Kentucky Derby Style Guide

By shopsaroundlenox | 2024-04-19
Category: Blog Fashion Style Guides

We’re off to the races for this year’s Kentucky Derby! Discover Shops Around Lenox selections of the best looks to celebrate the fastest two minutes in sport on Saturday, May 4.


Channel your inner Southern Belle and opt for a colorful, bright sundress. Reach for a floral patterned dress like the Norah Midi Dress from Evereve paired with a comfortable heel. Finish the look off with a fascinator — and you are ready for the races!


Keep it simple with a monochromatic floral print dress like the Tie-Waist Mini Shirtdress from Madewell. Add a pop of red with the Greta Ballet Flat from Madewell.

Pro tip: Go for a red fascinator and a bold lip to balance the outfit with pops of red throughout.

For the Men

Pull out your brightest suit for the Kentucky Derby! The Juniper Check Slate Blue Suit from Indochino is the perfect bold suit for the race tracks. Paired with a classic Tecovas boot and coordinating belt — you’ll be the best dressed guest.