Looks That Honor Decades of Kentucky Derby Fashion
- YOUR Williamson

- Mar 31, 2024
- 3 min read
This year, in celebration of the 150th Kentucky Derby, Churchill Downs Racetrack has published its first-ever Kentucky Derby Style Guide. The guide, created in partnership with fashion, beauty, and entertainment journalist Zanna Roberts Rassi, honors the rich cultural tradition of the storied event with a collection of looks that pay homage to Derby fashion from the past 150 years.
In addition to being The Most Exciting Two Minutes In Sports™, the Kentucky Derby is a celebrated style showcase where the racetrack grounds turn into an extraordinary fashion runway. As a respected fashion taste-maker, Zanna was tapped as Guest Style Editor for the inaugural publication of the Kentucky Derby Style Guide – overseeing the hand-selected looks to inspire the attire worn for this historic Kentucky Derby, taking place on Saturday, May 4, 2024. From classic couture dresses and sleek bowties to colorful hats and timeless accessories, the Kentucky Derby Style Guide highlights traditional, yet modern takes on quintessential Kentucky Derby fashion from longstanding fashion partners and brands like vineyard vines, Longines, Radley London, Brackish and more.
In addition to the Derby, these style tips are perfect for the upcoming running of the 83rd Iroquois Steeplechase and the Downtown Franklin Rotary’s Jockeys and Juleps party.

LEFT TO RIGHT:
FASCINATOR - Jane Taylor London
NECKLACE - Ben-Amun
APPAREL - Bach Mai
SHOES - Black Suede Studio
FASCINATOR - Jane Taylor London
SHOES - Andrea Iyamah
BOATER - Hat Haven Millinery
SCARF - Alemeis
SHOES - Rosamund Muir London

Suiting - Atelier Munro
SHIRT - Eton
Bowtie - Brackish
POCKet Square - R. Hanauer

HAT - The Hat Doctor
DRESS - Huishan Zhang
GLOVES - Cornelia James
HANDBAG - Judith Leiber

FASCINATOR - Karen Morris Millinery
EARRINGS - Kate Spade
DRESS - V Chapman
GLOVES - Cornelia James
CROSSBODY - Radley London

Left to Right:
FEDORA - Christine A. Moore Millinery
POLO - vineyard vines
TROUSERS - Eleventy
STRAW HATS - Peter Beaton
JEWELRY - Ben-Amun
WOMENS WEAR - MAE NEW YORK
HANDBAGS - Judith Leiber
SHOES - Sarah Flint
GLOVES - Cornelia James

HEADBAND - Brianna Cannon
EARRINGS - Ben-Amun
DRESS - Reem Acra
Zanna’s Tips
HATS FIRST:
Let’s prioritize – The star of the show is your headwear so start there and let the rest of your outfit follow.
It’s all about balance – So, if you are working a flamboyant extra-large hat, think about keeping the outfit streamlined and more minimal.
Should you have a sleek hat, you can balance it with a fun color or pattern – You want to ensure that one does not overpower the other and vice versa.
Shoe Trends:
When it comes to footwear, I suggest prioritizing comfort as the day can be quite lengthy. But there’s no need to sacrifice comfort for style. I would avoid stilettos (as anyone who has tried to walk on grass in some can attest to) - the breakout star of this summer will be wedges. A chunky block heel or wedge sandals are both grass and feet friendly!
To learn more about the 150th running of the Kentucky Derby, what to wear and more, visit kentuckyderby.com
GUEST STYLE EDITOR - Zanna Roberts Rassi
PHOTOGRAPHER - Andrew Kung Group for Churchill Downs Racetrack
LEAD STYLIST - Devki Bhatt
MENSWEAR STYLIST - Chris Burns – Rodes for Him
HAIR STYLISTS - Karie Higgins & Kelsey Nelson
MAKEUP STYLISTS - Cassie Young & Misty Loggie


