2021 Winter Buyer’s Guide

The Best Winter Workwear of 2021

Goods for when the going gets tough

(Photo: Courtesy the Companies)
winter buyer’s guide

Wintergreen Northern Wear Expedition Shell Cap ($68)

(Photo: Courtesy Wintergreen)

This hat is made for Arctic missions, so every feature is designed to perform. The cap’s brim protects eyes from sun and snow, the Velcro strap secures it in wind, and the fleece-lined nylon is light, windproof, and squashable enough to stuff in a pocket.

Buy Now

Wigwam Avondale Compression Socks ($24)

(Photo: Courtesy Wigwam)

Cushioned compression socks reduce swelling (and stink) when you work long hours on your feet. Wigwam’s patented ­moisture-control merino blend keeps you dry.

Buy Now

Bogs Bozeman Mid Boots ($145)

(Photo: Courtesy Bogs)

Bogs updated its winter classic with an ­abrasion-resistant upper and materials that weigh 30 percent less. It’s waterproof, ­odor-resistant, and has a clever insole to adjust width. And it’s rated to minus 72 degrees.

Buy Now

Truewerk T3 WerkPants Trousers ($99)

(Photo: Courtesy Truewerk)

These are the best pants we’ve ever worn. Their soft-shell fabric sheds all-day rain while keeping the wind at bay. They’re lightweight and generously pocketed and come with an ultra-soft fleece lining.

Buy Now

Appalachian Gear Company All-Paca Crew Shirt ($145)

(Photo: Courtesy Appalachian)

This alpaca shirt is old-school without being old-fashioned and adds serious warmth without bulk. Bonus points for minimal seams, a long back hem (for comfortable crouching), and knit fabric that won’t develop runs even after you’ve put it through its paces.

Men’s Women’s

Carhartt the Dex II High Dexterity Gloves ($27)

(Photo: Courtesy Carhartt)

The Dex II’s epitomize what Carhartt does best: real workwear. Past iterations used layered nylon or leather for utility even when wet, and this update keeps the tradition alive. A combination of synthetic leather, spandex, and cowhide make the Dex II ideal for any outdoor task.

Men’s Women’s

Mountain Hardwear UnClassic Fleece Hoodie ($130)

(Photo: Courtesy Mountain Hardwear)

A fleece that’s tough and fun at once. Reinforced forearms, a fitted hood, and a kangaroo pocket make it great for cold days, while color blocking gives it retro style.

Men’s Women’s

Dovetail Workwear Freshley Cosy Overalls ($149)

Dovetail workwear
(Photo: Courtesy Dovetail)

Dovetail’s ­designed-for-women overalls fit like a dream, with copious pockets and stretch fabric that feels like canvas outside and like flannel against the skin.

Buy Now​​​​​​​​​​​​​​​​​​​​​

Filed To: SocksBootsArcticGlovesPantsStyleSyntheticClothing and Apparel
Lead Photo: Courtesy the Companies

When you buy something using the retail links in our stories, we may earn a small commission. Outside does not accept money for editorial gear reviews. Read more about our policy.