Smart Buys

The Coolest Winter Staples Under $100

November 29, 2016

In case you haven't felt the pressure yet, gift giving season is upon us. And no matter how many parents, siblings, friends and coworkers you have on your list, don't forget to treat yourself to something as well. Especially when you can get durable wardrobe workhorses like these for such great prices. The ten pieces we've outline below are the building blocks to your cold weather style and thanks to some savvy shopping on our editors' part, you can buy each of them for less than a hundred bucks.

Flannel Trousers

Ruggedly handsome, supremely soft and built to withstand winter's chill, these pair just as well with a T-shirt and some minimalist sneakers as they do with an oxford cloth button-down and leather lace-ups.

Brushed-flannel stretch chinos,
$79.50 by Brooks Brothers Red Fleece

Shawl Collar Cardigan

Everyone from Steve McQueen to your Grandfather can appreciate the appeal of a shawl collar cardigan—a comfortable and versatile piece of clothing that is at once laid back and dignified.

Donegal zip-up sweater,
~~$128~~ / $51 by J.Crew Factory

Denim Shirt

Why go for some designer version of this when the Western-inspired original from the San Francisco-based brand is this good? Wear it open as a jacket or buttoned up under a blazer or tied around your waist.

Barstow Western shirt,
$69.50 by Levi's

Striped T-Shirt

This graphic, seafaring T-shirt can be worn in a myriad of ways. You'll want one made from a sturdy cotton knit that's a touch thicker than your average tee, but just shy of a sweater—like this American made one from Buck Mason.

Long-sleeve tee,
$52 by Buck Mason

Hooded Sweatshirt

The hooded sweatshirt, in all it's soft fleecy coziness, is one of the most comfortable items in your wardrobe. Try to keep the fit somewhat slim and structured. The less bulk it has, the easier it is to layer under a leather jacket or topcoat come the really cold days.

French terry indigo hoodie,
$69.95 by Gap

Work Boot

Thick-soled and sturdy, today's best styles are resistant to bad weather and can easily be worn with your tailored and cuffed wool trousers but, of course, were made for beat-up denim or worn-in chinos.

Jackson rugged boot,
~~$175~~ / $89.97 by Eastland

Work Boot

Jackson rugged boot,
~~$175~~ / $89.97 by Eastland

Flannel Shirt

Something of a sartorial contradiction, they're burly and hard-wearing, and yet soothingly soft and warm at the same time. Dress it up with a textured wool tie or pull one on over a loose T-shirt and leave it open.

Plaid yard shirt,
$49 by Jack Threads

Quilted Jacket

Durable and insulated enough for the great outdoors but stylish enough for city streets, the quilted jacket offers a leaner alternative to the puffer pieces worn on the ski slopes.

Insulated shirt jacket,
~~$89.95~~ / $53.97 by American Eagle

Cableknit Sweater

Known as both a fisherman's sweater or an Aran sweater, the garment's name is derived from the Aran islands off the western coast of Ireland, where the style was first invented.

Aran-knit fisherman sweater,
$29.90 by Uniqlo

Grown-Up Cargos

There's a trick to reviving old styles. It has to be reminiscent of yesterday but somehow feel very much "right now." Today's smartly-tailored cargo pants are a far cry from the bloated, saggy styles of yesteryear.

Stretch twill cargo pants,
$88 by Abercrombie & Fitch