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Princess Diana's 35 Most Iconic Blazer Moments

The Princess of Wales had a well-documented love of blazers—and is the perfect style inspiration for fall.

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preview for Princess Diana’s Best Style Moments

Princess Diana’s legendary sense of style is remembered and celebrated to this day for so many reasons. Her wedding dress was simply iconic; her appreciation for printed statement sweaters continues to inspire; she was even ahead of curve on the athleisure look, with casual style that influencers are still copying.

However, amidst her affection for polka dots and statement collars, one of Diana’s biggest sartorial signatures was her love of blazers. From formal occasions to casual outings, Diana never failed to impress in a chic jacket. In fact, the Princess of Wales made blazers an instant style staple for fabulous women everywhere–and, it's a trend that her daughters-in-law Kate Middleton and Meghan Markle have continued today.

Here, take a look back through the archive at Diana's most memorable blazer moments.

charles and diana
Tim Graham//Getty Images

Undeniably one of Diana's most iconic outfits of all time, the future Princess of Wales chose this cobalt, collarless jacket with a scalloped edge to reveal her famous sapphire engagement ring in 1981.

anwar hussein archive
Anwar Hussein//Getty Images

This look was all about statement details: Princess Diana paired the bright red blazer with a polka dot blouse and a black hat. She wore this ensemble during a royal tour of Canada in June 1983.

anwar hussein archive
Anwar Hussein//Getty Images

Princess Diana added a matching skinny tie to this emerald green blazer for an extra borrowed-from-the-boys touch in Italy in April 1985.

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diana in canada
Princess Diana Archive//Getty Images

Diana's love of polka dots continued in the years to come. For a royal visit in British Columbia in May 1986, Diana went for a bold combination: she wore a patterned blouse and blazer.

diana in japan
Princess Diana Archive//Getty Images

Diana wore a peach blazer with a perfectly coordinated hat and bag during a visit to Tokyo parliament in May 1986. It was simply monochromatic styling at its finest.

princess diana retrospective
Anwar Hussein//Getty Images

Diana wore an oversized white blazer paired with a striped dress by Catherine Walker while walking the red carpet at the Cannes Film Festival on May 15, 1987.

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diana at polo
Princess Diana Archive//Getty Images

Diana wore this white double-breasted blazer to a summer polo match in Windsor back in July 1987.

diana in sydney
Princess Diana Archive//Getty Images

Diana had a pink moment during a trip to Sydney, Australia in January 1988. The Princess chose a cropped pink blazer, a matching skirt, and a bold pair of sunglasses for this outing.

diana at the national gallery
Princess Diana Archive//Getty Images

The Princess opted for an iconic color palette–black and white everything–for a glitzy event at London's National Gallery in March 1988.

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diana at the marathon
Princess Diana Archive//Getty Images

This is proof that an oversized blazer will never go out of style. Diana wore this cream number over a sweater with the London Underground symbol on it while attending the London Marathon in April 1988.

prince harry returns to nursery school after summer break
Julian Parker//Getty Images

Diana's school drop-off uniform included a chic rotation of blazers. For this milestone day, Diana chose a slightly cropped blazer: she and Prince William were accompanying Prince Harry to his first day of nursery school in September 1988.

princess diana
Mirrorpix//Getty Images

Why yes, you can style sweatpants with a blazer! Diana wore this roomy black blazer with a baseball cap, cowboy boots, and relaxed white sweats for school drop-off in April 1989.

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diana in newcastle
Princess Diana Archive//Getty Images

A return to Diana's forever favorite pattern: polka dots. She wore this peach polka dot blazer in July 1989.

diana sarah sisters
Tim Graham//Getty Images

Diana chose an oversized blazer in a classic plaid print for an outing with her sister, Lady Sarah McCorquodale, in September 1989.

diana jephson budapest
Tim Graham//Getty Images

In May 1990, Diana showed off her flair for a long line blazer in this pink suit with purple contrasting buttons, lapels, and cuffs.

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diana, princess of wales on a visit to the theatre museum in covent garden
Julian Parker//Getty Images

A very happy Diana styled this all-pink ensemble with a statement-making red bag for a visit to the Theatre Museum in London back in September 1990.

diana ken wharfe
Tim Graham//Getty Images

Pairing navy and black is an undeniably timeless combination. Diana wore this navy blazer with gold buttons over a sleek black dress during an outing in Oxford in November 1990.

diana at olympia
Princess Diana Archive//Getty Images

A red check blazer is a perfect choice for the holidays. Diana wore this pick to a horse show during the holiday season in December 1990.

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diana at heathrow
Princess Diana Archive//Getty Images

The Princess had a purple-on-purple moment in this look, worn at Heathrow Airport in April 1991.

diana in prague
Princess Diana Archive//Getty Images

With contrasting lapels and brass buttons, this military-influenced blazer Diana wore to visit the Commonwealth War Cemetery in Prague in 1991 was pure '90s perfection.

Headshot of Maggie Maloney
Maggie Maloney
Site Director

Maggie Maloney is the Site Director of Oprah Daily. She previously worked at Town & Country, Elle DECOR, and Something Navy. 

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