Chelsea, Lace-up or Cowboy: The Boots To Shop For Winter and Beyond

From chunky soles and retro-inspired silhouettes to updates on the classics, now’s the time to invest in a pair of boots that will be a wardrobe stalwart for seasons to come.

Navigating wet and wintry weather is undeniably better with a trusty pair of boots – ones that are sturdy and robust while looking good. Maybe it’s because they last for ages, or the fact that they feel appropriate for so many occasions, but a quality pair is one of the most satisfying wardrobe investments (along with well-fitting jeans and a classic trench coat) out there.

Whether you favour the Chelsea silhouette, a heeled number, the knee-high look or an enduring alternative to leather the options are bountiful. Here are the best styles to shop this season.

Chelsea

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The easy-to-walk-in, timeless appeal of Chelsea boots makes the pull-on style a firm wardrobe staple. Sleek square-toed styles bring an updated look to the utilitarian classic. And waterproof finishes offer a practical choice for braving the rain.

Willow suede boot

$200 Willow suede boot

Deadly Ponies Kaze Boot

$699 Deadly Ponies Kaze Boot

Aere Leather Chelsea boots

$200 Aere Leather Chelsea boots

Rollie Chelsea Utility Boot

$389.95 Rollie Chelsea Utility Boot

Lace up

Combat-inspired, the lace-up look has become a go-to in recent years that can easily be dressed up or down. Pick from minimal styles or amp up attitude with chunky, lugged soles.

Post Sole Beat Jumbo boots

$499 Post Sole Beat Jumbo boots

Bared Phalarope boots

$369 Bared Phalarope boots

Mollini Roha Boots

$269.95 Mollini Roha Boots

Tony Bianco Wya Black Como ankle boots

$279.95 Tony Bianco Wya Black Como ankle boots

Heeled

Block, pencil or kitten, a heeled boot has a knack for instantly pulling together a look. Look for leather, suede or even alternative materials in classic hues.

Nelson Made Sophie ankle boot

$499 Nelson Made Sophie ankle boot

Alias Mae Blanca boots

$329.95 Alias Mae Blanca boots

Assembly Label Kiara suede boot

$200 Assembly Label Kiara suede boot

A Emery Dillon boot

$870 A Emery Dillon boot

Bared Hylia boots

$369 Bared Hylia boots

Tony Bianco Sheba calf boots

$349.95 Tony Bianco Sheba calf boots

Knee-high

Taller silhouettes are on the rise. Elevating a look from casual to considered, they’re also great for keeping you warm on nights out. Lean into retro-inspired styles or dial up the drama with sleek pointed-toe silhouettes.

Essen Riding boot

$879 Essen Riding boot

St Agni Python high boot

$799 St Agni Python high boot

Alias Mae Alias Mae Crawford boots

$429.95 Alias Mae Alias Mae Crawford boots

Wittner Metallic boot

$429 Wittner Metallic boot

Viktoria & Woods Hector boot

$750 Viktoria & Woods Hector boot

Western

Thanks to the resurgence of Y2K fashion (and Beyoncé), cowboy boots have made a strong comeback and like vintage Levi’s, the best pairs are usually found deep in the corners of the country’s coolest op shops. But Western-inspired styles are seeping into core collections from some of our favourite brands too.

Senso Francesca II boots

$420 Senso Francesca II boots

RM Williams Lennox boot

$849 RM Williams Lennox boot

Alias Mae Jeanie Boots

$329.95 Alias Mae Jeanie Boots

Aere Knee High Cowgirl boots

$280 Aere Knee High Cowgirl boots

We hope you like the products we recommend on Broadsheet. Our editors select each one independently. Broadsheet may receive an affiliate commission when you follow some links.

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