Trail Races in Massachusetts

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

9 upcoming trail races found in Massachusetts

Upcoming Trail Races in Massachusetts

2026 Watermelon Wobbler 5K+1

Aug 15

Watermelon Wobbler 5k @ White Barn Farm

Sat, August 15, 2026

Wrentham, MA

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5k Trail Run - Members+3

Aug 22

Greenbelt's Vineyard Hill Trail Run

Sat, August 22, 2026

South Hamilton, MA

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10K Trail Race+3

Sep 27

Race for the Refuge

Sun, September 27, 2026

Sudbury, MA

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5K Trail Race+2

Oct 3

2026 Shrewsbury Trails 5K

Sat, October 3, 2026

Shrewsbury, MA

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2026 Pumpkin Pacer 5K+1

Oct 24

Pumpkin Pacer 5k @ White Barn Farm

Sat, October 24, 2026

Wrentham, MA

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5K Trail Run+1

Oct 25

Run for the Hills

Sun, October 25, 2026

Harvard, MA

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The Baystate Dirty Dog Trail Run-Ruck-Walk 5k+3

Oct 25

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

Sun, October 25, 2026

Berkley, MA

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Trail

Nov 7

TARC Stone Cat Trail Festival

Sat, November 7, 2026

Ipswich, MA

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5.3 Mile Trail Race+1

Nov 15

2026 GFRC Busa Bushwhack Trail Races

Sun, November 15, 2026

Framingham, MA

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