I was always more of a Sex and The City girl than a Gossip Girl fan. But after I moved to the Upper East Side in 2012, I decided to rewatch the series with a new eye—an Upper East Sider’s eye. And let me tell you, no one has a better style than Blair Waldorf. So I decided to delve into Blair Waldorf best Outfits.
The show overall did a brilliant job styling both the boys and girls, but I can’t help gravitating toward Blair Waldorf’s wardrobe. As with its predecessors like Sex and The City, Gossip Girl styled its characters in line with their unique personalities. Blair Waldorf, much like Charlotte York, embodied the “old money” aesthetic. She was a modern mix of Charlotte York, Audrey Hepburn, and Grace Kelly, while Serena Van Der Woodsen had a more playful and edgy fashion sense, reminiscent of Carrie Bradshaw and Edie Sedgwick.
If you want to nail that timeless old-money style, you don’t need to look any further than Blair Waldorf. While researching for this article, I was amazed by the sheer perfection of her outfits. Honestly, I couldn’t find a single bad look on Leighton Meester. Her natural beauty and poise made everything from delicate lingerie to structured overcoats and couture gowns look stunning.
Let’s take a look at the Best Blair Waldorf Best Outfits, as curated by Alley Girl.
Best Blair Waldorf Best Outfits
Blair Waldorf’s Over-the-Top School Uniform Fits
Blair’s school uniform isn’t just a standard Constance St. Jude ensemble—it’s a style statement. She transforms the typical school uniform into something out of a preppy fashion magazine. From chic blazers and pleated skirts to knee-high socks and polished Mary Janes, Blair’s take on school attire is anything but ordinary.
It’s no surprise that she accessorizes her uniforms with her signature headbands and tailored coats, elevating her look to Upper East Side royalty. If you’re looking for inspiration for Blair Waldorf school outfits, this is where you should start.
Headband for the Queen of Constance St. Jude, Later Upper East Side
Blair Waldorf’s headbands are practically synonymous with her name. These iconic accessories crowned her Queen Bee status at Constance and later became her go-to even as she transitioned into adult life. Whether it’s a velvet bow, a pearl-embellished band, or a structured satin piece, each headband complements her polished look.
Want to channel your inner Blair Waldorf? A headband is the perfect finishing touch for any blair waldorf aesthetic outfits.
Lace: The Fabric of True Royalty
Lace is one of Blair’s favorite fabrics, and it’s easy to see why. Delicate and sophisticated, lace perfectly encapsulates her old-money aesthetic. From dainty lace blouses to dramatic evening gowns, Blair’s lace ensembles are always a vision of elegance.
Take note from Blair’s wardrobe: lace isn’t just a fabric, it’s a statement of refinement and class.
Tweeds, Suits, and the Chanel Aesthetic
When it comes to tweed, Blair is the ultimate muse. Her tailored tweed suits and skirts are a nod to her love for the classic Chanel aesthetic. These outfits strike the perfect balance between feminine charm and commanding authority.
Blair’s love for tweed shows how this fabric can be both timeless and versatile. Pair it with pearls or a bold brooch to nail the Blair Waldorf aesthetic outfits.
Unlike Her Lady-Like Attires, Blair Waldorf Can Be Modern Sophisticated Chic
Blair’s fashion sense isn’t confined to ladylike ensembles. She surprises us with modern and chic outfits that still exude her signature elegance. Think sleek jumpsuits, structured blazers paired with leather leggings, and statement accessories.
This side of Blair Waldorf is proof that sophistication doesn’t always mean sticking to traditional styles.
Blair Waldorf Coats
Blair always makes her coats the centerpiece of her look. Unlike the Princess of Wales, Kate Middleton, Blair manages to make rigid dress coats look approachable and fashion-forward.
From bold red trench coats to pastel capes with fur trim, her outerwear is an essential part of her winter wardrobe. For anyone hoping to look chic in the colder months, this is a lesson in how to make a statement with your coat.
Blair Waldorf’s Accessories: Brooches, Headbands, Jewelry
Accessories are Blair’s best friends. From brooches and statement necklaces to her signature opera gloves, every detail in her outfit is carefully curated.
If you’ve read my opera gloves article, you already know how much I adore this trend. Take a page out of Blair’s book: a pair of leather gloves or a pearl brooch can transform even the simplest outfit into something extraordinary.
Polka Dots, Florals, or A-Line Dresses: She’s a True Girly Girl
Blair Waldorf’s wardrobe is a dream come true for anyone who loves feminine silhouettes and playful patterns. Polka dots, florals, and A-line dresses are staples in her closet. These styles not only highlight her girly personality but also reinforce her timeless elegance.
Whether she’s having lunch at The Met steps or attending an art gallery, Blair knows how to make an impression with her feminine fashion choices.
Blair Waldorf at Parties and Benefits
Blair Waldorf doesn’t just attend parties—she owns them. Her benefit dresses are nothing short of breathtaking. From intricate beadwork to flowing chiffon gowns, every piece is the epitome of Upper East Side glamour.
Her ability to mix bold colors and luxe fabrics sets her apart from the crowd. If you’re seeking inspiration for your next gala, look no further than Blair’s impeccable party wardrobe.
She Looks Gorgeous in Black Dresses
Blair proves that black is anything but basic. From chic cocktail dresses to dramatic floor-length gowns, her black outfits are effortlessly stylish. One standout moment is the Valentino dress she wears in the series—it’s pure perfection. 🖤
Take notes from Blair Waldorf and invest in a stunning black dress. You’ll thank her later.
Blair Waldorf’s style is iconic for a reason. Whether you’re drawn to her old-money aesthetic, her love for feminine patterns, or her knack for accessorizing, there’s something to inspire everyone. If you want to emulate the Best Blair Waldorf Best Outfits, start by adding a touch of polish, elegance, and drama to your wardrobe. You’ll be one step closer to becoming the Queen Bee of your own Upper East Side.
