So let's get started. Here are five tips to help you perfect your winning outfit for this year's Kentucky Oaks and Kentucky Derby, held this year on May 2 and 3, respectively.

So let's get started. Here are five tips to help you perfect your winning outfit for this year's Kentucky Oaks and Kentucky Derby, held this year on May 2 and 3, respectively.

Model Emily Kulp stands aboard the Belle of Louisville showing off some Kentucky Derby women's outfit ideas ahead of Kentucky Derby 150. This powder blue mini dress by Dress the Population ($268 ...

Model Emily Kulp stands aboard the Belle of Louisville showing off some Kentucky Derby women's outfit ideas ahead of Kentucky Derby 150. This powder blue mini dress by Dress the Population ($268 ...

Simone Biles made a show-stopping appearance at the 2025 Kentucky Derby over the weekend, turning heads in a glamorous lilac ensemble. Accompanied by her husband, Jonathan Owens, Biles joined a ...