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Top Men’s Winter Fashion Essentials

Men Winter Fashion Essentials

Now that the temperatures are dropping, it’s time to invest in these must-have men’s winter fashion essentials! These pieces will help you strike the perfect balance between comfort and fashion so you’re ready for whatever Mother Nature has in store. 

Whether you’re headed to a business meeting or planning a cozy night-in, we have all the hottest winter looks this season. From fuzzy flannels to rugged leather boots, these items will help you stay cozy while looking sharp everywhere you go!

Men's Winter Fashion Essentials

Warm Base Layer

silk underwear - men's winter fashion essentials
L.L. Bean

Layering is a key concept for putting together any winter outfit. Ideally, you’ll want to look for something that is snug-fitting and moisture-wicking for protection as well as comfort. Merino wool or polyester is a good option, but a silk undershirt is luxuriously soft and can regulate temperatures as well.

While many people wear thermals for outdoor activities, it’s also important for everyday wear. It adds just a bit more warmth under sweaters or shirts if you’re lounging at home or heading into freezing temperatures.

Flannel Shirt

flannel shirt men's winter fashion essentials
Taylor Stitch

A warm flannel is one of those men’s winter fashion essentials everyone should have in their closet. The soft material makes it a great option as a mid-layer, although it can also be worn on its own. If you are layering, we recommend sizing up for an extra comfortable oversized shit.

The style is more laid-back than other types of button-up shirts, so we like pairing them with jeans or joggers. However, you can also dress it up with a nice jacket or chinos if you’re going to work or out to dinner.

Loose-Fitting Pants

men's winter fashion essentials - loose fitting pants
Gap Factory

Gone are the days of uncomfortable skinny jeans! Loose-fitting pants are back in style and can be worn with practically any outfit. Opting for a pair with a tapered leg still gives you that streamlined look but with extra room for added comfort.

You can find this style of pant in almost any material, from baggy jeans to sweatpants. But we think a loose-fitted khaki pant is timeless. And best of all, they’re practically made for layering. So if it’s an especially cold day, you can wear it over thermal long johns and still have room for movement.

Joggers

Tilly's

If you want to be stylish and comfortable this winter, a pair of cozy joggers is a must. They can be worn for casual outings, like running to the grocery or hitting the gym. Or you can just slip them on for a relaxed day of hanging out at home on the couch.

Look for pants made from heavier materials to keep you warm. We like thick cotton blends or fleece (these North Face ones are made with both)! If you want to keep with the sporty look, we recommend wearing them with white sneakers and a hoodie. Or you can dress it up a bit more with rugged boots and a flannel top.

Beanie

beanie - men's winter fashion essentials
Nordstrom

During the winter, you won’t want to leave the house without your beanie! Not only does it keep your head warm, but it also acts as a stylish accessory to amplify your outfit. Color-wise, you should try to stick to a neutral color so you can wear it with any coat or jacket. However, a pop of color can also be an eye-catching statement piece for those a bit more daring!

Make sure your beanie is made with winter-worthy fabric. Wool is always a good option, but cashmere adds a touch of sophistication!

Puffer Jacket

A puffer jacket is one of the men’s winter fashion essentials that will never go out of style. They’re lightweight and exceptionally warm, which is a must-have for braving the cool elements of the outdoors. And if you’re traveling with family this winter, puffer jackets are compact and packable so they’re easy to toss in your suitcase or car.

Some puffer jackets are filled with synthetic insulation, which is hypoallergenic, durable, and water-resistant. But they won’t be as lightweight or as warm as feathered down. Whatever you choose, we think it’s a good idea to get one with a water-resistant shell. That way, you can still stay warm and dry even if it starts raining or snowing!

Long Coat

Bloomingdale's

While puffer jackets are good for casual outings, a long coat offers a more polished appearance for winter’s formal events. And while they’re great for date nights or work events, they can also be worn with jeans and sneakers for a casual look. Look for one made out of wool (or a wool blend) with a notched collar and single-breasted button closures.

But long coats just are stylish, they’re also practical! The extra length provides better coverage against the cold. And the heavy-duty materials guarantee that you’ll stay warm and comfortable no matter how low the temps dip!

Boots

Chelsea boots men's winter fashion essentials
Cole Haan

This season, boots (specifically Chelsea boots) are all the rage. They are crucial for navigating the cold and the wet and icy outdoor conditions. Therefore, you’ll want to make sure you choose boots that are insulated in addition to being water-resistant. You can also pair them with winter thermal socks on days that are especially chilly!

But besides keeping your toes warm and dry, Chelsea boots are extremely versatile. Pair them with loose-fitting pants or joggers for a laid-back walk through the snow. Or wear them with your long coat for a more put-together and sophisticated outfit for work or dinner dates.

Up Your Style Game

Depending on where you live, winter can be a difficult season to dress for. But staying warm while maintaining your style doesn’t have to be a challenge with these men’s winter fashion essentials. This season, it’s worth investing in quality key pieces like thermals, jackets, and boots. That way, you’ll be prepared for the cold and still look your best and turn heads wherever you go!

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