To Look Your Kentucky Derby Best, Take Inspiration From Street Style

Get Inspired for the Kentucky Derby With the Best Hats in Street Style
Photographed by Phil Oh

It’s shaping up to be an “everything everywhere all at once” kind of weekend. At home in New York, there’s the pre-Met festivities. Beyond the Big Apple, the Miami Grand Prix has F1 fans hot and bothered, and in Kentucky horse lovers are off to the races. Trackside at the Derby it’s all about the hat game. Street stylers know how to make millinery look like a million bucks, so they’re a good source of inspiration—and not just for Derby day.

Catherine Baba

Paris, spring 2017 ready-to-wear

Photographed by Phil Oh
Image may contain Accessories Sunglasses Bag Handbag Adult Person Clothing Footwear Shoe City Road and Street

Paris, fall 2026 ready-to-wear

Photographed by Phil Oh
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Paris, fall 2026 ready-to-wear

Photographed by Phil Oh
London fall 2023 readytowear

London, fall 2023 ready-to-wear

Photographed by Phil Oh
Image may contain Clothing Apparel Human Person Sunglasses Accessories Accessory Hat Tie Suit Coat and Overcoat

Paris, spring 2023 ready-to-wear

Photographed by Phil Oh
Image may contain Coat Clothing Apparel Human Person Hat Footwear Shoe Sunglasses Accessories and Accessory

Milan, spring 2023 ready-to-wear

Photographed by Phil Oh
Image may contain Clothing Apparel Hat Human Person Heart Evangelista Path Walkway Fashion and Robe

Milan, spring 2023 ready-to-wear

Photographed by Phil Oh