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

The hats seen at the Kentucky Derby aren't seen at just about any other event in the U.S., but it's important to remember race day is steeped in tradition. With so much of that tradition carrying ...

Many women opt for wide-brimmed hats instead. Men are recommended to pair their suits with fedoras or a bowler hat, per the Kentucky Derby's webpage.

First time "Derby virgin" Charles Tomlinson, designed his top hat to visit Churchill Downs for the 150th Run For The Roses on Kentucky Derby day Saturday, May 4, 2024 in Louisville, Kentucky.

Amy Wallot Renee Williams celebrated her 55th birthday during Kentucky Derby 151 at Churchill Downs May 3, 2025. She made her hat and dress. Amy Wallot ...