Anyone tuning into the Kentucky Derby each May sees not only plenty of horses, but plenty of hats. The fashion at Churchill Downs is, at times, just as impressive as the fastest horses in America, and ...

See best of Kentucky Derby 2026 fun fashion, all the hats, dresses and suits Here are all of the fun Kentucky Derby 2026 hats, suit jackets and dresses from Churchill Downs in Louisville, Kentucky.

26. Just jockeying for position amongst all of the hats. 27. Does this hat make my head look big? 28. I came for the mint juleps. 29. That is one hot-blooded thoroughbred! 30. The Kentucky Derby is ...

The famed spires of Churchill Downs atop a jockey's helmet get points for creativity. (Photo by Horsephotos/Getty Images) Race Day for the 152nd Kentucky Derby finally arrived on Saturday. While the ...

From floral fascinators to sensational sun hats to bold bowlers, see the most outrageous headwear at the 152nd Run for the Roses. Most horse racing fans head to Louisville’s Churchill Downs on the ...

Cooler temperatures at the 2026 Kentucky Derby prompted attendees to creatively layer their outfits. Veteran racegoers prioritize practical yet glamorous attire, often planning for unpredictable ...

Race Day for the 152nd Kentucky Derby finally arrived on Saturday. While the horses deservedly took center stage at Churchill Downs, the hats ran a close second. Derby fashion has become as much an ...