All the stylish looks from the everest and caulfield cup racing days 2026 20261017 p616db.html – Breaking News & Latest Updates 2026
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All the stylish looks from The Everest and Caulfield Cup racing days 2026

Suki Reid
Suki Reid

Celebs have joined other racing fans in Sydney and Melbourne for two of the biggest events on Australia’s racing calendar.

Thousands of punters have flocked to Randwick in Sydney for The Everest and Melbourne’s Caulfield Racecourse for the Caulfield Cup, with famous faces among the crowds.

Singer and model Alli Simpson went all out, nailing the blue theme with a tailored suit. The sister of fellow singer and Olympian, Cody Simpson, added a touch of sparkle with her clutch.  Audrey Richardson

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Singer Alli Simpson, racing tycoon Kate Waterhouse and Real Housewives of Sydney star Krissy Marsh were among those stepping out for The Everest, while former Miss Universe Australia Olivia Molly Rogers brought some glamour to Melbourne.

This year’s TAB Everest Day has the theme A Touch of Blue, with racegoers sticking to the dress code, from flowing gowns to tailored suits.

In Melbourne, pastels, florals and plenty of spring racing style classics are on show with racegoers lining the track as the Caulfield Cup marks its 150th event.

Here are the most stylish and memorable looks from the events this year.

TAB Everest Day

And a few smiles from Alli Simpson. Audrey Richardson

Kate Waterhouse, the queen of raceday fashion and daughter of horse trainer Gai Waterhouse, brought in a splash of colour with a lilac ensemble. The model completed the look with matching heels, a clutch and hat. Audrey Richardson

A moment for this mother-daughter duo. Krissy Marsh, star of The Traitors and The Real Housewives of Sydney, glowed in an off-the-shoulder white gown and saucer hat. Daughter Milania Marsh modelled a burgundy gown, teamed with a headband and clutch.  Audrey Richardson

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Sports reporter Grace Hayden, daughter of Australian cricket great Matthew Hayden, kept things monochrome in a white gown and matching hat, adding pops of blue with her jewellery. Audrey Richardson

TV star Paul Versace was spotted sporting blue while standing behind Hayden.  Audrey Richardson

A solo shot for the Sydney stylist Paul Versace. Audrey Richardson

Model Montana Cox went against the blue theme, making an entrance in a striking red silk gown. The model is expecting her first child with her partner Louie Abdullah. Audrey Richardson

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Another closer look at the ensemble worn by Montana Cox. Audrey Richardson

Reality star Anna Robards was ultra-chic in a black gown and heels.  Audrey Richardson

Fashion designer Mariam Seddiq looked effortlessly chic in a high-necked dress, accessorising with Chanel and adding a pop of blue with a pinky ring. Audrey Richardson

It wouldn’t be a spring race without some pink florals. Getty Images

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Punters were not shying away from the dress code as they arrived in a sea of blue.  Getty Images

Pastels were out in full force as racegoers began arriving.  Getty Images

TAB Everest Day has begun! Getty Images

Caulfield Cup

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Former Miss Universe Australia Olivia Molly Rogers arrived arm-in-arm with partner Hugo Breakey. Penny Stephens

The Australian model and former Miss Universe Australia wore a stunning jacket and skirt combination, reminiscent of Christian Dior’s earliest work.  Penny Stephens

Model Delainey Mary dazzled in a pink gown and a wire fascinator.  Penny Stephens

Essendon star Zach Merrett wore a classic suit while he stood with his wife, Alexandra Merrett. Alexandra hit the track in a red leather gown and a Louis Vuitton clutch.  Penny Stephens

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A vision in white, Demi Brereton went for some mid-century glamour with her long white gown, a headscarf, cat-eye sunglasses and a chain mail bag. Demi’s father is Danny Brereton, a former champion Australian jockey.  Penny Stephens

Judith McGregor kept things classic with a fascinator that matched perfectly to her jacket and floral-printed shirt.  Penny Stephens

Melbourne model and former Fashions on the Field winner, Demi Brereton kicked things off looking pretty in pink while posing for a photo with Mounting horse, Archie. Simon Schluter

Punters were snapped rushing to get a space as the gates opened. Chris Hopkins

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Attendees wore their spring racing best as they arrived.  Chris Hopkins

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