Trail Runs in Massachusetts 2026 | Upcoming Races & Dates

There are 9 trail runs in Massachusetts scheduled for 2026. The next is the The Next Loop Endurance Series - New England in Wrentham on April 11. Massachusetts trail runs run primarily April through October.

The Next Loop Endurance Series - New England

Sat, Apr 11 · Wrentham, MA Wrentham

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

From $90 Open

11th Annual F.O.R 5k Trail Race

Sun, Apr 12 · Wilbraham, MA Wilbraham

From $0 Closed

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

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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