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The 10 Best Menswear Picks for Your Holiday Party

We've rounded up 10 of the most stylish pieces for you to sport to your upcoming holiday party.

The 10 Best Menswear Picks for Your Holiday Party

Chances are, your office holiday party this year is a low-key affair—at least compared to the sheer excess we got used to in pre-Covid times. Remember when dates were invited? Or when open bars went longer than two hours? Those were the days.

Even if your holiday party is relatively casual, you’ll want to arrive in your most stylish cold-weather gear. This is the opportunity to remind your friends and colleagues that you do indeed have exquisite taste.

Our editors have rounded up 10 of our favorite menswear picks to rock this holiday season, from timeless timepieces to cozy cashmere sweaters. Party on.

American Trench Herringbone Tweed Blazer
American Trench Herringbone Tweed Blazer

Our team’s most coveted sport coat is this U.S.-made gem from Philly’s mighty American Trench. —CF

Buy: $847
Aurélien Cashmere Jacquard Polo Sweater
Aurélien Cashmere Jacquard Polo Sweater

Chances are, a cashmere polo, corduroy trousers, and leather boots are all you need to look great this month. We love this buttonless light-brown option from Aurélien. —CF

Buy: $352
Rolex Oyster Perpetual Date Black Dial
Rolex Oyster Perpetual Date Black Dial

The best watch I saw at my friend’s holiday bash wasn’t the biggest, newest, or flashiest—it was a 34mm vintage Date with a black dial that looked awesome with its wearer’s casual suit, beard, and tattoos. There’s nothing more timeless than a timepiece with a story. —CF

Buy: $5600
Percival Cashmere Rib Socks
Percival Cashmere Rib Socks

Your outfit starts with the basics. Socks probably won’t be your flashiest garment, but these brand-new cashmere ribbed socks are soft, stylish, and perfect for chilly winter evenings. —JP

Buy: $29
Buck Mason Donegal Tweed Balmacaan
Buck Mason Donegal Tweed Balmacaan

The topcoat your grandpa would have worn—with a splash of contemporary elegance. It’s handwoven in Ireland and built to look great on any figure. —CF

Buy: $848
Polo Ralph Lauren Cable-Knit Wool & Cashmere-Blend Sweater
Polo Ralph Lauren Cable-Knit Wool & Cashmere-Blend Sweater

Add some East Coast charm to your holiday wardrobe with this cashmere-and-wool-blend rollneck sweater from Polo Ralph Lauren. It’s guaranteed to turn heads as you channel your inner Chris Evans. —JP

Buy: $350
Patrick James Reserve Cashmere Turtleneck
Patrick James Reserve Cashmere Turtleneck

Butter-soft, instantly flattering, and way more unpretentious than you’d expect a turtleneck to look, the PJ Reserve cashmere is a warm-weather staple. —CF

Buy: $275
Unmarked Chelsea S.E. Black Boots
Unmarked Chelsea S.E. Black Boots

This top-tier leather, crafted by Mexican artisans, molds to your foot like a glove after a couple wears. Unmarked boots are compliment magnets, eminently wearable on- and off-duty. —CF

Buy: $370
Citizen Promaster Dive
Citizen Promaster Dive

Don't feel like splurging for a Rolex? Citizen’s best-selling dive watch is a stunner that is guaranteed to turn heads. And thanks to this sweet winter deal, it's less than $500. —JP

Buy: $413
Uniqlo Smart Ankle Pant in Corduroy
Uniqlo Smart Ankle Pant in Corduroy

These trousers are a secret weapon. They look far more expensive than they are, and they’re far more comfortable than they look. Go for the 58 Dark Green color. You’ll thank us later. —CF

Buy: $50