​Princess Diana’s top 15 winter style moments

Nearly two decades after Princess Diana’s tragic passing, fans continue to look to the sophisticated royal for style inspiration– even during the dreaded winter months. The "People's Princess,” who was considered a great fashion icon of her time, drew admiration from around the world for her elegant ensembles, and was particularly adept at looking chic and polished in cold weather.

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Whether she was skiing the Swiss alps with her boys, Princes William and Harry, or attending official engagements outdoors, the princess was always camera-ready and often brightened a dreary day with a jolly pop of colour. Some of her best winter outfits – like a below-the-knee red coat paired with a jaunty red hat or a purple wool suit paired with chic gloves – have even inspired the Duchess of Cambridge née Kate Middleton, who is also famously fond of bold, bright outerwear and seems to embrace Diana's winter colour palette.

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Other times, the Princess of Wales added intrigue to an oversized ensemble with a well-chosen accessory, like statement earrings, or with a timeless print, like red tartan. She was especially fond of trendy tailoring (she could work a shoulder pad like no other).

And despite her fashion-icon status, the mother of two nonetheless valued practicality, leaving her dainty fascinators at home and donning warm wool toques when the weather deemed it necessary.

As Canadians brace themselves for cold temperatures ahead, we look to Princess Diana for some winter wardrobe inspiration.

Want more winter style tips? Check out our video below on how to wear a chunky wool sweater two ways!

Dressed Down:
H&M Sweater
Zara pants
Aldo earmuffs

Dressed Up:
H&M sweater
Banana Republic skir

Video: Laura Lanktree
Production: Rebecca Perrin
Styling: Ally Dean
Styling Assistant: Alexandra Donaldson
Model: Model: Claire Oleson

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