Woman in stylish winter outfit for work

Winter fashion inspo

my favorite winter outfit combinations for work

By Audrey Hepburn

Published: 06 May 2025

A Personal Anecdote: My First Winter in the City

Okay, so picture this: I'm fresh out of college, new job in a bustling city, and it's my very first winter here. I'm used to warmer weather, okay? And my winter wardrobe? Let's just say it wasn't exactly... city chic. I was all ill-prepared, freezing my butt off waiting for the bus every morning. It was a really rough few weeks, I'm not gonna lie. Then, a friend gave me some great advice about layering, which became a total game-changer. From that point on, I felt so much better! This whole post is inspired by that chilly winter and figuring out the best way to look good while staying warm for the office.

Woman bundled up in winter clothes in a city

Woman bundled up in winter clothes in a city | Image: Supplied

Layer Up Like a Pro: The Foundation

The key to surviving—and looking fabulous in—winter work outfits is all about clever layering. I'm talking about those building blocks. Start with a base layer of thermal underwear if it's really cold! Then you can add a cozy sweater or turtleneck – merino wool is a total fave because it's so soft and warm, but also breathable. Don't underestimate the power of a good base layer. It's the unsung hero of a stylish winter ensemble, trust me. Last year I went through a phase of wearing cotton shirts under my work clothes in winter, and the result was an unpleasant, damp feeling that lasted all day.

  • Thermal Underwear (optional): For extra warmth.
  • Turtleneck or Sweater: Choose your style and favorite color!
  • Consider the fabric: Opt for natural materials like wool, cashmere, or silk for superior warmth and breathability.
Close up of a woman's stylish winter layering

Close up of a woman's stylish winter layering | Image: Supplied

The Middle Layer: Adding Style and Warmth

Now we're getting into the fun part: building the style! This middle layer is where you can add a structured blazer, a stylish button-down shirt, or even a cardigan. I often find myself reaching for a blazer in a nice, neutral color. It instantly elevates my outfit while adding extra warmth. Think about versatility here – you want something that can easily transition from day to evening, maybe a jacket with a nice lining for those super cold days.

  • Blazer: A classic choice for a polished look.
  • Button-down Shirt: Adds a layer of sophistication.
  • Cardigan: A cozy and comfortable option. I have a cashmere cardigan that is just too soft, lol.
Stylish office winter outfits with jackets and blazers

Stylish office winter outfits with jackets and blazers | Image: Supplied

Outerwear: The Finishing Touch

Your outermost layer is, of course, your coat or jacket. And this is where you can make a statement! Last year I bought a gorgeous wool pea coat, which is what I wear most of the time. It's warm, stylish, and surprisingly versatile. Choose a coat that matches your personal style, and that fits well. But keep in mind that you have to stay warm. A proper coat or jacket is essential to keep you toasty warm on your commute, for those brisk walks to lunch, or even at your desk on a really chilly day.

  • Wool Coat: A timeless and warm option.
  • Puffer Jacket: Perfect for extremely cold days. (I’m not a huge fan of them, but they get the job done)
  • Down Jacket: Another warm and stylish choice. I know a few ladies who like these better than the puffer jackets.
Woman wearing a stylish winter coat in the city

Woman wearing a stylish winter coat in the city | Image: Supplied

Accessories: The Secret Weapons

Don't underestimate the power of accessories! A stylish scarf, a warm pair of gloves, and a cozy hat can elevate your entire outfit while keeping you warm and comfortable. A good pair of boots is equally important! I've made the mistake of wearing shoes that weren't really suitable for the winter, leading to cold feet and less-than-stellar workdays. A warm pair of socks are a non-negotiable, for me.

  • Scarf: Adds a pop of color and personality.
  • Gloves: Keep your hands warm and dry.
  • Hat: Protects your head from the cold. A beanie can be really cute under a winter hat.
  • Boots: Keep your feet warm and stylish.
Woman wearing winter accessories in the city

Woman wearing winter accessories in the city | Image: Supplied

My Go-To Winter Work Outfits

Here are a few of my go-to outfits, which I hope will inspire you. It's all about finding combinations that work for you. So experiment and have fun with it! I truly believe that if you feel good about your outfit, you are going to work better.

  • Outfit 1: Thermal top, turtleneck, blazer, dark-wash jeans, boots, scarf.
  • Outfit 2: Sweater, button-down shirt, wool coat, trousers, ankle boots, hat and gloves.
  • Outfit 3: Thermal top, cardigan, wool coat, skirt, tights, boots, beanie.
Examples of stylish winter outfits for work

Examples of stylish winter outfits for work | Image: Supplied

Elegance is the only beauty that never fades.

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