Connecticut Trail Running Calendar 2025-2026

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Explore the best trail runs in Connecticut for 2025-2026! Our updated list features 31 exciting races across the state. Find your next race in Connecticut below and join the running community at these great events!

September 2025
Sep
7
Sunday

Macedonia Trail Race

Trail Run 12 km 25 km 50 km
Sep
13
Saturday

Storybook Half Marathon

Trail Run 13 mi
Sep
21
Sunday

Cockaponsett Trails to a Cure

Trail Run 4 mi 9 mi
Sep
21
Sunday

Angevine Farm Trail Festival

Trail Run 5 km 13 mi 8 hr
October 2025
Oct
2-5
Th - Su

IronHike Endurance Series

Trail Run 15 mi 28 mi ... 61 mi 152 mi
Oct
5
Sunday

Nipmuck Trail Marathon

Trail Run 26 mi
Oct
12
Sunday

Mohawk Mountain Race

Trail Run 5 km 10 km 13 mi 26 mi
November 2025
Nov
2
Sunday

8 Hours At The Farm

Trail Run 4 mi 4 hr 8 hr
Nov
16
Sunday

Tarrywile Half Marathon

Trail Run 10 km 13 mi 26 mi
December 2025
Dec
6
Saturday

Tower Tag Challenge

Trail Run 3 mi
Dec
13
Saturday

Frosty Forest 5K

Trail Run 5 km
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