3 Can’t-Fail Outfits That’ll Make You the Best-Dressed Guy at the Holiday Party


It’s officially the holiday season. And that means it’s also the season of holiday parties. Whether for work or with family and friends, you have a lot of celebrating in your immediate future. You could look at that as an imposition—the universe insisting that you muster the enthusiasm to get dressed for the occasion, time and time again. But that’s kind of a bummer, so we’d instead encourage you to look at this as an opportunity to be the best-dressed guy at the party. And not just once! Play your cards right, and you could feed your style ego for the rest of the year by looking back on all those impeccably executed fits. Here are three different options—for the office, for a really fancy night out, and for a more chilled-out hang—to get you started. Cheers.

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Suit Jacket

Everlane everlane.com


Did you know that Everlane recently released a remarkably well-priced suit? It did! All-in, it’s less than $300, and after getting our hands on it here at Esquire, we can attest that it’s a fantastic value—especially for the holiday party season.

Suit Trousers

Everlane everlane.com


You’ll need trousers to go with that jacket. And (bonus) Everlane’s suit is sold as separates, so you can really tune in the fit to your own proportions, without worrying about a trip to the tailor.

Cotton Crew Tee

Everlane everlane.com


It’s a party, so skip the dress shirt and tie and opt for a tee instead. Even better: Opt for a tonal tee, to make the whole thing feel modern.


Clarks Originals clarksusa.com


Wallabees are having a moment, and you should be a part of it. They’re super comfortable, and they perfectly walk the line between dressed-up and dressed-down.

Unstructured Topcoat

Ami amiparis.com


Like we said: It’s a party! Your coat should match the festive energy.

Shawl-Collar Tuxedo Jacket

Mr P. mrporter.com


Another new addition to the men’s tailoring world: Mr Porter’s in-house brand Mr P. launching its first foray into formalwear. This slim-fit, shawl-collar tux jacket is a very welcome look for the season.

Drawstring Tuxedo Trousers

Mr P. mrporter.com


These tux trousers have a drawstring and an elasticated waist. That’ll prevent your waistband from getting any gaps when you move around (for one thing) and give a little room to over-indulge (for another).

Merino Wool Turtleneck Sweater

Topman nordstrom.com


A bow tie and tux shirt would be fine. But if you want to throw a very stylish curveball, skip them and get a cream-colored turtleneck instead.

Gramercy Whole Cut Shoes

Cole Haan nordstrom.com


Patent leather tux shoes feel overly formal sometimes. Not so for well-polished, whole cut oxfords.

Camel Double-Breasted Coat

Suitsupply suitsupply.com


There’s always room in your wardrobe for a camel coat. It goes with everything from your tux to the track pants you’ll be wearing to get that morning-after cup of coffee. 

Wallace & Barnes Garment-Dyed Chore Blazer

J.Crew jcrew.com


Is your holiday gathering a little less formal? Try this “chore blazer,” which blends a chore jacket and a sport coat into something that’s pulled-together but not too fussy.

Fair Isle Lambswool Crewneck Sweater

J.Crew jcrew.com


If ever there were a time to go for it on the sweater front, this is it. 

511 Slim Fit Jeans

Levi’s levi.com


Simple, slim black jeans are the perfect foundation for pretty much any look—including this one. 

Capri Roccia Sneakers

Koio koio.co


You could wear dress shoes. But these sneakers are a little easier-going, without pulling the outfit into overly casual territory. 

Grandpa Slim Fit Coat

Oliver Spencer nordstrom.com


A classic menswear pattern (houndstooth) plus a modern cut: the best mix of old and new you could ask for.

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