First Princess Diana, Now Zendaya: 5 Trends Celebs Always Wear to Wimbledon
I'm definitely biased, but I think tennis is the most stylish sport. Top-ranked players wear Miu Miu skirts and Rolex watches, and spectators are often dressed like they've walked out of a Ralph Lauren ad. This is true for all four of the Grand Slam tournaments 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 fashion statements. In 2025, for instance, Coco Gauff wore an intricate white dress by New Balance. "It's incredible the embroidery work they designed for that dress," says Sunita Kumar Nair, author of the new book Ace: The Times & Style of Tennis. "It's kind of like British punk and Vivienne Westwood and rock and roll and all the things that Coco likes. It's so detailed. It's like couture."
"I think there is a really strong argument that performance design is very close to couture," Kumar Nair continues. "The fabrics are tried and tested, and it's a really big journey for the athlete. The outfits can take a year to design." My favorite fashion moment included in Ace is Roger Federer's cream-colored cable-knit cardigan with gold trim, which he wore to Wimbledon in 2008. By the time he removed the sweater to hit his first serve, he had already solidified his place in tennis fashion history.
"There's a beautiful relationship between fashion designers and sports stars now, and it's just getting bigger and bigger," Kumar Nair tells Who What Wear. "I was just reading that Jack Draper has signed a $5 million deal with Vuori, and Naomi Osaka was just at the Met Gala. I think there is so much that's going to happen with the sports world and, in particular, tennis because of the kind of money that it can engender."
As we wait to see exactly how fashion and tennis will converge this year at Wimbledon, which kicks off on June 29, scroll down to revisit the most stylish outfits on and off Centre Court, from Princess Diana and Meghan Markle to Serena Williams and Stan Smith.
1. Polka Dots
In 1987, Princess Diana sat courtside in the Royal Box wearing red-and-white polka dots.
Wearing polka-dotted Alessandra Rich, Kate Middleton presented the Gentlemen's Singles Trophy to Novak Djokovic in 2022.
Then pregnant with her first child, Margot Robbie wore polka-dotted Alaïa to the championships in 2024.
Dairy Boy founder Paige Lorenze wore a polka-dot Self-Portrait dress to cheer on Tommy Paul at Wimbledon in 2024.
Polka dots are nothing new around the Wimbledon grounds. British actress Aleta Morrison wore the classic print to the event in 1959.
Anna Wintour, ever the tennis fan, attended the tournament in 2023 wearing a polka-dot dress by Balenciaga.
2. Butter-Yellow Suiting
Princess Diana wore a pastel-yellow skirt suit to the championships in 1995.
One takeaway from looking through decades of Wimbledon outfits: Butter yellow is a very popular color to wear to the tournament. Here, Emma Corrin shows how it's done.
Poppy Delevingne wore butter yellow to the men's finals in 2022.
3. Varsity Sweaters
Name a more iconic cardigan—I'll wait. Federer's 2008 sweater will go down in fashion history.
Williams wore a varsity cardigan during warm-ups in 2011. She shed the extra layer once her matches started, revealing a white dress underneath.
Tim Henman—the former number one British tennis player for whom Henman Hill is named—was pictured strolling around Wimbledon between matches in a varsity sweater in 1994.
Six years before Adidas named its iconic sneakers after him, Smith hoisted the Gentlemen's Singles Trophy in 1972 wearing a varsity sweater.
Arsenal soccer star Myles Lewis-Skelly, pictured here in 2025, is also a fan of the trend.
Frank Hunter and Algernon Kingscote competed against each other at Wimbledon in 1927. Varsity sweaters have never gone out of style in the nearly 100 intervening years.
4. Striped Button-Down Shirts With and Without Ties
In 2024, Zendaya continued to play up the tennis theme of her movie Challengers by attending the women's final.
My favorite Meghan Markle outfit ever? Her 2018 Wimbledon look.
French actress Joséphine Japy wore a chic Ralph Lauren outfit to the event in 2025.
In 2019, Tessa Thompson wore a stylishly slouchy Polo Ralph Lauren look.
David Beckham looked posh (get it?) attending the event in 2021.
5. Gingham
Olivia Rodrigo attended a Centre Court match in 2025 wearing a red gingham Ralph Lauren dress.
Jessica Plummer was also on board with the gingham trend in 2025.
Lady Amelia Windsor wore a cute gingham baby-doll dress to Wimbledon in 2025.
