Gossip Girl: Serena’s 10 Best Dresses, Ranked

Fashion was so important to Gossip Girl‘s success, it was almost its own character. The clothes were stunningly gorgeous, another example of just how much money these characters had. From Dior to Oscar de la Renta, it was like a never-ending parade of designers and a who’s who of the fashion world hanging from the shoulders and decorating the feet of the show’s absurdly attractive cast.

Serena, in particular, always shone with her incredible boho chic style. She was never afraid of taking risks, mixing fashion-forward and vintage pieces. She also loved blending colors, pairing a golden blazer with a pair of cerulean pants. Her choice of dresses perfectly represented her style, and over the course of the show, she wore some truly stunning gowns that confirmed her place as a modern fashion icon.

10 Lorick – Season 6, Episode 3

Worn in season 6 to attend Blair’s first fashion show, this Lorick black and golden number is one of the more refreshing numbers Serena ever wore, and one of her most memorable from the season.

It’s not as tight-fitting as some of her other dresses, featuring a wide and short skirt that on first sight might seem more Blair than Serena. However, paired with an Oscar de la Renta bag and surprisingly high Pour La Victoire shoes, the look is perfectly suited for the blonde It-Girl.

9 Jenny Packham – Season 4, Episode 3

The first of two Jenny Packham designs, Serena wore this sensational gown during the Fashion’s Night Out Event featured in her Columbia days in season 4.

The black and white print number features turquoise embellishments, both around the neck and on the waist. It’s a very hard look to pull, as it is literally a lot of dress. However, the blonde bombshell does it with ease, making this not only one of her most fashion daring moments, but also one her greatest triumphs.

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8 Monique Lhuillier, Season 6, Episode 5

This blue and black sequin gown is one of Serena’s most mature looks. She wore it near the end of the series, during her days with Stephen Spence, at a time when she was aiming for a more grown-up vibe.

Her hair, worn in a side braid, also represents a refreshing choice for the character, known for her loose and relaxed blonde mane. Accessorized with a clutch, sapphire earrings and a statement ring, the look is a perfect example of how Serena allows her breathtaking gowns to take center stage, without much distraction around them.

7 Hervé Leger – Season 3, Episode 3

Serena loved Hervé Leger bodycon dresses and wore them often throughout the duration of the show. A perfect example is this burgundy mini dress she wore for the season 3 episode “The Lost Boy.”

Paired with golden Manolo Blahnik sandals and minimal accessories, the dress is extremely flattering on her frame. It also gives all the attention to her extremely long legs. If there’s one thing that could be improved with this look, it’s the messy hair, but the rest is practically flawless.

6 Jenny Packham – Season 6, Episode 1

The second Packham design, this boho dress is the perfect choice for a garden wedding, which is exactly where Serena wore it. During the episode, she’s still pretending to be someone else, Sabrina from Wisconsin, but her style is still 100 percent Serena.

This white and yellow dress is the perfect representation of the boho-chic style that first made Serena such a fashion icon. Minimal accessories and a relaxed, flowy hairstyle make it a simple yet effective choice for a summer event, and one of Serena’s lovelier looks.

5 J. Mendel – Season 4, Episode 7

Serena stunned in this green number during Blair’s birthday party in season 4. One of the more provocative outfits she ever wore, she was truly a vision in green, commanding the attention of everyone in the room.

Paired with a huge statement necklace and with perfectly styled messy hair, she truly lived up to her reputation as a fierce glamazon. Thanks to her tall frame and undoubtedly aided by some sky-high heels, she did justice to this design by the French atelier.

4 Diane Von Furstenberg – Season 5, Episode 9

The episode “Rhodes to Perdition” features Serena in this breathtaking Diane Von Furstenberg design. The perfect choice for the in-episode Studio 54-themed party, it’s also totally on-brand with Serena’s style. The dress, like the character, literally sparkles, making it a match made in fashion heaven.

The hair is also on point, and it’s nice to see Serena trying a new hairstyle outside of her familiar beach waves. A large gold necklace and golden bangles complete the rich and shimmering look.

3 Pamela Dennis – Season 1, Episode 10

The first truly iconic dress that Serena ever wore, this golden Pamela Dennis gown was the character’s choice for her cotillion. All the way back in season 1, when audiences were just getting acquainted with the character, the gorgeous gown definitely helped solidify her status as a true fashion icon.

The dress is both playful and somehow effortless, and Serena’s statuesque frame suits it perfectly, making her look like a real-life Oscar. Her hair, in a high ponytail, and understated golden accessories, make the look an absolute triumph.

2 George Chakras – Season 6, Episode 10

For her wedding to Lonely Boy Dan Humphrey, it was obvious Serena wouldn’t choose any old plain wedding dress. Instead, she went with this strapless white and gold George Chakra Couture gown.

It’s definitely a tough look to pull off, as the whole thing threatens to overwhelm. But Serena carries it with such grace and poise and it fits her so well, that it’s ultimately a fashion fantasy. The dress, just like Serena, is daring and unafraid to shine, making it the perfect fit.

1 Zuhair Murad – Season 4, Episode 8

Without a doubt, the best dress Serena ever wore is this stunning grey Haute Couture lace number from designer Zuhair Murad. First seen in the eighth episode of season 4, the dress was worn by Serena to attend the ballet. It’s not only a beautiful gown, it perfectly captures Serena’s essence. It’s fun, sexy, and ridiculously flattering.

Paired up with a pair of brown pumps and a small green clutch, the look is bound to command the attention of any room she walks into. In a smart move, she kept her accessories to the minimum. A pair of earrings is practically everything she chose, allowing the dress to be the real star. It’s not only an unforgettable look, it’s also Serena’s finest fashion moment.

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