The 23 best Royal Ascot outfits of all time

Use these incredible looks for your 2023 Royal Ascot fashion inspo...


The 23 best Royal Ascot outfits of all time
On 7 June 2023

Royal Ascot is the Paris Couture Week of the British social season. Arguably the most fashion-forward event of the summer, the annual five-day festival perfectly combines the excitement of horse racing with a dress code that is more strict, yet brings more extravagance than any other.

Each year we look forward to seeing what the stylish socialites, the VIPs of the Royal Enclosure, the chicest celebrities and of course, the Princess of Wales will be wearing.

MORE: 5 Ascot 2023 outfit ideas that are actually pretty major 

RELATED:  7 non-granny wedges and espadrilles to shop in summer 2023 

Since the event began in 1911, Ascot fashion has always stuck to the sartorial rules that still stand today and haven't changed much overtime. But the way guests have adhered to the dress codes has constantly reflected trends of their time. From fur and pearls in the 1920s, to pared back looks during the 40s thanks to fabric rationings after WW2, to bright colours of the swinging 60s, an elegant take on the boho movement during the 70s, all the way up to 2017, when Saville Row tailor Daisy Knatchbull reportedly became the first woman ever to wear a morning suit.

For 2023, it isn't just guests who will be altering their dress agendas. Ascot's official Style Guide has itself taken a new direction. Renamed this year the 'Royal Ascot Lookbook 2023', it consists of six different fashion edits: Luxe, Tailoring, Pre-Loved & Rental, Vintage, High Street and Emerging Designer.

Luke Jefferson Day, the stylist who worked on this year's lookbook said, “This season I wanted to encourage unexpected freedom, under the guidance of the enclosure dress codes, and inspire racegoers to be a little more unconventional and inventive in the way they dress up, and how they source their looks. [...] I want to excite people to think outside of the box – whether that be shopping resourcefully on the high street or by being more eco-conscious through hiring a look or finding a rare vintage gem.”

Still not sure what you're wearing? Hello! Fashion's digital editor Natalie Salmon has put together five unbelievably chic outfits that are pretty major in every way, shape or form.

The 23 best Royal Ascot outfits of all time:

 Rita Sonder

© J. A. Hampton

Miss Sondra Ritter arrived on the first day of Royal Ascot carrying a novelty transparent perspex vanity bag, 1949.

Princess Margaret 

© Fox Photos

Princess Margaret at the opening meeting of the Royal Ascot, 1952.

Audrey Hepburn

© CBS Photo Archive

Audrey Hepburn attended Ascot as Eliza Doolittle in 'My Fair Lady', 1964.

Grace Kelly

© Central Press

Prince Rainier of Monaco and Princess Grace Kelly attending Ascot on June 14th 1966.

Raine Spencer

© Hulton Deutsch

Mrs. Gerald Legge, later Countess Spencer, and stepmother to Diana, Princess of Wales, wore a large hat decorated with cherries at Ascot.

Tandy Cronyn

© Getty

Tandy Cronyn, 1968

Gertrude Shilling

© Getty

Gertrude Shilling, 1969

Nina Baden Semper

© Getty

Nina Baden-Semper, 1972

Queen Elizabeth II

© Getty

Queen Elizabeth II, 1973

Jerry Hall

© Getty

Marie Helvin and Jerry Hall, 1982

Diana, Princess of Wales

© Princess Diana Archive

Diana, Princess of Wales attended Ascot race meeting in England, wearing a black and white spotted dress by Victor Edelstein and a Philip Somerville hat, June 1988.

Daisy Knatchbull

Daisy Knatchbull, 2017

The Duchess of Sussex

© Getty

Meghan, Duchess of Sussex, 2018

Emma Thynn, Marchioness of Bath

© David M. Benett

Emma Weymouth-Thynn, Marchioness of Bath attended day 1 of Royal Ascot on June 18, 2019.

Lady Kitty Spencer

© Max Mumby/Indigo

Lady Kitty Spencer attended day one of Royal Ascot on June 18, 2019.

Sabrina Percy

© David M. Benett

Sabrina Percy on day two of Royal Ascot at Ascot Racecourse on June 19, 2019.

Tatiana Korsakova

© Chris Jackson

Tatiana Korsakova attended Ladies Day at Royal Ascot on June 20, 2019.

The Princess of Wales

© Getty

Princess Kate, 2022

Princess Beatrice

© Getty

Princess Beatrice, 2022

Maya Jama

© Getty

Maya Jama, 2022

Kate Waterhouse

© Getty

Kate Waterhouse, 2022

Georgia Toffolo

© Kirstin Sinclair

Georgia Toffolo poses during Royal Ascot 2021

Hana Cross

© Getty

Hana Cross, 2022

Like this story? Sign up to our Hello! Fashion newsletter to get your weekly 'Fashion Fix' delivered straight to your inbox.

More Hello! Fashion

See more