27 Impressive Winter Outfits for Work Gatherings

Brr, it’s that time of year again when the office thermostat becomes everyone’s best friend! ❄️ But hey, just because Jack Frost is nipping at your nose doesn’t mean your style has to hibernate too! Forget the idea that winter wardrobes are all about clunky boots and marshmallow-puffy coats. You can absolutely look fabulous while staying toasty, even with those pesky work dress code rules in play! Whether you’re heading to the holiday party, impressing clients, or just wanting to perk up those Monday meetings, we’ve got your fashion fix covered. Get ready for some serious outfit inspo with our collection of 27 winter work ensembles that’ll have your colleagues asking, “How do you look so put-together when it’s freezing outside?!” Trust me, these looks are cooler than the weather outside! ✨

27 On-Trend Winter Outfits for Work in the City

If you’re lucky enough to have a laidback dress code, then check out casual looks that showcase the season’s best skinny jeans, flannels, and boots. If you’re not afraid to rock your body at the office, then we’ve got some great body con looks too. Our list offers must-have pieces in the best winter fabrics, from cashmere to wool to suede. We’ll also help you decide whether to pair the perfect ensemble with ankle boots or riding boots.

While neutrals are par for the course, especially in a professional wardrobe, we’ve included some unexpected pops of color too. Interesting patterns and textures also abound. Take your career game to the next level by dressing to impress while lesser fashionistas are hibernating.

1. Country Chic Oversized Flannel and Booties

2. The Perfect Neutral Work Layers

3. How to Wear Yellow in the Winter

4. Sexy but Sophisticated Winter Outfits for Work

5. Head to Toe Winter Black

6. Pairing a Poncho with Cold Weather Crops

7. Wear Second Skin Suede Boots Over Jeans

8. A Little Fringe, a Little Skin

9. Break Up Black with a Suede Mini

10. Layering with a Little Black Dress

11. Accessorizing a Body Con Turtleneck Dress

12. Wearing Leggings to the Office

13. Working Denim into Winter Outfits for Work

14. Soften Leather Leggings with a Wrap Coat

15. Perfect Professional Cold Weather Palette

16. Super Chic Snow Day Draped Look

17. Sexy but Sophisticated Sweater Dress Ensemble

18. The Ideal Pattern for Winter Hipsters

19. Make a Mini Work-Friendly with Leggings

20. Comfortable Covered Up Jet Setter Style

21. Best Tailored Winter Outfits for Work

22. Festive but Fashionable Christmas Outfit

23. Rocking Leather with Natty Neutrals

24. How to Be a Valentine’s Day Vixen

25. Business Casual Sweater and Stilettos

26. Plum Crazy for Cold Weather Textures

27. Look Hot in an Oversized Sweater