #10 Hoosac Range Trail
North Adams, MA
2.7 mi 4.3 km North Adams, 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 
1.2 mi 1.9 km #12 Wild Side
Northampton, MA
1.2 mi 1.9 km Northampton, MA
Unknown
Update
1 
2.7 mi 4.3 km #13 Moraine Trail - Northern Section
West Falmouth, MA
2.7 mi 4.3 km West Falmouth, MA
Unknown
Update
1 
2.2 mi 3.6 km #14 Peabody Loop
Dover, MA
2.2 mi 3.6 km Dover, MA
Unknown
Update
1 
8.2 mi 13.3 km #15 Bear Swamp Hiking Trail
Charlemont, MA
8.2 mi 13.3 km Charlemont, MA
Unknown
Update
1 
0.5 mi 0.8 km #16 Needham Reservoir Trail
Needham, MA
0.5 mi 0.8 km Needham, MA
Unknown
Update
1 
1.7 mi 2.8 km #17 Page & Sadie Trail
Westwood, MA
1.7 mi 2.8 km Westwood, MA
Unknown
Update
1 
0.7 mi 1.2 km #18 Main Loop (Blue Trail)
Stow, MA
0.7 mi 1.2 km Stow, 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 
1.1 mi 1.8 km #20 Atlantic White Cedar Trail
North Eastham, MA
1.1 mi 1.8 km North Eastham, MA
Unknown
Update
1 

Photos of Massachusetts - 288

Trail Run Project is built by runners like you. Add Your Photos

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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