Celeb-Inspired Kentucky Derby Fashion: Fabulous Floppy Hats

There's a proper way to watch "the most exciting two minutes in sports," and that's with a mint julep in your hand (preferably in a pewter cup) and a giant floppy hat on your head. 

For the Kentucky Derby, donning your favorite sundress, heels and big hat has been a tradtion in Churchill Downs (in the pricey box seats, at least) almost as long as the Derby has been around. But even if you can't make it down to Louisville, Kentucky for The Run for the Roses this year, you can still watch your favorite thoroughbreads race for the ultimate career title from the comfort of your own home, or a local bar.

Either way, be sure to throw on a beautiful big hat to pay homage to the Derby tradition. Celebrities have been going to the Kentucky Derby for years, and showing off their favorite daytime looks. Whether you opt for a big floral head pieace or a smaller, more subtle hat, there is sure to be a style of Kentucky Derby hats taht inspires you to mix up a mint julep and cheer on the race. Take a look at some of our favorite celebrity looks from Derbies past, and let us know which ones you like the best! 


  • Lauren Conrad's Lovely Nude Neutral Hat

    Reality-star-turned-fashion-designer Lauren Conrad showed off the nude and blush tone trend during the 2013 Kentucky Derby.

  • Gabrielle Union's Fun & Feathery Hat

    The gorgeous actress showed off a fun, yet classic option in black during the 2008 Kentucky Derby.

  • Paula Patton's Oversized Floppy Hat

    Paula Patton went bold in a giant silver and blue hat during the 2011 races.

  • Erin Andrew's Pretty in Peach Hat

    The sports anchor matched her bright spring dress with an equally vibrant and pretty hat at the 2012 Kentucky Derby. It's a simple, yet gorgeous option that's perfect for the season.

  • Miranda Lambert's Adorable Tiny Hat

    Miranda Lambert kept it simple with a tiny little black hat at the 2012 Derby , resembling a hat fit for royal ceremonies. Either way, it looks great on the country crooner!

  • Kim Kardashian & Kris Jenner's Plain & Simple Hats

    The reality star-turned-Vogue-cover-girl was just a reality star and socialite back in 2009. She and momager Kris Jenner went to the Derby in matching black-and-white outfits, with neutral floppy hats to match.

Find more party planning inspirations for Spring Parties
RELATED CONTENT

Bourbon, Citrus & Rosemary Holiday Punch Link to video gallery. Woodford Reserve bourbon makes for the perfect base for your holiday punch. Add in some fresh ingredients, and you have a bold cocktail everyone will love. »
Meet our Expert
Party Bluprints
Lifestyle & Entertaining Experts and Authors

See how Dawn Sandomeno and Elizabeth Mascali elevate the every day with their fantastic recipes and ideas!

Read More »
#merryandbright

Use the hashtag #merryandbright and join the fun!

Inspirations Delivered to Your Inbox

Sign up to receive our weekly newsletter and have party tips and ideas sent straight to your inbox! You'll be the first to know about our best recipes, decoration ideas, invitation inspirations and more.