What To Wear To The Races

Casual vs. Dressy

What do you wear when it’s definitely a Keeneland weekend, but you aren’t sure you want to dress to the nines? To put it simply, you should always dress how you feel best represents you, and do not fear the more casual approach. Not every Saturday at Keeneland calls for an expensive dress and your favorite heels, rather try something different if you’re only tailgating and enjoying your friends. Today I’ll show you how to do “Casual Keeneland” because I feel it is super important to remember that sometimes casual comfort reigns over super sophistication (and blisters all over your feet the next day). So let’s get this southern style party started with what I’d wear to a Keeneland tailgate.