Racegoers in the USA are undoubtedly looking forward to the Kentucky Derby 2026 which will be held at Churchill Downs in Louisville, Kentucky. According to the Kentucky Derby’s website, there is no official dress code but according to them, “Derby fashion is all about style and tradition. For women, colorful dresses and bold hats are the norm. For men, seersucker suits, bow ties, and fedoras are popular. Comfort meets Southern charm!”
They also suggest that men “typically wear colorful suits or sports coats, often in bold prints, pastels, or preppy plaids. Pair it with a dress shirt, tie or bowtie, and stylish loafers or dress shoes. A fedora or bowler hat adds a classic Derby touch. The key is polished, springtime flair—don’t be afraid to stand out! “
Unlike UK society events such as Royal Ascot, it would seem the brighter the better is the way to go when it comes to fashion if you are attending the Kentucky Derby. However, believe it or not, colourful doesn’t mean brash and this is where I think racegoers who attend typically make fashion mistakes.
Over the years, there have been plenty of outfits that have not hit the fashion mark. NationalWorld looks at the worst dressed over the years. Believe it or not, the Kentucky Derby attributes the fashion in the 2000s had a lot to do with the Prince and Princess of Wales and the website states that “Thanks to the popularity of Kate Middleton and Prince William's royal wedding, impeccably designed fascinators and elaborate headpieces made a strong comeback.”
In the meantime, the Kentucky Derby 2026 is taking place on Saturday May 2, it is an all-day event but the actual race is slated to occur at 6:57 p.m.

5. Julia Werth and Jayson Werth attend the Kentucky Derby 150 at Churchill Downs on May 04, 2024 in Louisville, Kentucky
The looks chosen by Jayson Werth and Julia Werth at the Kentucky Derby in 2024 were slightly better than the outfits they opted for in 2025 but not by much! | Getty Images

6. Richie Sambora attends Kentucky Derby 151 at Churchill Downs on May 03, 2025 in Louisville, Kentucky
Richie Sambora's outfit looked more suitable for a concert than for a race event | Getty Images

7. Britainy Beshear and Governor Andy Beshear attend Kentucky Derby 151 at Churchill Downs on May 03, 2025 in Louisville, Kentucky
Britainy Beshear and Governor Andy Beshear looked like they had stepped out of the 1980s at the Kentucky Derby last year | Getty Images

