Fashion

The 15 Best Wimbledon Outfits in History

I'm definitely biased, but I think tennis is the most stylish sport. Top-ranked players wear Miu Miu skirts and Rolex watches, while spectators are often dressed like they've walked out of a Ralph Lauren ad. This is true for all four of the Grand Slams each year, but nowhere is the convergence of fashion and tennis more apparent than at Wimbledon.

On court, players are required to adhere to the tournament's strict all-white dress code, but they still find ways to make sartorial statements. In 2008, for instance, Roger Federer memorably walked onto Centre Court wearing a cream-colored cable-knit cardigan with gold trim. By the time he removed the sweater to hit his first serve, he had already solidified his place in tennis fashion history. Not to be outdone by the players, attendees always show up to SW19 looking impeccably chic. Scroll down to revisit the most stylish Wimbledon outfits in history, from Princess Diana and Meghan Markle to Serena Williams and Maria Sharapova.

Princess Diana attending Wimbledon

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Princess Diana wore a pastel yellow skirt suit to The Championships in 1995.

Wimbledon style

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In 2024, Zendaya continued to play up the tennis theme of her movie, Challengers, by attending the women's final.

Wimbledon style

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Queen Elizabeth II wore a swing coat to present the 1962 Wimbledon trophy to Rod Laver.

Sienna Miller attends Wimbledon

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Sienna Miller wore the cutest off-the-shoulder white dress to SW19 in 2022.

Wimbledon style

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In 2019, Tessa Thompson wore a stylishly slouchy Polo Ralph Lauren look.