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 ...

Hats have been part of the Kentucky Derby experience for 150 years, but as fashion trends evolve, so do the hats at Churchill Downs. Women's hats have evolved more than men's hats, for the most part.

Hats have been part of the Kentucky Derby experience for 150 years, but as fashion trends evolve, so do the hats at Churchill Downs. Women's hats have evolved more than men's hats, for the most part.

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.

From traditional hats to fascinators and headdresses, the best looks at the 151st running of America’s most fashionable sporting event. Rain at Churchill Downs altered the plans for many at this ...

The Kentucky Derby may be the bulk of MacGregor's business, but she makes hats year-round for all occasions, or no occasion at all. "Oh, I always have a favorite," MacGregor said.

There's an age-old saying that goes "be a workhorse, not a show horse." At the Kentucky Derby, where thoroughbred horses come second to fashionable hats and dresses, you can be both. Hundreds of ...

Even though you don't have much time to get your Derby hat together, don't panic. These three hats come together in just 5 minutes each–that's more than enough time!

There is more to the Kentucky Derby than horse races. Fancy hats, colorful dresses and suits – The Derby is also one of the most anticipated events to showcase the best spring fashion. This year’s ...

The Kentucky Derby is one of the most prestigious horse racing events in the world and has a long-standing tradition dating back to 1875 dating back to, and honoring, the Victorian ...

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.

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.