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Kentucky Derby Sports Celebrity Sightings Include Bill Belichick, Jordon Hudson, Rob Gronkowski

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The Kentucky Derby is the most famous horse race in the United States and recognized around the world.

As the first leg of the Triple Crown, the Derby sets the conversation for horse racing through the spring. The winner becomes a topic as observers wonder if that thoroughbred can join the other 13 horses who have won the Derby, Preakness Stakes and Belmont Stakes. (The last Triple Crown winner was Justify in 2018.)

Yet the Kentucky Derby is also a cultural event. It’s a fashion show with people decked out in stylish suits and flamboyant hats. But it’s also like an awards show where celebrities attend to establish their place in pop culture and yearn to be seen. If they’re at the Derby and getting their photos taken, they must matter, right?

Bill Belichick and Jordon Hudson pull up to the Kentucky Derby ???? ???? pic.twitter.com/xmFc8p5Xn2

— Yahoo Sports (@YahooSports) May 2, 2026

For instance, North Carolina coach Bill Belichick and his girlfriend Jordon Hudson. Maybe they don’t rate as huge celebrities, but they’re definitely high-profile figures in sports. Hudson took the opportunity to show some humor on social media, joking “Not the first time we’ve trudged through the mud together.”

Several NFL players were also in attendance at Churchill Downs, including free agents Cameron Jordan and Von Miller, (who’s been a fixture at the Derby since at least 2019) New York Giants quarterback Jaxson Dart and Philadelphia Eagles defensive back Cooper DeJean.

Philadelphia Eagles cornerback Cooper DeJean attends the 2026 Kentucky Derby. (Photo by Daniel Boczarski/Getty Images for Churchill Downs)
Daniel Boczarski via Getty Images

And if Rob Gronkowski is on the scene, it must be a party.

Rob Gronkowski pulls up to the Kentucky Derby ready to spend ???? pic.twitter.com/qiK8Q0D2ek

— Yahoo Sports (@YahooSports) May 2, 2026

“CBS Mornings” and “The NFL Today” co-host Nate Burleson, also a former NFL player, made a bold choice to wear shorts.

What would you rate @nateburleson’s Kentucky Derby outfit 1-10? ???? pic.twitter.com/alWxPlmg1x

— Yahoo Sports (@YahooSports) May 2, 2026

Former WNBA star Sue Bird also walked the red carpet at Churchill Downs.

Former WNBA player Sue Bird walks the red carpet before the 152nd running of the Kentucky Derby horse race at Churchill Downs, Saturday, May 2, 2026, in Louisville, Ky. (AP Photo/George Walker IV)
Sue Bird was among the sports celebrities on the red carpet at the Kentucky Derby. (AP Photo/George Walker IV)
ASSOCIATED PRESS

Celebrities known to non-sports fans also attending the Derby included some boy-band favorites like former N’Sync star Lance Bass and Howie Dorough of the Backstreet Boys.

The Courier Journal's Kirby Adams interviews *NSYNC's Lance Bass on the red carpet at the @KentuckyDerby 2026. pic.twitter.com/KNYpAyETP7

— Courier Journal (@courierjournal) May 2, 2026

Additionally, former Bon Jovi guitarist Richie Sambora hit the red carpet.

LOUISVILLE, KENTUCKY - MAY 02: Richie Sambora attends the Kentucky Derby 152 at Churchill Downs on May 02, 2026 in Louisville, Kentucky. (Photo by Jeff Schear/Getty Images for Churchill Downs)
Richie Sambora rocked the Kentucky Derby red carpet. (Photo by Jeff Schear/Getty Images for Churchill Downs)
Jeff Schear via Getty Images

Making the Kentucky Derby scene legendary was actor Neil Patrick Harris.

LOUISVILLE, KENTUCKY - MAY 02: Neil Patrick Harris attends the Kentucky Derby 152 at Churchill Downs on May 02, 2026 in Louisville, Kentucky. (Photo by Jeff Schear/Getty Images for Churchill Downs)
Neil Patrick Harris speaks to reporters at the Kentucky Derby. (Photo by Jeff Schear/Getty Images for Churchill Downs)
Jeff Schear via Getty Images

“Hamilton” star and Grammy Award winner Anthony Ramos was also part of the celebrity crowd in Louisville.

LOUISVILLE, KENTUCKY - MAY 02: Anthony Ramos attends the Kentucky Derby 152 at Churchill Downs on May 02, 2026 in Louisville, Kentucky. (Photo by Jeff Schear/Getty Images for Churchill Downs)
Actor Anthony Ramos made a red carpet appearance at the Kentucky Derby. (Photo by Jeff Schear/Getty Images for Churchill Downs)
Jeff Schear via Getty Images

“Everyone comes here and they’re excited to be here,” Ramos told the Louisville Courier-Journal. “I was just excited to come and watch my friends race and learn, get to know people here,.”