26 Wacky and Ornate Hat Creations Found at the Kentucky Derby

Published May 7, 2016
Updated November 7, 2023

Though it’s one of the shortest sporting events in existence, what the Kentucky Derby lacks in length it makes up for in hats — lots and lots of hats.

The long-established Southern tradition started with the vision of Col. Meriwether Lewis Clark Jr, the bulder of Churchill Downs, the race’s historic setting. Clark — the grandson of famed adventurer and explorer William Clark — wanted the Derby to be a high-class event similar to the races taking place in Europe, which mandated full morning dress for men and women.

The Derby quickly became just as much about the fashion as the racing. The hats, however, didn’t really start to take center stage until the 1960s, when social fashion norms loosened up and TV gave women a reason to stand out. The hats became larger, brighter, and more extravagant. As the following photos of Kentucky Derby hats show, not much has changed since then:


Next, let this video history of hats show you 100 years' worth of headwear in just two minutes.

author
Savannah Cox
author
Savannah Cox holds a Master's in International Affairs from The New School as well as a PhD from the University of California, Berkeley, and now serves as an Assistant Professor at the University of Sheffield. Her work as a writer has also appeared on DNAinfo.
editor
John Kuroski
editor
Based in Brooklyn, New York, John Kuroski is the editorial director of All That's Interesting. He graduated from New York University with a degree in history, earning a place in the Phi Alpha Theta honor society for history students. An editor at All That's Interesting since 2015, his areas of expertise include modern American history and the ancient Near East. In an editing career spanning 17 years, he previously served as managing editor of Elmore Magazine in New York City for seven years.
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Cox, Savannah. "26 Wacky and Ornate Hat Creations Found at the Kentucky Derby." AllThatsInteresting.com, May 7, 2016, https://allthatsinteresting.com/kentucky-derby-hats-gallery. Accessed August 13, 2025.