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25 Winter Style Essentials

Beanies, big coats, boots, boot socks and so much more.

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Whenever cold weather arrives wardrobes contract. We transition from wearing things because we like how they look to wearing things because they'll keep us warm — with the occasional sacrifice to emphasize the former. Largely, though, it's an "I'll wear whatever works" time of year. But that doesn't mean you must always sacrifice style in order to survive sub-zero temperatures.

Our list of winter style essentials balances form and function, meaning the items here are as high-performing as they are nice to look at. That includes plush beanies that won't pill, jackets with eco-friendly fill, boots that won't falter in a foot of snow, gloves to keep your hands dry and fingers from cracking and plenty more.

Admittedly, finding these things can be hard. Perhaps the coat you really want looks amazing and all but wouldn't keep you warm on a crisp fall morning, let alone nighttime in the dead of winter. It's why we stick to what works, often longer than we should — or long after the look's gone out of style. So, whether you're bolstering your winter wardrobe or building it from scratch, these selections represent 25 different ways to upgrade — in colors correct for the season, too.

Winter Essentials for Men

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Brushed Loopback Trouser
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Wool Camp Socks
Flint and Tinder
Nordic Waterproof Hiker Boots
Herdsman Beanie
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Reversible Yak Herringbone Sweater
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Flint and Tinder
Brushed Wool Shirt-Jacket
Wallace & Barnes
Marquam Peak Fusion Parka
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The Double Knit Sweater
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Taylor Stitch
Mackinaw Wool Cape Coat
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Textured Jogger Pants
Caribou Street Boot
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Original Lined Goatskin Gloves
Tipped Lambswool Gloves
Vintage Thermal Surplus Tee
Shearling-Lined Bean Boot
Geo Windproof Parka
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Low Gauge Socks
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Fisherman Cable Turtleneck
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Wool Patchwork Jacket
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Bulky Watch Cap
Double Cuff Fair Isle Cap
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Plaid Cashmere Scarf
Tasman Slipper
City Hiker
Flat Front Taper Corduroy Pants
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