10 Winter Fashion Essentials for Men 2021

Mariah Carrey memes have been flooding my Instagram feed all morning, which—at least for me—could only mean one thing: Christmas is around the corner, and, by extension, all the winter fashion that I had tucked away for the better part of two years. In 2020, I spent all season sitting inside, looking at snowfall from the comfort of my climate-controlled house, listening to “Baby Please Come Home” on repeat. That scenario, regrettably, is no longer in the cards. I have to trudge back into the office, and however much I want to wear sweats and slippers, I’m a firm believer in putting my best foot forward. And I’m sure I’m not alone in that stance.

It’s time to start dressin’ again, fellas. We all knew that it was inevitable, but that doesn’t make the idea of wearing real clothes less daunting. I mean, it took me, a self-professed pro, a hot minute to get my sartorial sea legs back. So, don’t feel bad if you’re looking at your wardrobe and scratching your head. We have always got you covered on that front, already offering all the building blocks, from puffer coats and sweaters to pants and beanies, throughout the past weeks in preparation for the chilly weather ahead. But now that all these Mimi memes are everywhere—a clear-cut indicator that winter is drawing near—it’s the right moment to brush up on the essentials.

This is why we have compiled a concise list on all things winter fashion, a rundown of the 10 must-haves you need, because, as Mariah reminds us yearly, the snow’s comin’ down.

Puffer Jackets

The best winter jackets are incredibly insulating and durable—and the one style that really encapsulates this description is the mighty puffer. Just ask any mountaineer, and they’ll tell you no wardrobe is complete without one. But you really don’t have to venture into that Great Outdoors to understand that goose down, or something similar, is the only option that’ll have your back when the cold wind blows and the snowfall is blinding.

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3D-Cut Seamless Down Parka

Uniqlo
uniqlo.com

$149.90

Eco Nordic Puffer Jacket

Hybridge CW Down Jacket

Hybridge CW Down Jacket

Canada Goose
candagoose.com

$895.00

Cirrus Hooded Quilted Down Coat

Cirrus Hooded Quilted Down Coat

A-Cold-Wall*
matchesfashion.com

$905.00

Wool Overcoats

Yes, I just praised down jackets, but there are many occasions that don’t require something so, well, puffy. Enter the wool topper, particularly the camel coat and peacoat. The former has a length that generally hits around the knee, and comes in a brownish, tan-ish hue, while the latter is cropped at the upper thigh and usually comes in black, gray, or blue colorways. The throughline between them—aside from being great for winter, of course—is that they are warm, sleek, and unquestionably cinematic.

Double-Breasted Heavyweight Wool Blend Peacoat

Double-Breasted Heavyweight Wool Blend Peacoat

Amazon Essentials
amazon.com

$83.80

Wool Blend Pea Coat

Wool Blend Pea Coat

Burberry
burberry.com

$1,390.00

Long Recycled Wool Coat

Mid Brown Custom Made Overcoat

Mid Brown Custom Made Overcoat

Suitsupply
suitsupply.com

$549.00

Winter Suits

If your career requires that you wear a two-piece—or maybe you have a fancy event on the calendar—don’t think that any blazer-and-trouser combo will do. You’re gonna need a suit made of materials that will keep you warm as you travel from one door to the next. In other words, look for insulating fabrics like wool, cashmere, or blends of both.

Jetsetter Stretch Italian Wool Suit

Jetsetter Stretch Italian Wool Suit

Bonobos
bonobos.com

$650.00

Jay Trim Fit Wool Suit

Jay Trim Fit Wool Suit

Ted Baker London
nordstrom.com

$798.00

Polo Houndstooth Wool Suit

Polo Houndstooth Wool Suit

Ralph Lauren
ralphlauren.com

$1,598.00

Flannel Chalk-Stripe Wool Suit

Flannel Chalk-Stripe Wool Suit

Brunello Cucinelli
neimanmarcus.com

$4,695.00

Winter Pants

Of course, the same qualities that characterize suits apply to the best winter pants, too. The quality of the fabric is first and foremost (corduroy, moleskin, wool, and cashmere are preferred), but you’re also going to want a cut that pairs well with all the other winter essentials you’re reading about here. That may be fitted or a little looser, depending on your preference, but a word of advice: The winter months are probably not the best time to go with a severe crop, lest that cold wind blow right up your pant legs.

