Trail Run Project Logo

Massachusetts

  1. Areas
  2. Massachusetts
  3. View Sub Areas

Area suggestions or local tips? Tell us!

View Interactive Map
Difficulty
Easy — Difficult
Distance
mi
 - 
mi
Rating
Distance
mi
 - 
mi
Difficulty
Easy — Difficult
Rating
Popular Near Here
Google Map

672 mi 1,081 km of trail — 27 Featured Runs

Easy Trails 175 Trails Intermediate Trails 112 Trails Hard Trails 15 Trails

Areas Within Massachusetts

Area suggestions or local tips? Tell us!
Trail Run Project is built by runners like you.
Share what you know about this area with the community.

Featured Runs in Massachusetts - 27

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

View of the pond

#1

1.8 mi 2.9 km
Walden Pond
 5
Concord, MA
This is from the top of the dam.

#2

4.7 mi 7.6 km
Tully Lake Loop
 2
Royalston, 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
The finish area is complete with Greylock in the background.

#7

13.0 mi 20.9 km
Mount Greylock Trail Race
 1
Adams, MA
No Photos

#8

3.5 mi 5.7 km
My Hike on 04/12/18 at 1…
 1
Worcester, MA

Trails in Massachusetts - 275

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
All Clear
Update
Dry
28 days ago
19 
1.1 mi 1.7 km
#2 Skyline Trail South
Milton, MA
1.1 mi 1.7 km Milton, MA
Unknown
Update
2 
0.3 mi 0.5 km
#3 Fern Trail
Northampton, MA
0.3 mi 0.5 km Northampton, MA
Unknown
Update
2 
22.8 mi 36.7 km
#4 Farmington Canal Heritage Trail: Northern Connecticut Section
North Granby, CT
22.8 mi 36.7 km North Granby, CT
All Clear
Update
50 days ago
1 
1.1 mi 1.8 km
#5 Morses Pond Trail
Wellesley, MA
1.1 mi 1.8 km Wellesley, MA
Unknown
Update
1 
2.6 mi 4.1 km
#6 Lake Waban
Wellesley, MA
2.6 mi 4.1 km Wellesley, MA
All Clear
Update
Dry, Mostly Dry
65 days ago
1 
0.4 mi 0.7 km
#7 Awesome-Sauce Trail
Saugus, MA
0.4 mi 0.7 km Saugus, MA
Unknown
Update
1 
2.7 mi 4.3 km
#8 Moraine Trail - Northern Section
West Falmouth, MA
2.7 mi 4.3 km West Falmouth, MA
Unknown
Update
1 
89.1 mi 143.4 km
#9 AT: AMC - Berkshire Chapter (MA)
Canaan, CT
89.1 mi 143.4 km Canaan, CT
Unknown
Update
1 
1.8 mi 2.9 km
#10 Trilogy Trail
Ashby, MA
1.8 mi 2.9 km Ashby, MA
Unknown
Update
1 
0.7 mi 1.2 km
#11 Main Loop (Blue Trail)
Stow, MA
0.7 mi 1.2 km Stow, MA
Unknown
Update
1 
2.3 mi 3.7 km
#12 Harvey Mountain Trail
Austerlitz, NY
2.3 mi 3.7 km Austerlitz, NY
Unknown
Update
1 
0.4 mi 0.7 km
#13 Yellow Trail
Stow, MA
0.4 mi 0.7 km Stow, MA
Unknown
Update
1 
1.2 mi 1.9 km
#14 Wild Side
Northampton, MA
1.2 mi 1.9 km Northampton, 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 
0.5 mi 0.8 km
#17 Knee Breaker
Northampton, MA
0.5 mi 0.8 km Northampton, MA
Unknown
Update
1 
1.7 mi 2.8 km
#18 My Hike on 04/21/18 at 2:30 PM
Head of Westport, MA
1.7 mi 2.8 km Head of Westport, MA
Unknown
Update
1 
0.3 mi 0.5 km
#19 No Man's Land
Northampton, MA
0.3 mi 0.5 km Northampton, MA
Unknown
Update
1 
0.8 mi 1.2 km
#20 Alter Ego
Austerlitz, NY
0.8 mi 1.2 km Austerlitz, NY
Unknown
Update
1 

Photos of Massachusetts - 190

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

Fall fog - no druids required

#1

Fall fog - no druids required
 3
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
Red-tailed hawk at Wachusett Meadow Wildlife Sanctuary.

#5

Red-tailed hawk at Wachusett Meadow Wildlife Sa…
 4
Princeton, MA
Experiencing the Old King's Highway seems to bring you back in time.

#6

Experiencing the Old King's Highway seems to br…
 4
Truro, MA
The view from the ridgeline.

#7

The view from the ridgeline.
 3
Hadley, MA
Heading back to the Try Island Trail boardwalk, looking east across the marsh toward the Nature Center.

#8

Heading back to the Try Island Trail boardwalk,…
 2
North Eastham, MA

Classes & Events Near You

Find More Classes and Events

SUN
Jun 24
Learn to Kayak Class
The Trustees - Worlds End
7:00 am - 10:00 am
SUN
Jun 24
Introduction to Outdoor Rock Climbing Class - Level 1
College Rock
7:00 am - 1:00 pm
SUN
Jun 24
Learn to Kayak Class
The Trustees - Worlds End
11:00 am - 2:00 pm
MON
Jun 25
Backpacking Basics
Reading REI
4:30 pm - 6:00 pm
TUE
Jun 26
Hiking the Bay Circuit Trail
Hingham REI
4:30 pm - 6:00 pm
TUE
Jun 26
GPS Navigation Basics
Reading REI
4:30 pm - 6:30 pm

Shop REI Adventures

Find More REI Adventures

White Mountains Ice Climbing Basics
View Trip Details
Appalachian Trail Hut-to-Hut Hiking - Pemigewasset Wilderness
View Trip Details
Mount Washington Winter Climb
View Trip Details

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

Shop REI Running