7 Winter Work Outfits That "Work" Every Time (Sorry)

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(Image credit: Szymon Brzóska/The Style Stalker)

I can’t be the only one who kind of loses their sense of style by a certain point in the season. You know what I mean? You start off really strong at the beginning, getting all excited about layering and wearing that new coat with those new boots, but after enough freezing days in a row, you just kind of run out of new ideas. The same black turtlenecks and jeans end up getting worn with the same coat and boots nearly every day, and your dreams of having your most stylish winter yet start to fade.

Well, not this time! I’m determined to go through with the aforementioned goal of having my most stylish winter yet, and I’ve decided to tackle this midseason slump head-on. Naturally, I’m starting with outfits for the office because it’s where I spend most of my time yet usually gets the least amount of effort since this editor is not—I repeat, not—a morning person. So my plan of attack involves an arsenal of easy-to-achieve outfit ideas I can re-create without thinking in the mornings, and since I already did all the research, I figured why not share.

Ready to see the looks I’m loving for the workweeks ahead and shop them along the way? Just keep scrolling.

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1. Skirt Set + Ankle Boots
(Image credit: Szymon Brzóska/The Style Stalker)

Matching sets always look polished and ankle boots are the perfect complement to the combo in winter.

Shop the look:

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2. Belted Coat + Black Boots
(Image credit: Szymon Brzóska/The Style Stalker)

Throw a belt over a long coat and let that be your outfit for the day. You won't regret it.

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3. Suit + Turtleneck + Pumps
(Image credit: Szymon Brzóska/The Style Stalker)

Swap your usual work blouse for a contrasting turtleneck and make any old suit feel suddenly new.

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4. Faux-Fur Coat + Monochrome Basics
(Image credit: Szymon Brzóska/The Style Stalker)

Casual Friday anyone? Thanks to the coat and neutral color palette, this simple sweater, jeans, and flats combo looks like a seriously polished 'fit.

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5. Blazer + Black Jeans + Ankle Boots
(Image credit: Szymon Brzóska/The Style Stalker)

If your office is denim-friendly, try this easy combo of black jeans, a blazer, and matching boots.

Shop the look:

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6. Coat + Sweaters + Slacks
(Image credit: Szymon Brzóska/The Style Stalker)

This easy outfit feels particularly forward thanks to the second sweater around her waist.

Shop the look:

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7. Checked Blazer + Turtleneck + Trousers
(Image credit: Szymon Brzóska/The Style Stalker)

This combination of tailored separates is a fun departure from your typical suit that still feels professional and chic.

Up next, eight celebrity jean-and-boot outfits we all need to copy.

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Editor-at-Large

Since starting as an intern back in 2013, Nicole Akhtarzad Eshaghpour has held several roles here at Who What Wear, and she is currently Editor-at-Large. It was a less expected route, seeing as she was graduating from business school at USC when this all began, but it has turned out to be the best one for her. Fast-forward to 2024, and she's moved to NYC from her hometown of Beverly Hills and spends her workdays a little differently from when she was an intern starting out. Currently, she focuses on a weekly mélange of shopping content. As far as her personal style goes, she's largely drawn to classic pieces and neutral basics but will always make an exception for something colorful, printed, or bejeweled as long as it's deemed worthy enough. After all, the only thing she loves more than a good party is dressing up for one. On weekdays, she can usually be found at home eating something delicious for dinner and trying to force her husband to watch Summer House.