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 ...

What should you wear to the Kentucky Derby 2026? Advice on Kentucky Derby hats, bow ties, Derby dresses and shoes to wear to ...

The Kentucky Derby has a red carpet like none other in the world. While the annual horse-racing event originated as an opportunity for Southern attendees to show off the latest spring fashions, today ...

Need some Kentucky Derby dress or outfit inspiration? Here are 12 fashion and hat shows to attend to see what are the top ...

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. Although fashion ...

Planning your 2026 Kentucky Derby look? Find the perfect hat or fascinator with this guide to top Kentucky milliners and hatmakers.

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. Here, we have gathered the most stylish sun hats around, from the classic ...

Dorothy Height made a bold fashion statement with her fabulous church hats that sent messages from the pews to Congress.

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 ...