Time to Bundle Up: The 26 Best Winter Hats for Men

Buy in to a little bit of Arc'teryx logomania with one of their classic bird head toques. These are ideal for layering under hoods or helmets if you're skiing, as their low profile keeps close to your skull. These are high quality warmth at a reasonable price. Also, if you can find one of their grotto toques pick one up, but they are almost always sold out.

Note: You may have to go in-person to an Arc'teryx store to cop one of these, or keep your eyes on the link below and wait for a restock.

At some point in the next couple of months, a good percentage of you will probably be getting an Amazon gift card for the holidays, so let’s help you out here. There’s a number of winter hats/beanies that you can grab on Amazon. Our favorite is the slouchy beanie, which has a pretty cool look.

Stüssy has returned to the streetwear scene with a vengeance, seemingly surpassing Supreme as the premier brand within the space. They have been pumping out tons of awesome hat designs, with this simple logo beanie being a personal favorite of ours.

Available in three colors and made with wool to keep you warm and cozy, the Rag & Bone Wool Beanie is an excellent choice this winter season. Practical yet fashionable.

C.P. Company has definitely been having a moment lately, with their goggle jackets and hats taking the spotlight. Here we see the classic goggle look has been applied to a beanie, keeping your head warm and your eyes fresh.

Aimé Leon Dore has been on a tear with the high quality basics, and this waffle knit option provides some great texture to a minimal style. There are a lot of fun color options, get them while they're in stock.

Eckhaus Latta might be more commonly known for their eclectic womanswear, but this knit beanie transcends gender norms. The luscious knit and subtle coloring makes it a perfect addition to any winter wardrobe.

If these are looking a little quiet for you, grab this beanie from Mowalola that features her now-iconic flipped Walkman logo. This would go great with a louder wardrobe that echoes the recent neon craze.

J.W. Anderson's Loewe just screams charming luxury, and the fun coloring and striping of this beanie can add some flair to your otherwise bland winter outfits.

You can’t beat the $20 price and quality. Plus, it’s Carhartt.

And when in doubt, go with Ralph Lauren. They are one of the longest standing brands out there, and offer a wide selection of winter hats. 

Feeling shiesty? We got you. Arc'teryx not only perfected the basic beanie, but they also have the black balaclava on lock. There's nothing extraneous here, and it does exactly what you need it to.

This awesome balaclava from Carhartt is made of a super soft fleece, and the cord toggle lets you decide how tight you want the hood to sit around your face.

We're not quite sure where this piece fits in within the balaclava and hood realm, but its way too cool to pass up. It features a large padded hood with a zip-up mock collar to make for an accessory that we promise nobody else has right now.

This phenomenal knit hood from Phillip Lim is huge, ensuring that there is absolutely no chance you get cold this winter. Coming in a beautiful mix of brown and white, the knit pattern feels beautifully crafted and homemade. It even features a sort of bib that goes down over your chest and back.

Unfortunately, these balaclavas can be a little tough to get your hands on, as they are each hand made and thus limited in their release. However, they are simply so beautiful that we need to keep them in this list. Each balaclava is completely unique, so you know you're getting a special and personal item. If you really want one now, they do pop up on the secondhand market from time to time.

This entry from Andersson Bell, as is the case with all of the designer's eclectic work, is a bit of an accent piece and a deviation from many of the more minimal options on this list. This is one of the best winter hats for men in your life who like something a little daring.

This entry from Burton is a great option for performance, as the brim will keep snow and other falling debris from getting in your vision.

Channel your inner 1800's French Canadian with this faux fur hat from Eddie Bauer. It has some loose ties at the bottom so you can fasten the ear flaps to each other and stay as warm as possible.

This Salomon cap subverts the classic 5-panel by adding some fleece on the outside. The Sweet Fleece is a nice and cozy alternative to a traditional baseball cap.

L.L. Bean continues to be an all-American classic and their offering to the fuzzy hat game is as all-American as it gets. The classic bomber hat style has been around forever, and has become the quintessential fuzzy winter hat.

This bucket hat from Story Mfg. is one of the most versatile and unique pieces of headwear available right now. Kyrie Irving has been wearing one recently, and the hat is versatile and lightweight enough to wear year-round.

The chunky furry bucket hat craze is certainly here to stay, and this entry from R13 is a super fun one to have you feeling like Jamiroquai in the mid-90s.

J.W. Anderson's namesake brand has been pumping out quality designs just as much as Loewe, and this hat is a testament to the designers panache. The shearling texture keeps this bucket hat a little left field, while the colors make it ideal for matching a winter wardrobe.

This Marni hat is an absolute grail and can be worn in a multitude of ways, with the flaps down or folded up alongside your head. The beautiful hit of pink along the top makes it sure to catch everyone's eye as you walk by. The price point is certainly insane.

Available for both men and women, the Canada Goose Aviator hat lives up to its name with buckle down insulation and an adjustable chin strap. The hat is also water-resistant and well-built enough to keep you warm all winter long.