Best Winter Hats & Beanies for Bald Guys

Feel that nip in the air? Winter's here, and for us baldies, the cold can be brutal!

Going bald and showing it off is awesome, but winter poses a challenge: it gets really cold and without hair, this is magnified. When I start to feel the cool winds, it's time for me to pull out my favorite classic beanie for extra warmth.

In the past, I wore hats to hide my male pattern baldness. I started going bald in my 40s, an improvement considering that my grandfather went bald in his 20s, while my dad went bald and started wearing a wig in his 30s. Nowadays, the social stigma attached to baldness isn't as bad as before. In fact, baldness is now seen as a sign of virility, strength, and authority.

For head shavers, winter hats do more than just cover up. They also step up our style game.

Join me as we talk about the best winter hats for bald guys and dive into why they are great for hairless scalps.

Best Winter Hats and Beanies for Bald Men at a Glance:

• Top Pick: Barts Wilhelm Beanie, $32.77
• Best Seller: Carhartt Knit Cuffed Beanie, $19.99
• Best High-End Choice: The Westcoaster Arctic Circle, $117+
• Best Budget Friendly: Zooron 1&2 Pack Beanie, $3.59
• Best Unique Design: Outdoor Research Coldfront Down Beanie, $48
• Splurge: Gucci Cashmere Jacquard Beanie, $580
• Best for Outdoor Activities: Zavelio Unisex Shearling Sheepskin Leather Aviator Hat, $64.99
• Best Minimalist Design: And Wander Black Primaloft Aviator Hat, $150
• Best Water Resistant: Eddie Bauer Superior Down Trapper Hat, $65
• Best Casual: LL Bean Wool Blend Ball Cap, $35
• Best Winter Cap: The Original Stormy Kromer Cap, $50

 *Prices are accurate during publishing, may be subject to change

Beanie

Every bald guy needs a beanie. It keeps your head warm and makes you look good as well. The Classic Beanie is a staple in the UK, Norway, and Finland, where winters can be brutal.

Unsurprisingly, beanies are worn as everyday wear in countries where the temperature drops consistently. Beanies are also a fashion statement for bald men, enhancing your look, especially if you rock a beard. Well-known celebrities like Ashton Kutcher have worn beanies in public, proving the classic beanie never goes out of style.

It's one of my favorites during the colder months because it covers my shaved head and keeps my ears warm. Plus, they come in different materials, designs, and colors, so you can build your collection for any occasion.

If you're looking for a starter hat to add to your winter collection, a beanie is a solid choice.

Remember that it's best to keep your head smooth when wearing a beanie, as it can stick to your head if you have stubble.

To keep my head cleanly shaved, I can count on my Freebird FlexSeries Pro shaver. It only takes a few minutes, and I'm done. To top it off, I also apply a post-shave moisturizer since the lower temperatures can make my scalp drier than usual.

If you're in the market for the best head shaver, you can check out our guide.

Here are our top picks for beanies:

Barts Wilhelm Beanie - Our Top Pick

Our Content Editor Chris swears by this beanie:

"I picked this up on a trip to the UK to replace my Carhartt beanie and I couldn't be happier. I have a pretty big head and this fits without slipping off like many other "one size fits all" beanies. It keeps my head warm and looks stylish and has personality without going over the top. I love the colors."

Barts Wilhelm Beanie comes in several stylish, subtle striped colors. It's made from 90% acrylic/10% polyester with a soft fleece headband and a pom on top.

Fun fact: The pom on the top of some beanies was originally made so sailors wouldn't bang their heads on the ceiling of a ship when the seas got rough.

The thick, chunky knit, warm headband and soft material will keep your ears and head warm for sure.

Pros:

• Great fit for larger heads
• Stylish yet subtle colors
• Warm, soft materials

Cons:

• Pom-pom (not for everyone)

Who it's for: This beanie is great for guys with larger heads who often struggle with "one size fits all" hats. It's also perfect if you want a stylish yet subtle look that keeps you warm without being over the top.

Pick it up on their website or on Amazon.

Carhartt Knit Cuffed Beanie - Best Seller

This Carhartt best seller starts at $19.99 and comes in many colors, like Brite Orange, Lime, Cantaloupe, Carhartt Brown, and Winter White. That's endless pairing possibilities! If you think that all beanies are created equal, you've never tried a Carhartt.

They fit well, even if you have a big bald head. It also slides way down over your ears for extra warmth. Popular celebrities, including David Beckham, Jake Gyllenhaal, and Harry Styles, have been seen wearing these in public. If you're the type who wants to wear noticeable logos, this is perfect. People can tell if you're rocking a Carhartt.

