13 Pairs Of Extremely Comfortable & Chic Shoes For Cold Weather On Amazon

by Maria Del Russo and Julia O'Donnell
Christian Vierig/Getty Images Entertainment/Getty Images

Winter-appropriate footwear has a reputation for being sensible and sturdy at best, drab and dreary at worst — and honestly, these less-than-inspiring descriptors aren’t exactly undeserved. When the whole world feels like it’s melting into a puddle of grey slush, staying motivated to look stylish can be daunting, to say the least. Still, resist the temptation to simply give up on shoe shopping until spring. Dressing well is an excellent way to combat the winter blues, and it's easier than you might think to find polished-yet-practical winter footwear. Inspired? Snag a pair or two of these extremely comfortable and chic shoes for cold weather on Amazon to get you started.

This editor-curated lineup features enough cozy-chic shoes to take you all the way into spring, ranging from shearling-lined Doc Martens to platform loafers by VINCE. Whether your taste leans classic or you prefer athleisure with an edge, there’s something in this edit for every style and budget. And, since everything on the list is available on Amazon, you can transform your entire cold weather style without leaving the cozy comfort of your couch. So no more excuses, get shopping — who knows, maybe dressing for winter is your thing, after all.


A Cozy Pair Of Frye Boots Sold In Five Chic Styles

Not only do these lace-up combat boots by Frye check all the boxes when it comes to winter-appropriate footwear — warm, comfortable, with slip-resistant soles — but their fur-lined cuffs, contrasting laces, and chunky soles look totally stylish. Plus, they're available in five different textures and colors, making it easy to find a pair that compliments your wardrobe.

  • Available sizes: 5.5 — 11


A Best-Selling Pair Of Quilted Ankle Boots At An Unbeatable Price

Not into shearling, be it faux or not? These best-selling (and super affordable) combat boots may be the perfect alternative. Quilted vegan leather gives the versatile boots a sleek, expensive look, while a zipper at the side ensures they'll slide on and off with ease. The boots have hundreds of perfect five-star reviews from shoppers who rave about how high quality and comfortable they are given the price, and they're sold in seven versatile shades of brown, black, and gray.

  • Available sizes: 5.5 — 11


A Stylish Everyday Sneaker Lined With Warm Shearling

No need to ditch your sneakers once the temperature dips —this gorgeous pair from Cole Haan is lined with cozy shearling to keep your toes toasty without the need for clunky boots. And, while they won't stand up as well as boots in the snow, these sneakers do have rubber pods at the front and heel for added traction.

  • Available sizes: 5 — 11


A Cozy & Stylish Pair Of Booties That Go With Everything

Rather than swapping out your boots for pumps when you've finally made it to the office, invest in these Lucky Brand booties that are great for your commute and your work day. Made of genuine, waterproof leather in a timeless silhouette, they're lined with cozy faux shearling to keep your feet toasty through winter's worst. And, aside from brown, they're also sold in black and gray.

  • Available sizes: 5 — 11


A Pair Of Chunky Platform Loafers With Cold-Weather Details

Loafers are having a major moment right now, and this trendy pair from Vince is the ideal way to try out the look for yourself. With their chic platforms and shearling details, they're certainly stylish, but their unsurpassed comfort is what truly makes them such winners. Made of soft, buttery suede with chunky rubber soles, they almost feel slipper-like, but unlike most slippers, these are chic enough to wear with any look.

  • Available sizes: 5 — 11


A Much More Stylish (But Equally As Practical) Alternative Snow Boots

What do you get when you mix moon boots with stylish ankle booties? These super cool (and super warm) Jalissa boots from Sam Edelman. Made of a sleek, shimmering woven fabric with patent leather details, the cool zip-up style makes them easy to slide on and off. Choose from three colors: black, dark olive, or a lighter army green.

  • Available sizes: 5 — 11


A Classic Pair Of Timberland Boots With A Winter-Friendly Update

Timberlands are a classic cold weather boot, but the furry lining on this pair makes them extra special. The shaft can be folded down or worn upright so they look like two different boots in one, and the waterproof shell ensures your feet stay warm and dry. If you're not a fan of the classic wheat-colored nubuck, these come in several other colors, including black, gray, and Burgundy.

  • Available sizes: 5.5 — 11


A Sleek, On-Trend Pair Of Loafers Lined With Warm Shearling

For days when giving up your slippers to brave the elements sounds daunting, these luxuriously soft loafers are the perfect compromise. Thanks to the cozy shearling lining, they're as soft and warm as slippers, but an exterior made of rich, buttery leather makes them chic enough to wear with all your most stylish looks (including to work!)

  • Available sizes: 5.5 — 11


These Edgy-Chic Shoes That Are Part Boot, Part Sneaker

Can't decide between your favorite boots or those trendy chunky sneakers? These retro-cool Filas are the perfect middle ground. A revamped-for-winter version of the brand's iconic Disrupters, these have a tall shaft to keep out the snow and thick rubber soles for grip. Plus — best of all — they're luxuriously lined with soft, cozy shearling.

  • Available sizes: 5.5 — 10


A Fun, (Faux) Furry Pair Of Minnetonka Boots

As chic as moccasins are, they aren't exactly cold-weather appropriate. That's why these boots from Minnetonka are ideal — designed with the same cozy fur and suede of your favorite slip-on moccs, they're equipped with the protective shafts and sturdy rubber soles of a winter boot. Plus, if you're not a fan of the chestnut brown, they also come in black.

  • Available sizes: 5, 6, 7, 11


A Pair Of Classic Dr. Martens With A Cold-Weather Upgrade

It's impossible to talk about winter boots without discussing Dr. Martens — made of durable, waterproof leather with thick, grippy rubber soles, everything about them is perfect for the cold. Still, this particular pair manages to up the ante even further, thanks to a cozy shearling lining for extra warmth and comfort. Every bit as durable and versatile as the originals, they're sure to be your go-to winter boots for years to come.

  • Available sizes: 5 — 11


An Under-$40 Pair Of Lined Knee High Boots

If you're the type who tends to remain perpetually cold all winter long, you're sure to love these cozy knee-high boots from Dream Pairs, which come in over 10 colors. They're fully lined with soft, plush faux fur and have sturdy rubber soles, making them just as warm and comfortable as they are cute. Plus, you simply can't beat the under-$50 price tag.

  • Available sizes: 5 — 12


A Pair Of Waterproof Chelsea Boots To Keep Your Feet Dry In The Slush & Rain

Who says rain boots aren't attractive? These classic rubber Chelsea boots are the perfect way to protect your feet from rain or snow, and they're so chic, you'll want to wear them when it's dry outside, too. Plus, if you're not a fan of the camo print detail, never fear; these also come in of 13 other colors, ranging from classic brown to a playful, glitter-specked silver.

  • Available sizes: 4.5 — 12

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