The Worth Avenue Association's annual Kentucky Derby party was May 3. Heather Jones, a repeat winner, took home the award for Best Hat. The afternoon featured Derby-themed activities, bites and ...

Kathie Lee and Hoda’s Derby Hat Contest (“Contest”) will begin on April 27, 2011 at 10:00 A.M ET and end on May 3, 2011 at 4:00 P.M. ET (“Contest Entry Period”). All times in the Contest ...

A Kentucky Derby tradition continued Saturday, with women wearing distinct hats to celebrate the 149th edition of horse racing's most famous event.

Zach Bolinger/Icon Sportswire via Getty Images An attendee wears a derby hat and face mask during the 146th Kentucky Derby on Sept. 5, 2020, at Churchill Downs in Louisville.

Zach Bolinger/Icon Sportswire via Getty Images An attendee wears a derby hat and face mask during the 146th Kentucky Derby on Sept. 5, 2020, at Churchill Downs in Louisville.

Zach Bolinger/Icon Sportswire via Getty Images An attendee wears a derby hat and face mask during the 146th Kentucky Derby on Sept. 5, 2020, at Churchill Downs in Louisville.

Zach Bolinger/Icon Sportswire via Getty Images An attendee wears a derby hat and face mask during the 146th Kentucky Derby on Sept. 5, 2020, at Churchill Downs in Louisville. Ornate masks-and-hat ...

Once again, the Kentucky Derby Museum, 704 Central Ave., invites both professional and amateur fashionistas to enter their hats in the annual Kentucky Derby Museum Hat Contest.

Zach Bolinger/Icon Sportswire via Getty Images An attendee wears a derby hat and face mask during the 146th Kentucky Derby on Sept. 5, 2020, at Churchill Downs in Louisville. Ornate masks-and-hat ...

During the Arkansas Derby on Saturday March 29, Oaklawn will feature an Arkansas Derby Hat Contest with prizes including a winner’s sash and trophy, dinner for two at the Bugler, ...

The 2025 Arkansas Derby is now officially one week away, which means it’s time for horse racing fans to bust out their finest derby hats for a chance to win some prizes.