What to Wear When the Winter Chill Sets In? 4 Outfit Ideas

Imagine stepping out in the dead of winter only to realize you’re not dressed warmly enough to handle the freezing weather. That can be a day-ruiner—you’ll only think about how cold you are and nothing else. But do you know not dressing warmly enough can be dangerous, too?

Exposure to cold can lead to hypothermia, frostbite, breathing issues, and chest pain, states Inspira Health. 

You don’t have to look like a marshmallow, though, to stay warm. You just have to find the right outfit. Yes, wearing the right outfit can make even the frostiest winter days bearable—or, dare we say—enjoyable. 

So, let’s dive into some cozy, stylish, and practical winter outfit ideas that will keep you warm when the weather is freezing.

#1 A Turtleneck and Button-Down Combo

Turtlenecks are a mainstay in every woman’s winter wardrobe, says InStyle. And for a good reason—they’re both chic and functional. 

Put on a fitted or slightly oversized turtleneck as your base layer. Then, throw on a button-down shirt over it. For a polished, office-ready look, button the shirt or leave the button-down open for a more casual, laid-back vibe. 

Take inspo from Katie Holmes. The actress perfectly showcased how to make a white turtleneck appear trendy while getting more mileage out of the button-ups.

This combo is an underrated winter layering hack that’s both stylish and practical. It’s a great way to turn your classic button-down shirts, usually reserved for warmer weather, into cold-weather staples. 

The turtleneck keeps your neck warm without needing a scarf, while the button-down adds structure and texture. The turtleneck button-down combo also allows you to play with color and patterns.

#2 A Staple Sweater Dress

When you want to dress up a little in the winter but still stay warm, a sweater dress is the perfect solution. 

Luxe, feminine, versatile, and sophisticated—just as Brochu Walker describes them—sweater dresses are cozy and stylish. They can keep you toasty even on the coldest days. 

Sweater dresses are one of those winter staples that combine comfort and style. It’s basically like wearing a cozy sweater but with the added benefit of looking more put-together.

For a casual day out, pair a sweater dress with thick tights or leggings and some comfy ankle boots. Throw on a scarf, and you’ve got a cozy, chic look for running errands or grabbing coffee. 

Want to dress it up a bit? Swap the boots for knee-high or heeled boots, add a belt to cinch the waist, and you’re ready for a dinner date or even the office.

Just this September, Angelina Jolie made a low-key appearance in Colorado wearing a gray sweater dress. The actress was there to attend another cinema event after receiving an eight-minute standing ovation at the 81st Venice Film Festival for her performance in Maria.

Invest in a quality knit, though. That will keep you warm without being too bulky. 

The good thing about sweater dresses is that they come in a variety of styles. Chunky? Check. Fitted? Check. Turtleneck? Check. Hence, you can easily find one that suits your personal vibe.  

#3 Anything Ski-Inspired

Ski-inspired fashion isn’t just for the slopes anymore—it has become a cool, go-to winter style. 

According to W Magazine, the combination of warmth, indulgent coziness, and old-school glamor makes it a wintertime winner. 

Ski style is an effortless blend of cozy and sporty, exuding a hint of luxury. The key pieces? Chunky knits, bold geometric patterns, and technical fabrics that scream “après-ski chic.”

A classic ski sweater with snowflake or mountain motifs is an easy way to nail the look. Pair it with some slim-fit jeans or leggings, and throw on a pair of snow boots or sleek ankle boots. Or, layer with a puffer vest or jacket to capture that cozy mountain vibe.

The après ski attire has already entered the wardrobe of celebrities. Check out the looks of Kendall Jenner, Anne Hathaway, and Kylie Jenner if you’re searching for inspiration. 

#4 The Classic Puffer Jacket Look

When it’s downright freezing, you can’t go wrong with a puffer jacket. 

These quilted, insulated jackets with a puffy design have come a long way from the bulky, unflattering versions of yesteryears. Today’s puffer coats are sleek, stylish, and oh-so-warm.

Throw on a mid-length or long puffer jacket with skinny jeans or leggings. Finish the look with ankle boots or chunky sneakers. You’ll be bundled up without feeling like the Michelin Man.

Recently, pictures of Kim Kardashian, Lea Michele, Irina Shayk, Suri Cruise, and Hailey Bieber wearing puffer jackets went viral. 

It can be hard to strike a balance between style and comfort when it’s freezing outside. 

But layering smartly and choosing pieces that work both functionally and fashionably is the key to staying warm without sacrificing your look. Don’t forget accessories like scarves, hats, and gloves. They are not only practical, but also great for adding a pop of color or personality to your winter wardrobe.