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15 of Princess Diana’s most chic winter fashion outfits: from her tan coat in London, a style later rocked by Meghan Markle and Kate Middleton, to a festive jumper with King Charles in Balmoral Estate

Princess Diana was a style icon throughout her life in the public eye, and much of her fashion remains in vogue even today. Photos: Getty Images
Britain’s Princess Diana was known for her stylish and daring fashion looks that were as bright and beautiful as herself and her charming personality. From elegant plaid coats to puffer jackets, it’s clear that she had a keen eye for style as many of her looks are still on trend today.
Here, we look back at the late beloved royal’s most fashionable cold-weather outfits.

1. Balmoral Estate, May 1981

Then Prince Charles and Lady Diana Spencer at Balmoral Estate, in 1981. Photo: @sheknows/Pinterest

A 19-year-old Lady Diana Spencer was photographed wearing a colourful yet casual winter jumper, a white polo neck, khaki-coloured corduroy pants and green rain boots from Hunter, after her engagement to then Prince Charles was announced.

This look is definitely casual for the soon-to-be princess, but is one of her more notable fashion moments. Fair Isle and Aztec-inspired jumpers were on trend in the 80s, as was corduroy, which remains popular in current winter trends.

2. Gloucestershire Cathedral, December 1981

Diana, Princess of Wales, arriving at Gloucestershire Cathedral for a Christmas service wearing a Cossack-style Russian hat and muff. Photo: Getty Images

When Princess Diana arrived at Gloucestershire Cathedral for a Christmas service wearing a Cossack-style hat, the world took notice. From her mahogany leather boots to the fur hat and cosy hand warmer, Princess Diana truly embodied winter fashion with this look. Today, the British royals still go the extra mile when it comes to their Christmas church service looks.

3. Royal Opera House, December 1981

Princess Diana during a visit to The Royal Opera House, in 1981. Photo: Getty Images
During a visit to the Royal Opera House in December 1981, Diana looked glamorous in a pure-white coat, pearl jewellery, and her world-famous sapphire engagement ring.

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After the death of Princess Diana in 1997, Prince William would later gift the ring to his then-fiancée, Kate Middleton. Diamonds from Princess Diana’s private collection were also used in the making of Meghan Markle’s engagement ring, along with a diamond from Botswana, where she and Prince Harry vacationed.

4. Guildford Cathedral, December 1981

Diana Princess of Wales during a visit to Guildford Cathedral in 1981, in Guildford, Surrey. Photo: Getty Images

Princess Diana, then age 20, wore a festive, bright-red coat with a matching hat before Christmas in 1981. The princess’ hat also came fitted with a sheer-red veil, adding another element of royal glamour to her look.

Diana made an accidental faux pas during her first Christmas as a royal when she gifted Princess Anne a cashmere jumper instead of the traditional “gag gift” the royals exchange on Christmas Eve.

5. Huddersfield, March 1982

Diana, Princess of Wales wearing a Bellville Sassoon maternity coat in Huddersfield, UK, in 1982. Photo: Getty Images

This cosy, pink-hued winter coat looked stunning on Princess Diana.

She wore the Bellville Sassoon coat as she met with subjects in Huddersfield. The feminine collar was on-trend at the time when big-shouldered silhouettes dominated the 1980s’ fashion trends.

6. Barmouth, Wales, November 1982

Then Prince Charles and Princess Diana visit Barmouth in Wales, in 1982. Photo: Getty Images

Princess Diana looked effortlessly chic in this collared, plaid Arabella Pollen coat with a matching hat.

This outfit is quintessentially chic and European, from the puffy beige beret to the plaid print on the princess’ coat and classic button detailing.

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7. DHSS office in London, December 1982

Diana, Princess of Wales wearing a beige coat by Caroline Charles during a visit to the DHSS (Department of Health and Social Security) office in Wandsworth, London, in 1982. Photo: Getty Images

Princess Diana looked prim and proper in this tan, tie-belted Caroline Charles coat.

Both Middleton and Markle have paid homage to Princess Diana’s style over the years, and this tan coat is one of the more memorable examples.

8. Hamburg, Germany, November 1987

Diana, Princess of Wales, wearing a cream coat with a dark-brown fake fur collar and cuffs designed by Arabella Pollen, a matching beret and long black slouchy boots, arrives in Hamburg in 1987 in Bonn, Germany. Photo: Getty Images

Princess Diana looked classically stylish – yet very 80s – in this winter-coat look. The coat was designed by Arabella Pollen and is trimmed with faux fur on the collar and cuffs. The people’s princess also wore a faux-fur beret to complete her festive look.

9. Kensington Palace, December 1983

Diana, Princess of Wales, wearing a cream cowl-neck jumper and pleated skirt with a red belt and boots, sits on a wooden bench that was a wedding present from the Cornwall Crafts Association, during a photocall in 1983, in London, United Kingdom. Photo: WireImage

Princess Diana was a vision in winter white while wearing this cowl-necked jumper, white skirt, red patent-leather boots and matching belt. Midi-length skirts paired with boots are still popular today.

10. Liechtenstein, January 1985

Diana, Princess of Wales on a skiing holiday in Liechtenstein in 1985. Photo: Getty Images

In January 1985, Princess Diana went skiing in Liechtenstein wearing a cosy blue-and-white knit hat and a stylish red ski jacket.

Her casual holiday style sets her apart from the rest of the royal family.

11. Coventry, October 1985

Princess Diana in Coventry, in 1985. Photo: Getty Images

Princess Diana looked sophisticated in a beige Caroline Charles coat. Diana also wore a hat the same colour as her coat.

12. Klosters, Switzerland, March 1988

British royal Diana, Princess of Wales wearing mirrored sunglasses during a holiday at the ski resort of Klosters, Switzerland, in 1988. Photo: Getty Images

On another ski trip, Princess Diana took to the slopes wearing this very 80s striped puffer jacket, a white polo neck and mirrored sunglasses. While Princess Diana’s sunglasses style was popular in the 80s, sporty and retro-inspired lenses are also popular trends today.

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13. Isle of Wight, December 1988

Diana, Princess of Wales on the Isle of Wight, to name the new HM Customs patrol boat, in 1988. Photo: Getty Images
This yellow plaid coat and matching hat are perfect for chilly winter days. Plaid prints come back as a popular trend practically every autumn and winter season – Markle and Middleton are fans of the look, too.

14. Winter Garden opera in New York City, February 1989

Princess Diana during the Winter Garden Opera in 1989, in New York City, New York, United States. Photo: Getty Images

While attending the Winter Garden opera in February 1989, in New York City, Princess Diana wore a Victor Edelstein embroidered white-and-gold gown and matching jacket.

15. Lech, Austria, March 1994

Diana, Princess of Wales running whilst on a skiing holiday in Lech, Austria in 1994. Photo: Getty Images

One of Diana’s most famous looks is a large red puffer coat worn with leggings while she was on holiday in Lech, Austria.

Clearly, she wasn’t afraid to take fashion risks after her separation from then Prince Charles in 1992. This look would be completely in style today as puffer coats and jackets are popping up in both the collections of luxury brands and in fast-fashion stores.

This article originally appeared on Insider.
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Royalty
  • Britain’s ‘People’s Princess’ wore many fashionable winter styles that are still popular today, with ensembles that incorporate plaid, Aztec-inspired patterns, puffer coats and more
  • She paired a fuzzy white coat with her famous sapphire engagement ring – an heirloom later gifted from Prince William to Kate Middleton – and stunned in whatever she wore