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Glamorous Chester racegoers turn heads in bold dresses and headpieces & even Tulisa is in on the action

Published on May 08, 2025 at 03:05 PM

THE sun is shining and the drinks are flowing at Chester Racecourse as the second day of the Boodles May Festival gets underway.

Leading the way of stylish guests is singer Tulisa, who arrived for the thrilling day of racing in a white mini skirt and black top.

Tulisa at Ladies Day at the Boodles May Festival at Chester Races.
Singer Tulisa looked sensational in a black and white outfit at Chester races
Tulisa at Chester Races, holding a glass of champagne.
Tulisa watched the horses with a glass of fizz, and looked stylish with a black fascinator
Woman in lavender dress at a racecourse.
This glamorous racegoer looked sensational in a pastel strapless dress, with her hair in a bouncy blow dry
Three women in elegant outfits and hats pose in front of a floral wall at a racecourse.
Florals were all the rage for these well-dressed pals
Three women at a racecourse taking a selfie.
A group of friends posed for a selfie in their matching blue dresses
Women in stylish outfits at a racecourse.
This attendee turned heads in a bold yellow jumpsuit and large headpiece

The 36-year-old former X Factor judge finished off her stunning races look with a chic black fascinator and matching black gloves.

Glamorous attendees have dressed to the nines for the extravaganza, with many braving towering stilettos.

Many people appeared in high spirits as they posed for selfies in their head-turning outfits.

Bright dresses appear to be all the rage for many guests at the Chester Cup Day.

And of course, numerous outfits have been finished off with bold headpieces or fascinators.

As the thrilling races kicked off, revellers celebrated in style with bottles of bubbly.

at the three-day Boodles May Festival, which is one of the most glamorous days in the Chester racing calendar.

‘s and footballing legend were some of the famous faces spotted at the racecourse.

Chic attendees also have the chance to be crowned as the most stylish guest in the Best Dressed Competition.

Typically Chester has a less strict dress code than racing events such as Royal Ascot, but that hasn’t stopped them pulling out all the stops.

Each stand at Chester Racecourse adheres to a specific dress code policy and those who don’t uphold it may be refused access to the event.

The 2025 style guide states that if you’re in the County Long Room, Winning Post, The Garden, Hospitality Areas and Chester Members area, the dress code is ‘strictly smart’.

Woman taking a photo of three women in floral dresses at a racecourse.
A group of stylish friends posed for a photo as they arrived for the racing

Attendees are encouraged to wear cocktail dresses, sleek power suits, shiny shoes and statement fascinators.

The website states: “It’s time to get fancy! A raceday outfit is like no other so we want you to dress to impress.

“You’ll ooze classic sophistication and shine like the fashionista you are.”;

The Tattersalls enclosure is more of a smart casual stand, and you can either wear a polo shirt or collared shirt, smart jeans (not ripped), trousers, chinos, or a smart dress.

The most casual stand is The Roodee, where relaxed dresses, shorts and T-shirts and sunglasses are welcomed.

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