21+ Gossip Girl Outfits You’ll Be Obsessed With This Year

Gossip girl outfits have been living rent-free in my head since I binged the entire series during a particularly rough winter (yes, I’m talking multiple snow days and zero regrets). There’s something about the way Blair and Serena dressed that made even going to class look like a runway moment.

These looks capture that perfect Upper East Side energy where preppy meets polish, and everything somehow looks expensive even when it’s not.

Here are my absolute favorite Gossip Girl outfits that channel that iconic Blair Waldorf and Serena van der Woodsen aesthetic we all secretly want to recreate.

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21 Gossip Girl Outfits You’ll Love

Cream Tweed Jacket + Black Mini Skirt + Chanel Bag

This cream tweed jacket with a black mini skirt is literally Blair Waldorf’s signature look!

I wore something similar to a friend’s engagement party last fall and got at least five “where did you get that?” questions. The Chanel bag obviously seals the deal, but honestly any quilted bag works for these gossip girl outfits.

White RL Knit Sweater + Black Mini Skirt + Loafers

You need this white Ralph Lauren knit sweater with a black mini skirt for that preppy Upper East Side vibe! The loafers make it so effortlessly chic. It’s giving Serena going to brunch after a night out.

Classy Black Cape Jacket + Black Tights + Black Mini Skirt

This black cape jacket is so dramatic and perfect for gossip girl outfits when you want to make an entrance!

Pair with black tights and a mini skirt for that mysterious, powerful energy Blair had in all her scheming scenes.

Plaid Mini Skirt + Black Tights + Navy Trench Coat + Black Turtleneck

Can we talk about this plaid mini skirt with a navy trench coat? It’s literally the Constance Billard uniform energy we all wanted!

The black turtleneck underneath keeps it sophisticated and Blair would totally approve of this combo for gossip girl outfits.

Burgundy Buttoned Jacket + Plaid Skirt + Burgundy Boots and Bag

This burgundy coordinated look is so Blair it hurts! I’m obsessed with how the boots and bag match the jacket perfectly.

It’s the kind of outfit that says “I’m the queen of the Upper East Side” without trying too hard, which is exactly what these gossip girl outfits are all about.

White Button-Down Blouse + Pea Coat + Plaid Mini Skirt

Picture yourself in this white button-down with a pea coat and plaid mini skirt, walking through Central Park like you own it! The preppy layering is so classic Gossip Girl.

Honestly, I tried recreating this look for a fall photoshoot in the city and felt like I should’ve been filmed the entire time.

Blair’s Shiny Burgundy Chrome Mini Dress Outfit

This shiny burgundy mini dress is giving major Blair at a charity gala vibes! It’s bold, it’s statement-making, and it screams confidence for your gossip girl outfits rotation.

White Old Money Mini Dress + Black Tweed Jacket

Okay, this white mini dress with a black tweed jacket is the definition of old money elegance!

You’ll feel like you’re about to attend a Bass Industries event. The contrast between the white dress and dark jacket is so chic for gossip girl outfits.

Brown Pea Coat + Brown Boots + Black Mini Skirt

This brown pea coat with matching boots is so perfect for those crisp Manhattan fall days!

The black mini skirt keeps it youthful while the brown tones add that sophisticated Upper East Side polish we see in the best gossip girl outfits.

Black Off-Shoulder Longsleeve + Black Mini Skirt + Beige Wool Coat

You’ve gotta try this black off-shoulder top with a beige wool coat for an evening out! It’s sexy but still classy, which is basically the entire Gossip Girl aesthetic in one outfit. I wore something similar to a rooftop party once and definitely channeled my inner Serena.

Camel Short Trench Coat + Black Mini Skirt + Plaid Bag

This camel trench with a plaid bag is so quintessentially Upper East Side! The short trench length keeps it modern while still giving those classic gossip girl outfits vibes. Pair with a black mini skirt and you’re ready for brunch at the Palace.

