26 Winter Essentials to Keep You High, Dry, and Impossibly Fly

Winter grails so rare they'll delight the finickiest person on your list—especially if it's you.
26 Winter Essentials to Keep You High Dry and Impossibly Fly

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Today’s hype-fueled fashion landscape yields a mountain of fresh menswear every month. Which is why every issue of GQ now includes The Drops, a guide to the best of the best new gear as it hits stores. To help you bundle up in impeccable fashion, we’ve gathered 25 of the wildest and waviest designer must-haves—including a plush fleece zip-up, an iridescent puffer, and a pair of blizzard-busting leather boots.


WELL-TO-DO WELLIES

Socks shown in white boots, $170, by Etro. Socks shown in brown boots: $18 (top), by Los Angeles Apparel, and $34 (bottom), by Philip Huang.Photograph by Kenyon Anderson. Styled by Haley Gilbreath. Set design, Elysia Belilove at 11th House Agency.

When your rain boots are as opulent as these Dior Men rubber stunners, made in Italy and embossed with the maison’s legendary motif, you’ll start to actually look forward to ferocious downpours ($980).


PLAYFUL PULLOVER

The year’s unlikeliest partnership—between prep stalwart Polo Ralph Lauren and mall-punk fave Element—has delivered the season’s funnest sweater: an irreverent skater spin on a traditional Fair Isle knit ($698).


WINTRY WATCH

From the ceramic bezel to the sporty rubber strap, everything about this Omega Seamaster Planet Ocean 600M chronometer is as cool and crisp as fresh-laid snow ($6,100).


COPPER COAT

Some clothes look metallic; this Vollebak jacket actually is metallic, crafted from a shimmering fabric made largely of copper that will grow richer and deeper in tone over time ($1,295).


HEFTY HEADGEAR

There are big hats, and then there’s this towering Burberry faux-fur trapper—a signature of designer Daniel Lee’s first two seasons for the storied British house (price upon request).


ELECTRIC EYEWEAR

Fair warning: If you plan on taking these enormous mirror-lensed Moncler goggles out for a spin, be certain you’ve got enough powder-carving skill to justify the attention they’ll garner ($410).


SHAGGY SET

The ingredients for a perfect chilly December morning: a piping hot mug of coffee, a John Prine record spinning softly in the background, and the cozy comfort of this absurdly fluffy Loro Piana cashmere sweatsuit (top and bottom, $6,200 each).


PARTY PANTS

The shine, the zippers, the color, the ultrawide cut: Raver style is back, baby, and these glitzy Gucci cargoes are proof ($3,300).


SPLASHY STRAPS

Even in small doses—like, say, via these slim, vivid belts—Homme Plissé Issey Miyake’s signature polyester pleats pack an outsize wallop ($180).


GRACEFUL GLOVES

The key to never leaving your gloves in a Lyft again? Procuring ones as beautiful and distinctive as this suede pair from Brunello Cucinelli ($1,395).


UNCOMMON BOMBER

This Berluti grail borrows the timeless, boxy silhouette of a WW II–era flight jacket, but the exquisite patina of the rich green calfskin is a serious step up from anything you’d find at the surplus store ($7,550).


LUMBERJACK VEST

Isabel Marant’s tough-guy, sherpa-lined flannel vest will supercharge your favorite long-sleeve tees when it’s milder out, and your burliest sweaters once the temperatures drop ($790).


SHARP SHOPPER

A.P.C.’s French ease and JW Anderson’s British wit combine beautifully on this practical, punchy canvas tote ($470).


BASKET BOOTS

Is there anything Bottega Veneta’s iconic woven leather can’t make more alluring? Based on these luscious lambskin ankle boots, the answer is a resounding no ($4,200).


TRAVEL TIMEPIECE

Rolex gave its most complicated watch—the jet-setting Sky-Dweller, distinguished by its dual-time-zone display and annual calendar function—a sparkling facelift, by way of an 18-karat white gold case and a sturdy Oysterflex bracelet ($42,700).


POLISHED PUFFER

The Italian outerwear masters at Herno specialize in down parkas that are practical enough for a day in the Dolomites and sleek enough for a night out in Milan ($995).


SIZABLE SHEARLING

Dolce & Gabbana cranked the volume all the way up on this gargantuan shearling jacket, with its balloon-like sleeves amplified by the dramatically cropped waist ($9,995).


SOFA SLACKS

Inspired by his godfather’s work as a furniture upholsterer, Craig Green decorated these trousers with carpet-like chenille embroidery and a frayed cord trim meant to mimic the tasseled edges of an antique sofa ($1,140).


HIGHLIGHTER HAT

No matter how foul the weather gets, this Acne Studios beanie—with its charming ear flaps, cozy alpaca-blend knit, and blazing neon hue—will keep your noggin warm and your spirits high ($210).


SAFARI BLAZER

For his milestone Banana Republic collaboration, Peter Do drew directly from the brand’s adventure-outfitter heritage to devise this elegant leather-trimmed shooting jacket ($700).


SINGULAR SOCKS

Keep these Marni socks on standby for those days when you look in the mirror and realize your outfit could stand to be about five percent freakier ($125).


Y2K SHADES

The dream of the aughts is alive in these bedazzled Chanel wraparounds that look—in the best way possible—lifted straight off the VMAs red carpet circa 2003 ($900).


LAVISH LAYER

It might look like a crunchy polar fleece jacket, but this grape Emporio Armani stunner is actually made from real-deal sheepskin, complete with lush leather accents on the pockets and under the collar ($4,695).


DOWNHILL OVERALLS

The Supreme box logo and this striking camo print will ensure you look slick on the slopes; the windproof, water-resistant Gore Windstopper outer and toasty fleece-bonded backing will help you actually perform well out there too (price upon request).


FORMIDABLE FOOTWEAR

That glossy cherry red leather is plenty fetching, but the real star of these Givenchy boots is the mile-high, slush-defeating tread soles ($1,050).


BUSHY BAG

Who says your outerwear has to hog all the shearling? With its fleecy exterior and smooth suede straps, this Saint Laurent by Anthony Vaccarello duffel is a study in mighty textures ($5,150).

Yang-Yi Goh is GQ's Style Editor.

A version of this story originally appeared in the November 2023 issue of GQ with the title “26 Winter Essentials to Keep You High, Dry, and Impossibly Fly”


PRODUCTION CREDITS:
Photographs by Bowen Fernie