![](https://www.jckonline.com/wp-content/uploads/2024/04/David-Webb-cufflinks.jpg)
You can’t talk about the Kentucky Derby without mentioning the hats and other fashions seen every year at the “Run for the Roses.” Attendees of the iconic horse race sport outfits blending Southern charm with contemporary trends—and turned up a notch.
Women’s headwear at the Derby ranges from broad-brimmed hats adorned with flowers and feathers to elaborate fascinators with a whimsical touch. These statement headpieces set the tone for the rest of their ensemble, be it a vibrant, bold-patterned dress or classic pastels. Men, too, embrace dapper Derby dressing: Boater hats, seersucker suits, bright bow ties, and colorful blazers are abundant, exuding a celebratory yet sophisticated sartorial sense.
Jewelry plays a crucial role in completing any look for the race—and the five pieces featured here add a hint of sparkle to their Derby theme. Marking its 150th anniversary this year, the Kentucky Derby is an event where style meets tradition. We’re betting on these jewels to make the May 4 race the most spectacular yet.
![A. Brandt Son pendant A. Brandt Son pendant](https://www.jckonline.com/wp-content/uploads/2024/04/A.-Brandt-Son-pendant.jpg)
![Scully and Scully bracelet Scully and Scully bracelet](https://www.jckonline.com/wp-content/uploads/2024/04/Scully-and-Scully-bracelet.jpg)
![David Yurman ring David Yurman ring](https://www.jckonline.com/wp-content/uploads/2024/04/David-Yurman-ring.jpg)
![David Webb cufflinks David Webb cufflinks](https://www.jckonline.com/wp-content/uploads/2024/04/David-Webb-cufflinks.jpg)
![Tiffany brooch Tiffany brooch](https://www.jckonline.com/wp-content/uploads/2024/04/Tiffany-brooch.jpg)
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