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Connecticut Obstacle Race Calendar 2026-2027

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Monthly updates for Connecticut

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Explore the best obstacle runs in Connecticut for 2026-2027! Our updated list features 2 exciting races across the region. Find your next race in Connecticut below and join the running community at these great events!

June 2026
A 5K trail and obstacle run on the 400 acre campus of Gaylord Specialty Healthcare in Wallingford CT, featuring 24 obstacles and a festival area with vendors, live music, and food trucks, supporting the Gaylord Sports Association.
September 2026
Sterling Down & Dirty 5K is an annual family friendly obstacle race on Stratford Short Beach each September. Participants tackle more than 18 obstacles, join teams to fundraise for the Sterling Community Center, or volunteer on race day.
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