Skip to main content

The Manual may earn a commission when you buy through links on our site.

Our Picks to Upgrade Your Winter Hat Game for Every Situation

Winter Hats 2018
Image used with permission by copyright holder
Your winter hat game needs an upgrade — like, to one of the best men’s winter hats specifically. There are all kinds of styles out there to top off your ensemble, from the classic (and winter-friendly) fedora to a durable beanie cap to a stylish flatcap. We’ve picked out a few of our favorites below, each of which can team with winter style essentials that you already know, love and consistently wear — how about that? Shop away, and don’t forget to throw on one of these beauties the next time you leave the house.

Topo Designs Merino Wool Beanie – $45

Topo Designs Merino Wool Beanie
Image used with permission by copyright holder

What’s perhaps the number one hat you need in your wardrobe (and on your head) this winter? A dependably made beanie cap, one that simply gets the job done. The Topo Designs Merino Wool Beanie is your answer — no messing around with this piece, assuredly one of the best men’s winter hats out there. 

See It

Goorin Bros. Dutch Ellsworth Fedora Hat – $160

Goorin Bros. Dutch Ellsworth Fedora Hat
Image used with permission by copyright holder

Does your winter ensemble deserve something a little more tailored? Something a little more old-school cool and refined? The Dutch Ellsworth Fedora Hat, while not for everyone, is absolutely the right pick — wear it with a herringbone topcoat and a navy flannel suit for style that blends the throwback and the current.

See It

Kangol Wool Flexfit Hat – $40

Kangol Wool Flexfit Hat
Image used with permission by copyright holder

Kangol has been making instantly recognizable classic hats year after year without fail — the timeless, easy-to-wear Wool Flexfit Hat would look right at home with everything from a denim jacket and a henley to a shawl collar cardigan, slim chinos and beat-up leather boots. It’s a classic that’s right at home on any list of the best men’s winter hats. 

See It

Ebbets Field Flannels for J. Crew Brooklyn Eagles Ballcap – $50

Ebbets Field Flannels for J. Crew Brooklyn Eagles Ballcap
Image used with permission by copyright holder

You can still keep your trusty ballcap around for the winter months, especially if it’s a vintage-inspired number that’s easy to style with everything from a topcoat and jeans to a crewneck sweater and slim joggers (don’t forget leather sneakers). Does a ballcap deserve to sit on this list of best men’s winter hats? It sure does. 

See It

American Trench Cable Knit Cashmere Beanie – $110

American Trench Cable Knit Cashmere Beanie
Image used with permission by copyright holder

When you want to go really luxe with your winter headwear — as in, the type of option you could even wear with as a complement to a blazer and chinos — this reliable, well-made (and yes, pricey) cable knit cashmere beanie offers texture, visual interest and sharp looks.

See It

Editors' Recommendations

Beau Hayhoe
Beau Hayhoe is a freelance men's style writer, consultant and PR pro based in Brooklyn. Beau's menswear and gear writing has…
The 9 Warmest Men’s Gloves To Keep Your Hands Cozy This Winter
best gloves for men 2021

Looking for gloves this winter season? During the cold months of winter, and especially for activities ranging from snowboarding and skiing to driving on long road trips, you need a pair of quality gloves. Whether you want to keep your hands warm while you're outside, or just need a new stylish pair in your closet, we've rounded up the best gloves for men.

Plenty of brands are making gloves that blend comfort and style with critical functionality, work gloves, driving gloves, running gloves, to name a few. Gloves are an investment piece, so you'll want quality leather gloves that won't tear and modern styling to fit your closet. The bottom line is this: Before you leave the house, make sure you're not doing so without a pair of the best men's gloves on your hands (they'll thank you later).

Read more
6 Thoughtful Fashion Gifts for Men on Amazon To Upgrade His Winter Wardrobe
fashion gift guide for men amazon

To ease your worries, shopping for gifts (especially Valentine's Day gifts) can be done in the comfort of your own home. As more of us go online to find the perfect gifts for our friends and loved ones, Amazon seems like a good first, and possibly only, stop.
Amazon may be a solid one-stop-shop for all your gifting needs, but without some guidance, the site can be overwhelming. Especially when it comes to men's fashion, you either have to have an idea of what you’re looking for, or you need us to show you! We've got you covered as we've gathered some of the best fashion gifts from Amazon Fashion that you can get for the guy in your life below. You can even cop these for yourself, no one is stopping you.

Timex South Street Sport Watch

Read more
The Best Sneaker Brands for Men To Upgrade Your Footwear
best sneaker brands for men converse

When it comes to footwear, no shoe is as reliable or as versatile as the sneaker. Below, we’ve rounded up the best sneaker brands based on authenticity, status, and style. Instead of clout chasing and throwing money at overpriced resale platforms, stick to the classics or invest in one of the following sartorial upgrades from some of the best men's fashion brands.
Adidas

The brand behind the iconic three stripes started as a sportswear company that has since evolved into a lifestyle empire. Adidas first changed the game with its simplistic Stan Smith styles featuring an all-white leather upper and bright heel tab. By tapping catalysts like Kanye West to head the Yeezy collection, Adidas has safely secured its place in culture. Most recently, Adidas onboarded Fear of God’s Jerry Lorenzo as the head of its basketball division, as well as the newly formed Fear of God Athletics.

Read more