Royals

50 Photos Of Princess Charlotte's Most Adorable Looks Over The Years

by Romper Staff
Updated: 
Originally Published: 

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The royal family is always dressed to the nines, regardless of the occasion, even down to the littlest members. For instance, Kate Middleton and Prince William's only daughter has been photographed wearing her fair share of cute clothes and these photos of Princess Charlotte's most adorable looks over the years show that the little royal is a budding style icon.

More often than not, Princess Charlotte is photographed wearing a dress, and that is by design. Rachel Riley, a children's designer who has dressed Prince George in the past, told The Telegraph that Middleton dresses Princess Charlotte in dresses to keep her from looking "out of date." Similarly, royal expert Royal Musings blog founder Marlene Koenig told Harper's Bazaar that young female royals are dressed in a "clean, traditional look." "If you look at photos of young royal girls — from Princess Anne to Charlotte, you will notice that they tend to wear smocked dresses as little girls when they are in public with their parents," she told the magazine.

In photos, Princess Charlotte can be seen wearing denim overalls, shorts, sunglasses, trousers, and of course those cute little dresses. Let's take a look at some of her most adorable looks through the years.

The Christening Gown

Like other members of the family, Princess Charlotte wore the famous christening gown to her christening in July 2015. The current gown is a recreation of a gown that dates back to Queen Victoria, according to Town & Country.

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Baby Knits

Making her debut appearance outside St. Mary’s Hospital shortly after her birthday in May 2015, Princess Charlotte laid swaddled in knit clothes and blankets as a wee baby.

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Matching Shoes And Dress

Princess Charlotte color-coordinated with her mom in a blush pink gown and leather shoes during the 2016 Trooping the Colour.

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A Little Bow

As a toddler, Princess Charlotte's hair was often pinned back in a little bow that matched the colors in her dress, like she did at a royal outing with her parents and older brother Prince George in September 2016.

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Matching Her Candy Cane

The world collectively sighed "aww" when Princess Charlotte walked out of a Christmas Day church service in 2016 with a candy cane. But her whole outfit that day was also worth gushing over.

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The Queen Of Cardigans

Queen Elizabeth may be the Queen of England, but Princess Charlotte is the Queen of Cardigans. Mom Kate Middleton has been layering them over her little dresses from the get-go.

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Cardigan & A Bow

Little bow? Check. Dress? Check. Cardigan? Check. Matching shoes? Check. This outfit includes all of Princess Charlotte's favorite pieces.

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Button Up

Every little girl needs help from her mom now and again.

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Her 2nd Birthday

Princess Charlotte wore an adorable yellow cardigan in celebration of her second birthday.

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Matching Mom, Again

Yet another instance when Princess Charlotte was color-coordinated with her mom, the whole family was dressed in blue for this royal outing in July 2017.

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Stop & Smell The (Daisies)

I'm not sure what's cuter here, Princess Charlotte's outfit or her sniffing the little bouquet of flowers.

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Another Look At The Family In Blue

Another look at the family dressed in all blue, this time to call attention to her adorable little shoes and socks.

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Pretty In Pink

Another sweet little dress for Princess Charlotte, this time in a polka-dot pink.

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Red & White

Princess Charlotte shines in a bright red and white dress with matching shoes.

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Ready For Nursery School

Easily one of Princess Charlotte’s cutest fashion moments to date, she looked like a little lady in the red coat she posed ahead of her first day at nursery school.

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Her Iconic Wave

Princess Charlotte's favorite accessory is her iconic little wave to the public.

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An Actual Angel

Dressed in white head-to-toe, Princess Charlotte looked like an actual angel with a flower headband at the wedding of Meaghan Markle and Prince Harry in 2018.

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Matching Her Brother

Princess Charlotte and Prince George looked like twins in their matching waistbands at Princess Eugenie and ack Brooksbank’s royal wedding in 2018.

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Running Barefoot & Free

Just because she wears adorable little dresses doesn't mean Princess Charlotte doesn't know how to play.

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Another Little Wave

Princess Charlotte wore a red bow that complemented the little flowers on her dress.

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A Green Coat

Princess Charlotte's forest green peacoat is a timeless wardrobe staple.

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Her School Uniform

Yes, it's her uniform for Thomas's Battersea, but tell me Princess Charlotte doesn't look adorable in this getup before her first day of school!

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A Little Bit Of Attitude

The dress screams little angel, but the tongue shows Princess Charlotte is all attitude.

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Sandals

This dress, sandals, and messy ponytail combo screams summertime fun.

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Sneakers

She doesn't always wear dress shoes. In this look, Princess Charlotte is wearing some sweet sneakers with her little blue dress.

