The Fashion Memo

The Best Boots To See You Through The Season

Wish lists at the ready: these versatile, ultra-desirable winter boots can be worn with almost anything…

Words Colleen RossFashion editor Viktorija Tomasevic
Fashion
Effortlessly chic, ankle boots are essential for any great winter wardrobe

Nothing gets us excited about trans-seasonal dressing quite like a new pair of winter boots. After all, they will prove to be an everyday ally come rain or shine, and there’s something nostalgically back-to-school about finding the perfect, reliable pair. Thankfully, the new collections have something for every mood – from sleek knee-high boots to buckled biker styles. But which to pick? Read on to discover the best of the season.

The ankle boot

Understated ease is one of the fundamental backbones of a great winter wardrobe, and this season’s ankle boots are exemplary. Enter ‘Nevada’ boots. Crafted from supple dark-brown leather with pointed toes and a low block heel, they’re polished enough to wear with tailoring, but would pair just as easily with jeans and an oversized sweater for off-duty days. If you’re looking for a pair of sturdy walking boots, consider chunky platform boots in black suede – there’s little you can’t wear them with, from denim and lightweight silks to chunky knits.

Biker boots are back – and as big on attitude as ever

The biker boot

It’s official: biker boots are back, having made a stomping return on the runways at the likes of and For hardware-heavy moto styles that are big on attitude, look to suede boots. They’re detailed with buckled straps that are evocative of vintage styles and have gripped rubber soles – perfect for city explorations, come rain or shine. Elsewhere, ‘Tabi’ boots put a directional spin on the classic style with its signature split toes. Take styling cues from fashion-week attendees by teaming yours with a lace-trimmed slip dress or pleated kilt.

The after-dark boot

Whether you’re heading to an intimate dinner or out-of-office drinks, some occasions call for the elegant stature of a high heel – but party feet could get chilly in the wintry air if you opt for a sandal. Enter the after-dark boot, which promises to be a worthy ally thanks to its refined silhouette, offering maximum mileage. From stilettos to ‘Jill’ block heels, this style’s inherent beauty is that it will go with everything from tailored pants to sweater dresses.

There’s a knee-high boot to suit every occasion this season

The knee-high boot

Knee-high designs have come into their own this season and are just as easily worn with mini and midi lengths as they are with a pair of smart tailored pants. For winter, there are a variety of silhouettes to choose from, including ’70s-inspired equestrian styles and contemporary block-heel iterations that promise maximum versatility. Case in point: knee boots in supple textured-leather and suede are perfect for elevating everyday ensembles; pair yours with luxe black leggings and oversized knitwear. Then, there are the season’s statement animal-print styles, courtesy of brands such as and that will make all your outfits pop.

The all-terrain boot

Infused with elements of the great outdoors, there’s an adventurer’s boot to suit every mood this season. On the smart end of the scale, ‘Caribou’ boots combine elements of classic Chelsea styles with practical waterproof details and durable gripped rubber soles, making them ideal for navigating busy city streets, especially in inclement weather. If your winter plans involve cozying up in a ski resort, keep your toes warm in shearling-trimmed ‘Aurea’ boots, which are the epitome of alpine chic. Alternatively, slip on x iconic suede-trimmed shell snow boots for walks into town after a day on the slopes.

The Chelsea boot

Chelsea boots are a classic for a reason. Categorized by the elasticated side panels that make them easy to pull on and off, they have been a go-to footwear style since the ’60s. Some of the best come in glossy black, like ‘Chelata’ style or boots in croc-effect leather, but if you’d prefer a neutral pair to wear with lighter colors, look to beige suede boots, which have thick rubber soles. Whatever style you choose, they’ll effortlessly transition to bare legs and dresses come spring.

Ultra-sleek, comfortable and an all-seasons staple, it’s no wonder Chelsea boots have been a footwear must-have for decades

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