Blair Waldorf’s Best Looks in Gossip Girl

Gossip Girl is known as one of the most fashion-centered television dramas of the 2000s. Many fans of the show aspired to be Blair Waldorf and Serena van der Woodsen, strutting around on the streets of New York City (and sometimes Paris) in Chanel, Moschino, and Oscar de la Renta. Blair Waldorf is known as the queen of the Upper East Side and fashion, often sporting the latest designer pieces that came straight from the runway. Her sense of fashion is very preppy, often sporting her bold colors, chic jackets, and her staple accessory, a headband. 

Even before high school, Blair was no stranger to fashion, with a mother who worked as a successful fashion designer, Blair had access to the latest pieces from her mother’s collections too. Her style is sophisticated and chic, and Blair is one of the only characters who can make a school uniform look good. Although Blair had a lot of cute outfits throughout the series, it’s hard to highlight them all. So we’ve narrowed it down to this list. Here are some of our favorite looks by Upper East Side’s HBIC. 

Photo: Instyle.com

Blair Waldorf sports this look by Moschino while she and Serena are in Paris for the summer. This fun and playful look is very different from other looks Blair sports throughout the show, which are very monochromatic. The fruit patterned top and skirt mesh well together, despite being different colors

Photo: Instyle.com

In this fun and colorful look, Blair mixes the preppy and summery style, sporting this dress while spending the summer in the Hamptons. To accessorize, she paired it with matching shoes and a headband, with a big pink belt. 

Photo: Instyle.com

Blair makes gym uniforms look chic in this cute outfit. Pairing her gym skirt and top with a red bow belt with a matching red wristband and headband. Her long knee-high socks with red go perfectly with this look!

Photo: Glamour.com

This sequin dress is classic Blair and so cute! From the sequin detailing to the tan color, this dress is perfect for any formal occasion. Blair knew how to steal the show at any event she attended.

Photo: Glamour.com

We absolutely love this green coat that Blair wore in the series! Paired with yellow heels, white tights, a gold headband, and a light yellow and brown bag. These staples accessories and the color combination were a perfect match.

Photo: Cosmopolitan.com

We love this leaf patterned dress that Blair sported in the series. Paired with a small orange bag, this is easily one of our favorite looks throughout the season!

Photo: Cosmopolitan.com

This colorful look is classic Blair, as throughout the series she wore colorful coats and tights. This bright yellow coat with the red tights and brown bag with her school uniform was so fun! Blair definitely knew how to make her school uniform look 10 times better!

Photo: Cosmopolitan.com

Blair totally rocked this Parisian chic look! Her mustard yellow beret and handbag go perfect with her dark coat and dress paired with her brown heels.

Photo: Cosmopolitan.com

Blair’s wedding gown is definitely another fan-favorite outfit in the series. The gorgeous ruffled bottom with the floral pattern on the top definitely made every Gossip Girl fan want to get married in this dress.

Photo: Cosmopolitan.com

This red Oscar de la Renta dress is one of the most iconic looks in Gossip Girl. Blair looked stunning in this bright red dress, which she accessorized with a red bag. 

Photo: Vogue.com

Last but not least, we have this look that Blair wore by Marc Jacobs. This look was worn in the very first Thanksgiving-themed episode of Gossip Girl and is another fan-favorite that so many fans have recreated. We absolutely love how well Blair paired this look with the gold dress, patterned tights, and gold necklace. It was simple, sophisticated, and cute, just like Blair’s style.

Have you watched Gossip Girl? Who are your favorite characters? Which one of these looks is your favorite? Leave a comment down below and let us know!

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