Photographic Proof that Princess Margaret Was the Most Fashionable Royal

You could watch The Crown for stellar acting or royal history. Or you could watch it for the lavish gowns, jewels and headpieces that grace the screen. The Windsor we’re crowning best dressed: Princess Margaret, the queen’s quick-witted younger sister who was known for her rebellious nature—and her style followed suit. Here, ten iconic fashion moments that were as daring as the royal herself.

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princess margaret on her 21 birthday in 1949
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When it’s your 21st birthday (and you’re a princess), you go big. For Margaret, this meant celebrating in a dreamy Dior gown, complete with intricate beading, floral appliqués and sheer asymmetrical sleeves. Swoon.

princess margaret and christian dior in 1951
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Two years later, Princess Margaret traveled to Paris to meet with Christian Dior and admire his collection. She dressed to impress (as one does when meeting Dior), in a velvet, waist-defining coatdress. And if anyone could pull off a bow the size of a hat, it was the princess.

princess margaret in 1956
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During a visit to an animal farm in Tanzania, the royal sported a playful, zebra-inspired print. The square neckline dress and saucer hat were peak ’50s glam, and we’re getting major Midge Maisel vibes.

princess margarets wedding in 1960
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While Princess Margaret’s wedding gown was free from heavy beading or embellishments, the silk organza style was dramatic in its simplicity (and damn good tailoring). To accompany the Norman Hartnell creation, she chose a seemingly weightless veil that cascaded beautifully down the dress. And don’t get us started on that tiara…

princess margaret in 1961
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Margaret paired a fresh pixie cut with a gown that was equally as fashion-forward: a floor-length blue velvet dress with a chic off-the-shoulder construction. She adorned the sleek bodice with a matching brooch and proved two cuffs are better than one, especially when they’re made of jewels AND pearls.

princess margaret wearing a pink gown in 1960
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At a London film premiere with Lord Snowdon, Margaret went full movie star in an ice pink satin ball gown and fur stole. The princess took a break from her usual strand of pearls in favor of a brilliant collection of diamonds. And if that necklace looks familiar, it’s because the jewels are taken from the Poltimore tiara she donned on her wedding day. That’s right, the magical crown could be broken down into a necklace, several brooches or a smaller tiara.

princess margaret in the bahamas in 1967
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Margaret managed to look both casual and put-together in this tropical-printed number during a trip to the Bahamas. And in case you thought she was going for a truly laid-back look, fear not. The royal added her signature touches of glamour with statement earrings and a blue bow.

princess margaret and the queen mother in 1969
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The Princess had a penchant for statement-making hats—and this floral style was no exception. She kept things simple elsewhere with a cream-colored coat and subtle jewelry as she joined her mother en route to Ascot.

princess margaret in 1985
Tim Graham/Getty Images


Need proof that Princess Margaret nailed ’80s maximalism? For an art exhibition at the Royal Festival Hall, she stepped out in a shimmering cherry red dress with voluminous sleeves (and hair to match).

princess margaret in 1990
Tim Graham/Getty Images


That’s right, Margaret was making trendy cape dresses cool nearly three decades ago. At her mother’s 90th birthday celebration, the princess stunned in a sky blue gown and floor-length cape, confirming her lifelong ability to make major fashion risks seem effortless. 

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Senior Social Strategy & Trends Editor

From 2017-2023 Michaela Magliochetti held the role of Senior Social Strategy & Trends Editor covering wellness, horoscopes, trends and more.