21+ Classy Blair Waldorf Outfits You Can’t Get Around Rn

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. 

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 Blair heading to class at Constance Billard ready to take on anyone who crosses her.

Classy Black Cape Jacket + Black Tights + Black Mini Skirt

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 Blair perfected!

The black turtleneck underneath keeps it sophisticated and this is exactly the kind of Blair Waldorf outfit she’d wear while plotting against her enemies.

Burgundy Buttoned Jacket + Plaid Skirt + Burgundy Boots and Bag

This burgundy coordinated look is so Blair it hurts! 

It’s the kind of Blair Waldorf outfit that says “I’m the queen of the Upper East Side” without trying too hard. 

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 Blair Waldorf.

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

Shiny Burgundy Chrome Mini Dress

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. Blair would absolutely wear this Blair Waldorf outfit to upstage everyone at a Bass Industries event.

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 society event at the Waldorf penthouse. The contrast between the white dress and dark tweed jacket is such a classic Blair Waldorf outfit move.

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 Blair was known for. One of those timeless Blair Waldorf outfits that works for any occasion.

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 Blair’s entire aesthetic when she wanted to impress Chuck. A Blair Waldorf outfit that’s perfect for date night.

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 Blair Waldorf 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. This Blair Waldorf outfit works 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 Blair Waldorf 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 Blair’s polished sophistication. A Blair Waldorf outfit that means business.

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 Blair Waldorf outfit she’d wear to a sophisticated dinner party. The satin adds just enough luxe to elevate the whole look.

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. The ultimate Blair Waldorf outfit for fall!

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 Blair Waldorf outfit every single day and never get bored.

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 Blair Waldorf outfits perfectly.

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. A Blair Waldorf outfit that works for everyday wear!

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 Blair Waldorf outfits are all about. Blair literally wore Mary Janes constantly!

Burgundy Leather Jacket + White Mini Dress + Black Boots

This burgundy leather jacket over a white mini dress is giving Blair in her edgier moments! The contrast between the leather jacket and innocent white dress is perfect for when Blair wanted to show she wasn’t just a preppy princess. It’s the kind of Blair Waldorf outfit that would definitely get you featured on Gossip Girl’s blog. XOXO!

How to Get Blair Waldorf Style Without Looking Like a Costume

Blair Waldorf outfits work because they look controlled. You see clean shapes, defined waists, coordinated colors, and “finished” details like headbands, tights, and structured bags. The mistake is copying the look literally. You want the vibe, not the uniform.

Build Blair style around structure first:

• Tailored coats and cropped jackets

• A-line skirts and fit-and-flare dresses

• Crisp collars, fine knits, and tidy cardigans

Then add one signature detail. One. A headband, pearl studs, a bow blouse, or tights. If you stack all of them, you’ll feel like you’re wearing a character.

Common pitfalls:

• You go too matchy with bright colors and shiny fabrics, and it looks theatrical.

• You choose skirts that are too short with very preppy accessories, and it reads juvenile.

• You forget balance and wear a big skirt with a big top.

Quick styling logic that keeps it modern:

• Keep the palette tight: navy, cream, black, burgundy, soft pink, camel.

• Define your waist: belt, tailored seams, or a cropped layer.

• Choose updated shoes: sleek flats, loafers, or low heels instead of overly “girly” pumps.

If you want the easiest Blair-adjacent outfit, do a fitted knit + A-line skirt + tights + loafers + structured bag. You’ll look polished, not costume-y.