Fashion Ideas and Outfits to Update Your Winter Wardrobe

Winter wardrobe updates

Photography by Ben Simpson
Styling by Jessie Aylmore

The world is your playground this winter, so wrap yourself in big florals, bold checks and polka dots and embrace the chill.


Give your ditsy, bitsy flower prints a time-out and try this season’s gutsy new couch florals. This particular iteration of eclecticism takes the essence of your nan’s two-seater and works it with on-trend checks for contrast.

Winter wardrobe fashion update

Trelise Cooper coat, $899. Zimmermann dress, $650. Meadowlark earrings, $105. Kitte brooch, $149.95.


Listen up, folks: refined country-chic is where it’s at this season. Wear your jacket cropped, your trousers wide, and a bum bag across the chest, leaving you hands-free to tackle the asphalt terrain.

Winter wardrobe fashion update

Bianca Spender jacket, $715, and pants, $445. Aje blouse, $275. Stuart Weitzman mules, $845. Stella McCartney bag, $990. Meadowlark earrings, $209.


Second-skin boots and a cinched waist create a modern Western silhouette for the urban cowgirl within. Layer a patterned dress underneath to blend genres, then finish with a statement bag.

Winter wardrobe fashion update

Aje top, $355. Zimmermann dress, $595. Scanlan Theodore boots, $750. Christian Dior bag, $4800, strap, $2250, and bracelet, $350.


Take polka dots beyond their retro ’50s vibe and into 2018. Choose graphic black and white, then add a burst of colour by way of gem-toned suede to bring the vintage-inspired pattern to life.

Winter wardrobe fashion update

Romance Was Born T-shirt, $160, and skirt, $690. Scanlan Theodore slingback heels, $400. Kitte earrings, $109.95.


Go for off-duty cool on those in-between days with a silky anorak in rich raspberry paired with relaxed pinstripes and luxe sneakers.

Winter wardrobe fashion update

Manning Cartell anorak, $599. Dion Lee T-shirt, $290. 3.1 Phillip Lim pants, $799. Stella McCartney sneakers, $880.


A perfect match isn’t always the answer. Pair your spots with houndstooth in lavender and grey for a subtle take on the more-is-more aesthetic.

Winter wardrobe fashion update

Scanlan Theodore blouse, $350. Kitte earrings, $89.95. Bianca Spender pants, $445.

Shop winter wardrobe updates

Need a new winter jacket as well?