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Rock Island Ride 2025

Close-up of the foot of a young man cycling.

The Rock Island Ride offers scenic cycling routes of 10, 30, 50, and 62 miles through Grady County. All routes start and finish at the historic Rock Island Depot in […]

Rock Island Arts Festival 2025

Arts and crafts space

The Rock Island Arts Festival transforms downtown Chickasha into a vibrant celebration of art, music, and culture. Browse artist booths, enjoy live performances, savor food‑truck fare, and explore hands‑on activities […]

Oklahoma Food Truck Championship 2025

Food truck owner selling hot dogs

Over 30 of Oklahoma’s best food trucks will compete for $10,000 in cash prizes during the 8th Annual Oklahoma Food Truck Championship in downtown Chickasha. Enjoy delicious eats, live music, […]

Rock Island Weekend 2025

Musicians playing guitar at music festivals, lights, music, concerts, mini concerts. music festivals

Rock Island Weekend is a two-day celebration featuring the Rock Island Arts Festival, Rock Island Ride, live music, food trucks, art vendors, family activities, and more along historic Chickasha Avenue. […]

Grady County Fair 2025

Kids on swing ride at county fair.

Established in 1915, the Grady County Fair is a three-day celebration of agriculture, education, and family fun. Held at the Grady County Fairgrounds in Chickasha, Oklahoma, the 2025 fair will […]