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Media coverage of horse racing reaches its peak this week, leading up to the 148th Kentucky Derby Presented by Woodford Reserve Saturday, May 7. The race drew earlier than usual, on Monday, May 2, and the 20-horse field (with two also-eligibles) is set.

When you think of “Derby Fashion,” what’s the first thing that comes to mind? Hats? Tea dresses? Pinstripe suits? Maybe florals? All of those iconic concepts are deeply rooted in the culture of horse racing, and you are bound to see each of them at the track this season.

But there’s another setting that supports some pretty clear fashion ideas, and that’s spring and summer music festivals. Every year, you don’t have to do anything more than log on to TikTok to see the trends being set by festival-goers nationwide. Two iconic settings. Two distinct vibes and looks.

In an unusual training regimen for Kentucky Derby contenders, Crown Pride canters perfect 20-meter circles behind the chute at Churchill Downs. He is composed, quiet and focused.

Tom Pedulla is interviewing prominent owners, trainers, and jockeys as they travel the Road to the 148th Kentucky Derby Presented by Woodford Reserve on Saturday at Churchill Downs.

In recent years, Louisville has gone from having the reputation as a “hidden gem” on the dining and entertainment scene to being duly recognized as one of the best cities in the U.S. for unique restaurants and bars. And of course, the spotlight shines brightest on Kentucky’s biggest (some would say only) city during Kentucky Derby Presented by Woodford Reserve week.

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