6 Racetrack-Ready Derby Day Outfits

The race is on as we gear up for the ultimate fashion spectator sport: Derby Day! As the Kentucky Derby draws near, it’s time to prep those racetrack-ready outfits that’ll have you galloping into the winner’s circle of style. From colorful dresses to pretty shoes, we’ve got you covered on the best outfits that are as breathtaking as the fastest steed on the track. Saddle up for a fashion-forward journey as we leap into our Triple Crown of our best six racetrack-ready Derby Day outfits.

1. The Ansley Top — Style the chic Ansley Top in lilac with high-waisted trousers for a fresh Derby Look. Accessorize with a wide-brimmed hat adorned with floral accents and strappy nude heels to play up the elegance. With oversized pearl embellishments, this top is a standout choice for the Derby’s fashionable crowd.

2. The Cosette Dress — The Cosette dress will charm just about anyone on Derby Day. Wear it with a wide-brimmed straw hat and a pair of espadrille wedges to get that quintessential Derby look. The smocked bodice and tiered ruffle styling add a bit of romance, while the side seam pockets allow for practicality for a day at the races. This dress is oh-so-perfect for Derby festivities with effortless yet sweet sophistication.

3. The Sutton Dress — Steal the show at Derby Day by wearing dresses with a sophisticated cut like our blue Sutton Dress, which offers the perfect blend of sophistication and style. The flattering silhouette ensures comfort while the ric rac trim adds the perfect finishing touch. Pair this dress with a statement hat and neutral heels. It’s the perfect choice for any Derby Day event, ensuring compliments galore.

4. The Blythe Top — The Blythe Top is a Derby delight with a gorgeous ice-blue lace overlay and bell sleeves. Pair this top with white jeans or a pastel-colored A-line skirt and floral headband for a classic Derby look. The lightweight and breathable design makes it perfect for staying cool at the races, so you remain stylish and comfortable. If you love this playful top, be sure to browse all of our colorful tops.

5. The Belle Dress — A stunning blue, green, and white floral print with a delicate lace overlay? Yes, please! Radiate total Derby charm by wearing the Belle Dress with a playful accessory like our Janey Pearl Bow Clip. Complete the look with open-toe heels for your Derby Day festivities.

6. The Bella Dress — Embrace the spirit of Derby Day with colorful clothes that pop against the lush greenery, helping you stand out in the crowd in bold and beautiful attire. For a show-stopping colorful dress, try our Bella Dress. This dress was designed by Savannah, Georgia’s new “It” designer, who offers elevated prints and feminine silhouettes. The abstract print slip dress underneath the sheer light blue overlay exudes complete southern charm. Polish off your look with strappy heels for an outfit that’s sure to turn heads at the races.

Now that we’ve galloped through the fields of Derby Day outfits, get ready to put on your most fashionable accessories and complete your Derby Day ensemble with cute shoes. This is your chance to strut around the racetrack in comfort and fashion-forward flair. 

The Courier Journal shares that while hats aren’t mandatory at the Kentucky Derby or Kentucky Oaks, most Derby-goers attending the races do wear some kind of head accessory. In lieu of a traditional hat, try the Bonnie Bow Clip in blue or the Becky Fascinator featuring embellishments of feathers, flowers, and pearls! 

With both our stylish accessories and vibrant ensembles, the spirit of the Kentucky Derby is stitched into every fiber of our Derby Day must-haves. Raise a mint julep to all the memories to be made as you cheer on the fastest filly on the track!