10 Completely Inspiring Winter Work Looks to Shop Now

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Whether you’re back to the office or barely left, a new season is always a great time for a workwear refresh. “My definition of modern workwear dressing is versatile, flexible pieces that a woman who is always on the go can wear effortlessly, whether she’s heading from the office to dinner or from a workout to lunch,” designer Nili Lotan explains.

The trick is buying all of the elements you’ll turn to over and over again to build new looks every day that never feel repetitive. Jackets are a great place to start. For Lotan, the trench is a mainstay. “The classic trench is a powerful wardrobe staple that is always available in my collections in a variety of colors and looks chic paired with the Celia Jean or any of my NL Classic pants,” she explains. Below, women also leverage the oversized blazer center and jacket dress. You can also invest in coordinating suiting that can be worn together or separately. And when in doubt pick up pieces that are styled just as easily on your downtime—like leather trousers and white pants. See ten looks that will inspire your 9-5 wardrobe, and shop the pieces.

All Black (Almost) Everything

A chic suit and a bold bag say you’re a serious worker who’s also quite the innovator.

By Far Baby Cush Leather Bag in Peony at Nordstrom

Knits on Knits

Knitwear is currently enjoying a moment—which means it’s available in everything from skirts to trousers done well.

Big Blazer and Leggings

An oversized blazer and leggings add up to a very easy, very chic combination.

The Iman

These are a few chic steps above your everyday leggings.

The Jacket Dress

There’s very little that’s as easy as a one-and-done jacket dress. Just add heels and a statement bag.

Ilona Checked Crepe Blazer Dress

Chain Pouch leather shoulder bag

Pleated Skirts and Prints Scarves

This look is so completely timeless—just keep all of the elements on standby. They include but are not limited to pleated midi skirts, classic printed silk scarves, pumps, day bags, turtlenecks, and chain necklaces.

Maryam Pleated Crepe Maxi Skirt

La Coupe des Dieux Silk Twill Scarf

Show Stopping Coats

A tailored bright jacket and monochromatic accessories is equal parts smart and bold.

Skirt Suits

A ladylike skirt suit feels like a revelation again. Finding the right proportions is key.

Slouchy Suiting

A great slouchy suit brings that insouciance you’re looking for in a work wardrobe—it’s pulled together but not too serious.

Everett pinstriped wool blazer

Everett belted pinstriped wool wide-leg pants

Tailored Leather

A great leather pant is an all-week situation. Swap the sneakers and clutch for boots and a tote for the work week, keep the black blazer.

Kaia double-breasted blazer

Pleated Eco-Leather Straight-Leg Trousers

Winter-White Tailoring

Try swapping out your classic black slacks for a high-rise white pair to give your work uniform a refresh. A camel coat is the ideal pairing.

Recycled Leather 90’s Pinch Waist Pant

Single-breasted wool coat


Digital Fashion/Features Director
Kerry Pieri is Harper’s Bazaar’s Digital Fashion/Features Director.

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