Revisit one of fashion's most defining TV shows this holiday season with Gossip Girl-inspired outfits you can wear today.&nbsp;

Hey Upper East Siders, looking to dress like Blair and Serena this holiday season? If you grew up during the 2000s, there's a good chance that <a href="https://www.lofficielusa.com/fashion/best-gossip-girl-fashion-moments-blair-waldorf-serena-van-der-woodsen" target="_blank" rel="noopener">Gossip Girl</a> shaped your sense of style. <a href="https://www.lofficielusa.com/fashion/blake-lively-style-evolution" target="_blank" rel="noopener">Serena Van Der Woodsen</a> and Blair Waldorf were the ultimate fashion icons of the <a href="https://www.lofficielusa.com/fashion/the-return-of-early-2010s-indie-sleaze-aesthetic-tumblr" target="_blank" rel="noopener">2010s</a>&mdash;with their modern spins on traditional school uniforms and preppy-chic street style, it was inevitable that the show's fashion would be solidified in pop culture history. With the reboot of the ultra-popular series airing on HBO Max now, the original <a href="https://www.lofficielusa.com/fashion/gossip-girl-reboot-hbo-max-back-to-school-fall-style-inspiration" target="_blank" rel="noopener">Gossip Girl</a> has made a resurgence into the cultural ether. If you're looking to pay homage to one of the most iconic Y2K shows, we have put together a contemporary list of <a href="https://www.lofficielusa.com/film-tv/whitney-peak-zoyda-lott-gossip-girl-reboot-hbo-max-fashion" target="_blank" rel="noopener">Gossip Girl</a>-inspired outfits. XOXO, L'OFFICIEL.&nbsp;

One thing about Gossip Girl fashion, it'll always be bougie. Riffing off the classic school-girl look, this silk chiffon Gucci blouse brings you luxury materials with a private-school twist.&nbsp;
Gucci Silk Chiffon Shirt in Pale Pink, $2,800, <a href="https://www.gucci.com/us/en/pr/women/ready-to-wear-for-women/tops-shirts-for-women/silk-chiffon-shirt-p-721317ZHS785844" target="_blank" rel="noopener">Gucci</a>

Gucci

Would any Gossip Girl-inspired look truly be complete without a statement <a href="https://www.lofficielusa.com/fashion/headband-trend-90s-y2k-fashion-accessory" target="_blank" rel="noopener">headband</a>? Channel your inner Blair Waldorf with this red velvet headband from Jennifer Behr.&nbsp;
Jennifer Behr Red Tori Velvet Headband, $188, <a href="https://www.net-a-porter.com/en-us/shop/product/jennifer-behr/accessories/headbands/tori-velvet-headband/1647597290621392" target="_blank" rel="noopener">Net-a-Porter</a>

Net-a-Porter

Jennifer Behr

<a href="https://www.lofficielusa.com/fashion/preppy-trends-summer-loafers-cardigans-blazer" target="_blank" rel="noopener">Preppy chic</a> is one of the most defining trends of Gossip Girl fashion. Incorporate this trend into your wardrobe with one of 2022's favorite brands, <a href="https://www.lofficielusa.com/fashion/sydney-sweeney-miu-miu-select-event" target="_blank" rel="noopener">Miu Miu</a>.&nbsp;
Miu Miu Leather Loafers with Heel, $1,170, <a href="https://www.miumiu.com/us/en/shoes/loafers_and_lace-ups/products.Leather_loafers_with_heel.5D774D_AZE_F070D_F_045.html" target="_blank" rel="noopener">Miu Miu</a>

