One of the premier horse racing events of the season is here, and it involves some of the best hats in the world.

Held rain or shine, the Kentucky Derby is observed annually on the first Saturday in May. In 2025, that day falls on Saturday ...

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

Fedoras may be out of fashion today, but the Italian designer responsible for the hats is still producing them in the same traditional methods that first made them famous. More from Big Business ...

explain all the ins-and-outs of styling a men's hat. "The fedora is the American look, so you'll see mostly fedoras (on Derby Day," Moore said. What type of fedora you chose, though, "really ...