From bold hats to flirty florals, Derby fashion is all about making a statement. Whether you love timeless Southern charm, modern tailored looks, or playful pops of color, this list has the perfect outfit inspiration for every kind of race-day style....
Sections
3
Dresses
Shoes
Fascinators & Accesories
Dresses
The baby blue is perfect for spring and the 3d flower embellishments are too cute
Morris Blue Flower Off Shoulder Dress
If you want a more simple yet still elegant option this dress is beautiful and offered in many colors!
Hutch Amara Corset Pleated Tulle Fit & Flare Midi Dress
The print is so cute and unique
Pinafore mini dress in printed organic cotton and wool
Paired with peonies in your hair, a statement fascinator, and strappy stilettos, this dress would be perfect
Sage Green Chiffon Tiered Frill Maxi Dress
Simple yet elegant, this dress would pair perfectly with yellow kitten heels and a fascinator that incorporates both the yellow and blue tones!
Yellow Floral Printed Dropped Waist Midaxi Dress
Cute, classy, and not too much… unless you want to make it extra!
Lily Flower Maxi Dress
I would love to see different style interpretations of this dress!
Absolutely gorgeous! If you style the dress with a similar matching fascina—-
Urgonia Gown in Pink Tonal
OMG!! This dress is perfect from the color to the print to the beading and stitching!
The Payton Dress in Sage Tapestry
Any brides-to-be planning to attend a derby, this one’s for you!
BHLDN Appliqué Square-Neck Fit & Flare Midi Dress
So fun and flattering
Bedouin Poppy Mini Dress in Lilac Multi
The vibrant florals in these Oscar De La Renta dresses are gorgeous and perfect for any spring derby
Foxgloves Sleeveless Degrade Cocktail Dress
Karen Millen offers elegant and more mature dresses for any style
Structured Crepe Waterfall Hem High Neck Dress
Karen Miller is a great brand to shop for cute and sophisticated dresses!
Petite Tailored Structured Crepe Forever Pleat Midi Dress
Shoes
The sage green with the florals is perfect for spring time or any floral themed look!
Sage Green with Blush Peony Flowers Fascinator
a gorgeous shoe to help incorporate more florals
Steve Madden Bennie Sandal
Obsessed is an understatement. I’m so upset these are sold out in my size but Kurt Geiger is such a fun brand to consider!
Kurt Geiger London Chelsea Leather Scarf Wrap Bow Detail Platform Espadrille Sandals | Dillard's in 2025 | Leather scarf, Leather platform sandals, Platform espadrille sandals
A simple strappy stiletto is always a good choice, especially if you already have your go-to pair
Stiletto Heels
Fascinators & Accesories
This hat is so gorgeous and I love this brand they specialize in fascinators and you can even customize your own
22089 Taupe Royal Ascot Horse Race Oaks day hat Carriage Tea Party Wedding Kentucky Derby Hat Party Hat Wide Br… in 2025 | Ascot horse racing, Wide brimmed hats, Derby hats
Obviously it’s a derby so how perfect is a snaffle statement necklace
The Xtra Bitty Lariat - Gold
This hat is stunning and moody. I love how dramatic yet elegant it is!
The Magpie - Hat Couture Wedding/races/mother of the Bride Designer Hat - Etsy UK in 2025 | Couture wedding, Wedding hats, Royal garden party
This artist on etsy makes uniquely dramatic fascinators
Black Wide brim Sinamy Hat Kentucky Derby Party Hat ,Tea Party Carriage Party Easter Party Hat w Off White/Ivory Jumbo Bow
The most perfect pink fascinator!
Strawberries & Cream - Hat Couture Wedding/Races/Mother of the Bride Designer Hat
