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. Among the sports celebrities walking around Louisville, North Carolina coach Bill Belichick was seen with his girlfriend Jordon Hudson. Hudson posted a photo of the two of them holding hands while walking on the dirt track at the Kentucky Oaks race, the sister event to the Derby.…