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Best Autumn Winter Shoes 2023 – 17 Pairs That Will Instantly Transform Your Winter Wardrobe

Did someone say shoes?

Last Updated on September 21, 2023

Looking for a new pair of shoes for autumn winter 2023? I’ve found 17 of the best pairs you can get right now to keep your feet both warm and stylish for the new season. Now we’re into September it’s fair to say that autumn is officially here, and whether you’re happy to see the back of summer or are absolutely dreading the cold weather, there’s no escaping the need to update our wardrobes. You might be avoiding the big wardrobe switch, but it’s a great opportunity to work out the gaps in your closet, and just like a decent winter coat, a pair of boots is a must.

So let’s take a look at the trending shoes and boots for AW23, as well as the classics that work every year. I’m also sharing an edit of the best shoes I’ve come across on the high street from brands like ASOS, H&M, & Other Stories, Zara and more. Next, check out more of the key trends for autumn winter 2023, as well as the biggest shoe trends, boots trends and bag trends.

Woman at milan fashion week wears thigh-high boots

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What shoes are best for winter?

Perhaps the most important shoe to invest in for winter are a decent pair of boots. Whether you opt for knee-high or ankle boots, boots are by far the most practical and you’ll find yourself wearing them constantly. Long boots are ideal for wearing under dresses and skirts, as they keep your legs warm but look intentional. If you’re someone who prefers wearing trousers and jeans, ankle boots are best.

Some trending styles include western boots, biker boots, slouchy styles and lug soles, so you’re not short of choice.

What shoes are trending for autumn winter 2023?

Shoes are taking a feminine turn, with the biggest footwear trends for autumn winter 2023 being Mary Janes, ballet pumps, pointed flats and court shoes. But there are also plenty of styles that never date, like loafers and sneakers if you’re looking for longer-lasting styles.

What boots are in for autumn winter 2023?

The key boot trends include slouch styles, biker boots, over-the-knee boots, metallic styles and lug soles. Read more about the trends in our autumn winter 2023 boot trends report.

Shop autumn winter shoes

Knee-high boots

Knee-high boots work so well for autumn winter, especially if you don’t like wearing tights. Wear these instead and not only will it make the outfit look more polished, but they’ll probably keep you warmer anyway. Nobody can see those chunky socks underneath!

Knee-high heeled boots H&M

Knee-high heeled boots, £54.99, H&M – buy now


Embroidered Leather Cowboy Boots, £290, COS – buy now

Wide Fit Cracking leather mid-heel knee boots in brown ASOS DESIGN

Wide Fit Cracking leather mid-heel knee boots in brown, £86, ASOS DESIGN – buy now

Ankle boots

If you’re more likely to wear denim jeans this winter, ankle boots are your next best bet. Western and combat boots are both leading the trends this season, but chunky styles are just as stylish. You can wear them with dresses and skirts too, giving them an edge on knee-high boots.


Leather Cowboy Ankle Boots, £79.99, Zara – buy now

bryony snake block heel boots in brown & black schuh

Bryony Snake Block Heel Boots in Brown & Black, £50, Schuh – buy now

Leather Ankle Boots, £199, Arket

Leather Ankle Boots, £199, Arket – buy now

Ballet flats

Flat shoes are so comfortable, so while we still have a little bit of warmth, why not go for a pair of ballet flats? These dainty shoes are one of the trending styles for AW23 after being spotted countless times on the runway at Chanel, Loewe, Simone Rocha, Giambattista Valli and Versace, to name a few.

Luke - Black Patent Leather Ballet Flats

Luke – Black Patent Leather Ballet Flats, now £151, Alohas – buy now

ASOS DESIGN Los Angeles ruched ballet with elastic strap in rose

Los Angeles ruched ballet with elastic strap in rose, £18, ASOS DESIGN – buy now

Checkered Buckled Mary Jane Flats, £65, Charles & Keith

Checkered Buckled Mary Jane Flats, £65, Charles & Keith – buy now


For days when you need to prioritise comfort, opt for trainers. I don’t even need to mention how popular adidas’ Samba sneakers are right now, but New Balance, Converse, Veja and Nike have some great styles too.

Gazelle Indoor Trainers

Gazelle Indoor Trainers, £89.99, adidas at Office – buy now

All Star Lift Hi Platform Trainers
Egret Egret Black

All Star Lift Hi Platform Trainers, £84.99, Converse at Office – buy now

New Balance 530 Sneakers

530 Sneakers, £110, New Balance at & Other Stories – buy now


Loafers are another staple for autumn winter, as they can be worn with everything from jeans and an oversized blazer to a formal dress. These will last you through to spring and even summer, so they’re well worth investing in.

Memoir smart loafer in black ASOS DESIGN

Memoir smart loafer in black, £28, ASOS DESIGN – buy now

Milah Burgundy leather loafers

Milah Burgundy leather loafers, £150, Camper – buy now

Loafers in Leather Tods

Loafers in Leather, £680, Tod’s – buy now


Petite ladies, this one’s for you! If you need a bit of a heel, why not try pumps? These aren’t your regular heels – they’ve been updated with pointed toes, wedge heels, straps and an androgynous silhouette.


Pointed Leather Wedge Pumps, £135, COS – buy now

Western Leather Pumps & Other Stories

Western Leather Pumps, £120, & Other Stories – buy now

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