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A Classic Look

This dress that Princess Charlotte wore in a portrait taken for her 5th birthday in 2020 looks like it came straight out of Kate Middleton's own closet.

Overalls!

The denim overalls in this family photo come pretty close to shaking things up outside her set wardrobe of dresses.

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Red Carpet

Attending a special performance at London's Palladium Theatre, Princess Charlotte wore a plaid dress with slight ruffles at the sleeves.

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Holiday Card

This 2020 Christmas card from Duke and Duchess of Cambridge is a gorgeous pic of the whole family. Princess Charlotte’s sweater and boots getup is perfectly cozy. Even more impressive: the photographer got three kids under the age of 8 to look at the camera at once.

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With Grandma & Grandpa

In a 2018 photograph released soon after Prince Philip’s passing in April 2021, the Queen and The Duke of Edinburgh are shown with seven of their great-grandchildren. Princess Charlotte is front and center with her pastel dress, socks, and red shoes, casually holding Prince Louis’ hand.

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Something Blue

When dressed to attend brother Prince Louis’ christening, Princess Charlotte wore blue from head to toe. Even her Mary Janes and headband match her soft blue dress.

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Peek-A-Boo

This sweet blue dress appears to have pink smocking throughout, and what looks like a little pink bow in the back. Both mom and Princess Charlotte are thrilled with the blue cardigan.

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Let It Snow

OK, but how adorable is this family ski trip photo? Princess Charlotte is precious in her snow-white snowsuit with matching mittens and a fuzzy pink hat.

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A Sea Of Royal Blue

It looks like this whole family loves the color blue. Here Princess Charlotte wears a light blue dress with a pattern that complements her mom’s blue frock. It makes for a coordinated family photo that isn’t too matchy-matchy.

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The Queen's Mini-Me

Doesn’t she look like a mini version of the late Queen Elizabeth in this pic? The sweet navy peacoat is perfect for a young royal.

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Keeping An Eye on Louis

At Queen Elizabeth’s Platinum Jubilee in 2022, Princess Charlotte was keeping an eye on her little brother Prince Louis. Because he’s always up to something.

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Perfecting That Royal Wave

Princess Charlotte has long been a fan of emulating her great-grandmother, and she’s modeling Queen Elizabeth’s signature wave for her brothers, who seem less than invested.

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Too Tired To Care

Princess Charlotte looked too tired to care about perfecting her wave on the balcony of Buckingham Palace and instead just sort of threw her hands up in the air and let her perfect white coat speak for itself.

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Prince William Gets Big Laughs From Princess Charlotte

Prince William had Princess Charlotte cracking up when she was pretending to conduct an orchestra at the Platinum Jubilee.

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Her First Solo Outing

Kate Middleton and Prince William chose the Commonwealth Games in 2022 for Princess Charlotte’s first solo outing, and she was clearly having the time of her life in a casual black and white striped dress.

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Strutting Into A New School Like...

With her dad Prince William by her side, Princess Charlotte really brought that confident energy into her first day at Lambrook School, wearing a different school uniform and navy socks.

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A Princess In Mourning

Princess Charlotte looked sad to say goodbye to Queen Elizabeth, and wore all black and a special horseshoe pin that had been gifted to her by her late great-grandmother out of respect.

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Giving Side-Eye For Christmas

Princess Charlotte was giving a little side-eye at Kate Middleton’s 2022 Christmas carol sing, where she wore a classic maroon coat that matched her mom. We wonder what she was thinking?

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She Gets A Kick Out Of Prince Louis

Prince Louis might be a real little scamp, but his big sister Princess Charlotte looks like she gets a real kick out of him even when they’re all dress up for church.

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Angelic At The King’s Coronation

When Princess Charlotte’s grandfather King Charles had his official coronation, she must have figured it was high time to bring back her classic wave. Look at that smile, she must love it.

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Not Too Royal For A Marshmallow

When Princess Charlotte joined her family at a charity function for Coronation Week, she was not too royal to roast herself a nice marshmallow and eat a delicious s’more in a casual pink sweater and jean shorts.

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She’ll Always Be His “Mignonette”

Princess Charlotte looked as close to Prince William as ever at the Trooping The Colour in 2023 in a white and red dress.

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Too Cool To Care At Wimbledon

Nobody was cooler than Princess Charlotte at Wimbledon 2023 with her stylish pink sunglasses and patterned dress with ruffled sleeves.

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Not Too Old To Hold Mum’s Hand

Princess Charlotte still looked happy to hold hands with Kate Middleton during a Christmas outing in 2023 wearing an olive green peacoat with black tights and shiny flats.

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Princess Braids

At Christmas morning service at Sandringham Church in 2023, Princess Charlotte went for a boho hairstyle. But don’t worry, Kate Middleton didn’t forget her classic royal bow.

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