Trail running Race Calendar in Massachusetts, United States

Aug

22

Greenbelt's Vineyard Hill Trail Run

South Hamilton, Massachusetts, United States

$35.00 - $40.00

Trail running

5K 10K

Aug

26

Lynn Woods Relay

Lynn, Massachusetts, United States

Trail running

4K

Sep

26

Backyard Ultra

Princeton, Massachusetts, United States

$35.00

Trail running

2026 Backyard Ultra Marathon

Sep

27

Race for the Refuge

Sudbury, Massachusetts, United States

$40.00 - $60.00

Trail running

10K 30K

Oct

03

Shrewsbury Trails 5K

Shrewsbury, Massachusetts, United States

$12.00 - $30.00

Trail running Walking Running

5K Kid Run

Oct

04

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

Milton, Massachusetts, United States

$30.00 - $35.00

Trail running

11.3K 6K

Oct

24

Sheriff's Meadow Foundation Fourth Trail Run

Edgartown, Massachusetts, United States

Free

Trail running

5K

Oct

25

Powisset Farm Trail Run - Fall

Dover, Massachusetts, United States

$20.00 - $49.00

Trail running

13.4K 9K 5K 2.4K

Oct

25

Ox Trot 5K

Sturbridge, Massachusetts, United States

$15.00 - $25.00

Trail running Walking Running

5K 3.2K Kids Trot

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

Jun

25

Tvfr Woodland Trail Series

Uxbridge, Massachusetts, United States

$10.00

Trail running

TVFR Woodland Trail Series - August