8 Winter Party Outfits That Are Peak "Cool Girl"

We're in the full swing of the holiday party season, which means we have been doing deep dives into everything worth adding to your cart for anything involving a festive invitation. From jaw-dropping party shoes to the cool capsule collections to have on your radar to the best holiday shopping of the season, there are many noteworthy finds to have your eye on right now. If you want to see them in action, though, I've turned to fashion insiders for the winter party outfits that are peak "cool girl."

This season, we're seeing a range of approaches to festive dressing that span the fashion spectrum from minimalism to maximalism. I'm eyeing everything from Nensi Dojaka's signature "floss" minidresses to sleek '90s-inspired looks to pieces from Magda Butrym that tap into the rosette trend set to take over in 2023. Ahead are the best winter party outfits to inspire your holiday attire.


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Sequined dresses are getting the '90s treatment this season with super-micro styles that are finished with simple lines and barely there straps.


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Made a sleek slip dress feel dressed-up by adding a pair of strappy heels and a winter-ready leather trench coat.


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Nensi Dojaka is undeniably one of the designers of the year, so it comes as no surprise that the brand's signature "floss" dresses are already a favorite on the holiday party scene.


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If you want an alternative to dresses, follow Paloma Elsesser's lead and pair a printed corset top with tailored trousers. Then, grab a metallic bag to add a holiday-geared accessory.


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Rosettes are one on the most talked-about trends from the spring/summer 2023 runways in our editor Slack chats. No brand does them better than Magda Butrym, who has some of the most coveted versions on the market right now.


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Hemlines have been getting longer this year and that will continue into party season. Pair a long maxi dress with knee-high boots for a look that feels directional and unexpected.


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Here is yet another great maxi look. This time, it's a floor-sweeping skirt look paired with a long-sleeve shirt and heels that's so good I want to replicate it immediately.


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Black dresses are a holiday go-to that are 10 times more interesting when you pay attention to the silhouette and add some showstopping accessories.

Next: Moda Operandi's Co-Founder Told Me 3 Holiday Fashion Trends That Will Be Major

Associate Director, Special Projects

Kristen Nichols is the Associate Director, Special Projects at Who What Wear with over a decade of experience in fashion, editorial, and publishing. She oversees luxury content and wedding features, and covers fashion within the luxury market, runway reporting, shopping features, trends, and interviews with leading industry experts. She also contributes to podcast recordings, social media, and branded content initiatives. Kristen has worked with brands including Prada, Chanel, MyTheresa, and Luisa Via Roma, and rising designers such as Refine and Tove, and her style has been featured in publications including Vogue.com, Vogue France, WWD, and the CFDA. Before Who What Wear, Kristen began her career at Rodarte, where she worked on assistant styling, photo shoots, and runway shows, and at Allure, where she moved into print and digital editorial. She graduated from the University of Southern California, where she studied art history and business, and currently lives in New York.