Topshop Christmas Campaign chunky tread stomper boots high street investment autumn/winter

Women’s boots: From chunky Chelsea boots to knee-high snake-print styles, these are the most on-trend boots for winter

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It’s well and truly boot season. If you’re looking to update your wardrobe with your favourite footwear staple, then you’re in luck: we’ve rounded up the new boots style to invest in now.

The scope of occasions to dress for may have dwindled this year, but boot season is well and truly upon us and the fashion gods have been kind. Not only is there a myriad of sensible styles available, from chunky tread Cheslea styles to low-heeled ankle boots, but the statement day-to-night knee high boot is back too. And there are so many iterations you will not be disappointed. 

From subtle updates to new, distinctive silhouettes, here is our ultimate guide to autumn/winter’s must-have boots. Invest accordingly.

The catwalk boots of AW2020

Whistles knee high stretch black leather stomper boots

Spring’s stomper boots are practical, cool and flattering and this winter it’s still all about those chunky treads and elongated uppers that were done so brilliantly at Prada and Bottega Veneta. Not only that but fashion houses including Valentino, 3.1 Phillip Lim and Prada have some playful new updates on that chunky Chelsea boot style. High street brands from Topshop to Russell & Bromley also some excellent, slightly less statement but no less stylish versions for the new season. 

Bottega’s Daniel Lee was one of the first to showcase the square-toed, western-inspired ankle boot that we are obsessed with right now. A low heel makes this style so easy to wear as part of your everyday wardrobe, elevating even the most basic daywear. Contemporary brands like Coach and Flattered have more polished ankle boot styles that are great for day-to-night, while the high street have some more casual versions either in a lighter colour palette or softer silhouette, which work really well with wardrobes staples like jeans and sweatshirts or Dad jumpers.

This season’s knee-high boots are a mash up of 80s, Western and practical influences. Think chunky treads, roomy uppers and snake print panels in autumnal shades of rust, burgundy and khaki.

Everyone’s favourite for evening shoes, Jimmy Choo, have some beautiful black leather boots that finish mid-calf with a printed snake panel and a high-but-not-too-high 85mm heel. New York based label Tory Burch have some statement knee-high snake-print boots that look great with slim jeans and a chunky knit and Ayede have some low-heeled full snake-print boots that will pull together any outfit in an instant.

From basic black to cool cognacs and every shade of caramel, there are a wealth of styles available. Take care of your boots at the end of each season – with a good polish and re-heeling if need be – and in return, they will keep you stylish for seasons to come.

Valentino Chelsea Boots net-a-porter stomper black leather wedge ankle boots
Valentino chelsea boots at
  • Russell and Bromley

    Russell and Bromley chunky tread black leather chelsea ankle boots high street
    Boots, Russell & Bromley

    These Russell & Bromley boots fuse biker and Chelsea boot details. With a chunky tread and detailed leather upper they are the perfect nod to the stomper boot trend.

    Shop Russell and Bromley boots, £255

  • Emporio Armani

    Emporio Armani black leather lace up stomper ankle boots
    Boots, Emporio Armani

    These lace-up boots offer a solution for anyone wanting something more versatile than a purely practical daytime boot. With a thick tread and chunky design details they tick all of the trend boxes, but the polished leather and slight heel means that they also look great with more dressy looks, especially longline dresses and chic wrap coats.

    Shop Emporio Armani boots, £270

  • Carvela

    Carvela high street black leather ankle boots stomper chelsea boots debenhams
    Ankle boots, Carvela at Debenhams

    These boots are great for anyone looking for a more classic take on the trend to wear with slim leg trousers and jeans or dresses. They look great with cropped jeans and a longline knit, or even an ankle grazing skirt and crombie coat.

    Shop Carvela boots at Debenhams, £189

  • New Look

    New Look chunky chelsea ankle boots black leathe
    New Look boots, £39.99

    If you’re looking for a well-priced, low-key winter boot that is classic enough to last, these New Look boots are for you. All of the key trend elements are here but in a simple, detail-free way that looks glossy and slick. 

