Trail running Race Calendar in Massachusetts, United States

Oct

11

Arc'Teryx Run Boston

Milton, Massachusetts, United States

$20.00

Trail running

10K

Oct

24

Sheriff's Meadow Foundation Fourth Trail Run

Edgartown, Massachusetts, United States

Free

Trail running

5K

Oct

25

Ox Trot 5K

Sturbridge, Massachusetts, United States

$15.00 - $25.00

Trail running Walking Running

5K 3.2K Kids Trot

Oct

25

Powisset Farm Trail Run - Fall

Dover, Massachusetts, United States

$20.00 - $55.00

Trail running

13.4K 9K 5K 2.4K

Nov

08

Upton 10.5K and Half Marathon Trail Race

Upton, Massachusetts, United States

$30.00 - $35.00

Trail running

10.5K Half-Marathon

Nov

15

Gfrc Busa Bushwhack Trail Races

Framingham, Massachusetts, United States

$25.00

Trail running

8.5K 16.1K

Oct

31

The Next Loop Endurance Series - New England

Wrentham, Massachusetts, United States

$90.00

Trail running

5K

Oct

04

Houghton's Pond Trail Races (7 Miles and 3.7 Miles)

Milton, Massachusetts, United States

Trail running

11.3K 6K

Oct

03

Shrewsbury Trails 5K

Shrewsbury, Massachusetts, United States

Trail running Walking Running

5K Kid Run

Sep

27

Race for the Refuge

Sudbury, Massachusetts, United States

Trail running

10K 30K

Sep

26

Backyard Ultra

Princeton, Massachusetts, United States

Trail running

2026 Backyard Ultra Marathon

Aug

26

Lynn Woods Relay

Lynn, Massachusetts, United States

Trail running

4K