High Heels & High Drama: Gossip Girl’s 6 Most Unforgettable Shoe Moments

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After six seasons of fabulous fashion, romance, and drama, the CW’s hit show Gossip Girl has come to an end. As Blair Waldorf once declared, ‘Fashion is the most powerful art there is. It’s movement, design, and architecture all in one. It shows the world who we are and who we’d like to be.’ No show embodied that sentiment better than Gossip Girl, where every character’s wardrobe—especially their jaw-dropping shoe choices—told a story of power, status, and style, one stiletto at a time.

While we’re still reeling from shock after that ending — did you successfully guess who the “Gossip Girl” was? — we’re also mourning the end of the show’s wardrobe. The revelation that Dan Humphrey was the true identity behind Gossip Girl left fans in a state of disbelief.

Given that every character was part of New York City’s Upper East Side elite, we spent six seasons treated to gorgeous designer outfits, baubles, bags, and — of course — shoes.

Not only did lead characters Serena van der Woodsen (portrayed by Blake Lively) and Blair Waldorf (played by Leighton Meester) give us a sartorial display to remember, but so did the show’s various side characters.

While we’re privately crying our eyes out, we want to publicly share some of our favorite pairs of shoes that graced the screen during the sixth and final season of “Gossip Girl.”

1. Blake Lively’s Bold Teal Moment: Christian Louboutin ‘Bollywoody’ Pumps in Gossip Girl

Blake Lively’s character Serena van der Woodsen rocked these incredible aqua-hued Christian Louboutin “Bollywoody” pumps during a scene filmed in New York City.

Blake Lively in an orange Alice + Olivia 'Mandy' sleeveless top with resin chain stripes while filming a scene for Season 6 of Gossip GirlBlake Lively in an orange Alice + Olivia ‘Mandy’ sleeveless top with resin chain stripes while filming a scene for Season 6 of Gossip Girl in New York City on July 17, 2012 (Credit: WENN)

The show’s wardrobe department styled Blake’s character in an orange beaded blouse with a matching patterned orange maxi skirt.

Blake Lively wears an orange blouse-and-shirt ensemble and carries an exotic Angel Jackson snakeskin shoulder bag on an episode of "Gossip Girl"Blake Lively wears an orange blouse-and-shirt ensemble and carries an exotic Angel Jackson snakeskin shoulder bag on an episode of “Gossip Girl”

The all-orange look contrasted heavily with these bright teal-colored platform shoes, which featured peep toes, intricate Bollywood-like beaded patterns, and the trademarked bright red Christian Louboutin soles.

Blake Lively's feet in aqua-colored Christian Louboutin platform pumpsBlake Lively’s feet in aqua-colored Christian Louboutin platform pumps (Credit: WENN)

Christian Louboutin 'Bollywoody' Suede Pumps in AquaChristian Louboutin ‘Bollywoody’ Suede Pumps in Aqua, $2,795

2. Leighton Meester’s Blair Waldorf Elegance: Rupert Sanderson ‘Gabor’ Pumps

Shoe designer Rupert Sanderson was quite understandably excited to see Leighton Meester wear one of his styles for a taping of “Gossip Girl” in New York City.

As he tweeted: “Gorgeous Leighton Meester wears my ‘Gabor’ platforms on the set of Gossip Girl yesterday”. The American actress and singer accessorized with an embroidered Valentino ‘Rockstud’ bag.

Leighton Meester clips her dark hair back as she shoots a "Gossip Girl" sceneLeighton Meester clips her dark hair back as she shoots a “Gossip Girl” scene on August 28, 2012, in New York City (Credit: Stefan Jeremiah / WENN)

Leighton channeled her character Blair perfectly in a cap-sleeved fit-and-flare patterned dress with a structured crystal-embellished knit coat and a floral handbag.

Her fuchsia-hued platform “Gabor” pumps from Rupert Sanderson were the perfect addition to her character’s grandma-chic outfit.

Leighton Meester's feet in purple platform Rupert Sanderson pumpsLeighton Meester’s feet in purple platform Rupert Sanderson pumps

3. Serena’s Snakeskin Stunner: Blake Lively in Pour La Victoire ‘Zimmer’ Pumps

Blake Lively keeps her blonde hair down while filming an episode of "Gossip Girl"Blake Lively keeps her blonde hair down while filming an episode of “Gossip Girl” on August 2, 2012, in New York City (Credit: WENN)

Blake wore a beaded tank top tucked into a scallop-edged Haute Hippie skirt for a casual Serena ensemble.

