Head-turning hats, bold, bright dresses, chic shoes and accessories were the basic elements of the well-dressed during the Kentucky Derby 2025.

From traditional hats to fascinators and headdresses, the best looks at the 151st running of America’s most fashionable sporting event. David Kasnic for The New York Times David Kasnic for The ...

2024 Kentucky Derby weekend, horses may be in focus, but it's also all about the outfits. We are talking 150 years of fashion, after all. From the initial running of the Kentucky Derby in 1875 to ...

Ahead of the 2023 Kentucky Derby, learn how ornate hats became the race's trademark fashion, spawned contests, and boosted hat-making business.

Kosair for Kids kicked off its fourth annual "Hats On for Healing" campaign Monday, transforming donated Derby hats into funding for the nonprofit’s Child Abuse Prevention Fund.

Remington Park was full of flair and fashion on Saturday as fans gathered for the annual Kentucky Derby Day Hat and Bowtie Style Contest. Sunday, May 4th 2025, 8:32 am By: Graham Dowers OKLAHOMA ...

World-renowned gymnast Simone Biles is making a major contribution to a Louisville charity just one week after the Kentucky Derby. Biles was a big part of the festivities last weekend, delivering ...

6:00. SIMONE BILES STUNNED WHILE IN TOWN FOR HER FIRST KENTUCKY DERBY. THE HATS AT THE OLYMPIC GOLD MEDALIST WORE ARE STILL THE TALK OF THE TOWN, AND NOW THEY CAN BE YOURS. WLKY’S ALEXIS MATHEWS ...

Mrs. Woodrow Wilson, widow of the late President Wilson shown as she attended the running of the Kentucky Derby wearing a simple straw cloche hat at Louisville, Kentucky, May 6, 1933.

The hats that Biles wore during the weekend were made in Louisville by The Hat Girls. Now, Biles’ hats will go up for auction to benefit Kosair for Kids, a nonprofit with a mission to enhance ...