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The Kentucky Derby is renowned for its high-end fashion and decorative hats, a tradition since 1875. These hats symbolize the event's transformation into a high-society gathering and are considered good luck charms.
What would the Kentucky Derby be without all the high-end fashion and hats worn at the racetrack at Churchill Downs?
Since 1875, fashion has significantly played a major role in Derby history, transforming the racetrack's reputation from a place associated with "immoral" gambling into a high-society event. The decorative hats worn by men and women became symbols of this transformation. Over the years, wearing hats at the Kentucky Derby became both a tradition and a symbol of good luck.
Heading into this year's Run for the Roses May 2, check out some of the best Derby hats we've seen throughout the years.
More: Looking for a Kentucky Derby hat? 16 milliners, hatmakers to check out
More: Churchill Downs unveils Kentucky Derby Style Guide, featured milliners
And more hat from Derby visitors of the past:
Loni Anderson at the Kentucky Derby.
Carol Lee of Louisville sported a white hat with a large rose. 1992.
Almettie Colston of Louisville gets a new hat each year for the Derby, and this time it was topped with some fine feathers. MAY 5, 1984.
More: 5 Kentucky Derby outfit trends we saw at the 2026 Spring Fashion Show
This article originally appeared on Louisville Courier Journal: Best Kentucky Derby hats we've seen through the years
Hats at the Kentucky Derby symbolize the event's evolution into a high-society occasion and are seen as good luck charms.
Since 1875, Kentucky Derby hats have transformed from simple accessories to elaborate fashion statements, reflecting changing styles and societal norms.
Creative Kentucky Derby hats can be found from various milliners and hatmakers, with many options available online and at local boutiques.

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