Picking out winter work outfits is a constant balance between staying warm and looking professional. And the task would be a lot easier if the weather would actually cooperate with your impeccably curated work aesthetic. Unfortunately, though, that’s rarely the case.
During the winter months, you shiver your entire commute before sweating in the office itself. But there are a few easy tricks—like fleece-lined tights under everything that make dressing for a 9-to-5 sooo much easier, no matter what your go-to winter outfits look like. Ahead, peruse the best ways to layer for the office. Think: less secretary, more office siren.
All-White With a Few Intentional Pops
These days, denim is considered an appropriate choice for most work environments, but there’s just something about a crisp pair of white jeans that feels all the more polished. From there, add a white button-down or tee, then sprinkle on a few saturated outfit additions—like a chocolate-colored leather jacket and crimson scarf.
Suit, Sneakers, Scarf
Suits are office-appropriate for most weather, but that doesn’t mean you can’t give them a bit of seasonal flair. A knit triangle scarf and sneakers make the classic co-ord feel both intentionally styled and wintertime cozy.
A Sweater Dress and Cow-Print Coat
Take notes, friends, cow-print jackets will soon rival leopard in popularity. It’s artsy and playful but also low-key enough not to distract. Styled with a simple, comfy sweater dress, it’s the ultimate chic and easy workday look.
Polished Denim
Blue jeans have the most impressive range of any fabrication. But add a stiff collar with a few well-placed contrast seams, and the casual staple immediately begins to feel professional. Finish off with a luxe work bag and a pair of bitchy leather boots, à la Bella Hadid.
Cashmere and Silk
Give your favorite summer slip dress the professional treatment by popping on a fluffy, oversized sweater. The combination feels both elevated and incredibly cozy—especially when finished with a luxe fur coat.
Neutral Color-Blocking
Bold color-blocking is an intimidating task, to say the least. But when you utilize smattered neutrals, instead of brighter hues, the styling trick feels much more wearable. Start with a muted blazer, then add on more neutral colors and textures, sticking to two or three color palettes.
Layered Sweaters and Leopard Pants
Allow me to present my all-time favorite winter layering trick: doubling up on sweaters. I love a “wrap a sweater around your neck as a scarf” moment—it’s literally always chic and is made even more so with the introduction of animal print pants.
A Striped Top and Trench Coat
On days when you’re feeling uninspired, simply consult the archives of everyone’s favorite minimalist, Hailey Bieber. Take advantage of the nautical stripe revival by pairing your own tee with trousers and a classic trench.
A Chunky Sweater and Pencil Skirt
Texture play is an office girlie’s best friend. It’s the simplest way to make your look feel interesting but not over the top. When dressing for cold weather, try pleather bottoms (like a pencil skirt or trousers) with a chunky knit on top.
Gray Suiting
The classic black suit will literally never let you down, but at the same time, there’s nothing wrong with expanding your sartorial horizons. Consider adding a charcoal set to your workwear selection for a more unique suiting moment—and don’t forget the necktie.
Kelsey (she/her) is a freelance digital fashion editor and writer with a knack for turning top-performing content into top-selling content. She has extensive experience in editorial and e-commerce strategy, having worked in both divisions during her years at Seventeen and Bustle. With more than a decade of experience in digital media, she also offers creative and social media consulting, as well as copywriting services. She enjoys cheeseburgers, traveling, and vintage hauls. Follow her on Instagram at @klstieg.










