The Best Style Moments of Princess Diana

By Kaitlyn Yarborough
Photo: Anwar Hussein/Getty Images

Princess Diana solidified her place in the ranks of style icons throughout history from the time she donned her larger-than-life wedding dress to the later days of her sleek sheath dresses. She dressed like a true royal in chic, yet appropriate suits; and she always stayed true to her style with bold looks in bright colors, fun prints, and interesting textures—always picking the perfect silhouette for her figure, we might add.

 

She not only became a fashion icon of her time, but she used her famous looks to inspire charitable donations through clothing auctions. She will live on as the stylish royal who never lost sight of her larger purpose and never let the glaring attention change her (besides maybe making her even more fashionable each passing year, if that’s possible). In honor of her timeless elegance and generous heart, here are some of Princess Diana’s best style moments.

 

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The Travolta Gown

Photo: Tim Graham/Getty Images

Diana donned this midnight blue velvet gown when visiting the White House in 1985—and took a twirl around the dance floor with John Travolta during the event!

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Hot Pink Lady

Photo: Jayne Fincher/Getty Images

Princess Diana and Prince Charles visited St. Peter’s Basilica in Rome during a tour of Italy in 1985, and she stunned in a hot pink day outfit.

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Houndstooth on Houndstooth

Photo: Tim Graham/Getty Images

We love a good pattern mix, and Diana layered two different houndstooth pieces impeccably while visiting people with disabilities in Sandringham in 1990.

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Elegant Ensemble

Photo: Tim Graham/Getty Images

The princess looked breezy and light in this elegant chiffon gown she wore while attending the Cannes Film Festival with her husband in 1987.

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First Pregnancy Outing

Photo: Jayne Fincher/Getty Images

After announcing her first pregnancy in 1981, Princess Diana visited the Guildhall in London in a charming coat-and-hat ensemble.

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Polka Dots & Polo

Photo: Tim Graham/Getty Images

Princess Diana presented a prize medal to Prince Charles’ polo manager in 1987 in a cheeky black-and-white polka dot dress.

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A Headband for a Princess

Photo: Anwar Hussein/Getty Images

We swooned over this jeweled headband that Princess Diana wore with a turquoise drop-waist gown at an event in Australia in 1985.

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Her Scottish Wellies

Photo: Tim Graham/Getty Images

The young couple took a trip to rainy Scotland, and Diana looked cozy in a colorful sweater and her Hunter boots.

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The Elvis Dress

Photo: Tim Graham/Getty Images

Princess Diana wore this white gown and jacket duo—dubbed “The Elvis Dress”—with a massive jeweled tiara while in Hong Kong in 1989.

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Her Cinderella Dress

Photo: Anwar Hussein/WireImage/Getty Images

Princess Diana, with Prince Charles, wearing a beautiful blue dress à la Cinderella in Australia in 1983.

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Pink & Red Duo

Photo: Georges De Keerle/Getty Images

We love this fashion-forward outfit. The bright number mixed red and pink in the best way when she was in the United Arab Emirates for her official tour in 1989.

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Christmas Day Furs

Photo: Tim Graham/Getty Images

Diana and a young Prince William attend Christmas Day service together, adorned with warm royal fur and stylish booties, in 1994.

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Airplane Attire

Photo: Jayne Fincher/Getty Images

Diana emerged from an airplane at the Melbourne airport in Australia looking regal in a beige coat dress and matching hat in 1985.

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One-Shoulder Look

Photo: Jayne Fincher/Getty Images

Diana rocked a blue one-shoulder gown in a loose silhouette for a fashion show in 1982.

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Salute!

Photo: Anwar Hussein/Getty Images

We love this crisp white-and-gold military-inspired suit Princess Diana rocked for her visit to Sandhurst Military Academy in 1987.

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Turban Time

Photo: Georges De Keerle/Getty Images

The royal lady looked absolutely worldly in this blue-and-white suit and turban hat when visiting the United Arab Emirates in 1989.

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Leopard Print Lady

Photo: Tim Graham/Getty Images

This sassy bathing suit and sarong was a hit when Princess Diana wore it on holiday in the Caribbean in 1990.

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Little Black Dress

Photo: Jayne Fincher/Getty Images

No one can do a LBD like Princess Diana, as she stunned the crowds in London in 1994.

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Hot Pink & Sapphires

Photo: Jayne Fincher/Getty Images

Princess Diana had her sapphire jewels and a stunning tiara on full display when wearing this pink gown to a state reception in Brisbane in 1983.

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Casual Sports Day

Photo: Tim Graham/Getty Images

Princess Diana confidently owned whatever look she put on, even if she decided to wear a baseball cap, sweatshirt, and an oversized blazer to the polo club.

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Summer Print

Photo: Kypros/Getty Images

There’s something that feels so fun, fresh, and summery about this red print dress that Princess Diana wore to a June wedding in 1981, alongside Princess Margaret.

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Blushing at the Ballet

Photo: Tim Graham/Getty Images

Princess Diana wore a sleek blush and ivory gown to the London Coliseum for a ballet performance in 1989, looking chic and downright fit.

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Charitable Travel

Photo: Tim Graham/Getty Images

Diana looked in her element while volunteering in Angola in 1997.

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Teal Waist-Cincher

Photo: Georges De Keerle/Getty Images

Diana showed off her great figure with this light day look, complete with a waist-cinching teal belt, during a trip to Bangkok in 1988. Extra points for the trendy white sunglasses!

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Wedding Day

Photo: Anwar Hussein/Getty Images

Of course, we can’t skip her most famous outfit of all—the over-the-top gown worn for her wedding to Prince Charles in 1981 at St. Paul’s Cathedral.

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