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Best Hats at The Kentucky Derby

The New York Times · 4d

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 · 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 · 5d

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.

22hon MSN

Social media influencer Gabriela Moura stirs Kentucky Derby controversy over alleged ‘inappropriate’ attire

Influencer Gabriela Moura turned heads at the Kentucky Derby over the weekend as she and her boyfriend, Josh Richards, ...

5h

Olympic gold medalist Simone Biles donates Derby hat, fascinator to Kosair for Kids for auction

"Hats on for Healing" is a silent auction of Derby headwear that benefits the Child Abuse Prevention Fund at Kosair for Kids.

1don 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 ...

Wisconsin Farmer1d

These hats aren't your average Cheeseheads. Check out Wisconsin cheese-themed derby hats

Last weekend, Wisconsin cheese made its debut at the Kentucky Derby atop the heads of stylish spectators. And these hats aren ...

4don 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 ...

5don 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 ...

Simone Biles donates Kentucky Derby hat to Kosair for Kids charity auction

LOUISVILLE, Ky. (WDRB) -- Olympics gold medalist Simone Biles donated her Kentucky Derby hat and a fascinator to the Kosair ...

3don MSN

Livvy Dunne Favors Romantic Details in For Love and Lemons Cocktail Dress and Feathered Hat at 2025 Kentucky Derby With Sister Julz Dunne

Livvy was joined by her sister Julz Dunne, who wore the Talia maxi dress from Showpo. The white halter-neck gown incorporated ...

PHL17 on MSN14h

American Heart Association host its 2025 Hard Hats with Heart Homerun Derby: swinging for heart health at Citizens Bank Park

The American Heart Association held its 2025 Hard Hats with Heart Homerun Derby, a one-of-a-kind event dedicated to raising ...

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