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J.Crew’s Ludlow topcoat is a piece beloved by Esquire readers. It’s elegant yet wearable, warm without being heavy, and right now, it’s on sale.
Amazon Essentials Carpenter Jeans
If you’re going to wear jeans in winter (which you are), try to go for a thick, sturdy pair that won’t let the wind in.
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Uniqlo HEATTECH Pile Lined Sweatpants
And if layering isn’t your thing, keep it simple. These HeatTech sweats are cozy and warm, perfect for wearing solo.
Polo Ralph Lauren Cable-Knit Cashmere Beanie & Scarf Set
For a gift or for yourself (but probably for yourself), PRLs’s matching cable-knit cashmere beanie and scarf is perfect. Really, what’s winter all about, if not wearing things like this?
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Blundstone #587 Chelsea Boots
For a Chelsea boot that could probably survive the apocalypse, turn to Blundstone. Winter has nothing on the burly upper and water-resistant thermo urethane outsole.
Câbleami Boa Toque
If you’re going to wear a hat in winter, please let it be a stylish one. And one that won’t blow off your head. Take this Japanese-made fleece beanie, for example: cool, casual, and cozy.
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Burberry Wool Blend Peacoat
A Burberry peacoat is one of the best things you can invest in for the cold. It’s chic as hell, with a tailored silhouette and double-breasted buffalo horn buttons, and it’s warm and soft, thanks to its Italian-crafted wool blend.
Alpine Swiss Mason Wool Blend Classic Peacoat
Another great peacoat! Alpine Swiss’ is in a warm wool blend, with a chic double-breasted design and a tailored fit.
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J.Crew Heritage Cotton Cable-Knit Shawl-Collar Sweater
Logan Roy winter is upon us. Pair this with a thick, leather-bound journal and an adult son who wants to take all your power for himself.
Naadam Original Cashmere Sweater
The obvious essential for winter is, of course, the trusty and classic cashmere sweater. Some are hundreds of dollars, and while that’s cool and all, Naadam has an ultra-soft one for under $100.
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Howlin Cosmic Checkerboard Scarf
A brushed wool scarf is a winter accessory that brings in the functionality you need. Howlin’s colorful checkerboard print is here to bring the fashion, too.
Todd Snyder Nomad Cashmere Hoodie
Treat yourself to cashmere this year—’tis the season, after all. Todd Snyder crafts a chic, luxurious hoodie that’ll keep you looking (and feeling) fantastic.
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Gap Extra Heavyweight Hoodie
For an affordable hoodie you’ll be wearing all the time, Gap has you covered. This is the brand’s heaviest style, with a relaxed, slouchy, structured fit that sits perfectly under blazers and jackets alike.
Vince Wool Cashmere Jogger
Wool and cashmere are the coziest winter fabrics money can buy. Vince knows it, and makes a damn good pair of joggers that you’ll want to wear all the time.
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Ugg Biltmore Waterproof Chelsea Boot
The Chelsea boot is a timeless style that makes any outfit a little bit better, but if you bring out any old leather or suede option this winter, it’ll get ruined. Ugg has a waterproof pair to quiet your worries, though; they’re cool, classic, and have a grippy rubber sole for those especially slippery sidewalks.
J.Crew Solid Cashmere Scarf
Don’t overlook the power of a cashmere scarf. Our readers love J.Crew’s timelessly elegant and endlessly soft option, with a fringed hem for some extra flair.
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Quince Mongolian Cashmere Button-Down Sweater
Quince specializes in affordable cashmere, so you’d be remiss to not shop this stylish button-down sweater for under 100 bucks.
Uniqlo HEATTECH Tights
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L.L. Bean Windproof Wool Gloves
Stash these in your coat pocket, and be glad for it later. LLB’s warm, wind-blocking wool gloves are the ultimate match for what the season has in store.
Brooks Brothers Paddock Diamond Quilted Vest
There’s nothing like classic quilted vest. Brooks Brothers’ equestrian-inspired style is elevated enough to wear to the office, with a quilted, water-repellent fabric, corduroy collar, and zippered pockets.
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