Princess Anne Shows off Her Style Gold at the Winter Olympics in Milan-Cortina – 5 Photos

With wrap-around sunglasses, vivid outerwear, and her trademark poise, she proved once again that practicality and polish can go hand in hand. And the best part? The standout images capturing her Olympic fashion moment are waiting at the end of the article.

Princess Anne has been in Milan, Italy, for the Milano-Cortina 2026 Winter Olympics, clocking up a packed run of appearances as President of Team Great Britain.

Over the past few days, the Princess Royal has watched events including curling and snowboarding, and she also carried out a key ceremonial moment by presenting medals for the Women's Snowboard Big Air Final.

But while the sport has been the official headline, Princess Anne's looks have been quietly delivering their own medal-worthy performances — and, judging by the reaction online, they may have stolen the show.

On one occasion, the Princess Royal was photographed in the stands in a vivid Team GB winter jacket, a punchy blue piece that looked built for cold venues and camera lenses alike.

The jacket's sporty finish, paired with a neat zip-up base layer, leaned fully into the Winter Games setting — practical, polished, and unmistakably Team GB.

Then came the accessory that sent the internet into a tailspin — those wrap-around Adidas sunglasses. With their warm-toned, orange-ombre lens effect, they read less "trying to be trendy" and more unbothered royal confidence.

They also made perfect sense for a day around snow and bright light — the kind of glare that can make even the most committed spectator squint through a medal ceremony.

Online, the reaction to the Princess Royal's Olympic look quickly turned into a full-scale celebration of her personal style — and, crucially, her complete lack of interest in dressing for anyone else.

"Princess Anne you have the coolest style out of all the royals! Keep rocking!" one person commented. "Princess Anne is such a boss!!🤩" another wrote. A third shared, "She's such a diva, I love her ❤️."

Others focused on how consistent the look felt — not a sudden fashion reinvention, but a continuation of the Princess Royal's long-running relationship with statement eyewear.

"Yes she does rock out the glasses and day wear. Yes she would have made a great Queen as her Mom [sic]," one person said. "I don't think she cares! She will wear what she wants to. She is so down to earth. Great respect for her!" another added.

Some commenters were convinced the sunglasses were less of a one-off Olympic moment and more of a familiar signature. "Retro..had for ages then [sic]," one person typed. "She is wearing these for ages. It's signature like the eyewear of Yoko Ono [sic]," another netizen wrote.

A final observer pointed out the obvious practical side of the look, noting, "Always very smart no matter what she wears even her sunglasses. She needs them in Milano at the Olympic Games the sun coming of the snow must be terrible [sic]."

Princess Anne wore the sunglasses while watching the mixed doubles curling clash between Italy and Great Britain earlier in the week.

Great Britain was beaten 5–3 by Italy's Stefania Costantini and Amos Mosaner, who took bronze, but the Princess's expression remained composed — the sort of steady, seen-it-all calm that has long defined her public presence.

On another day of sporting commitments, she had also been spotted at Rome's Olympic Stadium for a Six Nations match between Italy and Scotland, where she appeared surprised by the crowd's applause when her face was displayed on the big screen.

The Princess Royal's schedule in Milan underlined that this trip was never just a quick photo opportunity — it was a visible reminder of her leadership role within Team GB at one of sport's biggest stages.

Still, it is her effortless approach that continues to land. For a royal who has never seemed remotely interested in chasing fashion moments, Princess Anne remains one of the few who keeps collecting them anyway.

Princess Anne, Princess Royal, cut a solitary figure against the pale sweep of Livigno Snow Park as she looked on following the Women's Slopestyle Final on February 9, 2026. Wrapped in a deep navy technical coat and a soft grey beanie, she leaned into the Alpine chill with quiet focus, while her mirrored red sunglasses flashed sharply against the snow.

Princess Anne stepped forward at Livigno Snow Park to present medals for the Women's Snowboard Big Air Final on February 9, 2026, her arrival framed by the bold Milano Cortina signage behind her. Dressed in a rich blue winter coat, grey knit hat, and black gloves marked with the Olympic rings, she appeared focused and purposeful.

The Princess Royal watched the Curling Mixed Doubles Bronze Medal Game at the Cortina Curling Olympic Stadium on February 10, 2026, her mirrored sunglasses reflecting the bright arena lights as an Italian flag blurred across the foreground. Wrapped in a vivid Team GB jacket with accreditation lanyard in place, she appeared quietly intent on the ice.

Seated alongside fellow Team GB representatives, the Princess Royal leaned into animated conversation during the same bronze medal clash, gesturing mid-point as she followed the action stone by stone. Her electric blue outerwear — stitched with bold detailing and the Team GB lion — stood out sharply against the packed stands, while her wrap-around lenses added a flash of colour to an otherwise tense afternoon.

Later, rising from her seat among officials and athletes, Princess Anne maintained her trademark poise as the result edged closer. Surrounded by colleagues in coordinating Team GB kit, she cut a focused figure in the crowd, her statement sunglasses and crisp winter layers reinforcing a look that was equal parts practical and quietly commanding at the heart of the Olympic atmosphere.