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
Jun
13
Sa

Gaylord Gauntlet

5 km
Tackle trails and 24 natural and manmade obstacles in the Gaylord Gauntlet 5K at Gaylord Specialty Healthcare in Wallingford CT on June 13, 2026. Enjoy live music, food trucks and a festival while supporting adaptive sports.
September 2026
Sep
5
Sa

Sterling Down and Dirty 5k

5 km
Get muddy and make memories at the Sterling Down and Dirty 5K Obstacle Race at Stratford Short Beach on September 5, 2026. Run or walk through 18 plus obstacles with family and friends while raising funds for Sterling Community Center.