Kentucky Derby Top Hats for Women

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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 · 4d

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 · 6d

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.

2don 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 ...

Sporting News3d

Kentucky Derby hats tradition, explained: Complete Churchill Downs fashion guide, from fascinators to DIY

Fedoras are also a classic look for men at the Kentucky Derby, while the porkpie, which has a flatter top, is a similar accessory. Boater hats are some of the most popular men's and women's ...

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