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Kentucky Derby, Hats

The New York Times · 17h

The Best Hats at the Kentucky Derby

From traditional hats to fascinators and headdresses, the best looks at the 151st running of America’s most fashionable sporting event.

Bleacher Report · 8h

2025 Kentucky Derby Outfits, Best Hats, Overall Winner

Cooper DeJean and Eli Ricks rolled into Churchill Downs looking like they just closed a real estate deal in a rainstorm. Ricks chose a brown pinstripe suit that screams “vintage mob lawyer” with a wide ivory tie for dramatic flair.

USA TODAY on MSN · 2d

Kentucky Derby hats and dresses: What to know about Kentucky Derby fashion

An age-old saying goes "be a workhorse, not a show horse." At the Kentucky Derby, where horses come second to fashionable hats, you can be both.

16hon MSN

Costly, hand-me-downs & sentimental: KY Derby hats come in all shapes & sizes

A dreary and damp 151st Kentucky Derby didn’t mute the colorful outfits Saturday. Some were expensive, others nostalgic, but ...

1don MSN

Kentucky Derby Traditions: Hats, Dresses, Dress Code, Food, Winner’s Circle, Garland of Roses

From the hats to the Juleps, the Kentucky Derby is famous for a full weekend of pageantry. Don't miss the 2025 Kentucky Derby ...

17hon MSN

Head-turning hats, bold Kentucky Derby dresses top fashion trends at 151st Run for the Roses

Head-turning hats, bold, bright dresses, chic shoes and accessories were the basic elements of the well-dressed during the ...

16h

'Top Chef' star Gail Simmons dons custom cheese platter hat on Kentucky Derby red carpet

Gail Simmons, of "Top Chef" fame, displays her custom-made "Rinds and Roses" hat by Kentucky milliner Christine A. Moore ...

19h

Kentucky Derby 2025: Sights and scenes from Churchill Downs

Horse racing fans arrived at Churchill Downs this weekend to watch the 151st edition of the Kentucky Derby, which is slated ...

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