Camel Trench Coat + White Turtleneck Sweater + Plaid Skirt

Can you even with this camel trench coat over a white turtleneck and plaid skirt? It’s literally the uniform of privilege and I’m here for it. The layering is perfect for those unpredictable New York fall days when you need gossip girl outfits that work from morning classes to evening galas.

Pink Tweed Jacket + Black Mini Dress + White Bag

This pink tweed jacket is pure Blair Waldorf perfection! The white bag adds that crisp contrast that makes the whole look pop. It’s sweet but powerful, which basically sums up Blair’s entire character arc in one outfit.

Black Mini Skirt + Beige Turtleneck Sweater + Black High-Leg Boots

You need this beige turtleneck with black mini skirt and those incredible high-leg boots! The proportions are so flattering and very much giving Serena’s model-off-duty energy for gossip girl outfits.

Navy Satin Top + Black Mini Skirt + Black Heels

This navy satin top with a black mini skirt is so sleek for evening events! It’s the kind of outfit Serena would throw on for a spontaneous party in the Hamptons. The satin adds just enough luxe to elevate these gossip girl outfits.

Cream Knit Turtleneck Sweater + Burgundy Plaid Mini Skirt + Burgundy Faux Fur Jacket

Okay, this cream turtleneck with burgundy plaid skirt and matching faux fur jacket is next level! I’m obsessed with the color coordination and the texture play between the knit and the fur. It’s so Blair throwing a Thanksgiving dinner at the Waldorf penthouse.

Cream Tweed Jacket + Black Mini Skirt + White Shoulder Bag

This cream tweed jacket is another Blair staple that never gets old! The white shoulder bag keeps it fresh and polished. Honestly, I could wear this combo every single day and never get bored for my gossip girl outfits collection.

Plaid Pea Coat + Black Mini Skirt + Black Boots

Picture yourself in this plaid pea coat strutting down Madison Avenue! The pattern is so preppy and the silhouette is classic. It’s giving “I have a trust fund but I’m still approachable” energy that defines gossip girl outfits.

Plaid Navy Sweater Vest + Black Mini Skirt + Black Boots

This plaid sweater vest is so Constance Billard uniform coded! I love how it’s preppy but still looks current and not costume-y. The black mini skirt and boots keep it from being too schoolgirl for adult gossip girl outfits.

Pink Tweed Jacket + Black Mini Skirt + Mary Janes

You’ve gotta try this pink tweed jacket with Mary Janes! The look is so sweet and feminine but still has that Blair edge. The Mary Janes add that perfect touch of “I’m powerful but make it cute” that gossip girl outfits are all about.

Burgundy Leather Jacket + White Mini Dress + Black Boots

This burgundy leather jacket over a white mini dress is giving Serena rebelling against her Upper East Side image! The contrast between the edgy jacket and innocent white dress is perfect. It’s the kind of outfit that would definitely get you featured on Gossip Girl’s blog.

Just a little note - some of the links on here may be affiliate links, which means I might earn a small commission if you decide to shop through them (at no extra cost to you!). I only post content which I'm truly enthusiastic about and would suggest to others.

And as you know, I seriously love seeing your takes on the looks and ideas on here - that means the world to me! If you recreate something, please share it here in the comments or feel free to send me a pic. I'm always excited to meet y'all! ✨🤍

Xoxo Louisa
― Enjoy Looking Your Best!

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Louisa
Louisa

I’m Louisa, and for 7 years now, I absolutely love putting together the best inspiration for you - from outfit ideas to nail designs and hairstyles. Pinterest serves as my personal sanctuary which accounts for most of my screen usage time (and let's admit it takes up most of my screen time 😅). I’m always scrolling, searching for the prettiest, most on-point trends to share - and everything you see here is carefully curated from hours of collecting, finding the best ideas and creating.

I hope you will love them as much as I do and I would love to know which looks or designs you like the most in the comments. And if you ever recreate something you’ve seen here - please share it with me! Seeing your versions and how you make each idea your own seriously makes my day.