Trail Races in Massachusetts

Find upcoming trail races in Massachusetts — with dates, locations, and direct registration links.

8 upcoming trail races found in Massachusetts

Upcoming Trail Races in Massachusetts

2026 Pumpkin Pacer 5K+1

Oct 24

Pumpkin Pacer 5k @ White Barn Farm

Sat, October 24, 2026

Wrentham, MA

View Race

The Baystate Dirty Dog Trail Run-Ruck-Walk 5k+2

Oct 25

The Baystate Dirty Dog Trail Run-Ruck-Walk 5k

Sun, October 25, 2026

Berkley, MA

View Race

10K Trail Race+3

Oct 25

Race for the Refuge

Sun, October 25, 2026

Sudbury, MA

View Race

5K Trail Run+1

Oct 25

Run for the Hills

Sun, October 25, 2026

Harvard, MA

View Race

Trail

Nov 7

TARC Stone Cat Trail Festival

Sat, November 7, 2026

Ipswich, MA

View Race

5.3 Mile Trail Race+1

Nov 15

2026 GFRC Busa Bushwhack Trail Races

Sun, November 15, 2026

Framingham, MA

View Race

Sheriff's Meadow Foundation Trail Run

Oct 24

Sheriff's Meadow Foundation Fourth Annual Trail Run

Sat, October 24, 2026

Edgartown, MA

View Race

Pumpkin Run 3K trail race

Oct 25

2026 Pumpkin Run

Sun, October 25, 2026

Tyngsboro, MA

View Race