2 aidTrail Races & Ultramarathons in Connecticut
As of October 6, 2026, Crewable lists 24 upcoming trail races and ultramarathons in Connecticut from October 2026 to June 2027. The next is Gemstone Sparkle Sprint 5k on October 10 in Wilton. Registration is open for 10. One advertises prize money.
Sources: UltraSignup, RunSignUp, UTMB, race organizers and race websites
With aid station data
2 aid
1 aid
11 aid
1 aidin 5 days
Mohawk Mountain Race
Cornwall, CT6,338 ft gain
MarathonHalf Marathon+2
Open until Oct 10from $40
1 aid
Race calendar
October 2026
4 racesNovember 2026
7 racesTarrywile Half Marathon
Danbury, CT3,000 ft gainMarathonHalf Marathon+1Prize moneyOpen until Nov 14from $50
December 2026
3 racesMarch 2027
2 racesApril 2027
4 racesMay 2027
3 racesJune 2027
1 raceQuick answers
What is the next trail race or ultramarathon in Connecticut?
Gemstone Sparkle Sprint 5k, on Saturday, October 10, 2026, in Wilton. Distances: 5K, 1 mi.
How many trail races and ultramarathons in Connecticut have open registration?
10 of the 24 list registration as open as of October 6, 2026, including Gemstone Sparkle Sprint 5k, Mohawk Mountain Race and Tom Centinaro Memorial "Dam" Race.
Which trail races and ultramarathons in Connecticut offer prize money?
One race advertises prize money.
How many of the trail races in Connecticut are ultramarathons?
13 of the 24 are ultramarathons (longer than a marathon, or a backyard, timed or 200+ mile format). The other 11 are shorter races.
What is the busiest month for trail races and ultramarathons in Connecticut?
November 2026, with 7 of the 24. October 2026 follows with 4.
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