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Sports Illustrated
Sports Illustrated
Kristen Wong

Kentucky Derby 2026: Bill Belichick and the Best-Dressed Celebrities at Churchill Downs

The 2026 Kentucky Derby is underway, which means the horses are raring to go at the starting gate—and celebrities are out mingling in their finest spring-inspired threads at Churchill Downs.

Long established as a high-society affair showcasing the most elegant and extravagant styles of the era, the Kentucky Derby is entering its 152nd year, and with the new season comes fresh fits. The big hats. The vibrant pastels. The ruffled dresses and dapper suits. As spectators gather to watch the most exciting two minutes in sports at the race track, let’s take a look at the best-dressed celebrities and athletes attending the Kentucky’s most prestigious horse racing event.

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