Trail Runs in Massachusetts 2026 | Upcoming Races & Dates

There are 7 trail runs in Massachusetts scheduled for 2026. The next is the Stone Tower Half Marathon in Lynn on June 21. Massachusetts trail runs run primarily June through November.

Stone Tower Half Marathon

Sun, Jun 21 · Lynn, MA Lynn

Stone Tower Half Marathon

From $80 Open Closing Soon

TVFR Woodland Trail Series

Thu, Jun 25 · Uxbridge, MA Uxbridge

TVFR Woodland Trail Series - JuneTVFR Woodland Trail Series - July & AugustTVFR Woodland Trail Series - June & August +4

From $10 Open Closing Soon

Greenbelt's Vineyard Hill Trail Run

Sat, Aug 22 · South Hamilton, MA South Hamilton

5k Trail Run - Members5k Trail Run - Non-members10k Trail Run - Members +1

From $35 Closed

Race for the Refuge

Sun, Sep 27 · Sudbury, MA Sudbury

10K Trail Race30K Trail race6-Hour Trail Race

From $40 Open 35 spots left

Houghton's Pond Trail Races (7 Miles and 3.7 Miles)

Sun, Oct 4 · Milton, MA Milton

3.7-Mile Race7-Mile Race

From $30 Open

Powisset Farm Trail Run - Fall

Sun, Oct 25 · Dover, MA Dover

1.5 Miler3.1 Miler5.6 Miler +1

From $20 Open

Upton 10.5K and Half Marathon Trail Race

Sun, Nov 8 · Upton, MA Upton

10.5KHalf Marathon

From $30 Closed

Trail Runs in Massachusetts — 2026

Stone Tower Half Marathon

TVFR Woodland Trail Series

Greenbelt's Vineyard Hill Trail Run

Race for the Refuge

Houghton's Pond Trail Races (7 Miles and 3.7 Miles)

Powisset Farm Trail Run - Fall

Upton 10.5K and Half Marathon Trail Race

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All Massachusetts Races