Blair Waldorf’s Preppy Style is Making a Comeback and Here’s How You Can Get It

Movement, design and architecture, all in one.

It seems like just yesterday when we were glued to our screens, watching the queen of the Upper East Side, Blair Waldorf, dictate the laws of fashion with her iconic headbands and impeccable taste. Well, it’s not just nostalgia anymore, the word on the street (and by street, I mean every fashion-forward sidewalk you’ll strut on) is that Blair Waldorf’s preppy aesthetic is making a major comeback.

The chic, polished look that dominated the early 2000s, thanks to our favourite Gossip Girl, is here to steal the spotlight once again.

So, how do you incorporate this trend into your wardrobe without looking like you’re heading to an Upper East Side brunch circa 2007? It’s all about balance. Mix classic preppy items with more contemporary pieces. You’ll want to focus on a few key pieces: cute headbands and bows, comfy yet chic flats like ballerinas or loafers, pleated skirts, and cozy knitted vests.

Lele Sadoughi | Velvet Alice Headband | Dhs 263

Lele Sadoughi is your go-to for headbands that stand out, while Gianvito Rossi and Tod’s have the best picks for shoes that look good and feel great, especially when paired with some cool socks or tights.

Gianvito Rossi | Carla Ballerina Flats in Leather | Dhs 2700

For skirts that swing just right, check out what Tory Burch, Karen Millen and Ralph Lauren are doing.

Karen Millen | Soft Tailored Tab Detail Pleated Mini Skirt | Dhs 964

And when it comes to adding that extra layer, Ganni and J.Crew have some of the coolest vests that will elevate your look.

Ganni | Harlequin Wool Mix Knit Vest | Dhs 1,095


For a hint of pattern, stripes and plaid are your go-tos. This trend is a nod to leisurely sailing adventures and prestigious Ivy League traditions and you’d want to find the right balance between sophisticated and casual style to pull it off well.

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