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Grady County Free Fair

Grady County Fairgrounds & Event Center 500 E. Choctaw Ave., Chickasha

Annual Grady County Free Fair — Aug 27–29, 2026 — carnival, livestock and junior shows, contests, vendors and family activities at the Grady County Fairgrounds (500 E Choctaw Ave., Chickasha).

Free

Christmas in July — CoolDown Block Party (Downtown Chickasha)

Downtown Chickasha (100 block of Chickasha Avenue — by the Leg Lamp) 100 W Chickasha Ave, Chickasha

A free family-friendly CoolDown Block Party in downtown Chickasha with water slides, a foam party, Cycle Santa, snow cones and a movie under the stars — Saturday, July 25, 2026, 6:00–9:00 PM.

Free