Boots and winter go together like a roaring fire and hot chocolate; the right pair will be comfy and help make the seemingly endless grey days a little brighter. 

Finding the boot that fits your life and style can be challenging, so to make it easier we’ve pulled together some of the best boots that the heart of the city has to offer. Whether you’re after ankle or knee-high, leather or suede, these boots blend practicality and style. 

Invest in a classic black boot 

These timeless staples will be worn on repeat. 

Alma ankle boot, $380 (top left) | Mi Piaci

Featuring a sleekly pointed toe, this boot is given a dramatic twist courtesy of an offset block heel in a nod to the chunky 90s heel trend. It’s a combo that will take you from the office to a cozy gathering with ease. 

Wisconsin ankle boot, $349.90 (top right) | Merchant Footwear

With its Chelsea silhouette and leather panelled gusset, this is the quintessential classic black boot. Pair it with tailored pieces for elevated elegance or if you’re after something casual, jeans and a plain white t-shirt. 

Rio Western Black, $790 (bottom) | Scarpa 

Looking for a bit more of an edge? Try these on! Adorned with silver hardware and a soft pointed toe, these babies will be turning heads wherever you go. 

Mi Piaci boots
Merchant boots
Scarpa boots

Add some warmth to your winter wardrobe

Wardrobe filled with black and grey? Opt for a tan boot to add some colour and warmth. 

Esme, $419 (left) | Nicole Rebstock

This handmade boot blends playful tones and textures to offer a touch of warmth to any winter outfit. Golden leather is paired with soft suede, gold detailing and medium block heel to create a faultless tan boot. 

Kaesha, $104 (top right) | NOVO Shoes

Sleek, contemporary and crafted in buttery leather-look material, this is a classic winter boot that will lend itself to any outfit. 

Lady Yearling, $749 (bottom right) | RM Williams 

RM Williams are known for using hardy, practical materials to create no fuss, elegant boots that are effortlessly paired with everything from blazers to bombers, maxis and minis. This boot is no different. It has a handcrafted soft almond shape, branded tugs, and bone side elastics – the perfect investment that will see you through all of life’s adventures.  

Nicole Rebstock boots
Novo shoes
RM Williams boots

Make a statement with a knee-high boot 

Their versatility may surprise you. 

Knee-high boots, $64.99 (top left) | H&M

These will offer you extra coverage during winter without sacrificing style. We love them paired with slim-fitting jeans for a sophisticated, sleek look. 

Chilliana leather long boot (top right), $360 | Wittner

Inspired by the classic riding boot, this will become an easy-to-wear fave. We love the wood-look sole detail! (It’s made of rubber, making it perfect for those rainy days). 

LA Tribe Simone boot, $489 (bottom) | Superette 

If you’re looking for an elevated take on the cowboy boot, this one’s for you! A recessed heel and square toe gives this classic boot a contemporary feel. 

H&M boots
Wittner boots
Superette boots

Stomp in style with a pair of combat boots 

Grungy, comfortable and effortlessly stylish. 

Maxwell or Mason, $89.99 (top left) | Number One Shoes

The Maxwell and Mason boots are the perfect affordable options for chunky boot lovers. Rock them with jeans and a tee or pair them with a flowy dress for a contrasting look.

Kaze, $699 (top right) | Deadly Ponies

Featuring a gorgeous chunky heel this pull-on boot is a great addition to any wardrobe. 

Dr Martens, $320 (bottom) | Pat Menzies

When you think of combat boots, Dr. Martens are a no brainer. Made from smooth leather and a comfortable air cushioned sole, they’ll last for years. With nine colourways to chose from, the only problem you’ll have is picking just one.  Pair with plaid for a classic 90s look. 

Number one shoes boots
Deadly Ponies boot
Dr Martens boots
Last updated: 01 October 2023