Winter is here and with the change in season comes change in wardrobe. The drops in temperature and influx of polar vortexes bring the need for thicker fabrics, waterproof materials, and fleece-lined pieces joining your closet. However, it can be tricky to know exactly how to dress given all of these extenuating—and unpredictable—circumstances. That is, unless you have Stylecaster’s editors rounding up the best men’s winter outfits.
Whether you’re packing up your skis and hitting the slopes, joining the guys out for a basketball or hockey game, or grabbing a round of hot toddies after a week (or two) of hibernation, we have your wardrobe covered for every activity. While some dread winter dressing because of the lack of personality or bulky layers, we’re here to beat the myths. Yes, it’s true: you can look cool while staying warm through the chilliest days and nights.Between cozy sweaters, quality boots, chunky scarves, and wool jackets, these winter outfits ideas will keep you looking on trend without sacrificing warmth.
Whether you’re looking to add some new pieces to your winter wardrobe or you want to mix and match pieces that have been sitting in your closet since last year, your new favorite look can be found in the next 10 looks. Even a simple swap of a new coat can bring endless outfit ideas. Keep scrolling to find men’s winter outfit inspiration for all of the long, cold days ahead. And chin up, spring will be here before you know it.
“Elordi is our quiet male celebrity fashion icon. We think often of guys like Harry Styles or A$AP Rocky, loud, highly styled, big statement pieces, full look deals with fashion houses. But the looks he’s most known for are kind of just him dressing like a normal guy, but doing it better than everyone else.” —Aamina Khan, Style Writer
“I think in a world where everyone’s so clearly getting dressed for the IG picture they’re going to take after, I find myself so much more gravitated toward outfits that are so clearly just the sum of their parts, the parts being just thoughtfully-picked garments in a thoughtfully-curated wardrobe.” —Aamina Khan, Style Writer
“A leather jacket will always be hot. I find myself lately less convinced by leather motorcycle jackets. They feel like an homage to the past. This makes sense, I mean we, as a society, love love love style revivals. And I love them too. But I think a blazer is a great way to remix a leather jacket. A leather blazer feels very current. I’m sure it’s not a totally brand new invention, but it doesn’t feel like it completely belongs to another decade the way a motorcycle jacket does.” —Aamina Khan, Style Writer
“One way to keep warm in the chillier months is by adding a utility jacket to your rotation. For even more protection from the elements, consider adding in wool pants like these that keep the heat in on the coldest days.” —Tara Larson, Contributing Writer
“Take a note out of Matt Damon’s style book with a classic cold-weather outfit. Grab your favorite leather jacket and pair over a classic button down shirt and straight leg jeans.” —Tara Larson, Contributing Writer
“Elevate your athleisure this season by adding in a few key structured pieces. Pair a hooded sweatshirt with cargo pants or trousers and top off the look with a jacket with a cool design or texture.” —Tara Larson, Contributing Writer
“Between the months of December and March, you might not know what to wear on a night out. Consider a structured jacket with interesting details or texture, like this leather jacket with white stitching. Paired with black matching pants and a white tee, the look is exciting, warm, and easy to replicate.” —Tara Larson, Contributing Writer
“While some think winter outfits can be boring, getting creative with textures and patterns can help overcome that fear. Go with more subtle patterns in neutral hues to keep things simple.” —Tara Larson, Contributing Writer
“Swap out your everyday winter jacket with something with more pizazz. A bright red checkered coat is easy to wear over neutrals for a look that offers more personality.” —Tara Larson, Contributing Writer
A cozy cardigan is a staple in any winter closet. One way to style the timeless piece is by adding baggy trousers and a long coat for extra warmth. Ground the outfit with loafers and you’re ready for all the season has to offer.” —Tara Larson, Contributing Writer
