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Cup Week Fashion - The Spectacle Behind The Track

With Holly Estelle

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While horse racing undoubtedly takes centre stage, Cup Week is a spectacle that extends beyond the track. The atmosphere buzzes with excitement, the clinking of champagne glasses, and chatter bursting from the sun-drenched hospitality areas. And at the heart of it all? A captivating display of impeccably styled, vibrantly colourful fashion.

My approach to race day attire is to honour the tradition of elegance and sophistication, yet I dare to sidestep fleeting trends. As an advocate for wearing what makes YOU feel fabulous, I believe that as long as you respect the guidelines, personal style should reign supreme.

Cup Week is the time to embrace your brightest hues, embellish your florals, and dazzle in your most striking accessories. I love wearing statement pieces that make people smile or spark conversation. However, it has taken me years to build the confidence to wear some of my favourite ensembles. So, for anyone seeking a little boost of self-assurance, Cup Week is most definitely the place to feel confident and shine.

As you navigate the balance of tradition, dress code, and personal flair, I encourage you to think beyond trends. Use them to inspire you but let your interpretation of style guide your final ensemble.

Here are a few key considerations and a touch of inspiration to spark your creativity:

Dress length – I recommend mid-length or longer styles to reflect the tradition; anything above the knee can stay on the hanger!

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Dress for the conditions – With Cup Week at the start of November, be mindful of the weather. If it's a cooler day, consider a longer sleeve or a lined dress. If it's warmer, opt for fabrics that breathe. I’m a proud scarf collector with over 20 in my collection. I find a light scarf perfect for draping over my shoulders for a little warmth, and it can easily transition into a stylish accessory for your handbag or hat when not needed.

Bag – Think about where you'll be spending most of your time. If you'll be standing most of the day, a clutch might be a hassle when juggling a champagne flute, so I would opt for a handbag with a strap instead. If you're seated at a table, then a chic clutch would be a great option.

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Headwear – Cup Week is your opportunity to wear an extravagant headpiece. I would go for a fascinator or an embellished hat – the more striking and unique, the better! But if you prefer a more subtle look, an embellished headband or glamorous hair clips can create an elegant touch.

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Makeup and hair – I suggest a minimal, yet classic makeup look. On a hot day, you'll want your skin to breathe. For your hair, I recommend soft waves in a ponytail or a sleek low bun to accommodate a hat or fascinator. A low bun is easy to restyle yourself throughout the day.

Over the next few days, we’ll be showcasing curated Cup Week looks from Merivale Mall. If you're looking for some style inspiration, be sure to keep an eye out for our upcoming features!

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Race day fashion is all about making a statement, with block colours and vibrant hues at the forefront. Add a sleek modern touch to this electric blue flo&frankie dress with some dazzling silver Dyrberg/Kern sapphire crystals to create a cohesive look.

Dress: flo and frankie Among the Brave Aura Puff Sleeve Maxi Dress

Jewellery: Dyrberg/Kern Ette Shiny Silver Necklace, Lina Shiny Earrings, Conian Shiny Silver Tennis Bracelet

Bag: flo&frankie Tilly Solver Crinkle Leather Crossbody

Shoes: Treasure Box by Biani Cecilia Silver Mirror Leather by Dof Studio

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I styled this look for the women who embrace bold luxury with a hint of allure. The deep red and black tones of the dress bring a subtle drama, while the gold accessories add an element of luxury. It's a perfect mix of elegance and contemporary style. I adore it!

Dress: Storm Shadow Mesh Dress

Jewellery: Monza Gold Earrings and Bracelet Dyrberg/Kern

Bag: flo&frankie Tilly Alabaster Crossbody Bag

Shoes: Moda Bella Tamara London Briette

get the look

Personally, I'm thrilled to see the technique of layering jewellery trend again. I enjoy seeing how people layer and style their pieces in a way that is unique to them, their outfit or mood of the day. With Dyrberg/Kern’s vibrant and fabulous designs, your accessories don't just complete your outfit, they define it. Have a look at our other Get the Look editorials to see how we've styled their stunning pieces and pop in store and be ready to be bedazzled!

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The spring dress of all spring dresses! The Pablo Shirt Dress from Treasure Box by Biani is sure to put a smile on the faces of everyone you walk by. When I wore it, I lost count of how many people stopped me to ask where it was from. With its vibrant pattern, breezy midi-length skirt, partial cotton lining, and chic mid-length statement sleeves, it effortlessly combines comfort and elegance. Perfect for all-day wear this Cup Week.

Dress Treasure Box by Biani Pablo Shirt Dress
Jewellery: Dyrberg/Kern Penelope Gold Necklace, Monza Gold Earrings and Bracelet
Bag: flo&frankie Tilly Alabaster Crossbody Bag
Shoes: Moda Bella Tamara London Briette

get the look storm azul

While bold, vibrant colours and patterns are an obvious way to make a statement at the races, they aren’t for everyone. For those who favour deeper hues, you can achieve a modern sophistication by incorporating sleek patterns and contemporary gold jewellery, like the Azul.

Print Dress and gold jewellery from Storm.

Dress: Storm Azul Print Dress
Jewellery: Storm Phoenix Bracelet and Phoenix Necklace
Bag: Treasure Box by Biani Mr Cinch Pouch Black
Shoes: Treasure Box by Biani Cecilia Black Leather by Dof Studio

Finishing touches

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Begin with a manicure from Bhava Nails that compliments your outfit, ensuring your nail colour ties everything through.
Choose a pair of statement shoes that suit the day's events, keeping comfort in mind. These Raspberry heeled loafers from Andrea Biani are as comfortable as they are fabulous.

A striking bag can elevate your look, consider a strap if you plan on standing most of the day like this sleek green handbag from Treasure Box by Biani.

A silk scarf can be used as an accessory tied to your bag, then draped over your shoulders when you need a little warmth. This silk scarf from Dyrberg/Kern adds a touch of elegant spring colour.

And last but certainly not least, your head piece offers the perfect opportunity to showcase something fabulous. Local milliner Mad As A Hatter creates exquisite pieces like this lilac ruffled piece with a touch of shimmer.

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