Trail Races & Ultramarathons in Vermont
As of October 6, 2026, Crewable lists 14 upcoming trail races and ultramarathons in Vermont from October 2026 to June 2027. The next is Devil's Den Ultra on October 10 in Bradford. Registration is open for 5.
Sources: UltraSignup, RunSignUp, UTMB, race organizers and race websites
Race calendar
October 2026
6 racesWinston Prouty Foliage 5K and Little Leaf Dash
Brattleboro, VT325 ft gain5KOpen until Oct 10from $27.50
November 2026
3 racesDecember 2026
1 raceApril 2027
1 raceMay 2027
2 racesJune 2027
1 raceQuick answers
What is the next trail race or ultramarathon in Vermont?
Devil's Den Ultra, on Saturday, October 10, 2026, in Bradford. Distances: 30 hr, 12 hr.
How many trail races and ultramarathons in Vermont have open registration?
5 of the 14 list registration as open as of October 6, 2026, including Devil's Den Ultra, Winston Prouty Foliage 5K and Little Leaf Dash and von Trapp Mountain Marathon.
How many of the trail races in Vermont are ultramarathons?
7 of the 14 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 Vermont?
October 2026, with 6 of the 14. November 2026 follows with 3.
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