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Gossip Burst Report

Princess Margaret's Best Style Moments

Author

Mia Walsh

Published Apr 05, 2026

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1

1940

Photograph, Black-and-white, Monochrome, Snapshot, Sitting, Photography, Reading, Monochrome photography, Child, Writing, pinterest
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In a patterned dress and wrist watch in the schoolroom at Windsor Castle at the age of 10 years old.

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2

1941

Elizabeth's Family
Lisa Sheridan//Getty Images

Wearing matching outfits with her older sister Elizabeth for a portrait with the Queen Mother in the grounds of Windsor Castle.

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3

1940s

Sitting, Beauty, Fashion, Leg, Photo shoot, Chair, Furniture, Human body, Footwear, Dress, pinterest
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In a floral print dress, layered pearl necklaces, and red suede shoes for an official portrait.

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4

1940s

Horse, Bridle, Mammal, Vertebrate, Halter, Rein, Equestrianism, Photograph, Horse tack, Equestrian helmet, pinterest
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In a full equestrian look while horseback riding as a young teenager.

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5

1943

Photograph, Headpiece, Standing, Vintage clothing, Fashion, Black-and-white, Headgear, Textile, Photography, Dress, pinterest
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In costume for a production of Aladdin at Windsor Castle.

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6

1947

Photograph, People, Standing, Snapshot, Vintage clothing, Family, Photography, Stock photography, Black-and-white, Retro style,
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Photographed with King George VI and older sister Princesses Elizabeth (now Queen Elizabeth II) during an excursion in the Royal Natal National Park in South Africa. Margaret wears a buttoned dress with a belt cinched at the waist.

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7

1940s

Photograph, Retro style, Dress, Vintage clothing, Gown, Black-and-white, Headpiece, Plant, Classic, Flower, pinterest
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Posing for an official royal portrait in a floor-length ball gown with flower detailing and her signature layered pearl necklaces.

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8

1949

Princess Margaret Rose at Dedication Event
Bettmann//Getty Images

In a pink and white polka dot dress, white opera gloves, and a matching flower hat while visiting the Women's Resident Training College.

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9

1949

Photograph, Gown, Dress, Wedding dress, Fashion, Standing, Black-and-white, Headpiece, Monochrome photography, Monochrome,
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In a floor-length gown with floral embellishments, pearl necklaces, and white gloves at Regents Park.

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10

1949

Uniform, Standing, Military uniform, Marching, Military officer, Headgear, Military person, History, Non-commissioned officer, Vintage clothing, pinterest
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Wearing a fur-trim coat, pleated skirt, and feathered hat while being greeted by the Cadet Guard of Honor in Bristol.

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11

1949

Princess Margaret Rose Wearing White Dress
Bettmann//Getty Images

In a pale pink ball gown and strands of pearls for a portrait.

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12

1940s

Photograph, Retro style, Vintage clothing, Stock photography, Gesture, Smile, Photography, Monochrome, Style, Costume, pinterest
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Attending a royal engagement in a wide-brimmed hat, patterned dress, pearl necklaces, and white gloves.

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13

1949

Photograph, Clothing, Fashion, Snapshot, Vintage clothing, Standing, Fur, Retro style, Street fashion, Waist, pinterest
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In a feathered hat, fur coat, black gloves, and midi dress out in London.

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14

1949

Photograph, Standing, Snapshot, Retro style, Black-and-white, Photography, Monochrome, Suit, Vintage clothing, Vehicle, pinterest
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Arriving to an airport in London in a skirt suit, matching hat, and white accessories.

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15

1950

Photograph, Fashion, Outerwear, Classic, Costume, Vintage clothing, Dress, Cope, Retro style, Style, pinterest
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In a wide-brimmed hat, opera gloves, and a vested dress at St. Peter's Church in London.

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16

1951

Fur, Fur clothing, Headpiece, Fashion, Smile, Textile, Headgear, Vintage clothing, Fun, Hair accessory, pinterest
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In a white fur coat, white gloves, and a jewel-encrusted gown at the premiere of Captain Horatio Hornblower at the Warner Theatre Leicester Square.

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17

1951

Photograph, Beauty, Fashion, Hairstyle, Dress, hoopskirt, Black-and-white, Vintage clothing, Photography, Headpiece, pinterest
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In an off-the-shoulder ball gown cinched at the waist for a sitting royal portrait.

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18

1951

Kilt, Photograph, Standing, Snapshot, Tartan, Vintage clothing, Retro style, Black-and-white, Monochrome, Photography,
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Attending the traditional Drum Castle Pageant in a checked blazer and pleated skirt.

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19

1953

Photograph, Gown, Dress, Formal wear, Wedding dress, Vintage clothing, Hairstyle, Standing, Snapshot, Fashion,
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In a silk ballgown and opera gloves at the premiere of Hamlet at Leicester Square in London.

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20

1953

Photograph, Transport, Standing, Mode of transport, Snapshot, Vehicle, Classic, Photography, Car, Monochrome, pinterest
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In a white cap and skirt suit on a train at Southampton station.

Headshot of Jennifer Algoo

Jennifer Algoo is the Visuals Director at Harper's BAZAAR.  She is a graduate of the School of Visual Arts and has previously worked at Patrick McMullan Co. as well as completing internships at Martha Stewart Weddings, Vogue and CosmoGirl! Magazine.   Jennifer covers royal, celeb and art content as well as overseeing all visual assets on BAZAAR.com.  When she's not obsessing over the royals you can find her attempting to solve cold cases as an armchair detective, traveling and experimenting with new recipes.  

Headshot of Lauren Alexis Fisher

Lauren Alexis Fisher is the Senior Editor at Cosmopolitan, overseeing digital content across fashion, lifestyle, beauty, sex, and culture. Previously, she was the Market Editor at Harper’s BAZAAR and has written for publications including WWD, Bustle, and W Magazine. When she’s not busy taste-testing her way through every dirty martini in New York, you can follow her on Instagram for bad jokes, good outfits, and annoying vacation pics. 

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