These spectators came dressed to impress in printed, playful dresses that would become a signature of Kentucky Derby fashion for years to come.
Here, a spectator heading to sit in ‘millionaire row’ wearing a fur coat over her printed dress with a playful bag and coordinating hat.
Looking very ’70s with their feathered hairstyles and form-fitting tops, these women eschewed tradition by going hat-less. Though hats represent good luck, they are not required for attendees.
In a nod to tradition, this Derby fan cheered on the race in a black and white polka dot jacket with a wide brim hat.
Wearing a hat inspired by the Derby’s official flower–the rose–this fan was the center of attention in the ’90s.
This fabulous duo represents traditional Kentucky Derby fashion–with a very ’90s spin!
Model Marissa Miller took a full step into spring and embraced tradition wearing very light pastel and a matching wide-brim hat.
Ashlee Simpson and Pete Wentz attended the 136th Kentucky Derby in retro ensembles.
Actress Krysten Ritter looked like a sweet, southern bell in Dolce & Gabbana at the 139th Kentucky Derby.
Shannon Voss referenced the Kentucky Derby’s garland of roses with a rose-covered cape at the 139th Kentucky Derby.
Nina Davuluri attended the 140th Kentucky Derby in a brightly colored dress complete with floral patterns.
The red rose is the official flower of the Kentucky Derby, and a symbol that attendees love to incorporate into fashion. This guest proved that point in 2014.
News anchor Robin Meade attended the 140th Kentucky Derby dressed in spring pastels and a slightly smaller-than-traditional hat.
Figure skater Johnny Weir loves to draw a crowd with his outrageous hats at the derby. Here at the 140th Kentucky Derby, he was dressed all in white to match his feathered fascinator.
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Courtney Sixx’s look popped at the pre-Derby Ladies luncheon. Her sunshine yellow sundress may stand out, but the true star of this look is her over the top hat complete with a wide brim and decorated with ribbon and florals.
Singer K. Michelle attended the 142nd Kentucky Derby in a black skirt and voluminous crop top with a coordinating, over-the-top statement hat.
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Rachel McCord was pretty in pink at the 142nd Kentucky Derby in a floral printed dress, and an elegant hat.