Best Winter Hats For Men

best winter hats for men

by Men's Reporter Team

From beanie caps to ball caps, there’s a hat on the market for everyone

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Don’t get me wrong. The worst of winter weather can be tough on all fronts, including the strain it puts on your wardrobe. However, the best winter hat for men should fulfill the following important criteria: keep your nose dry, protect your ears, and protect your face from the cold (to a certain extent).

Beanie caps and fisherman caps have real-world tradition and modern practicality, but there’s a winter hat style for everyone. Watch caps highlight stripes (especially wool and tweed) when paired with sophisticated topcoats. A classic stocking cap is sure to come in handy any day of the week. If you just can’t get enough of the iconic ball cap style, rest assured that fashion makers have put their talents to use and created winter-friendly versions of it, too.

Related: Best sweater polos for men

The best winter hats have a purpose, but style points are just as important. When looking for the best winter hats for men, here are some options that hit the mark in both categories in our experience.


filson watch cap beanie

Call it original, call it the best, call it what you like. Filson’s Watch Cap Beanie has seen just about everything as a Pacific Northwest outfitter that helped explorers brave the cold in the Northern Territory and beyond. Now, it’s a thick, tightly knit option made from American wool to keep you comfortable in the coldest weather.

$50 at Filson.com

hackberry logo beanie

If there was ever a retailer you could trust to outfit you for adventures near and far, it might be Huckberry. We make a variety of gear that is recognized for the outdoors, including a casual yet stylish take on the beanie cap. The wide-ribbed design is complemented by a fabric blend that includes nylon and spandex for performance, and the Huckberry logo tag and wide range of color options are also never a bad thing to have in your arsenal.

$30 at Huckberry.com

Patagonia Fisherman’s Rolled Beanie

Patagonia’s use of recycled polyester for this tightly woven, classic-style beanie cap just made your winter hat rotation even more sustainable. Made for virtually any cold-weather activity (and virtually every winter sport imaginable), the rib-knit design ensures a snug fit in any of the stylish color options.

$39 at Huckberry.com

Flint and Tinder Tweed 5 Panel Hat

One of the more tailored fabrics found in many classic blazers, houndstooth gives this 5-panel hat a new twist, making it more casual yet just as versatile. It will be. Huckberry’s Flint and Tinder line is a meticulously crafted, winter-ready ball cap made to pair with expertly cut denim shirts and shackets.

$75 at Huckberry.com

Ebbets Field Black Wool Vintage Ball Cap

Some hats look great with stripes in spring and summer, while others are tailored to the demands of colder climates, both in style and construction. When it comes to the best winter hats, it may seem like a difficult task, but the timeless design makes it appealing. This Ebbetts Field Cap features a particularly thick and versatile black wool for a vintage style accent.

$54 at Ebbets.com

carhartt wool blend patch cap

Whether you’re planning on tackling your winter to-do list or not, a wool ball cap serves the dual purpose of keeping the weather out of your eyes while acting as a discreet, rugged accessory for the rest of the day. I will fulfill it. For example, if you want to drink beer at your favorite dive bar). Carhartt’s workwear tends to fit into either situation, and this toasted wool ball cap also features the brand’s iconic logo.

$29.99 at Amazon.com

boston scully original cap

Long before Peaky Blinders made newsboy caps famous again, there was Boston Scully, which focused on the classic hat for men. Its newsboy cap is made of fashionable gray herringbone fabric, a nod to the classic style seen across the pond. It would pair perfectly with a navy pea coat on those blustery winter days.

$52 at Amazon.com

Stetson reed wool flat cap

Stetson may be best known for its Western tradition and style, but its flat cap version is sophisticated enough to dress up. Made from wool and cashmere, they are more sophisticated than newsboys (note the elongated design and short brim). The understated design pairs well with winter tailoring, perfect for snowy nights.

From $91.33 on Amazon.com

cole haan newsboy cap

The best winter hats for men are not only functional, but also add style and confidence to your #OOTD, and newsboy caps and flat caps do both. Perfect for wearing while driving or walking around town, this wool-blend option regulates body temperature and protects your forehead from the elements. Of course, this is a regal style for sophisticated gentlemen.

$42.99 at Amazon.com

Home Felt Prefer Fedora


Although the fedora is a time-honored style, it’s a special style that not everyone can pull off. But if you’re concerned, opt for a tried-and-true silhouette with a winter-friendly wool felt construction. This option is timeless, eye-catching, and stylish enough to pair with a top coat and dress boots on a snowy evening (with a winter suit underneath, of course).

$29.99 at Amazon.com

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