15 of Princess Diana's best winter looks

Erin McDowellDec 2, 2020, 21:54 IST

Princess Diana's casual yet glamorous winter style set her apart from the rest of the royal family.Getty Images

Princess Diana is known for her stylish and daring fashion looks that stand the test of time.
From midi skirts worn with boots to puffer jackets over leggings, many of her wardrobe choices are still on-trend today.
We looked back at the royal's most fashionable cold-weather outfits, including elegant plaid coats and winter white gowns.

Princess Diana's style continues to inspire us, and many of her looks are still on-trend today.

From bold plaid prints to brightly colored sweaters and tailored coats, Princess Diana always knew how to make a statement with her outfits. With the chilly winter months quickly approaching, it's no wonder we wanted to remember some of the royal's most iconic cold-weather fashion moments.

Here are 15 of Princess Diana's best winter fashion looks.

A 19-year-old Lady Diana Spencer was photographed wearing a colorful yet casual winter sweater, a white turtleneck, khaki-colored corduroy pants, and green rain boots after her engagement to Prince Charles was announced.

Princess Diana and Prince Charles at Craigowan Lodge, Balmoral Estate in 1981. Tim Graham Photo Library/Getty Images

A 19-year-old Lady Diana Spencer was photographed wearing a colorful yet casual winter sweater, a white turtleneck, khaki-colored corduroy pants, and green rain boots after her engagement to Prince Charles was announced.

During a visit to the Royal Opera House in December 1981, Diana looked glamorous in a pure white coat, pearl jewelry, and her world-famous sapphire engagement ring.

Princess Diana during a visit to the Royal Opera House in December 1981. Tim Graham Photo Library/Getty Images

Princess Diana, age 20, wore a festive, bright red coat with a matching hat before Christmas in 1981.

Prince Charles and Diana during a visit to Guildford Cathedral. David Levenson/Getty Images

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

Diana, Princess of Wales wearing Bellville Sassoon maternity coat, in Huddersfield, UK, 1982. Terry Fincher/Princess Diana Archive/Hulton Royals Collection/Getty Images

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

Diana, Princess of Wales, wearing an Arabella Pollen coat on a visit to Wales in November 1982. Jayne Fincher/Princess Diana Archive/Hulton Royals Collection/Getty Images

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

Princess Diana during a visit to the Wandsworth DHSS office in December 1982. Jayne Fincher/Getty Images

When Princess Diana arrived at Gloucestershire Cathedral for a Christmas service wearing a Cossack-style hat and muff, the world took notice.

Princess Diana arriving at Gloucestershire Cathedral for a Christmas service. Tim Graham Photo Library/Getty Images

Princess Diana looked classically stylish — yet very '80s — in this winter coat look.

Princess Diana in Hamburg wearing a coat designed by Arabella Pollen and a faux fur beret style hat. Tim Graham Photo Library/Getty Images

Princess Diana was a vision in winter white while wearing this cowl-necked sweater, white skirt, red patent leather boots, and matching belt.

Princess Diana in Kensington Palace gardens in December 1983. Anwar Hussein/WireImage/Getty Images

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

Princess Diana during a skiing holiday in Liechtenstein in January 1985. Georges De Keerle/Getty Images

Princess Diana looked sophisticated in a beige Caroline Charles coat in February 1985.

Diana, Princess of Wales, during a visit to Derby, UK, in February 1985. Jayne Fincher/Princess Diana Archive/Getty Images

On another ski trip, Princess Diana took to the slopes wearing this very '80s striped puffer jacket, a white turtleneck, and mirrored sunglasses.

Princess Diana during a skiing holiday in Klosters, Switzerland, in March 1988. James Andanson/Sygma/Getty Images

This yellow plaid coat and matching hat are perfect for chilly winter days.

Princess Diana visits Cowes to christen the boat "Vigilant," a fast cruiser of the British Customs Service, in 1988. Tim Graham Photo Library/Getty Images

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

Princess Diana during "Winter Garden" opera on February 2, 1989, in New York City. Ron Galella/Ron Galella Collection/Getty Images

One of Diana's most famous looks, which has reappeared in trends today, is a large red puffer coat worn with leggings while she was on vacation in Lech, Austria.

Diana, Princess of Wales on a skiing holiday in Lech, Austria in March 1994. Tim Graham Photo Library/Getty Images

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15 of Princess Diana's best winter looks

A 19-year-old Lady Diana Spencer was photographed wearing a colorful yet casual winter sweater, a white turtleneck, khaki-colored corduroy pants, and green rain boots after her engagement to Prince Charles was announced.

During a visit to the Royal Opera House in December 1981, Diana looked glamorous in a pure white coat, pearl jewelry, and her world-famous sapphire engagement ring.

Princess Diana, age 20, wore a festive, bright red coat with a matching hat before Christmas in 1981.

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

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

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

When Princess Diana arrived at Gloucestershire Cathedral for a Christmas service wearing a Cossack-style hat and muff, the world took notice.

Princess Diana looked classically stylish — yet very '80s — in this winter coat look.

Princess Diana was a vision in winter white while wearing this cowl-necked sweater, white skirt, red patent leather boots, and matching belt.

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

Princess Diana looked sophisticated in a beige Caroline Charles coat in February 1985.

On another ski trip, Princess Diana took to the slopes wearing this very '80s striped puffer jacket, a white turtleneck, and mirrored sunglasses.

This yellow plaid coat and matching hat are perfect for chilly winter days.

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

One of Diana's most famous looks, which has reappeared in trends today, is a large red puffer coat worn with leggings while she was on vacation in Lech, Austria.