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Fleece Trouser

Standard Pleated Pant in Rugged Corduroy

Standard Pleated Pant in Rugged Corduroy

Alex Mill
alexmill.com

$135.00

Moleskin Jean

Moleskin Jean

Billy Reid
huckberry.com

$228.00

Leisure City Wool and Cashmere-Blend Trousers

Leisure City Wool and Cashmere-Blend Trousers

Loro Piana
mrporter.com

$965.00

Cable Knit Sweaters

When it comes to sweaters for winter, there are plenty of options. From cardigans and turtlenecks to everything in between, you can take your pick. But if there is one style that really reflects the season most, it is definitely the richly textured cable knit sweater.

Soft Cotton Cable Stitch Crewneck Sweater

Soft Cotton Cable Stitch Crewneck Sweater

Goodthreads
amazon.com

$29.90

Cable Knit Wool Sweater

Signature Cotton Fisherman Sweater

Signature Cotton Fisherman Sweater

L.L.Bean
llbean.com

$99.00

Anagram-Crochet Cabled-Wool Sweater

Anagram-Crochet Cabled-Wool Sweater

Loewe
matchesfashion.com

$1,450.00

Flannel Shirts

It makes sense that flannel shirts are linked to outdoorsmen; the fabric serves as one of the warmest thin layer around, which means that you move nimbly. Ones in check patterns are particularly favored, becoming synonymous with cold-weather style.

The Modern Flannel Shirt

The Modern Flannel Shirt

Everlane
everlane.com

$80.00

Stretch Flannel Shirt

Stretch Flannel Shirt

Bonobos
bonobos.com

$99.00

Logo-Appliquéd Checked Brushed-Flannel Shirt

Logo-Appliquéd Checked Brushed-Flannel Shirt

Billionaire Boys Club
mrporter.com

$265.00

Check Wool Shirt

Check Wool Shirt

Gucci
gucci.com

$1,400.00

Winter Boots

When the road is blanketed in five inches of snow and black ice is lining the sidewalk, it won’t do you any good to walk out in shoes that don’t have sturdy rubber outsoles, extra insulation, and waterproof uppers. These are the three components to check off before you reach for any kind of boot.

Earthkeepers Rugged Hiking Shoe

Earthkeepers Rugged Hiking Shoe

Timberland
amazon.com

$184.95

Portland Select Mountain 600 Hiking Boot

Portland Select Mountain 600 Hiking Boot

Danner
amazon.com

$210.00

Leather Security Sock Boots

Leather Security Sock Boots

Heron Preston
ssense.com

$760.00

Ankle-High Hiking Boots

Ankle-High Hiking Boots

Off-White
farfetch.com

$905.00

Beanie Hats

Beanies are usually made of knitted fibers, including wool, cashmere, and sturdy cotton blends. And because they are brimless, close-fitting caps, they do the most in retaining heat.

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Organic Cotton Ribbed Beanie

Organic Cotton Ribbed Beanie

Knit Cuffed Beanie

Knit Cuffed Beanie

Carhartt
amazon.com

$16.99

Ribbed-Knit Logo Patch Beanie

Ribbed-Knit Logo Patch Beanie

Daily Paper
farfetch.com

$48.00

All Over Logo Beanie

All Over Logo Beanie

Balenciaga
saksfifthavenue.com

$270.00

Winter Scarves

In the warm season, scarves are that flourish that tops off a fit. But in the cold months, they are a downright necessity. You’re gonna need one made of an insulating fabric that’ll wrap around your neck and parts of your face, preventing the chilly air from hitting your skin. And the best ones add that stylish oomph, too.

Matisse Stripe Mohair & Wool Scarf

Matisse Stripe Mohair & Wool Scarf

Goodee x Ezcaray
nordstrom.com

$100.00

Animal Print Recycled Cashmere Scarf

Animal Print Recycled Cashmere Scarf

Good Man Brand
nordstrom.com

$198.00

Mohair Shecked Scarf

Mohair Shecked Scarf

Acne Studios
acnestudios.com

$290.00

Leopard-Print Padded Scarf

Leopard-Print Padded Scarf

Saint Laurent
matchesfashion.com

$995.00

Winter Gloves

Yes, you have pockets, but that isn’t enough. Come a brutal winter, you simply need gloves. So, take the appropriate steps to stop your fingers from freezing.

Three-Point Leather Tech Gloves

Three-Point Leather Tech Gloves

Elk Utsjö Gloves

Elk Utsjö Gloves

Hestra
endclothing.com

$115.00

Wool-Lined Leather Gloves

Wool-Lined Leather Gloves

Hugo Boss
mrporter.com

$150.00

Abraham Moon Dogtooth Tweed Gloves

Abraham Moon Dogtooth Tweed Gloves

Dents
toddsnyder.com

$184.00


Barry Samaha is the style commerce editor at Esquire, where he covers all things fashion and grooming.

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