10 Winter Shoe Trends 2020 and 2021—Shop Cute Winter Shoe Trends

winter shoe trends 2020

Although winter is a while from now (well, actually, considering how fast this year has gone, maybe not?), it’s always fun to check out what trends you’ll be seeing when the cold hits, especially when it comes to shoes. (@ all the accessory people out there.) Sure, there are some winter shoe trends that circle back around each year—Chelsea boots and Mary Janes, for example—but there are subtle twists that’ll differentiate them from seasons past, like the sole’s thickness, silhouette, and other pretty details.

So whether you’re just browsing the internet or already starting to plan your winter outfits and purchases (like me), this list will def help you out. And the best part is you don’t actually have to wait until there’s snow on the ground to wear most of these styles—there are tons just waiting to be added to your cart now so you can get ahead.

Keep scrolling for 10 cute winter shoe trends you’ll be seeing everywhere this season, and if you’re looking for an outfit to pair them with, check out all the 2020-2021 winter fashion trends this way!

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1

Thick-Soled Chelsea Boot

These boots will never go out of style, but give ’em an update with a super thick sole.

Giambattista Valli

2

Thick-Soled Chelsea Boot

Tara Chelsea Boot

Vagabond Shoemakers
nordstrom.com

$179.95

This guy is almost the exact style of the runway version, but for wayyy less! 

3

Thick-Soled Chelsea Boot

2976 Quad Chelsea Boots

Dr. Martens
shopbop.com

$180.00

You’ve def heard of Dr. Martens, so there’s no doubt you know you can always count of them for a classic boot style; plus, the yellow stitching adds a nice color contrast. 

4

Olive Green

Any of your winter ‘fits will be subtly brightened up with this pretty shade.

Y/Project

5

Olive Green

Driver, Olive

Dear Frances
dearfrances.com

$350.00

Get in on it with a comfy loafer that you can wear around the house or layer with socks to wear out. 

6

Olive Green

Perfect Zip Bootie 30

Sarah Flint
sarahflint.com

$545.00

A brighter version of the hue in a suede material looks so luxe.  

7

Patent-Leather Mary Janes

Okay, so these kind of come around every year? But THIS time, the trend is in its most classic iteration yet: Black patent leather.

Marc Jacobs

8

Patent-Leather Mary Janes

Mary Jane Pointy-Toe Flats

You prob wore these shoes when you were younger, and here they are again, better than ever. 

9

Patent-Leather Mary Janes

Rose Mary Janes

Repetto
repetto.com

$365.00

Opt for an extra inch or so with these block-heel ones. 

10

Lug Sole

Rain or shine, these shoes have you covered. And the traction?! Unmatched.

Versace

11

Lug Sole

Nula Combat Bootie

Marc Fisher LTD
marcfisherfootwear.com

$79.99

No white after labor day isn’t a rule, btw. These neutral booties will keep your feet protected and grip the ground like no one’s business. 

12

Lug Sole

Ankle-High Hiking Boots

Off-White
farfetch.com

$1,025.00

For a designer version, Off-White’s boots have standout silver hardware, padded ankle for comfort, and a fuzzy textured tongue. 

13

Skintight over-the-knee boots

Bye ankle boots, we’re all about the OTK style this winter, especially if the material really hugs your leg.

Sportmax

14

Skintight over-the-knee boots

Lyra Boot

Tony Bianco
revolve.com

$260.00

You’ll make a statement in any outfit wearing these stiletto boots. 

15

Skintight over-the-knee boots

Richie Over the Knee Boot

Chinese Laundry
chineselaundry.com

$99.95

These flat boots are perf for when you want to dress up a little and don’t want to sacrifice the comfort of wearing heels.

16

Mixed Materials

Metals with leather with suede with croc-embossed? The more the merrier with this maximalist trend.

Louis Vuitton

17

Mixed Materials

The Aribebe

Shekudo
shekudo.com

$210.00

The mix of materials, colors, AND textures in one shoe looks pretty stunning. 

18

Mixed Materials

Koraline Bootie

Chinese Laundry
chineselaundry.com

$99.95

These neutral booties will go with any outfit this season, and you’re kind of getting two in one with this half-and-half style. 

19

Platform Heels

A few extra inches never hurt anybody. Sky-high statement platforms are gonna be HUGE—maybe avoid wearing them in the snow and ice though.

Philosophy di Lorenzo Serafini

20

Platforms

The Clarke Sandal

Nicolette Nichelle
nicolettenichelle.com

$150.00

These bandana print sandals are everythingggg. 

21

Platform Heels

Elements Platform Sandals

Nicholas Kirkwood
shopbop.com

$159.00

Go for an epic silver moment with these metallic ankle-strap platforms. 

22

Glitzy Loafers

Fashion meets function with rhinestones and sparkles on a simple loafer.

Giambattista Valli

23

Glitzy Loafers

Lior Loafer

These cream loafers are not only chic with their gold hardware, but it also has a cushioned footbed so you can wear them all day long. 

24

Glitzy Loafers

Patrice Brooch Loafers

Villa Rouge
shopbop.com

$70.00

The snakeskin print is already trendy, but add a shiny brooch to this pair and it’s even more so.  

25

Chain Details

Winter’s newest accessory is a chain on your shoe, like a built-in anklet. Chic!

Sacai

26

Chain Details

Gold Chain Open Toe Sandal

Aminah Abdul Jillil
aminahabduljillil.com

$425.00

Okay, next time heels are actually a thing again, I’m wearing these strappy beige ones.

27

Chain Details

Woven Olivia Pump

Can’t choose between a lace-up or a chain style? Go with BOTH. 

28

Big ol’ bows

Let’s face it, a bow always makes everything more fun. Yes, even your shoes.

Prabal Gurung

29

Big ol’ bows

Penny Knot Sandal

Loeffler Randall
loefflerrandall.com

$395.00

A gold bow moment will be the perfect addition to any holiday outfit this year. 

30

Big ol’ bows

Cinnamon Slide

Rothy’s
rothys.com

$25.00

Looking for a good comfy shoe? How cute are these red ones?! And the bows adjust so they fit perfectly. 

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