Holiday Outfits for Everyone: An Inspirational Guide

In addition to being a special time to gather with family and loved ones and enjoy some well-deserved rest and relaxation, the holiday season also brings several occasions to dress up for. The plethora of events will most likely fill up your calendar and put a strain on your fall/winter closet. From office parties to family get-togethers to special dinners, there will be no shortage of events for which you need to muster up your best winter- and relative-approved holiday look. But if you're feeling stumped about how to style your next ensemble, there's plenty of inspiration from the street style stars. Whether you're a minimalist who prefers pared-back styles or a trendsetter seeking something new and bold, we've rounded up some last-minute holiday outfit inspiration for just about every style. Keep scrolling for chic holiday outfits to try out this season, and consider your winter wardrobe set.

Holiday Outfits

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Collage Vintage

Spice up any holiday outfit with pops of red.

Fun holiday outfits

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Collage Vintage

Go bold in a head-to-toe monochrome look.

Cute Holiday Outfits

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Collage Vintage

When considering what to wear with your holiday sweater, never underestimate a striking pair of statement jeans.

Perfect Holiday Outfits

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Collage Vintage

Don't be afraid to mix and match unexpected pieces. A festive cardigan looks extra cool worn with a two-piece suit in a contrasting color.

Classy Holiday Outfits

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Collage Vintage

A maxi skirt in a cool fabrication—like patent leather—is an exciting winter-appropriate piece. Top it off with a shearling coat, and you're ready to go.

Best Holiday Outfits

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Collage Vintage

If in doubt, a two-piece suit looks effortless and chic when pared back with a plain blouse or T-shirt. Choose an unexpected color to make an even bigger fashion statement.

Holiday Outfits for Everyone

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Collage Vintage

Oversize slacks look especially chic when cropped and worn with mules. Top off the look with a cable-knit sweater and long coat to stay warm.

Holiday Outfits for Parties

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Collage Vintage

Argyle prints are always a hit during the holidays—whichever way you wear them.

Interesting Holiday Outfits

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Collage Vintage

A chic blazer with a colorful statement skirt and boots is a surefire hit at any party.

Unique Holiday Outfits

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Collage Vintage

Top off an all-black ensemble with a velvet robe or blazer in an eye-catching color.

Top Holiday Outfits

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Collage Vintage

Pair a tailored blazer with an A-line skirt for a sophisticated look that adheres to any dress code. 

Chic Holiday Outfits

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Collage Vintage

A simple sweaterdress never goes out of style. 

Holiday Outfits With Slouchy Boots

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Szymon Brzóska/THE STYLE STALKER

If you thought slouchy boots are to be paired with mini skirts only, think again-- a slouchy knee-high boot looks even more stylish styled under a midi-skirt. 

Holiday outfits with contrasting colors

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Szymon Brzóska/THE STYLE STALKER

A pair of brightly-hued statement pants are sure to be the center of attention at any gathering-- family or otherwise. 

Holiday outfits with jeans

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Szymon Brzóska/THE STYLE STALKER

Dusters are back and better than ever, especially when pair with similarly-hued accessories and a turtleneck. 

Holiday outfits with culottes

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Szymon Brzóska/THE STYLE STALKER

Culottes are this season's coolest pants. Stock up and then pair them with knee-high boots and a cozy turtleneck for a look that is both fashion-forward and comfortable. 

Classic holiday outfits

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Szymon Brzóska/THE STYLE STALKER

Hoping to look classic and elegant this year? Might we suggest leather pants, a white blouse and, perhaps... a beret? 

Casual holiday outfits

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Szymon Brzóska/THE STYLE STALKER

On the other hand, sometimes you just want to wear your everyday uniform. Jeans, platform boots and a black turtleneck are sure to do the trick. 

Chic holiday outfits

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Szymon Brzóska/THE STYLE STALKER

Give a neutral outfit an unexpected pop with a layered neon shirt. The guests at your holiday event will be talking about you long past New Years Eve. 

Holiday outfits with mixed prints

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Szymon Brzóska/THE STYLE STALKER

This outfit might be the best yet, in our humble opinion. Style unexpected prints with each other for a look that is equally as unexpectedly wonderful. 

 

This post was published at an earlier date and has since been updated by Aleksija Vujicic.

 

Next, see more party outfits to get you through the holidays.

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