Miu Miu

Bring the fashion of Constance Billiard's to the streets with this school-girl-inspired Versace <a href="https://www.lofficielusa.com/shopping/shop-the-mini-skirt-revival" target="_blank" rel="noopener">mini skirt</a>. Style this skirt with a button-down shirt and knee-high socks for the ultimate Gossip Girl-inspired look.&nbsp;
Versace Pinstripe Mini Skirt, $1,033, <a href="https://www.fwrd.com/product-versace-pinstripe-mini-skirt-in-medium-grey/VSAC-WQ68/?d=Womens&amp;currency=USD&amp;countrycode=US&amp;gclid=Cj0KCQiA-oqdBhDfARIsAO0TrGHvPZjY9nAYqbN9Fr1zfDeldQRUp36QbUnz2-iXqejpMaCKd5Y7XTkaApy5EALw_wcB&amp;gclsrc=aw.ds" target="_blank" rel="noopener">FWRD</a>

FWRD

Versace

Taking a page out of Serena Van Der Woodsen's fashion guide, style your pleated mini skirts with a pair of knee-high boots. These brown Valentino boots are the perfect accessory for the winter season.&nbsp;
Valentino Garavani Golden Walk Leather Knee Boots, $2,100, <a href="https://www.modaoperandi.com/women/p/valentino/valentino-garavani-golden-walk-leather-boots/532271" target="_blank" rel="noopener">Moda Operandi</a>

Moda Operandi

Valentino

The seasoned Upper East Sider knows that a chic bag is an absolute outfit necessity. Fit everything you need in this classic and sophisticated <a href="https://www.lofficielusa.com/fashion/best-tote-bags-for-fall-caryall" target="_blank" rel="noopener">tote</a> from Louis Vuitton.&nbsp;
Louis Vuitton OnTheGo MM Monogram Bag, $3,100, <a href="https://us.louisvuitton.com/eng-us/products/onthego-mm-monogram-nvprod2130189v/M45321" target="_blank" rel="noopener">Louis Vuitton</a>

Louis Vuitton

A necessary accessory to the cold New York winter, tights are a wardrobe must-have in the Gossip Girl world. These Saint Laurent <a href="https://www.lofficielusa.com/fashion/best-tights-for-winter" target="_blank" rel="noopener">tights</a> are perfect for the colder seasons and have a cheeky embellishment to add.&nbsp;
Saint Laurent Sheer Black YSL Tights, $210, <a href="https://www.ysl.com/en-us/sheer-black-ysl-tights-808033855.html?targetid=pla-973085832704&amp;location=9067609&amp;gclid=Cj0KCQiAtICdBhCLARIsALUBFcHf5mYfgxmoQg2_W5BYg8iXrGdweLvtiF4tNRQ-a_dUrDypiK9tdVcaAhPyEALw_wcB&amp;gclsrc=aw.ds" target="_blank" rel="noopener">Saint Laurent</a>

Saint Laurent

Gossip Girl has some of the most iconic dresses in TV history. Take inspiration from the show's vibrant colors and 2000s silhouettes with this green Prada dress.
Prada Sleeveless Mini Dress, $3,600, <a href="https://www.farfetch.com/shopping/women/prada-sleeveless-mini-dress-item-18395135.aspx?storeid=12113" target="_blank" rel="noopener">Farfetch</a>

How to Get the 'Gossip Girl' Look

Tags

Related Articles

Shopping

8 Stylish Pant Suits For Women to Shop Just in Time For the Holidays

Fashion

Best Fashion Moments From 'Emily in Paris' Season 3

Fashion

Channel Your Inner Upper East Sider & Shop These 7 Emerging Brands From 'Gossip Girl' 2.0

Recommended posts for you

Beauty

Rhode's Cinnamon Roll Lip Tint Is Finally Here

Fashion

These Timeless Luxury Accessories Were Made to Cherish for a Lifetime

Beauty

The Evolution of Rocker Hair

Fashion

Louis Vuitton Re-Opens in NYC With Five-Floor Extravaganza

Music

Tate McRae Announces 2025 Tour, Drops New Single

Fashion

Dior's Lady Art Project Returns With Stunning Artist-Made Bags

Pop culture

20 Rare Photos of Young King Charles III: A Look at His Earlier Life

Fashion

Skims Teams Up With Dolce & Gabbana for a Luxurious Collaboration