
If you live in a cold-weather city, you know how tough it is to look chic when temperatures drop. Each winter, there comes a certain point when it's easier to abandon everything you know about fashion for the sake of staying warm — that means ditching heels for snow boots and your cute, faux fur coat for a puffer that's actually practical. But, if anyone makes bundling up (or, just dressing in general) look like a walk in the park, it's Olivia Palermo.
As a February baby who spends most of her time in New York, Palermo knows how to maintain her signature polished style despite the northeast's sub-zero temps. And even though it's been unseasonably warm in the city, the street style star has shown us how to conquer a variety of conditions over the course fashion month — and we've been taking notes along the way.
For a true Palermo look, stick to a neutral, black-and-white palette (with splashes of red, orange, and other warm tones here or there). And while she can get away with less practical footwear assuming she's always in a car, there's no denying her love for a good moto boot. With a few weeks left in the season — and in honor of her birthday — we've compiled some of her best, super-warm looks. Ahead, find our definitive guide to mastering winter dressing the Olivia Palermo way.

Break up an all-white look with a coat and some badass patent boots.
Photo: Darren Gerrish/WireImage.
Snow on the ground means flat boots that can handle the elements. Pair them with leather leggings and an oversized coat, then finish it off with a stylish clutch to snag this very -Palermo look.
Photo: Raymond Hall/GC Images.
She sure knows how to color-block. Try tying a contrasting sweater over your shoulders, then throwing some totally unexpected shoes in the mix for a look that's perfectly undone.
Photo: Jeff Spicer/Getty Images.
Another classic red, black, and whit outfit from Olivia P. If anything will convince you to get on board with cropped-flare pants, it's this.
Photo: Vittorio Zunino Celotto/Getty Images.
Sometimes, all it takes is a white blouse and great coat.
Photo: Robin Marchant/Getty Images.
A groutfit doesn't have to look sloppy — top it off with a brown leather jacket and some contrasting knee-highs.
Photo: Michael Stewart/WireImage.
Balance out an oversized knit with a more structured skirt (with tights and booties, of course).
Photo: Gregory Pace/BEI/Shutterstock.
According to Olivia, if you look like a teddy bear, you're doing it right.
Photo: Robin Marchant/Getty Images.
You can't go wrong with all-black everything, as proven by this bomber-topped ensemble.
Photo: Gregory Pace/BEI/Shutterstock.
BRB, investing in a pair of red boots.
Photo: Farrell/BFA/REX/Shutterstock.
Pair a skinny scarf and statement coat with a leather mini and tights.
Photo: Sicki/IPA/REX/Shutterstock.Like what you see? How about some more R29 goodness, right here?
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