Every year guests don their best — and oftentimes, craziest — hats for the Kentucky Derby in Louisville. Hats have been synonymous with the annual horse race since it was established by Col.

This first Saturday in May is going to look a little different this year — The Kentucky Derby has been pushed back until the fall. So to hold you off until next September, here are the the most ...

APPLE VALLEY, Minn. -- The collection started in 1983 when an aunt died and left him a Cuban straw hat decorated with little palm trees and a man leading a donkey on a rope. Today, Steven Hylbak has ...

Take the giant, garish hats out of Fiesta and you may as well be stripping out beloved citywide party of chicken on a stick and stacked plastic beer cups. Which is to say, wild and wacky headwear is ...

Here’s hoping this woman’s hat didn’t block her neigh-bor’s view of the race. Samir Hussein/WireImage ...

KENNEBUNK, Maine — Last summer as they shopped at the Kennebunk Artisans Marketplace, a young girl with her father was excitedly picking out the perfect hat to give her mother for Christmas. They ...