Kentucky Derby: What to Wear

The most important part of the Derby fashion is the headwear. Think flirty, feminine, and fabulous. The perfect outfit is pastel, classy, and flattering. Here are my picks:


All of these are found on Amazon. My favorites are the headbands!

KY Derby 2019 - hats


Each one of these dresses are found on They have dresses to fit every need and occasion! I love bright colors and ruffle detail. Lilac is an “it” color this spring.

KY Derby 2019 - dresses


These cute heeled sandals are also all available on Revolve. You can have a little more fun with the shoes with a solid colored dress. These are all great for spring and summer.

KY Derby 2019 - shoes


Equestrian inspired and adorably fitting. From left to right: Dior, Chloe, and the last two Hermes.

If you’re going to be there betting on your favorite horse, or just attending a watch party these outfit ideas are sure to steal the show!

Siobhan Hilliard

Author: Siobhan Hilliard | Director of Western Fashion, The Cowboy Channel
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Kentucky Derby: What to Wear