Dress Like A BOSS At The Spring Racing Carnival

We've made it through winter, now it's time to crack open the champers and celebrate the new season... racing season!


It’s spring! With the new season comes fresh new style, and the seasons runway is at the racetrack!

The aim is to look stylish but effortless, finding the perfect balance between elegance and comfort. The tone for this years carnival is more “easy nonchalance” than in the past, and with the mandatory sock requirement being lifted, let the ankles be free!

We’ve partnered with the masters of style, Hugo Boss, to bring you some race day outfit advice from some of Australia’s finest men..

Derby Day

“The biggest faux pas a man can make at the races is to try too hard!” – Neale Whitaker

The first day of the carnival, with its monochromatic dress code, makes Derby Day the most formal of the week. In the sea of black and white, you can steer clear of wedding day vibes by experimenting with greys and patterns. But remember the rules of race day, sometimes there is nothing better than keeping it classic and simple! King of the classic, Neale Whitaker will be playing by the rules…


Melbourne Cup Day

“Melbourne Cup is the pinnacle.” – Shaun Birley

The loudest day of them all, Melbourne Cup allows you more room to play. It’s the day to experiment with pattern, texture and color; a dynamic pin-stripe or a bold check, it’s your chance to give the seasons trends a run.

For the more conservative guys, a bold blue or pale grey is on trend, adding some personality and a touch of colour in your choice of accessories. A simple hat, pocket square or lapel pin will do the trick. Shaun Birley has picked a winner…


Oaks Day

“It’s an opportunity for people to get out after a long winter, put on their best threads, and just enjoy themselves.” – Nick Riewoldt

Also known as Ladies Day, it’s time to tone down the testosterone and embrace your softer side gents. Approach your Oaks Day outfit with a more feminine touch; think lighter colours, softer fabrics – it’s all about that romantic aesthetic.

Keep the fit tailored and sharp but not overly tight, it’s an all-day affair – if not all week – so comfort is key! Not a regular at the carnival, Nick Riewoldt is looking forward to suiting up!


Stakes Day

“First impressions are so important!” – Tommy McIntosh

Wrapping up the carnival in a more relaxed style, Stakes Day is a family affair. With a perfect fit, allow your outfit to be more low-key and liberal.

It’s the ultimate day for suit separates, mixing and matching blazers and trousers, throwing in a pattern shirt and keeping your accessories fun and vibrant. Here’s what hospitality guru Tommy McIntosh will be wearing…



This incredible result wouldn’t have been possible without the help of the following people Lynda Gardener, House of Orange, HK Living, The Bearded Man, Fernando & Nicola Hutton.

This article is written in partnership with Hugo Boss.

Georgia Dunlop
A Sydneysider turned Melbournian, Georgia is a long time food enthusiast, wanderluster, whisky lover and piccolo drinker. As a Fashion and Textile Design graduate, Georgia values most a killer outfit, a beautiful space, delicious seasonal food and great company.