5 Kentucky Derby Styles To Wear All Year

Any day you can quench your thirst with mint juleps and dress yourself like a Fitzgerald character is a good day—so why not make Derby Day last all year? Your everyday outfits can and should call upon the easy elegance that the Derby inspires. Presenting: Five staples of Churchill Downs attire around which you can build a winning spring wardrobe.

Lighten Up

At the Races: Festive pastels pop up on shirts and suits to complement the merriment of the Derby’s infield.

Daily Derby Style: Work bright but muted pieces into your getup, like a mint-hued button-down from J. Crew or a pair of pants in “gilded ash” from Club Monaco.

Fresh but Subtle Prints

At the Races: Thanks to pocket squares and ties with eye-popping prints, men have accessories to rival the ostentatious headgear of their female counterparts.

Daily Derby Style: Opt for a printed necktie like this floral one from Steven Alan, which punches up your everyday attire, or a reversible striped and polka dotted pocket square from Jack Robie.

Wise Ways to Pull Off Seersucker

At the Races: Thanks to the Ohio River Valley, Louisville has a mild climate ideal for day drinking and suits made from this crinkly, lightweight fabric.

Daily Derby Style: Seersucker lends unmistakable Southern swagger to any outfit, but there are plenty subdued ways to sport the style. We like the shorts approach.

Race with the Right Shoes

At the Races: Saddle shoes or two-toned brogues punctuate a cream-colored or seersucker suit and are suitable lawn-treading footwear.

Daily Derby Style: A two-toned shoe can strike too much of a driving range note for the office. But if you stick to a single shade—especially cream and lighter browns—derbys and brogues can look just as sharp (and appropriate) in the corporate environment.

Complete a Hat Trick

At the Races: Wearing a hat to the Derby is said to bring good luck. For us, it’s the gentlemanly way to finish off your look. One rule: no baseball caps.

Daily Derby Style: For practical and not-too-foppish Derby headgear that you can wear through summer, pick up a classic Panama. Miansai has given the Ecquadorian straw hat a modern spin by replacing the ribbons around the sideband with its signature ropes.

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