    Shop New Look boots, £39.99

  • Whistles

    Whistles knee high stretch black leather stomper boots
    Whistles boots, £199

    These Whistles boots are the ultimate hybrid between statement and practicality. Wear them with a dress that falls just below the knee - or this season’s new mini skirt - and a cosy knit for chic festive style this party season.

    Shop Whistles boots, £199

  • Schuh

    Schuh extreme cleat stomper boots thick tread high street black leather ankle boots for winter
    Schuh boots

    The super chunky tread on these ankle boots is not only stylish, nodding to the styles we saw on the international catwalks, but it’s practical too. The perfect style to wear all winter long.

    Shop Schuh boots, £40

  • Aeyde ankle boots model image autumn winter 2020 new must have luxury designer investment purchase
    Aeyde boots
  • The Kooples

    The Kooples western-inspired ankle boots
    The Kooples boots, £147.50

    When it comes to effortless style the French do it best, and these boots by The Kooples are the perfect shortcut to effortless style. Western-inspired boot meets Chelsea stomper here in this perfectly formed black leather ankle boot. Wear them with everything from straight leg jeans and a statement knit to long dresses and a cardigan coat.

    Shop The Kooples boots, £147.50

  • Topshop

    Don’t be afraid to invest in a non-black pair of boots. Subtle tones of off-white, tan and burgundy are incredibly versatile, making them not just easier to style for daytime, but also more useful outside of the winter months when our outfits are no longer all black.

    Shop Topshop boots £89.99

  • Coach

    Coach does polished New-York cool with aplomb. A smart mid-height heel, on-trend square toe and some chic hardware qualifies these ankle boots perfect for now and for years to come too. Wear yours with a loose, longline midi skirt, oversized shirt and chunky scarf.

    Shop Coach boots, £175 

  • Marks and Spencer

    If you’re unsure where to start with new season boots then this square-toed, chunky heeled style from Marks and Spencer is pretty failsafe. Wear yours under full length wide leg trousers or flares with a cropped, hooded jacket and a crossbody bag.

    Shop Marks and Spencer boots, £45

  • Tory Burch models wearing Tory Burch AW20
    Tory Burch boots
  • Aeyde

    Aeyde Sidney Snakeprint knee high boots
    Aeyde Snakeprint boots

    Aeyde boots are a firm favourite with fashion insiders thanks to their minimal silhouettes and comfortable heel heights. These beige snakeprint boots are a nod to this season’s 70s trend, so embrace it and wear them with indigo jeans and a statement blouse.

    Shop Aeyde boots, £510

  • Jimmy Choo

    Jimmy Choo leather and snake high heel knee high boots
    Jimmy Choo boots, £975

    If you are looking for an investment purchase, then these Jimmy Choo boots are sitting firmly at the top of our winter wish-lists. Wear with tonal shades of beige and camel or a beautiful black pleated midi skirt and bright knit for elegant day-to-night dressing.

    Buy Jimmy Choo boots, £975

  • Tory Burch

    Tory Burch Patchwork high heel over the knee winter boots designer luxury investment purchase new season
    Tory Burch boots

    These patchwork leather knee-high boots will add edge to a polished midi skirt and blouse combo. Or, if you prefer, they will elevate jeans and an embroidered knit. An investment worth making, we think.

    Shop Tory Burch boots, £655 

  • Zara

    Zara knee high black leather boots
    Zara boots, £189

    These Zara boots mean business. Over the knee, tough black leather and a high wedge heel, they are perfect for dressing up jeans or wearing with a leather jacket or skirt. Keep to a monochrome palette and you won’t go far wrong.

    Zara boots, £189

Hero Image: Topshop 

First image: Whistles

Second image: Valentino boots at

Further images: Aeyde, Tory Burch, others courtesy of brands

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