THE MOST 2026 WAYS TO WEAR BOOTS

Want to know our favourite cold-weather shoe? Boots. Seriously, there’s a style for every vibe. Rainy day at the office? Throw on a classic block heel. Hitting the bars? Reach for those knee-highs. Quick corner-shop run? A snug faux-fur pair will keep you cosy. We could chat your ear off about them, but we’d rather let our new-season boots from ASOS DESIGN, Topshop and Pull&Bear do the talking. Scroll for the five key styles to know now, plus we're taking notes on how our favourite A-listers are wearing them.

While we haven’t specifically spotted Jennifer Lawrence in Chelsea boots (yet), her love for the next best thing – a chunky sole – is an open secret in Hollywood. So don’t be afraid to take a page out of her book when it comes to styling them in 2026. Jennifer has mastered the art of city dressing in every season, but her winter wardrobe is teeming with relaxed silhouettes and vibrant pops of colour. These ASOS DESIGN chocolate Chelsea boots deserve to be served up with one of 2026’s most anticipated shades – tomato red – in the form of cosy knitwear.

 

GET THE LOOK:
ASOS DESIGN Austin chunky chelsea boots in chocolate, £32
ASOS DESIGN Premium compact knit cardigan with collar detail in red, £70
Topshop oversized clean tailored Trench with dropped armhole in stone, £120
Miss Selfridge Petite tailored wide leg trouser in deep plum, £28
ASOS DESIGN slim oval sunglasses in milky brown, £14

Everyone needs a good knee-high in their boot assortment, cue: the Topshop Nelly. If you’re not yet ready to let go of the western trend from summer 25, styling these black suede boots with boho details is the next best thing. Take it from Bella Hadid, NYC’s resident expert on all things style. While we'll admit a halter-neck and short-shorts aren’t the wisest of decisions right now, you can still take notes. Style yours with retro jewellery and monochrome pairings for an easy win. 

 

GET THE LOOK:
Topshop Nelly real suede pointed toe slouch boot in black, £85
ASOS DESIGN necklace with hammered coin, £12
Edikted Kaede faux leather skinny jeans in black, £62
Gina Tricot long sleeve off shoulder top in black, £26
ARKET brushed wool jacket in black, £189

Moto boots had quite the summer, but they're just as popular this winter. Moto boot-lover and perpetual trendsetter Emily Ratajkowski is our inspiration of choice when it comes to styling them. With a basics rotation only comparable to that of Zoë Kravitz, she tends to pair hers with carefree tees and a carousel of shorts. You can do the same with some weather-conscious additions – layer on a rugged leather-look jacket and consider leg warmers or thick knee-high socks underneath your boots.

 

GET THE LOOK:
ASOS DESIGN Calla premium trucker boot with buckle harness, £170
adidas Originals Firebird shorts in navy, £35
Topshop oversized drop shoulder tee in white, £16
Kaiia exclusive bow detail leg warmers in grey, £12
Topshop double fronted seam detail bomber in brown, £85

FKA Twigs is the queen of experimental, abstract fashion, but there's still space in her wardrobe for a minimalist boot. Brown and black pointed-toe ankle boots are a cornerstone of the 90s, but we’re doing it differently in 2026 by having fun with burgundy. You need not sport bug-eyed sunglasses or a half-shaven head to style these Pull&Bear stiletto heels, just keep them interesting with unique textures and asymmetric cuts – whether that’s in the form of a dress or a co-ord.

 

GET THE LOOK:
Pull&Bear Stiletto heel ankle boots in burgundy, £39.99
Topshop knitted co-ord skirt with asymmetric hem in oat, £40
Topshop knitted co-ord asymmetric top in oat, £38
Swarovski Irregular sunglasses with grey lens in black, £151
DesignB London mesh drop earrings in silver, £10

No celebrity has endorsed snakeskin boots as frequently as Rihanna. She’s worn her favourite Amina Muaddi Barbara 105s with a graphic muscle tee, an emerald snakeskin maxi, an oversized parka and even some neutral corpcore. The latter look is arguably the most wearable of the bunch. The Topshop Tori comes in statement snakeskin, and its roomy calf allows jeans and trousers to be comfortably tucked in. So you can either let the boots peep underneath your trousers, or position them as the main attraction of your ‘fit.

 

GET THE LOOK:
Topshop Tori knee high point toe boot in snake, £60
Daisy London faux pearl pendant necklace in sterling silver, £69
ASOS DESIGN wrap shirt in grey stripe, £36
AWARE high waist barrel leg tailored trouser co-ord in covert green, £48
Gina Tricot large slouchy faux suede braided weave shoulder bag in black, £50

Alongside all the above silhouettes, a pair of wellies, biker and cowboy boots will be forever favourites. We’ve been seeing higher demand for a few specific styles, too: cow-print boots, Chelsea rainboots and brown UGGs – all of which you can find on-site at ASOS.