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Kentucky Derby Women Hats 2024. Sierra leone made his case saturday, overcoming early gate issues and rallying from the back of the pack to win the $1 million, grade 1 blue grass at. Introducing the 2024 style guide for the kentucky derby—a fashion editorial that breeds classic race day occasion wear with contemporary design. What to wear to the kentucky derby in 2024: The top 5 kentucky derby fashion, hat trends from the 2024 derby museum hat show.