💫 “THE ROYAL WHO NEVER FOLLOWED TRENDS — YET ALWAYS LOOKS TIMELESS”: Inside Princess Anne’s effortlessly chic style — from ‘60s classics to her beloved Adidas trainers.

65 times Princess Anne proved that she’s the unsung style hero of the royal family

Chic ’60s ensembles, clothes she’s had for years and even Adidas trainers – the Princess Royal has a lot to teach us about personal style

Known as the hardest working member of the royal family, Princess Anne is famously unbothered by fashion. She has said she simply favours practicality, although her outfits possibly tell a different story. It’s not that they’re not necessarily practical, rather that the Princess Royal exhibits an authentic and distinct personal style, one which has led to her unwittingly becoming known as something of a modern style symbol.

In the past couple of years, Instagram accounts have emerged that are dedicated to celebrating Princess Anne’s style. On TikTok, there are millions of videos dissecting her outfits, many of which are made by Gen-Z in praise of her casual country looks, as well as unlikely combinations such as the Adidas trainers she wore with a bucket hat to last year’s Paris Olympics.

Another reason why members of Gen-Z are among her biggest fans? A predominant aspect of Princess Anne’s style is her sustainable approach to dressing. Long before the Princess of Wales was being praised for re-wearing some of her favourite pieces, the Princess Royal was essentially shopping from her own wardrobe, wearing clothes she’s had since the 1970s. Since Queen Elizabeth II died in 2022, Princess Anne has been spotted in certain pieces believed to have belonged to her mother, too.

From Pucci prints to her beloved Barbour jackets, fur-trimmed cloaks to dresses by Ossie Clark and Zandra Rhodes, Princess Anne may not consider herself a fashion influence, but it is clear she has become one. For autumn/winter 2025, Silvia Venturini Fendi cited Princess Anne as the inspiration for Fendi’s menswear collection, telling editors after the show that she considers the royal to be “the most elegant woman in the world… I liked the idea of breaking barriers, breaking the masculine and feminine codes. The Princess Royal is very rigorous in how she dresses, with this kind of military-minded attitude, but feminine at the same time.”

Princess Diana and the current Princess of Wales may be constantly referenced in regard to royal style, but there’s something about the Princess Royal’s understated approach to dressing which manages to resonate with all ages. Perhaps this is precisely because she appears so disinterested in fashion and endless discussions about what she’s wearing (sorry!); Nothing is as chic as insouciance, after all, hence the world’s fascination with French style. As Venturini Fendi said, “she has a life outside the spotlight. She’s kind of an anti-fashion person and, to me, that’s something that’s actually very fashionable and chic.”

Below, some of Princess Anne’s very best outfits throughout the years.

princess anneJeremy Fletcher//Getty Images

1

1969

1969 was the year Princess Anne turned 18 and began her life as a working member of the royal family. For the Bath and West Agricultural Show in May of that year, she wore a flared double-breasted yellow coat dress and a matching hat with black bow detail.

queen in austriaFox Photos//Getty Images

2

1969

During the state visit to Austria in 1969, Princess Anne joined her mother, Queen Elizabeth II at a white tie banquet. In full gala dress, she wore an embellished white sleeveless corded linen gown with white evening gloves. Anne also wore Princess Andrew’s Meander Bandeau, a tiara borrowed from the Queen, which once belonged to her paternal grandmother.

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princess anne wearing a smart hat and red coatBettmann//Getty Images

3

1969

For another official engagement, Princess Anne chose a belted red coat with military-style buttons and a black wide-brimmed hat accessorised with a polka dot scarf.

anwar hussein collectionAnwar Hussein//Getty Images

4

1971

In Turkey in 1971, Princess Anne tried top-to-toe print, to great success. Her white loafer-style shoes featured a gold chain embellishment.

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princess anne attends the anglo turkish ballPrincess Diana Museum//Getty Images

5

1971

As the guest of honour at the annual dinner-dance of the Anglo-Turkish Society at the Dorchester Hotel, London, 1971, Princess Anne showcased a chic take on diplomatic dressing. She wore a white blouse with sheer sleeves over tailored trousers, over which she styled a red and gold long-line waistcoat. Her gold shoes featured a wide buckle embellishment.

mandatory credit: photo by dennis hart/anl/shutterstock (891863a) princess anne now princess royal october 1972 princess anne wearing an open work hat and a gaily patterned dress arrives at the savoy hotel today for the womem of the year luch. among other guests were mrs. mary whitehuse disc jockey anne nightingale and actress glenda jackson. ...royalty princess anne now princess royal october 1972 princess anne waering an open work hat and a gaily patterned dress arrives at the savoy hotel today for the womem of the year luch. among other guests were mrs. mary whitehuse disc jockey anne nightingaDennis Hart/ANL/Shutterstock

6

1972

Arriving at the Savoy for the Women of the Year lunch in October, 1972, Princess Anne wore a printed high-neck dress with an open-work hat and gloves.

