Trail Races & Ultramarathons in Massachusetts
As of October 6, 2026, Crewable lists 15 upcoming trail races and ultramarathons in Massachusetts from October 2026 to June 2027. The next is Arc'Teryx Run Boston on October 11 in Milton. Registration is open for 7.
Sources: UltraSignup, RunSignUp, UTMB, race organizers and race websites
Race calendar
October 2026
10 racesNovember 2026
2 racesDecember 2026
1 raceApril 2027
1 raceJune 2027
1 raceConnecticut Ultra Traverse #CUT112
Southwick, MA
Quick answers
What is the next trail race or ultramarathon in Massachusetts?
Arc'Teryx Run Boston, on Sunday, October 11, 2026, in Milton. Distances: 10K.
How many trail races and ultramarathons in Massachusetts have open registration?
7 of the 15 list registration as open as of October 6, 2026, including Arc'Teryx Run Boston, Pumpkin Pacer 5k @ White Barn Farm and Powisset Farm Trail Run - Fall.
How many of the trail races in Massachusetts are ultramarathons?
8 of the 15 are ultramarathons (longer than a marathon, or a backyard, timed or 200+ mile format). The other 7 are shorter races.
What is the busiest month for trail races and ultramarathons in Massachusetts?
October 2026, with 10 of the 15. November 2026 follows with 2.
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