Ultimate Style Guides

Caulfield Day Fashion and Dress Code 2019

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Customer Happiness Team

October 14, 2019

Model wearing Rebecca Vallance - Zinnia Open Back Dress

The Caulfield Day, being held on October 19th, is one of Australia’s richest thoroughbred races and the pinnacle of the annual Melbourne Racing Club Spring Carnival. Steeped in tradition, the race is celebrating its 142nd year.

Caulfield Cup 2019 is a must-attend for stylish racegoers, as the racecourse will be transformed into a New York-themed extravaganza of fashion, food and entertainment. It promises to be a trackside experience like no other!

Model wearing Talulah - Fuscia Delight Mini Dress

Separate precincts will celebrate midtown’s bustle, downtown Soho’s architecture, Instagrammable Uptown and the cool vibe of Brooklyn. Dining will feature everything from New York inspired street food through to five-star silver service. For fashion spotters, a twice-daily runway show will allow you to get up close and personal with the latest styles, models and celebrities.

Caulfield Day is always a fashion celebration. There is no official Caulfield Day dress code, but in recent years the trend has favoured bold colours and strong, statement pieces. Without being bound to Derby Day’s monochrome restriction or Oaks Day’s feminine vibe; Caulfield Cup Day is an event to let your fashion imagination run wild and the perfect opportunity to experiment with stand-out looks.

Caulfield Day Cup Fashion Dress Code

Don’t forget that, like all the major spring racing events, when you attend Caulfield Racecourse you are expected to dress to a high standard in keeping with the exclusive nature of the event. Therefore, the following items of clothing should be avoided:

Caulfield Day Headwear

Model (left) wearing Nicholas - Mini Caftan & Heather McDowall - Daniella Oversized Hat
Model (right) wearing
Pasduchas - Ladida Midi Dress & Eve Til Dawn - Violet Crown

Headwear, such as a fascinator, headband, hat or crown, is expected to be worn. You’ll also want to pull your race day look together with statement jewellery or a clutch that’s big enough to hold all your race day essentials. Pro tip: Make sure your heel is wide enough not to sink into the earth if you happen to find yourself in a non-paved area! Need a headpiece for an upcoming race day? Rent headwear here.

What to wear to Caulfield Day 2019

Check out our picks for eye-catching on-trend looks that embrace the Caulfield Day style and flair.


Vibrant Floral Mini Dress

Nicholas the Label - Arielle Frill Dress

Vivid tangerine and a fabulous tropical floral will make a bright splash on Caulfield Day. This bubbly mini dress sports a sweetheart neckline, shoestring straps, a fitted bodice and a flirty asymmetric ruffled hem. Complete the look with a nude lace fascinator.


Tropical Summer Midi

Pasduchas - Everglade Strapless Midi Dress

Effortlessly chic, this amazing tropical print will turn heads. The strapless dress features a beautiful, slim silhouette, an asymmetrical hemline and an oversized gold buckle detail. Complement it with gold accessories.


Bold Pink Lace Mini

Talulah - Fuscia Delight Mini Dress

The bright, bold fuschia of this stunning mini dress is softened by the inclusion of contrasting lace and ruffle details. Ethereal, sheer sleeves and a pretty layered skirt make for an ultra-feminine look. Pair with a delicate floral crown.


Puff Sleeve Statement Mini

Talulah - Martini Mini Dress

A bright raspberry pink floral print makes this stylish mini dress a true stand-out. The puffed sleeves are cuffed at the elbow, and the waist tie flows into a mid-thigh A-line skirt. Go for a white bow fascinator or white lace crown for the perfect finishing touch.

If this year’s Caulfield Cup is your first trip to the races, check out our Ultimate Spring Racing Carnival Fashion Guide for more information about choosing the perfect outfit, identifying this season’s fashion trends, selecting the right accessories and getting ready for the big day.

And if you’re raring to select your perfect Caulfield Cup Day dress, take a look at our full selection of designer rental dresses that are perfect for your day at the races. Or perhaps, you're attending the TAB Everest Race Day? Check out our TAB Everest Edit for some blue fashion inspiration.

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