Gossip Girl: Blair’s 10 Best Dresses, Ranked

Gossip Girl cared as much about the outfits as the characters did wearing them. And in a show so enamored with fashion, perhaps no character was as symbolic of the show’s brand as Blair Waldorf. One of the two de facto leads of the show, Blair represented the more conservative and elitist side of New York, and her wardrobe reflected it. Known for her preppy yet fashion-forward clothes, Blair always took risks. She mixed colors and patterns, favored skirts and dresses over pants, and loved her accessories, including her trademark hairband.

Over the show’s 121 episodes, Blair wore a parade of beautiful gowns, all representing her essence and class. And while all of them contributed to the character’s reputation as a true fashion icon, some of them earned their spot as the most unforgettable in the series.

10 Dior – Season 5, Episode 8

Maternity clothes were always going to fit brilliantly in Blair’s collection, and this adorable orange Dior is the perfect proof. Worn in the early days of season 5, while still engaged to Prince Louis, Blair was a vision in this vibrant splash of color.

With minimal accessories, just a pair of earrings, and a simple yet classy hairdo, she was the perfect representation of maternal bliss. The bow at the top of the dress goes incredibly with Blair’s style, making this an instant star in her already impressive closet.

9 Carolina Herrera – Season 2, Episode 12

For the annual Snowflake Ball, Blair went with this classic dress from the Venezuelan designer. Featuring a full skirt, almost as dramatic as Blair herself, the strapless gown makes her look like a real-life princess.

The blue color not only goes perfectly with the ball’s theme, but it also complements Blair’s skin tone. Her flowy mane falls elegantly beyond her shoulders, and the 11-carat diamond Erickson Beaman necklace around her neck brings the look full-circle, confirming her status as actual Upper East Side royalty.

8 J. Mendel – Season 4, Episode 7

For her birthday party in season 4, Blair went for a striking burgundy piece from the Fall 2009 J. Mendel collection. Featuring large black bows, both around her waist and on her back, the dress was one of the most melodramatic looks Blair ever wore.

The burgundy tone is a surprising choice for her since she usually favored brighter colors. And while her hair might have looked a bit better had it been up, the look is a complete success overall. As a fun factoid, both Blair and Serena wear J. Mendel looks during this episode, each in their own unique style.

7 Collette Dinnigan – Season 1, Episode 18

For Lily and Bart’s wedding, Blair went with this short floral number from renowned Australian designer, Dinnigan. A spring wedding, Blair opted for an entirely pink number, sporting a headband, dress, purse, and shoes – all in the same bright shade.

The large flowers, on her head and chest, might be too much for others, but they fell right at home with Blair. And while her earrings and shoes are quite flashy, the look is just the right amount of over-the-top, without ever becoming gaudy.

6 Jenny Packham – Season 4, Episode 20

The dress that proved that Blair’s style is equal to that of real-life royalty, this Jenny Packham shimmering gown was also worn by the Duchess of Cambridge herself, Kate Middleton.

It’s refreshing to see Blair try a different hairstyle, and the curls make the look all the more charming. With such an exquisite gown, no further accessories are necessary, except for the one in her hair. The British designer was a favorite of Serena, who wore her dresses several times throughout the show.

5 Eric Daman – Season 1, Episode 10

Designed by the show’s costume designer, Eric Daman, this silver romantic gown was Blair’s choice for her cotillion. Within the show’s continuity, however, it was supposed to have been the work of Blair’s mother, Eleanor Waldorf, designed exclusively for her daughter’s debut.

With the large bow on the shoulder and the layered skirts, the dress is the embodiment of Blair’s personal taste. Paired with an exuberant diamond necklace, silver gloves, and a purple corsage, the look was the perfect choice for such a momentous occasion in the character’s life.

4 Alexis Mabille – Season 4, Episode 22

Worn during the season 4 finale, this gown, by French designer Alexis Mabille, is the true representation of romanticism.

Ornately embroidered with pink petals on the sleeves and torso, following a non-linear path, the gown has a gold and platinum bodice that immediately becomes the center of all the attention. Such intricate is the craftsmanship of this dress, it’s practically a work of art. Paired only with large stud earrings and a soft hair bun, it definitely ranks among Blair’s most accomplished looks.

3 Marchesa – Season 2, Episode 24

In the show’s context, this dress was part of Blair’s fantasy for the perfect prom, a fantasy later brought to life by problematic anti-hero Chuck. In reality, this is part of the Marchesa Spring 2008 collection, but it’s easy to see why the show’s stylists thought it’d be a match for Blair.

A one-of-a-kind runway piece, never replicated for the general public, the black silk strapless gown features gold appliqués all around the top, descending into the wide skirt. Paired with an equally dramatic necklace and a large statement ring, this gown was the perfect choice for Blair to claim her spot as the ultimate Queen of Constance.

2 Elie Saab – Season 6, Episode 10

For her impromptu wedding during the show’s series finale, Blair took advantage of her life-long relationship with Elie Saab and wore a pale blue lace gown, which was part of the Spring 2012 couture collection.

The perfect combination of old glamour and high-fashion, the dress is ideal for a character who long dreamed of the perfect fairy-tale wedding. Wearing the ultimate headband, a Greek-style piece by Enchanted Atelier, and earrings by Sequin, Blair said “I do” in this unconventional gown that was still on-brand with her own unique style.

1 Oscar De La Renta – Season 4, Episode 2

Blair’s most memorable fashion moment came with this romantic gown, part of Oscar de la Renta’s Pre-Fall 2010 collection. Worn to one of the most dramatic moments for the character, it perfectly captures the essence of Blair.

The orange organza strapless gown features a rise and fall hemline. Helped by the hot pink Christian Louboutin shoes, matching Roger Vivier clutch, and that breathtaking Harry Winston necklace, it became the absolute centerpiece in a closet full of them. If there was one look needed to describe the character of Blair Waldorf, it would undoubtedly be this one. Flawless in every way.

About The Author

David Caballero
(801 Articles Published)

David is a twenty-eight-year-old Mexican writer and reader. Having studied Marketing in school, he spent three years working a nine-to-five desk job before deciding to pursue a writing career. He now works as a Senior Writer in ScreenRant and does some more freelancing job, talking about the entertainment business he so loves. Currently, he’s also writing his second novel while actively working to get his first one published.

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