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Mixing cocktails, stirring the fondue, playing a classic Sinatra holiday album... your outfit should match your hosting skills: charming and comfortable. Critter cords are preppy and fun, not whale preppy stiff. Match casual and sophisticated with a red Henley and Grenson lace-ups.

Work off the spiked eggnog and head outdoors for a breath of cool, fresh air. This red heavier cotton sport shirt is more forest ranger, less Santa. It’s durable yet soft, and built to last. Finish off with tan khakis and Eastland boots. (Think: Montana. Field and Stream. Trekking.)

Get toasty after a vigorous day on the slopes. Grab a Fair Isle sweater and park yourself next to a roaring fire. Finish this mountain luxe look with a pair of natural-colored denim jeans. And keep your Filson Sebago boots at the ready in case of a late-night snowball fight.

Add some serious heritage to your closet with this field-­‐tested jacket from iconic English brand Gloverall. Stay warm while driving the backcountry roads to grandma’s house in this highly functional jacket. A shawl collared sweater and dark wash denim are classic and comfortable. Remember: the journey is often the best part. 2:22

Add some cheer to your winter wardrobe by switching up your silk and cotton ties with a heavier gauge wool check. What to wear for that dinner date, big meeting, or trip to see “The Nutcracker”? A timeless, two-­‐button charcoal gray suit.

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Tis the season to mix, match, and perfect your own winter style.

To help you make sense of it all we've picked 20 of our favorite essentials, all from Bonobos. Here are five looks to help you navigate the colder months and to get your festive spirit in check."

Brett Fahlgren

Brett Fahlgren

Executive Merchandising Stylist

GQ
The Picks

Some might say traditional, others even old-fashioned, but you know he’s simply classic. From his sweater to his sport coat, his trousers to his topcoat, he exudes an understated elegance that warrants a healthy dose of respect, and possibly an honorary Ivy League degree in genuine class.

Between nine and five, sometimes even later, he’s strictly business. And he wears the clothing to match. Immaculate suits, crisp shirts, stately ties – he takes as much pride in his appearance as he does in his work. At least until Happy Hour. Then all bets are off.

His interpretation of masculinity leans in the direction of brawn, and he’s never happier than when he’s in the great outdoors, ideally in something plaid and flannel-y. He craves the woods, loves the sea, and isn’t afraid to get his hands dirty. Except when it comes to cleaning the gutters.

He’s quick with a joke and even quicker with a drink order. Incorrigibly funny, witty to a T, good-natured in a way that puts everyone at ease, and able to recite more ‘80s songs than the karaoke machine has room for . . . sound familiar? Eccentric, yes. Awesome, indeed.

His glory days on the gridiron may be long behind him, but he still enjoys the heck out of his sports. From softball to ski trips, even that brief flirtation with squash, he lives an athletic lifestyle that shows in his attire. And when he asks for that extra order of wings come game day, oh, he’s earned it.

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Need more help finding a gift? Tweet @Bonobos using #GiveBonobos and we'll help you out.

Note: GQ Picks were provided by our promotional partner, GQ.