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Attire For Kentucky Derby 2024. If you are struggling with what to wear for this big day, trust me you are not alone. Advice on kentucky derby hats 2024, bow ties, dresses and shoes to wear to churchill downs. The most elegant kentucky derby attire for your most stylish horse racing outfit yet. If you’re not sure what to wear to kentucky derby 150, get inspired by the looks from the 2024 kentucky derby festival dillard’s spring fashion show.