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A solid winter wardrobe should start from the bottom, up. When it’s too frigid for dresses and too cumbersome to layer tights under jeans, only a serious pant will do. But versatility is key. You need the kind of trousers that will carry you from icy commutes to overheated holiday parties. Whether it’s wool pants that are perfect for the office or lounge pants that you can wear out on the weekend, we’ve found the essential pairs that will keep you cozy all winter long.
Below, shop 36 of the best pants to slip on for your chicest winter yet.
Work-Ready Wools
Time to give your work dress pants a seasonal update. Trade chinos, khakis, and crepe pants for warm wool styles. Wide-leg or loose-fitting wool trousers are key to office dressing this winter, and come in classic herringbones and speckled wools, and even an ‘80s pleat. Easily pair these styles with your go-to blouses, blazers, and work shoes during the work week, and easily slip into them once again for the weekend.
No-Dress Party Dressing
The evening pant is the perfect alternative to a special occasion dress—especially when it comes to getting ready for multiple holiday soirees. Think black trousers piped with diamanté crystals or equipped with feather-fringed hems. Or how about metallic and jacquard dress pants in the season’s festive color palette? The best part: Unlike a statement-making party dress, you can rewear evening pants again and again with a little creative styling. One idea? Show off a decorated T-strap pump with a cropped flare pant and a chic sweater and you’ll be set to celebrate until the New Year. Holiday dressing has never been easier.
The Seasonal Check
During summer we have gingham, but for fall and winter, there are checks, plaids, and tartans, too! The print feels undoubtedly seasonal and works seamlessly with the rest of the cold weather wardrobe, lasting you from the first pumpkin spice latte to the final snowfall of the season. Plaid pants can be dressed both up or down as well. Consider tucking a pair into heeled knee-high boots and topping it off with a turtleneck for Thanksgiving dinner. Or bundle up in a parka, wooly socks, and a pair of snow boots for a wintry weekend getaway.
Durable Leathers
Nothing looks cooler and is more functional than a pair of heavy, durable leather pants. Prevent cold air from getting through to your legs in a protective layer of patent. Leather trousers are the season’s best kept secret when it comes to looking stylish, staying warm, and shielding yourself from the elements. Take the leather pant as your date for a night out this winter — you’ll be sure to turn heads at every holiday soiree or dinner party.
Warm, Cozy, Corduroys
When it’s too cold for stiff, non-insulated jeans, try a pair of reliably cozy corduroys. In multiple silhouettes for every body type and personal style, a corduroy trouser can be a simple swap for daily denim. A straight or wide-leg black pair would fit seamlessly into the modern woman’s wardrobe, while a snow white flared pair would make for the ultimate après ski look.
Leggings and Loungewear
The winter season is full of a seemingly endless amount of traveling and eating. In the end, the key to great winter style is being comfortable. Luckily, this season’s evolution of slouchy, stretchy, and knit loungewear can actually be worn both in and out of the house. Pack a pair of flared black leggings when heading home for the holidays. Cashmere or knit pants have the power to make traveling and running errands look effortlessly chic, while printed leggings can be both a stylish layering piece or suitable option for Christmas morning.
