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It’s time to take layering seriously. Which means you might leave the house in a heavyweight Lady White Co. hoodie below a Harris tweed blazer by Drake’s. Or perhaps you reach for a fuzzy mohair cardigan from Needles before topping it off with a tailored shearling coat produced by Sid Mashburn. We could keep naming examples, or you can find all those pieces and more insulating possibilities in the picks below.
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Fracap x Knickerbocker KF101 Boot
Image Credit: Knickerbocker Knickerbocker partnered with 114-year-old Italian bootmaker Fracap to create two new iterations of its iconic Alpine hiking boot. We’re most taken with the KF101, whose low-top silhouette and grippy Vibram sole make it better suited to Downtown streets.
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Maryam Nassir Zadeh Ramon Leather Jacket
Image Credit: Matches Fashion Zadeh’s lamb-leather jacket balances a spare design with impactful details like a wide belted closure. Wear it with a turtleneck and flared trousers for some slight ‘70s private-eye vibes.
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L.L. Bean x Peanuts Adults’ Sweatshirt, Crewneck, Wild Side
Image Credit: L.L. Bean L.L. Bean + Peanuts: it just makes sense. Our pick from this thoroughly wholesome collaboration is a raglan-sleeve crewneck that depicts Charles Schulz’s canine creation in a mountaineering mood.
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Needles Zigzag Mohair Cardigan Yellow
Image Credit: Couverture and the Garbstore Speaking of Charlie Brown, we can imagine the hapless blockhead looking a bit chicer if he traded in his trademark shirt for this mohair Needles cardigan marked by a zig zag stripe pattern. A simple white tee and wine-colored cords below might be the way to go.
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Private White V.C. x Hamilton + Hare Cotton Cashmere Boxer Short 3 Pack
Image Credit: Private White V.C. It seems like cashmere is everywhere these days. But it took a partnership between Private White V.C. and British basics maker Hamilton + Hare to put it where it’s been sorely needed all this time—in underwear. Or more specifically, these cashmere cotton boxer shorts finished with natural corozo buttons and sold as a three-pack.
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Drake’s Grey Herringbone Harris Tweed Games Blazer Mk. VII
Image Credit: Drake’s Season after season, Drake’s continues to tweak its workwear-inspired line of “Games” tailoring. The latest model in its series, the Mk. VII, is classically styled with triple patch pockets and cut from hard-wearing fabrics like this gray herringbone Harris tweed.
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Lady White Co. Super Weighted Hoodie Dark Taupe
Image Credit: Lady White Co. From blue-collar locales to city streets, layering a hoodie below a parka or a denim jacket is a classic cold weather move across the U.S. And it’s made more successful if said hoodie has a bit of heft, which is the case with this heavyweight cotton piece made in Los Angeles for Lady White Co.
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Our Legacy Wool Archive Box Jacket
Image Credit: Shopbop A wool-blend boucle weave adds texture and bounce to this layering piece from Our Legacy. Though styled like a shirt jacket in appearance, its relaxed fit allows it to be worn like a slouchy cardigan.
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Castatlantic x Morjas The Penny Loafer Cognac & Cream
Image Credit: Casalantic Vintage-inspired, two-toned penny loafers seem to be everywhere this season, but this collaborative pair from Castatlantic and Morjas is worth your time. Why? We’ll cite its durable, double-leather sole and a Goodyear welted construction that that’ll keep it clopping away for many years to come.
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Sid Mashburn Leather-Trimmed Shearling Coat
Image Credit: Mr Porter Sid’s Italian-made shearling coat benefits from a more tailored silhouette that suits it to wool trousers and cashmere crewnecks. Braided leather buttons and a collar that exposes the shearling side adds just enough mountain-man appeal.
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Raleigh Denim Workshop Drawstring Pant Heavy Chambray
Image Credit: Raleigh Denim Workshop The first thing that stands out about these Raleigh Denim Workshop drawstring pants is the heavyweight chambray fabric used to make them. But the true genius of their design is a pair of extra-low, side-facing pockets that conform to the human body’s natural slouching stance.
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Ami Belted Long Coat
Image Credit: Ami Belted long coats can be a deadly serious affair. But Ami’s chosen to keep it laid back, a decision aided by its choice of a marled boucle wool-blend fabric and a generous fit.
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Engineered Garments Deck Jacket
Image Credit: Engineered Garments Deck Jacket What sticks out most about this naval-inspired jacket from Engineered Garments—aside from its uncharacteristically moderate number of pockets—are the metal toggles used to close it. Thanks to the piece’s otherwise pared-back design, that hardware should make a big visual impact on even the simplest of ensembles.
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Clarks x Ronnie Fieg Lockhill Ink Suede
Image Credit: Clarks x Ronnie Fieg Lockhill Ink Suede Clarks tapped Kith founder Ronnie Fieg to design a collection of sneakers inspired by the style of 1990s New York. Which is to say that, yes, we can totally envision Jerry or George rocking these retro suede sneakers before an ill-fated first date.
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Polo Ralph Lauren Plaid Wool-Cashmere Blazer Cardigan
Image Credit: Ralph Lauren When it comes to holiday-party dressing, we’re of two minds: either a tartan dinner jacket for a formal affair, or a shawl collar cardigan if it’s a cozier gathering. This wool-cashmere blazer cardigan from Polo Ralph Lauren splits the difference beautifully and is finished with gold-tone buttons in a 2×4 double-breasted stance.