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What to Wear to the Kentucky Derby 2025

10 Dresses to Wear to the Kentucky Derby

Hi Babe! Are you looking for a dress for the Kentucky Derby or any derby in general? Well, look no further because we have 10 Kentucky Derby dresses to stop any jockey (and their horse) in their tracks.

Kentucky Derby Fashion 101

The Kentucky Derby isn’t just an annual horse race, but a chance to show off your style in the most glamorous and elegant way possible. Think vibrant dresses, statement hats, lace accents, and layers of pearls straight out of a Southern fairytale. Don’t forget to complete your look with wedges, a chic purse, and a parasol for added flair. Scroll for derby outfit inspiration that will keep the compliments rolling in!

1. Midsummer Floral Tiered Maxi Dress in Mint Floral

Step into the Kentucky Derby with the Midsummer Dress in Mint Floral featuring a statement floral print. Embrace timeless elegance with a sweetheart neckline, button-down bodice, and cupped bust. The tiered ruffle maxi skirt with a slit adds a touch of flair and movement, perfect for sipping mint juleps in the stands. Also available in Bright Floral below for those seeking a bolder look.

2. Midsummer Floral Tiered Maxi Dress in Bright Floral

The Midsummer Dress in Bright Floral screams Derby chic with its statement floral print, sweetheart neckline, button-down bodice, and cupped bust. The tiered ruffle maxi skirt with a front slit adds a playful edge, perfect for soaking up the sun and embracing the excitement of the races.

3. Celine Floral Tie Strap Bustier Maxi Dress

Get ready to make a statement at the Kentucky Derby with the Celine Bustier Dress! A must-have for all derby fashionistas, featuring a feminine floral print, adjustable bow straps, a bustier style top, and a ruffle hem. Pair with a simple heel, and you're all set to steal the spotlight at the derby festivities!

4. Colette Crochet Tiered Ruffle Top and Maxi Skirt Set

Elevate your derby wardrobe with the Colette Top and Maxi Skirt Set! This chic set beckons visions of derby daydreams with its square neck tank top and low-rise maxi skirt adorned with a tiered ruffle knit crochet design. Finish off your Kentucky Derby outfit with some gold accessories

5. Asteria Open Back Ruffle Midi Dress

Sip on some mint julips with your girls in the Asteria Ruffle Dress! This sophisticated dress is adorned with a captivating floral print, perfectly complementing the Kentucky Derby atmosphere. Its v-neckline with a ruffle trim, spaghetti straps that lace up in the back, a cascading asymmetrical ruffle detail, and a subtle high low ruffle trim hem will ensure that you stand out in any crowd. Accessorize to finish off the look and you’re derby ready!

6. Florianne Lace Trim Bustier Maxi Dress

Unique and mesmerizing, the Florianne Bustier Dress from ASTR the Label is perfect for your next derby! The eye-catching floral print on the satin maxi dress adds a touch of Derby charm, making this outfit a standout piece for the races. Its delicate lace trim and structured bustier corset bodice are all the talk when it comes to Kentucky Derby fashion trends! Pair with some chic heels to complete the look! 

7. Rosetta Ruched Floral Satin Set

Charm any onlookers at the Kentucky Derby in the Rosetta Top and Rosetta Maxi Skirt! This elegant top is made of a satin material featuring a ruched bust, drawstring neckline with a keyhole detail, and adjustable spaghetti straps that tie at the center. Made of the same satin material, this stunning skirt boasts a maxi length and drawstring waist with an eyelet lace trim that will turn heads.

8. Ellery Floral Ruffle Maxi Dress

Raise a glass to the race in the Ellery Floral Dress! This feminine dress will have all eyes on you with its beautiful floral print, v-neckline, adjustable spaghetti straps that criss-cross in the back, front slit, and ruffle trim that cascades from the neckline to the hem. Pair with a simple heel to complete this gorgeous Kentucky Derby look!

9. Ariel Strapless Ruffle Midi Dress

Be the epitome of derby fashion in the Ariel Ruffle Dress! This playful yet elegant dress is designed to steal the spotlight with its shimmery metallic print, straight across strapless neckline, tiered asymmetrical ruffles, and a left side slit that captures the essence of Derby glamour. Complete your Kentucky Derby-ready look with a sleek heel!

10. Arabella Floral Tiered Midi Sundress

Perfect in every way, the Arabella Tiered Sundress is fit for a derby princess. Featuring a flattering ruched waist, tiered ruffle detailing, and buttons, this sundress is a Kentucky Derby daydream. Pair with your favorite jewelry to elevate your look!

Whatever you decide to wear, we know you’ll dazzle the crowd (especially after seeing all this inspo). Strut your stuff and remember to let your personal style shine through!

xx Carissa