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How to Dress for the Races: Derby, Preakness, and Belmont Stakes

Going to a Triple Crown event? Click through our slideshow of both classic and non-traditional elements.


If race-day style makes you think of seersucker suits and showy, over-the-top fashion, think again. While certain menswear staples like colorful ties have become traditions at horseracing events, you don't need to resemble a retro peacock to look good at the Kentucky Derby, the Preakness Stakes, or the Belmont Stakes—the three legs of the Triple Crown. Click through our breakdown of traditional men's race-day style, with a focus on shoes, accessories, and color palettes.

—Brian Sacawa publishes the men's-style website He Spoke Style.

Jockeys are required to wear their silks in the Pimlico Paddock, but well-tailored suits are always acceptable.

Models, from left: Earle Bannister, Brian Sacawa, Craig Martin

On Earle: Suit & shirt, Quinntessential Gentleman Custom. Bow tie, Southern Proper (similar here). Pocket square, Quinntessential Gentleman Handmade. Flower Lapel Pin, hook + Albert. Watch, Klaus Kobec. Shoes, Allen Edmonds Dalton Dress Boot.
On Brian: Suit, Quinntessential Gentleman Custom. Shirt, Neiman Marcus (similar here). Tie, Brooks Brothers. Pocket Square, Quinntessential Gentleman Handmade. Flower Lapel Pin, hook + Albert. Pocket watch, Bellagio bel Tiempo (similar here). Shoes, Allen Edmonds Broadstreet.
On Craig: Blazer, Quinntessential Gentleman Custom. Trousers, Quinntessential Gentleman Custom. Shirt, Southern Proper. Bow tie, Social Primer. Flower Lapel Pin, hook + Albert. Shoes, Allen Edmonds Grand Cayman.

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