Blake Lively switches between espadrille flats and dramatic yellow snakeskin-print pumps while filming an episode of "Gossip Girl"Blake Lively switches between espadrille flats and dramatic yellow snakeskin-print pumps while filming an episode of “Gossip Girl”

She styled this look in two ways — with espadrille flats (presumably worn for comfort between shooting scenes) and a pair of dramatic yellow snakeskin-print Pour La Victoire “Zimmer” pumps.

Blake Lively's feet in yellow snakeskin-print Pour La Victoire pumpsBlake Lively’s feet in yellow snakeskin-print Pour La Victoire pumps

4. Michelle Trachtenberg’s Edgy Take: Mystery Yellow Slingback Pumps on Gossip Girl

Here’s another fun pair of bright yellow-patterned pumps!

Michelle Trachtenberg’s character, Georgina Sparks, styled a pair of unidentified yellow platform pumps with neutrals during a “Gossip Girl” scene.

Michelle Trachtenberg rolls her eyes as she films a scene for Season 6 of "Gossip Girl"Michelle Trachtenberg rolls her eyes as she films a scene for Season 6 of “Gossip Girl” on July 17, 2012, in New York City (Credit: WENN)

Michelle styled the pumps with patterned leggings, an all-over sequined tank top, and some dramatic jewelry, including a spiked gold necklace and dangling earrings.

Penn Badgley and Michelle Trachtenberg film a "Gossip Girl" scene together in New York CityPenn Badgley and Michelle Trachtenberg film a “Gossip Girl” scene together in New York City

She filmed her scene with fellow “Gossip Girl” actor Penn Badgley, who wore classic neutral-colored loafers.

Michelle Trachtenberg's feet in printed yellow platform pumpsMichelle Trachtenberg’s feet in printed yellow platform pumps

5. Christian Dior Chains & Cobalt Dreams: Blake Lively’s Eye-Catching Sandals

Here’s another Serena van der Woodsen outfit.

Blake Lively’s character filmed a scene with co-star Chace Crawford — who plays Nate Archibald — in a vibrant blue dress styled with eye-catching coral pumps.

Blake Lively shooting a scene for Season 6 of Gossip Girl while wearing a pair of chain-trimmed sandals from Christian Dior's spring 2012 collectionBlake Lively shooting a scene for Season 6 of Gossip Girl while wearing a pair of chain-trimmed sandals from Christian Dior’s spring 2012 collection in NYC on July 17, 2012 (Credit: WENN)

Blake’s character styled the plunging cobalt dress with an animal-print handbag, statement earrings, and a simple ponytail.

Chace Crawford and Blake Lively film a "Gossip Girl" scene togetherChace Crawford and Blake Lively film a “Gossip Girl” scene together

These cage sandals feature chain accents along the front straps and silver metal details on the heels.

Blake Lively's feet in chain-embellished coral Christian Dior sandalsBlake Lively’s feet in chain-embellished coral Christian Dior sandals

Dior Red Chain-embellished Tejus-print Suede Platform Sandals Dior Red Chain-Embellished Tejus-Print Suede Platform Sandals

6. Leighton Meester’s Luxe Finale: Brian Atwood ‘Marilyn’ Pumps in Gossip Girl

And, finally, our last pair of stunning shoes from the final season of “Gossip Girl:” a pair of Brian Atwood pumps worn by Leighton Meester as Blair.

The show’s wardrobe department styled these “Marilyn” pumps with a dramatic knee-length maroon dress.

Leighton Meester films "Gossip Girl" scenes in a pair of Brian Atwood pumpsLeighton Meester films “Gossip Girl” scenes in a pair of Brian Atwood pumps on August 2, 2012, in New York City (Credit: WENN)

So, there you have it! Half a dozen of our favorite shoes from the final season of “Gossip Girl.” Do you have a favorite pair of shoes from the show’s sixth and final season?

Explore More Iconic Gossip Girl Fashion Moments

For those captivated by the iconic fashion of Gossip Girl, our exploration of the show’s standout footwear is just the beginning.
Delve deeper into the series’ style evolution by discovering the top designer bags featured in the finale season, highlighting the luxurious accessories that became synonymous with Upper East Side elegance.

Additionally, gain insight into the stunning wedding gowns worn by Blair and Serena, where we decode the fashion choices that made the series finale unforgettable.

For a behind-the-scenes perspective, learn how Kristen Bell became the iconic voice of Gossip Girl, adding a unique layer to the show’s narrative.

These articles offer a comprehensive look at the fashion and stories that defined Gossip Girl, providing fans with a richer understanding of the show’s enduring style legacy.