Temperatures are dropping. And whether you like it or not, it’s time to bring out your warmest coats and coziest sweaters. Though I’m always tempted to rot away in leggings, sweatpants, and hoodies until it starts to warm up again, finding fun winter outfits can bring a breath of fresh air to an otherwise-dreadful few months.
If you’re like me, you’re probably in need of some major style inspiration to spice up the chilly season. Thankfully, our editors scoured the internet for the best winter outfits, striking the perfect balance between chic and cozy. Between leather pants, dresses paired with tights, and stylish (but insulated) boots, there are several pieces that can keep you feeling warm—and perhaps more importantly, looking cute. You probably even have a few of these outfits already in your closet.
So the next time you’re getting ready for any winter activity—ice skating dates, hunting down the best hot cocoa in town, or simply dreaming about beach vacations—look no further. When temps fall to sub-zero and the snow begins to fall, we know how easy it is to revert to our old, boring outfits. But have no fear: We’ve done the legwork and are here to help you transition into the new season. Luckily, there are countless ways to look cool while keeping warm in the coldest weather, and we’ve rounded up the best seven to spark inspiration. Keep reading to see how to style your favorite sweaters, jackets, and boots until spring starts to bloom.
“For days that aren’t quite so chilly, I always reach for a blazer dress and boots. This combination is perfect for a date night, dinner with friends, or even the office—depending on your dress code.” —Tara Larson, Contributing Writer
“I’ve been loving cargo pants since they first became a trend in 2023, and I’m not ready to let them go yet. One way to style them in the colder months is by adding a cozy sweater. I’d complete the look by juxtaposing it with a pair of cool sneakers, rather than dressier pointed-toe pumps.” —Tara Larson, Contributing Writer
“When the temperatures dip, one way to show off you personality while keeping warm is by wearing a fun coat. Trade your everyday winter jacket for a bolder color or more interesting texture, like this long denim option. Add simple black trousers and a neutral top to round out the look.” —Tara Larson, Contributing Writer
“Beat the winter blues by adding a pop of color to your cold-weather wardrobe. Adding a colorful turtleneck or sweater to a neutral base, like a gray coat or black jeans, is an easy and foolproof look.” —Tara Larson, Contributing Writer
“To find warmth without being too constricted by myriad winter layers, I always reach for a sweater dress. Pair a cozy midi dress with knee-high boots to get extra coverage without sacrificing style.” —Tara Larson, Contributing Writer
“While black leather pants are a staple, colorful styles offer a more interesting way to wear the trend. I’d pair mine with a simple black top and coat to let the color of the pants stand out.” —Tara Larson, Contributing Writer
“Looking for a way to elevate your loungewear? Trade your go-to leggings and sweatshirt with baggy jeans and an oversized sweater. These simple swaps won’t sacrifice comfort, but they’ll make you look even more stylish and put-together.” —Tara Larson, Contributing Writer
