Trail Run Project Logo

Massachusetts

Zoom in to see details
Map Key

2,112 mi 3,400 km of trail 59 Recommended Routes

Gems 1 Gem Easy Trails 495 Trails Intermediate Trails 580 Trails Hard Trails 193 Trails
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.

Gems in Massachusetts - 1

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

gem Favorite Big Bish Falls from above.

Bash Bish Falls

(1) Sheffield, MA

Recommended Routes in Massachusetts - 59

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

Favorite Middlesex Fells, Medford, United States
Intermediate/Difficult

Skyline Trail

7.5 mi 12.1 km 846' Up 257.71 m Up 863' Down 262.89 m Down

Winchester, MA
Favorite Beautiful section of the AT just as the snow/ice was beginning to melt on the ridge
Intermediate/Difficult

Mount Greylock Summit Loop

6.6 mi 10.6 km 2,252' Up 686.53 m Up 2,250' Down 685.67 m Down

Adams, MA
Favorite A beautiful look at the fall leaves that are just beginning to turn color.
Intermediate

Ponkapoag Pond Loop

4.4 mi 7.0 km 229' Up 69.67 m Up 228' Down 69.44 m Down

Milton, MA
Favorite Running through 30 minutes before sunset.
Intermediate

Leyden Blueberry Fields

7.5 mi 12.1 km 1,167' Up 355.66 m Up 1,188' Down 362.11 m Down

Bernard…, MA
Favorite The Great Blue Hill Observation Tower
Difficult

Blue Hills Loop

4.1 mi 6.5 km 1,171' Up 356.87 m Up 1,165' Down 355.22 m Down

Dedham, MA
Favorite Long exposure of Doane's Falls.
Intermediate

Tully Lake Loop

4.7 mi 7.6 km 335' Up 102.2 m Up 331' Down 100.98 m Down

Royalston, MA
Favorite View of the pond
Easy

Walden Pond

1.8 mi 2.9 km 44' Up 13.43 m Up 43' Down 13.18 m Down

Concord, MA
Favorite Trail is unmarked but follows the edge of large field.
Intermediate/Difficult

Robert Frost Trail

40.2 mi 64.7 km 5,360' Up 1633.58 m Up 5,892' Down 1795.84 m Down

Wendell, MA

Trails in Massachusetts - 1209

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

89.7 mi 144.4 km #1AT: AMC - Berkshire Chapter (MA)
Intermediate/Difficult
Sheffield, MA
Intermediate/Difficult
Sheffield, MA
0.8 mi 1.2 km #2Ice Glen Trail
Intermediate
Stockbridge, MA
Intermediate
Stockbridge, MA
3.9 mi 6.4 km #3Pocumtuck Ridge Trail
Intermediate
South Deerfield, MA
Intermediate
South Deerfield, MA
1.8 mi 3.0 km #4Thunderbolt Trail
Difficult
Adams, MA
Difficult
Adams, MA
0.3 mi 0.5 km #5Fern Trail
Easy
Northampton, MA
Easy
Northampton, MA
0.5 mi 0.8 km #6Needham Reservoir Trail
Easy
Needham, MA
Easy
Needham, MA
8.2 mi 13.3 km #7Bear Swamp Hiking Trail
Difficult
Charlemont, MA
Difficult
Charlemont, MA
0.9 mi 1.4 km #8Hermit's Castle Trail
Intermediate
Erving, MA
Intermediate
Erving, MA
1.4 mi 2.2 km #9Fire Tower Trail
Difficult
Shelburne Falls, MA
Difficult
Shelburne Falls, MA
1.1 mi 1.8 km #10Morses Pond Trail
Intermediate
Wellesley, MA
Intermediate
Wellesley, MA
10.9 mi 17.6 km #11Mahican - Mohawk Trail Section 4: Charlemont - Cold River
Difficult
Charlemont, MA
Difficult
Charlemont, MA
2.7 mi 4.3 km #12Hoosac Range Trail
Intermediate
North Adams, MA
Intermediate
North Adams, MA
0.4 mi 0.7 km #13Pine Hill Trail
Intermediate
Princeton, MA
Intermediate
Princeton, MA
2.7 mi 4.3 km #14Dome Trail
Difficult
Williamstown, MA
Difficult
Williamstown, MA
1.5 mi 2.5 km #15Healthy Heart Trail
Easy
Melrose, MA
Easy
Melrose, MA
1.1 mi 1.7 km #16Cascade Trail
Intermediate
North Adams, MA
Intermediate
North Adams, MA
2.1 mi 3.4 km #17Wickett Pond Trail
Intermediate
Wendell, MA
Intermediate
Wendell, MA
0.4 mi 0.7 km #18Awesome-Sauce Trail
Very Difficult
Saugus, MA
Very Difficult
Saugus, MA
0.3 mi 0.5 km #19Ragged Mountain South Peak Trail
Difficult
Adams, MA
Difficult
Adams, MA
12.4 mi 20.0 km #20Ashuwillticook Rail Trail
Easy
Dalton, MA
Easy
Dalton, MA

Photos of Massachusetts - 613

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

Misty river at sunrise.
Jan 22, 2020 near Chester…, MA
Fall fog - no druids required
May 22, 2018 near Hopkinton, MA
While unnecessary, this water crossing certainly spiced up the run!
Jun 20, 2017 near Swansea, MA
The trail requires crossing the river multiple times.
Mar 28, 2020 near Sheffield, MA
walk through pine trees forest at beginning of trail.
Mar 28, 2020 near Sheffield, MA
Foliage in fall
May 22, 2018 near Upton, MA
Looking west from one of the many outlooks on this beautiful ridgeline.
Nov 18, 2016 near South A…, MA
Experiencing the Old King's Highway seems to bring you back in time.
Jul 5, 2017 near Truro, MA