Trail Runs in Massachusetts 2026 | Upcoming Races & Dates

There are 9 trail runs in Massachusetts scheduled for 2026. The next is the Watuppa Trail Races in Fall River on May 9. Massachusetts trail runs run primarily May through October.

Watuppa Trail Races

Sat, May 9 · Fall River, MA Fall River

10K30K50K

From $25 Open

15th Annual FBRTC 5K Trail Race and Walk

Sat, May 16 · Franklin, MA Franklin

5k Run and Walk

From $30 Open

Powisset Farm Trail Run - Spring

Mon, May 25 · Dover, MA Dover

1.5 Miler3.1 Miler5.6 Miler +1

From $20 Open

Wildcat 5K Trail Run-Walk-Wag

Sat, May 30 · Boxford, MA Boxford

Wildcat Trail Run Walk Wag

From $30 Open

Operation Mohawk Tactical 2

Sat, May 30 · Foxboro, MA Foxboro

Mohawks MedevacHonor and Remember 5 Miler

From $35 Open

Stone Tower Half Marathon

Sun, Jun 21 · Lynn, MA Lynn

Stone Tower Half Marathon

From $80 Open

TVFR Woodland Trail Series

Thu, Jun 25 · Uxbridge, MA Uxbridge

TVFR Woodland Trail Series - All 3 racesTVFR Woodland Trail Series - JulyTVFR Woodland Trail Series - June +4

From $10 Open

Race for the Refuge

Sun, Sep 27 · Sudbury, MA Sudbury

10K Trail Race30K Trail race6-Hour Trail Race

From $40 Open 35 spots left

Powisset Farm Trail Run - Fall

Sun, Oct 25 · Dover, MA Dover

1.5 Miler3.1 Miler5.6 Miler +1

From $20 Open

Trail Runs in Massachusetts — 2026

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