8 Winter Outfits I Plan on Stealing From Gossip Girl

Not to be dramatic or anything, but Gossip Girl shaped a lot of my personal style growing up. Between the way the characters styled their uniforms (I wore a uniform from second to 12th grade) to the many different brands and designers I was introduced to throughout the series, when I think of this show, I think of the fashion more than the drama, and that's saying a lot. Yes, much of the fashion and styling seem dated now, but every once in a while, I like to take a look back at some of the outfits from the show to see how I can re-create them in the present time.

That's exactly what I did in an effort to uncover as much winter outfit inspiration as possible. There is just something about my winter wardrobe that leaves me feeling a tad uninspired more often than not, so turning to things like Instagram, street style, and now, Gossip Girl help get my wheels turning. Including everyone from Blair to Jenny, see some of my favorite winter Gossip Girl style moments and shop the pieces you'll need to re-create the seasonal looks.

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This simple and tonal look is exactly what I imagine wearing to the theater or a holiday party during the winter. You know, those nights where you can't fathom wearing another pair of boots so you suck it up and brave the cold in some sleek sandals just for one night. 

Get the look:

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I've always wanted to wear earmuffs but was always too afraid to style them. This season, I plan on testing out a toned-down version of this look but with the same preppy vibes via a fur-trimmed coat and simple earmuffs to match. 

Get the look:

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We all know Blair Waldorf had her fair share of impeccable outerwear, but it was how she styled it all that really made her a fashion icon. Taking cues from this look here, I shall be investing in leather gloves and pretty ruffled blouses to take all of my winter coats to new sartorial levels. 

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Serena typically had a more bohemian-inspired wardrobe that really wasn't for me, but this simple knee-high boot styling is something I could get on board with. My coat choice would be this one here, but as far as the skinny jeans and boot coloring goes, I'm fully on board. 

Get the look:

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Winter whites can seem cliché, but as an avid Christmas lover myself, I'm all about the cheese this time of year. Since Blair really knew her designers, I figured why not pull out all the stops and shop out luxury pieces I think she would 100% approve of. 

Get the look:

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I remember looking at this uniform styling when I was in high school and truly contemplated applying it to my uniform at the time, which would have resulted in detention, so I never did. But now that I am uniform-free and, well, an adult, I plan on snatching up the next pleated skirt I can find and wearing it with all my chunky sweaters and boots alike. 

Get the look:

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This look is all about the color inspiration. What was once considered a bit too 2000s for my taste, this pink-and-green duo now feels like just the fresh coloring my winter needs. 

Get the look:

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It might seem weird, but matching your tights to your shoes feels like the coolest thing I could do to jazz up my more elevated winter ensembles. After all, tights are the easiest way to make your cold-weather outfits more exciting.

Get the look:

Lauren Eggertsen
Editorial Director

"Copy (200 words): Lauren Eggertsen is currently the editorial director of Who What Where and has worked at the company for nearly seven years, where she started as an associate editor and has since worked her way up. Lauren has over 10 years of experience in the fashion editorial space, starting her career with internships at Marc Jacobs, Marie Claire, and The Zoe Report, where she was later hired as their editorial assistant. Lauren has worked in the Los Angeles and New York Who What Wear offices but currently calls L.A. home. It is here where she leads and manages Who What Wear's fashion team and oversees all day-to-day editorial content and large tentpole moments. This includes all of the runway, trend, and shopping-driven content that ultimately helps to build a strong brand reputation within the industry. Lauren's role also includes helping to set the fashion direction for all original photo shoots and often styles many of the celebrity cover shoots, including big names like Sydney Sweeney, Lindsay Lohan, and Megan Fox. 


She has also attended multiple fashion weeks, including New York, London, and Milan, where her personal style has been featured on sites such as Elle.com, HarpersBazaar.com, and Vogue.co.uk. She prides herself on discovering and supporting small brands and on her knack for a good vintage shopping find. When she isn't working, she enjoys researching and dining at reputable restaurants around both her neighborhood and the globe.