Carole and Michael Middleton Are Joined by a Surprising Royal Pal at Wimbledon

Carole and Michael Middleton smiling in the royal box at Wimbledon — (Image credit: Getty Images)

The Princess of Wales might not have made an appearance at Wimbledon 2025 just yet, but her parents Carole and Michael Middleton enjoyed a day in the royal box on Monday, July 7. The couple—who made a surprise cameo in Princess Kate's cancer update video last fall—have been instrumental in supporting their daughter through her cancer battle, and on Monday, they were greeted warmly by one of the Royal Family's hardest working members.

Birgitte, the Duchess of Gloucester, 79, is married to Queen Elizabeth's first cousin the Duke of Gloucester, and has long served as a full-time working royal taking on numerous charity engagements each year. Carole shared kisses with Birgitte as the duchess entered the royal box, with the two sharing a sweet interaction before taking their seats.

Carole, 70, wore a brown striped shirt dress by one of her daughter's favorite brands, Beulah London, with the mom of three choosing to wear the midi-length style without its included belt.

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Carole Middleton kissing the Duchess of Gloucester at Wimbledon — Carole Middleton and the Duchess of Gloucester shared kisses at Wimbledon on July 7.

Carole Middleton greeting the Duchess of Gloucester at Wimbledon — The duo greeted each other in the royal box.

Roger Federer, the Duchess of Gloucester, Carole and Michael Middleton and other guests sitting in the royal box at Wimbledon — The duchess and the Middletons were also joined by tennis great Roger Federer (front left).

Carole Middleton wearing a brown striped dress walking next to Michael Middleton, in a tan suit — Carole wore a striped Beulah dress for her Wimbledon outing.

Beulah London

Helena Toffee Stripe Dress

The tennis match marks the second royal appearance the Middletons have made in recent weeks. On June 18, Carole attended Royal Ascot, the same day the Princess of Wales pulled out of an appearance at the event.

Carole, joined by son James Middleton's wife, Alizée Thevenet, was pictured sharing laughs with The King and several of Kate's close friends in the royal box amid the princess's absence from the racing action. A "subdued" Prince William attended the event solo, riding in a carriage with The King and Queen Camilla.

Another member of the Middleton family made a rare public appearance over the weekend, with middle daughter Pippa, 41, attending the British Grand Prix—the first time she's been spotted at an event since 2024's Together at Christmas concert.

Kristin Contino is Marie Claire's Senior Royal and Celebrity editor. She's been covering royalty since 2018—including major moments such as the Platinum Jubilee, Queen Elizabeth II’s death and King Charles III's coronation—and places a particular focus on the British Royal Family's style and what it means.

Prior to working at Marie Claire, she wrote about celebrity and royal fashion at Page Six Style and covered royalty from around the world as chief reporter at Royal Central. Kristin has provided expert commentary for outlets including the BBC, Sky News, US Weekly, the Today Show and many others.

Kristin is also the published author of two novels, “The Legacy of Us” and “A House Full of Windsor.” She's passionate about travel, history, horses, and learning everything she can about her favorite city in the world, London.