Technically, the Kentucky Derby is about horse racing. While wearing a hat was once a functional choice for attendees (it often gets hot!), it soon shifted into an opportunity to perform social status ...

What’s the Kentucky Derby without women in giant hats, floral print dresses and men sporting seersucker suits?. On-and-off rain showers throughout the 2025 Kentucky Derby weekend may have played ...

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.

The historic Penn Wells Hotel and Christine A. Moore Millinery present “Back Stage at the Kentucky Derby – A Hat Luncheon” on Saturday, July 26 11 a.m.-1 p.m. at the ...

Kosair for Kids kicked off its fourth annual "Hats On for Healing" campaign Monday, June 16, 2025, transforming donated Derby hats into funding for the nonprofit’s Child Abuse Prevention Fund.

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 ...

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 ...

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.