Selecting the perfect headpiece for the Kentucky Derby can be as daunting as betting on the winner. Here are three must-know ...

Our "Let's Talk Derby with Kathryn & Kirby" video series explore the different types of hats men can wear to the Kentucky ...

The Kentucky Derby is known for its extravagant hats, with attendees sporting a wide variety of styles. Louisville becomes a ...

One of the longest-standing traditions at the Kentucky Derby is for women – and now men – to wear brightly colored derby hats throughout the horse races. The derby was founded in 1875 at the ...

Kentucky Derby 2024 outfits: The ultimate fashion guide to the 2024 Kentucky Derby at Churchill DownsStart the day smarter. Get all the news you need in your inbox each morning. Kentucky ...

Three hat designs by long-time Kentucky Derby milliner Christine A. Brown are inspired by six award-winning Wisconsin cheeses ...

The Kentucky Derby is not one of those moments. For a girly twist on borrowed-from-the-boys style, opt for a classic straw boater hat with feminine touches. It's "go big or go home" when it comes ...

Do I wear a hat to the 2025 Kentucky Derby? Well, yes! Beautiful wide brimmed hats and fancy fascinators perched on a headband or elastic band are tradition at the Kentucky Derby. The big question ...

Every item on this page was chosen by a Town & Country editor. We may earn commission on some of the items you choose to buy. Made in the pork pie style, with a slender upturned brim and shallow ...

For some, this is the time of year when they begin to plan what they will wear on the big day. This Sunday, the Kentucky Derby Museum will host its annual Kentucky Derby Museum Hat Show ...

Watch our "Let's Talk Derby with Kathryn & Kirby" video series to find out what else Moore had to say about what type of hat a man should wear to the Kentucky Derby. Reach features reporter Kirby ...