Fun and fancy hats for horse racing season

Whether you’re headed to the Kentucky Derby race track or a Belmont viewing party, you need one of these spectacularly chic chapeaus.

Marisa Miller attends the 136th Kentucky Derby on May 1, 2010 in Louisville, Kentucky. Michael Hickey | WireImage

With Derby Day fast-approaching on May 6, the excitement is mounting. It’s the first event in the thrilling Triple Crown season, and the best part, aside from the majestic horses (and, yes, the money to be won), are the big, beautiful hats. Oh, those hats!

Outside of church services and fancy tea parties, most of us don’t have many occasions to top off our outfits with a chic summer hat. Especially a fun one with a movie-star-esque wide brim and swirling flowers of ribbon. So whether you bought a ticket to the Kentucky Derby, or you’re just watching it on TV with friends and family, it’s the perfect excuse to play out your inner My Fair Lady fantasy for a day.

Nicole Kidman attends Derby Day at Flemington Racecourse in Melbourne, Australia, 2012. Lucas Dawson | Getty Images
Natalie Morales attends the 136th Kentucky Derby in 2010. Michael Hickey | WireImage
Singer and TV personality Rozonda “Chilli” Thomas attends the 137th Kentucky Derby in May 2011. Michael Loccisano | Getty Images
Elizabeth Banks attends the 2014 Breeders’ Cup World Championships in November 2014, Arcadia, California. Michael Tran | FilmMagic
Singer Jordin Sparks attends the 137th Kentucky Derby in May 2011. Rob Carr | Getty Images
Actress Krysten Ritter attends the Kentucky Derby in May 2013. Theo Wargo | Getty Images for Grey Goose

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To help find your perfect topper, our editors rounded up ten sweet and stunning hats, starting at only $29, that you can wear on race day. And if we had to bet, we’d put our money on you looking fabulous in any one of them.

On your mark, get set, shop!

Helene Berman Audrey Hat

Helene Berman Audrey Hat ($108, Bloomingdales)

John Lewis Alex Shantung Oval Hat

John Lewis Alex Shantung Oval Disc Occasion Hat in red ($90, John Lewis)

Giovannio Colorblocked Derby Hat

Giovannio Colorblocked Derby Hat ($140, Lord & Taylor)

Swan Hats Packable Braid Sun Hat

Swan Hats Packable Braid Sun Hat in red ($38, BlueFly)

Eric Javits Kristi Woven Brim Hat

Eric Javits Kristi Woven Brim Hat ($295, Lord & Taylor)

Steve Madden Sand Wool Hat

Steve Madden Sand Sequin-Band Wool Hat ($25, Zulily)

Domino Ravenna Hat Satya

Domino Ravenna Hat Satya Twena ($150, Domino)

Genie by Eugenia Kim Cecily Sun Hat

Genie by Eugenia Kim Cecily Sun Hat in neutral ($98, Bloomingdales)

Oversize Brim Floppy Sun Beach

Oversize Brim Floppy Sun Beach Hat ($33, Luxury Divas)

Auden Sun Hat

Auden Sun Hat ($78, Anthropologie)

Natalie van der Meer
Natalie van der Meer
Senior Editor Natalie van der Meer is a former editor for Redbook, Woman's Day, Reader's Digest and Allure, covering fashion, beauty, travel, family, book reviews, and much more. She lives in New York City.