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Home › What To Wear › What To Wear: Holiday Party & New Year’s Eve

What To Wear: Holiday Party & New Year’s Eve4 min read

By Khoi Nguyen — May contain affiliate links (Details)Leave a Comment


Where did the time go? It seems like the older I get the faster the years pass by. I don’t know about you, but I’m excited and ready for 2021. I feel like I say that every year, but there’s something about a fresh slate appeals to the optimist in me.

What To Wear: Holiday Party & New Year's Eve Lookbook | GENTLEMAN WITHIN

Before we ring in a new year, it’s time to celebrate the year that was. I’m sure that you have been or will be attending holiday parties throughout the remainder of the year (or not because of a worldwide pandemic), and of course there’s the New Year’s Eve celebration.

Some years I like to keep things low-key and stay in, but other years I like to go out and ring in the New Year with close family & friends.

What to Wear on New Year's Eve & Holiday Party | Men’s Style Lookbook

Whether you’re going out with the boys, hitting up a few dinner parties or taking your significant other out on a special date, I’ve got 3 looks to inspire your holiday party or NYE get-ups this year.

HOLIDAY PARTY & NEW YEAR’S EVE OUTFITS FOR MEN

With 2021 on the horizon—it’s time to turn it up, to get on that next level and most importantly, to stay there.

Let’s go!

LOOK 1: TURNT UP

Maybe you’re still young and ready to turn up this holiday season. I’m not talking college-level turn up, but a more mature turn up.

Turnt Up Flatlay | GENTLEMAN WITHIN
Leather Jacket: Peter Manning NYC (alternatives) | Shirt: Asos (alternative) | Pants: Levi’s (similar) | Boots: Thursday Boot Co. | Belt: Anson Belt & Buckle
Look 1: Turnt Up | GENTLEMAN WITHIN
Leather Jacket: Peter Manning NYC (alternatives) | Shirt: Asos (alternative) | Pants: Levi’s (similar) | Boots: Thursday Boot Co. | Belt: Anson Belt & Buckle

This is a casual, stylish look that can take you from pregame to the bars or club in effortless style. I’ve paired the fall essential brown leather jacket with slim, gray corduroy pants.

It’s a relatively muted look. The colors don’t pop, but the individual pieces do. The leather jacket speaks for itself and the dotted gray button up is fun without screaming “look at me.” Finally, I finish off the look with the navy, suede boots which has a serious combat boot aesthetic.

Look 1: Thursday Captain Boots
Boots: Thursday Boot Co.
 

A post shared by Khoi N. | Gentleman Within (@thegentwithin) on Dec 24, 2017 at 4:27pm PST

LOOK 2: THE NEXT LEVEL

They say to dress for the job that you want not the job that you have. So if you want to be the boss, why not dress like one?

Second on the list of New Year’s Eve outfits for men takes things to the next level. And nothing says next level quite like a braces (suspenders), necktie and tie bar combination.

The Next Level Flatlay | GENTLEMAN WITHIN
SHOP THIS LOOK—Suit: Black Lapel (sold out) | Shirt: GAP (similar) | Boots: Allen Edmonds (similar on a budget) | Necktie: Cotton Brew | Watch: Brathwait | Suspenders: Amazon (similar) | Tie Clip: The Tie Bar
Look 2: The Next Level | GENTLEMAN WITHIN
SHOP THIS LOOK—Suit: Black Lapel (sold out) | Shirt: GAP (similar) | Necktie: Cotton Brew | Suspenders: Amazon (similar) | Tie Clip: The Tie Bar

I never wear suspenders, in fact this is my first pair of braces I’ve ever owned. Incase you’re wondering, the difference between the two is that braces attach to the buttons (custom) on the inside of the pant’s waistband, whereas suspenders clip on to the pants. Braces are a better look in my opinion.

You’ll surely be levels above with a killer pair of dress boots in a dark brown color to ground the look. If you have a French cuff shirt, I’d say wear it with your best pair of cufflinks.

Allen Edmonds Dalton Boot Review 2022 (4 Years Later Still Worth It?)» You Might Like This: Allen Edmonds Dalton Boot Review.

Even if you never wear suspenders, it’s worth considering on an occasion like New Years Eve. One thing’s for sure—that you’ll be taking it to the next level with a look like this.

Look 2: Allen Edmonds Dalton Boots
Boots: Allen Edmonds (similar on a budget)
 

A post shared by Khoi N. | Gentleman Within (@thegentwithin) on Dec 27, 2017 at 3:33pm PST

LOOK 3: STAY ELEVATED

So you’ve made it to the top. Now it’s the hard part of staying there.

You can elevate your date night or NYE look with a turtleneck, colored dinner jacket combination.

Stay Elevated Flatlay | GENTLEMAN WITHIN
SHOP THIS LOOK—Dinner Jacket: Paul Smith (similar) (alternative on a budget 1) (alternative on a budget 2) (alternative on a budget 3) | Turtleneck Sweater: Banana Republic | Pants: Uniqlo | Shoes: Beckett Simonon | Watch: Invicta | Pocket Square: Saks Fifth Avenue
Look 3: Stay Elevated | GENTLEMAN WITHIN
SHOP THIS LOOK—Dinner Jacket: Paul Smith (similar) (alternative on a budget 1) (alternative on a budget 2) (alternative on a budget 3) | Turtleneck: Banana Republic | Pants: Uniqlo | Shoes: Beckett Simonon | Watch: Invicta | Pocket Square: Saks Fifth Avenue

This is a look that will turn heads for all the right reasons. The statement dinner jacket stands out, but isn’t obnoxious. It’s festive, yet tasteful.

This is a great New Year’s Eve or date night ensemble. The jacket paired with a ribbed turtleneck and black pants/oxfords give off an air of casual elegance.

All black is boring so I opted for black on the bottom with color up top. I say go for a jacket in colors such as navy, burgundy, merlot or green to mix it up. This works because the green jacket and beige turtleneck livens up the overall look.

I finish the look with a clean white pocket square with a classic presidential fold.

Overall, I feel that this look achieves great balance so you can stay elevated, not just on this night, but for the year to come.

Look 3: Beckett Simonon Dean Oxford
Shoes: Beckett Simonon
 

A post shared by Khoi N. | Gentleman Within (@thegentwithin) on Dec 30, 2017 at 2:33pm PST

IN THE END

I hope these looks provided you with styling inspiration for this holiday season and New Year’s Eve festivities. Have a wonderful holiday season and a blessed New Year!

Onto you. What’s your ideal holiday party or New Year’s Eve getup?

Let’s continue the discussion over in the Gentlemen Within Private Facebook Community.

Looking forward to seeing you in there.

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Filed Under: Events, Lookbook, Style, What To Wear Tagged With: Dinner Jacket, Dress Boots, Holiday Style, Leather Jacket, Lookbook, New Year's Eve Style, NYE, NYE Style, Oxfords, Suspenders, Turtleneck

About the Author

Khoi left the advertising industry, transitioning into a full-time style blogger. He created Gentleman Within as a way to document his own style journey while helping others along the way. He believes that style is worth caring about, and that through style, men can become their best selves. Connect with him on Instagram, Facebook and Twitter.

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