Trail Runs in Massachusetts 2026 | Upcoming Races & Dates

There are 8 trail runs in Massachusetts scheduled for 2026. The next is the Race for the Refuge in Sudbury on October 25. Massachusetts trail runs run primarily October.

Race for the Refuge

Sun, Oct 25 · Sudbury, MA Sudbury

10K Trail Race30K Trail race6-Hour Trail Race

From $40 Open Closing Soon 32 spots left

Powisset Farm Trail Run - Fall

Sun, Oct 25 · Dover, MA Dover

1.5 Miler3.1 Miler5.6 Miler +1

From $20 Open Closing Soon

2026 Pumpkin Run

Sun, Oct 25 · Tyngsboro, MA Tyngsboro

Pumpkin Run 3K trail race

From $25 Open Closing Soon

Harvest Home Festival & 5K Farm Run

Sun, Nov 1 · North Grafton, MA North Grafton

5K Farm RunHarvest Home Festival Tickets

From $10 Open Closing Soon

Upton 10.5K and Half Marathon Trail Race

Sun, Nov 8 · Upton, MA Upton

10.5KHalf Marathon

From $30 Open

Ox Trot 5K

Sun, Nov 15 · Sturbridge, MA Sturbridge

Ox Trot 2 Mile Walk5K RunKids Trot

From $15 Open

2026 GFRC Busa Bushwhack Trail Races

Sun, Nov 15 · Framingham, MA Framingham

5.3 Mile Trail Race10 Mile Trail Race

From $25 Open

The Next Loop Endurance Series - New England

Sun, Oct 31 · Wrentham, MA Wrentham

The Next Loop Endurance Series 5K, 10K, 1/2 Marathon, Marathon, 50KThe Next Loop Endurance Series 5K, 10K, 1/2 Marathon, Marathon, 50K

From $90 Closed

Trail Runs in Massachusetts — 2026

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