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anne and mark at film premiereTim Graham//Getty Images

7

1973

Arriving at a film premiere with Mark Phillips, Princess Anne wore a vibrant floral dress with a high collar and balloon sleeves.

a royal engagementKeystone//Getty Images

8

1973

Following the announcement of their engagement, Princess Anne was photographed with Mark Phillips in the grounds of Buckingham Palace in May 1973. She wore a pink skirt suit; the fitted jacket and box pleat skirt were lined with a peach-toned tartan.

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princess anne in berlinTim Graham//Getty Images

9

1973

In Berlin at a parade for the Queen’s birthday in 1973, Princess Anne wore an aquamarine double-breasted coat with an embellished hat and a floral print scarf tucked underneath her collar.

anne at sandhurstTim Graham//Getty Images

10

1973

At a passing out parade at Sandhurst, Princess Anne wore a printed dress under a short-sleeved cardigan. She would go on to wear this dress 11 years later with an extended hemline. Her shoes are the white chain-embellished loafers she wore a lot during the 1970s.

festival of british eventingMax Mumby/Indigo//Getty Images

41

2014

Another classic casual outfit from Princess Anne, and one which has been much applauded on social media of late. She wore this striped shirt under her anorak while at Gatcombe Park in 2014.

the queen attends sunday service at sandringhamMax Mumby/Indigo//Getty Images

42

2014

In late December, 2014, Princess Anne wore this green skirt suit under a matching shawl with fur-lined knee-high boots. She sported another furry hat for the occasion.

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queen elizabeth ii attends centenary annual meeting of the national federation of women's instituteMark Cuthbert//Getty Images

43

2015

At the Royal Albert Hall in 2015, Princess Anne wore this orange-trimmed skirt suit, which is another ensemble that she’s had in her wardrobe for decades and has worn on multiple occasions.

royal ascot day 2Max Mumby/Indigo//Getty Images

44

2015

At Royal Ascot in 2015, Princess Anne showcased yet another stylish way to wear a scarf. She wore it over a white shift dress.

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royal ascot 2016 day 2Justin Goff Photos//Getty Images

45

2016

Princess Anne first wore this combination of a purple dress and floral coat at the wedding of Prince William and Kate Middleton in 2011. For Royal Ascot in 2016, she gave it another outing, this time adding gloves.

gatcombe horse trialsMax Mumby/Indigo//Getty Images

46

2016

Baker boy hats have had a renaissance of sorts recently (worn notably by the Princess of Wales), but Princess Anne has been wearing them for years. Here, she displays some expert layering.

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royal ascot 2017 day 2Mark Cuthbert//Getty Images

47

2017

With her mother, Queen Elizabeth II, at Royal Ascot in 2017, Princess Anne wore a gingham jacket with a navy pleated skirt.

britain us royals wedding guestsChris Jackson//Getty Images

48

2018

For the wedding of Prince Harry and Meghan Markle, Princess Anne wore this jewel-toned dress with turn-up cuffs.

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day two of the great yorkshire showIan Forsyth//Getty Images

49

2018

The shades were back for the Great Yorkshire Show in 2018, where Princess Anne wore them with a collarless jacket.

britain royalsDominic Lipinski//Getty Images

50

2019

At a reception at Buckingham Palace in 2019, Princess Anne (pictured here with the Duchess of Sussex) wore a tartan coat.

2024

Attending the Royal British Legion service of commemoration at the Bayeux War Cemetery in 2024, Princess Anne wore a stylish navy jacket with a printed skirt. The shades were also back in business.

the princess royal attends the rda national championshipsCameron Smith//Getty Images

61

2024

At the RDA National Championships, Princess Anne looked chic in a trouser suit, which she accessorised with a purple fedora hat, suede gloves and a vivid printed scarf.

around the games olympic games paris 2024: day 5Pascal Le Segretain//Getty Images

62

2024

During the Paris Olympics in 2024, Princess Anne was pictured wearing Adidas trainers and a bucket hat, which feels very in-keeping with the trends of summer 2025.

the british royal family attend the christmas morning serviceMark Cuthbert//Getty Images

63

2024

On Christmas Day, 2024, Princess Anne wore a festive red jacket with a pleated tartan skirt and suede knee-high boots.

the king and queen host a humanitarian reception at buckingham palaceWPA Pool//Getty Images

64

2025

While attending an event at Buckingham Palace, Princess Anne wore a very pale yellow skirt suit, her signature silk scarf tucked neatly into her jacket.

the princess royal takes salute at the household division musical spectacular 2025Hoda Davaine//Getty Images

65

2025

In July, 2025, the Princess Royal wore a blue silk wrap-style dress with a pearl necklace as she took part in the Household Division Musical Spectacular.