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5 times Kate Middleton rocked regal fashion at Royal Ascot: the Princess of Wales’s best looks, starring designer dresses by Dolce & Gabbana, and Alexander McQueen – and Queen Elizabeth’s earrings

Kate Middleton’s Royal Ascot looks over the years. Photo: Getty Images; WireImage

It’s tradition, darling – every year, the well-heeled of Britain don their finest suits, dresses and hats for the Royal Ascot.

The Berkshire racecourse for which the event is named – founded in 1711 by Queen Anne – naturally always hosts members of the royal family for the event. But Kate Middleton had been married to Prince William for more than five years before she made her debut.

Britain’s Prince William and Kate, Princess of Wales, arrive for the Royal Ascot horse racing meeting, at Ascot Racecourse on June 23. Photo: AP

Since her inaugural appearance in 2016, she’s been seen annually wearing elegant dresses, eye-catching hats and heirloom jewellery. For this year’s event, she stepped out in her boldest Ascot look to date with a vivid red dress by Alexander McQueen.

Here Style remembers Kate’s best race-day looks over the years.

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1. White lace Dolce & Gabbana dress, 2016

Kate Middleton debuted at Ascot Racecourse in Berkshire, England, in June 2016. Photo: Getty Images

For her first Royal Ascot appearance, she wore an A-line dress by the Italian luxury label, which had a high neckline, long sleeves and a full skirt, with nude pumps by Gianvito Rossi, a woven clutch bag by LK Bennett and pearl drop earrings.

She previously wore the dress – which cost US$4,383, according to a 2016 Vanity Fair report – just a month earlier, at the Windsor Horse Race, where she paired it with a red coat from Zara.
Kate Middleton wore a Jane Taylor hat at Royal Ascot in 2016. Photo: Getty Images

For her hat – a Royal Ascot must – she wore a gold-hued number with a large cream rose. It was designed by one of her favourite milliners, Jane Taylor.

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2. Alexander McQueen dress with Queen Elizabeth’s earrings, 2017

Kate Middleton wore a similar white dress at the Royal Ascot in 2017. Photo: Getty Images
The following year, she wore a similar white dress – this time by Alexander McQueen – that fell just below her knee – as royal protocol dictates.

“This year Kate made a return appearance, and … if you thought you were in fact looking at a picture of her at last year’s Royal Ascot, it would be understandable,” wrote Vanity Fair’s Josh Duboff in 2017, despite also noting that the latest dress had a higher neckline.

She accessorised the dress – which had a lace overlay reminiscent of her wedding gown – with suede nude Gianvito Rossi pumps and a Loeffler Randall clutch.
Kate Middleton reportedly borrowed Queen Elizabeth’s earrings at Royal Ascot in 2017. Photo: Getty Images

Her custom white hat was also similar to the 2016 design, although it had additional, delicate floral embellishments.

She also wore earrings reportedly borrowed from Queen Elizabeth.

3. Sky-blue Elie Saab dress with velvet polka dots, 2019

Catherine, the then-Duchess of Cambridge attends Royal Ascot at Ascot Racecourse in June 2019. Photo: Samir Hussein
Known to recycle her best looks, the classy royal rewore this Elie Saab dress for a garden party at Buckingham Palace in March this year.

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Kate Middleton completes her look with a Philip Treacy hat. Photo: @princeandprincessofwales/Instagram

The sky-blue dress features velvet polka dots, sheer sleeves and a large bow detail. She finished the look with a hat by royal favourite Philip Treacy.

Her topaz and diamond earrings were by Kiki McDonough.

4. Polka dot dress by Alessandra Rich, 2022

Catherine, the then-Duchess of Cambridge attends Royal Ascot in June 2022. Photo: Samir Hussein

Beyond the polka dots, her 2022 outfit shared other elements with her 2019 look, from the cuff sleeves and fitted waist to the high neckline. This midi-length dress also had a pleated design across the chest.

She paired it with brown pumps and a brown clutch.

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Kate Middleton wore earrings that once belonged to Princess Diana to the Royal Ascot in June 2022. Photo: Getty Images

She also wore a saucer-style hat by Sally-Ann Provan and a pair of diamond and pearl earrings that had once belonged to Princess Diana.

Her brown hat was designed by Sally-Ann Provan – another favourite milliner of the royals, and it featured white orchid embellishments.

5. A bold red dress by Alexander McQueen, 2023

Britain’s Princess of Wales waves to the crowd as she walks from the Parade Ring at the Royal Ascot on June 23. Photo: AP

Middleton returned to the races earlier this month in a dress featured a V-neckline, a belted waist and long sleeves with a slight puff. She wore coordinating red heels by Jennifer Chamandi.

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Kate Middleton did not wear heirloom jewellery at this year’s Royal Ascot. Photo: AP

Her coordinating hat by Philip Treacy featured large flowers, keeping with her floral-hat theme, and she finished the look with a pair of black and gold earrings by Sézane – a departure from the heirloom jewellery she’s worn to the event in the past.

This article originally appeared on Insider.
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  • Middleton stunned next to Prince William in a bright red Alexander McQueen dress at Royal Ascot last month – but it’s far from her first designer turn at the races
  • She debuted a white lace Dolce & Gabbana dress in 2016 and recycled her 2019 Elie Saab look at Buckingham Palace in March – but what meaning lies behind he heirloom jewellery?