Four Essential Winter Style Moves

How to dress well right now

Essential winter style staples for men

When it came to dressing in the winter, looking good and feeling good often seemed like they were mutually exclusive. But thankfully, the current state of menswear has made that harsh tradeoff a distant memory. Streetwear, athleisure and workwear have all converged in a way that allows guys to look great during the colder months while combating the harsh conditions of winter. Herewith, four staples to have on hand through the spring.


Wrap Up
in a Wooly Overshirt

The key to any "essential" piece is versatility above all else and a quality overshirt is perhaps the most malleable thing on this list. The best ones are tailored to keep you warm without a lot of bulk. It's a little more polished than a denim jacket or a hoodie, and it looks great over a striped T-shirt or underneath more serious outerwear for a multi-faceted-layered-up-cozy-look.

Norse Projects Kyle Wool Felt Jacket

Kyle wool felt jacket,
$320 by Norse Projects

Filson Macinaw Jag-Shirt

Mackinaw jag-shirt,
$275 by Filson

A Day's March Portuguese Overshirt

Portuguese overshirt,
$180 by A Day's March

Vetra Wool Overshirt

Wool overshirt,
$184 by Vetra

Stick Your Neck Out

Simply put, wearing a turtleneck right now tells the world, "I know what's up." Today's most stylish versions are knit from quality materials and feature unique patterns or bold, punchy colors. You need a little confidence to pull them off, sure. But they also make such easy work of layering. All you really need to wear them with is a jacket—a black denim trucker, a military-style field jacket or a plaid sport coat.

Oliver Spencer Talbot Extra Fine Wool Turtleneck

Talbot extra fine wool turtleneck,
$245 by Oliver Spencer

Jamiesons of Shetland Woolen Roll Neck

Woolen roll neck,
$125 by Jamieson's of Shetland

H&M Rib-Knit Turtleneck

Rib-knit turtleneck,
$34.99 by H&M

MP Massimo Piombo Color-Blocked Roll Neck

Color-blocked roll neck,
$380 by MP Massimo Piombo


Wear Your
Lugs With Everything

Nothing sucks the cool out of you quicker than slipping on ice while walking to work and showing up with with a wet ass or a coffee spill. Avoid the risk by investing in footwear grounded with hearty lug soles and stride through the season with confidence. The fact that these chunkier soles make any shoe—be it a boot, lace-up or loafer—look about 20% tougher, makes the decision to convert that much easier.

Rancourt & Co. Chromexcel Wolf Boot

Chromexcel Wolf boot,
$395 by Rancourt & Co.

Clarks x Beams Wallabee GTX Boots

Wallabee GTX boots,
$295 by Clarks x Beams

Wolverine 1883 Frontiersman Waterproof Boots

Frontiersman waterproof boots,
$185 by Wolverine 1883

Mr P. Jacques Penny Loafers

Jacques penny loafers,
$485 by Mr P.

Get Cozy
and Layer on Some Sherpa

The fleece-y material has been popping up more and more over the past few winters, but it seems to be in full force this year. And while we definitely go for the earth tones, with their luxe, 1970s swagger, there are the modern interpretations that we really dig as well. The Arrivals, for example, made a super-refined version of your favorite hoodie that gives a 2019 vibe to classic après ski style.

Todd Snyder + Champion Polartec Sherpa Vest

Polartec sherpa vest,
$148 / $89 by Todd Snyder + Champion

The Arrivals Techno Teddy Hoodie

Techno teddy hoodie,
$135 by The Arrivals

Dickies Construct OG Mechanics Jacket

OG mechanics jacket,
$270 by Dickies Construct

Mr P. Fleece Zip-Up Sweater

Fleece zip-up sweater,
$235 by Mr P.

More on Dressing
for the Cold