Pros:

• Has a wide range of colors
• Fits well even for large heads
• Slides over ears for extra warmth
• Large recognizable logo

Cons:

• Not for minimalist styles

Who it's for: This is for the baldie who needs a super warm and reliable beanie. It's also a top pick if you appreciate a widely recognized brand and prefer a snug fit that stays put.

Buy from their website or on Amazon.

The Westcoaster Arctic Circle - Best High-End Choice

If you have the budget, the Westcoaster Arctic Circle wool knit beanie from the Red Hat Factory is a keeper. Norway is known as one of the top 10 coldest countries in the world, so we trust them to make some of the best winter hats for the coldest days. When there's snow on the ground, this is the best beanie you can take out of your closet. These beanies are hand-knit for three and a half hours and are made from 100% sheep wool.

Why Wool?

• Wool is water-resistant. They can even keep you warm when you're wet.

• Wool is flame-resistant. Flame resistance doesn't mean wool won't burn. Synthetic fibers could ignite easily, which makes wool beanies supreme.

• Wool is antibacterial. It contains lanolin, a natural oil found in sheep's wool. It may not protect you from infection, but it will surely keep the bad smell away.

• Wool is a natural material. If you are allergic to synthetic materials, wool is a good alternative for you.

These amazing features come with every Red Hat Factory hat that you buy. Every handcrafted wool knit beanie you buy also comes with a Certificate of Authenticity signed with the knitter's initials.

Pros:

• Extra warmth (100% sheep wool)
• Hand-knit quality
• Water and flame resistant
• Anti-bacterial
• Made from natural materials
• Comes with a Certificate of Authenticity 
• 60-Day Money Back Guarantee
• 10-Year Guarantee
• 9 to 12 days shipping time
• Free Worldwide Shipping

Cons:

• Pricey
• Longer shipping time

Who it's for: This beanie is for the bald guy who wants the absolute best in warmth and quality. It's ideal if you prefer natural materials like 100% wool and don't mind investing more for a premium, handcrafted product.

Buy from their official website.

ZOORON 1&2 Pack Beanie - Best Budget-Friendly Beanie

Prices start at $3.59 for our top pick for budget-conscious bald buddies. The Zooron cap beanies are made from polyester and cotton. They come in various colors and are One Size Fits All. They're good starter hats you can wear daily for winter activities like skating, hiking, skiing, or snowboarding. If you are thinking about winter gift ideas, you can buy a pack for you and your family.

Pros:

• Affordable
• Comes in multipacks (extra savings)
• Has a wide range of colors
• Good for various winter activities

Cons:

• Material is not as warm or durable as higher-end options

Who it's for: This is perfect for budget-conscious buyers looking for an affordable option. It's also great if you need multiple beanies for everyday casual wear or as gifts.

Buy from Amazon.

Outdoor Research Cold Front Down Beanie - Best Unique Design

This head-turner from Outdoor Research will surely elicit good reactions. The Cold Front Down Beanie promises to keep you warm and stylish with its 650-fill power goose-down insulation and Pertex Quantum technology. This unique beanie also features a small pocket that may come in handy as you wander out in the snow.

Other cool features include being lightweight and wind and water-resistant. The Cold Front Down Beanie can easily be tucked into your backpack when not in use. You can choose blue, black, and gray colors to match your winter wardrobe.

Pros:

• Excellent warmth (from goose down insulation)
• Wind and water resistant
• Unique design
• Has a handy pocket
• Lightweight and packable

Cons:

• Pricey
• Design may not be for everyone

Who it's for: This beanie is for adventurous baldies who want their style to stand out. It's also perfect if you need extra warmth and protection from the elements, which is also easy to pack.

Buy from their website.

GUCCI Cashmere Jacquard Hat - Splurge

An expensive Italian-made beanie by Gucci? Why not? Who wouldn't recognize the green and red Gucci colors and logo? The Gucci Wool Knit Hat features camel knit wool and a stylish pom-pom design. Keep in mind that these beanies should be dry-cleaned only. If you need to iron to remove creases, use low heat. You wouldn't want to ruin a $580 beanie.

Pros:

• Luxury brand appeal
• Stylish  design
• Made from high-quality cashmere

Cons:

• Very expensive
• Dry clean only

Who it's for: Bald fashionistas who love luxury brands. It's perfect for those with a budget for designer accessories who want to make a high-end statement.

Buy from their website.

The Aviator Hat

The Aviator hat was born when airplane cockpits were completely open. Pilots needed to keep their heads and eyes warm during flights, and the Aviator hat provided just what they needed. It had a low brim and long ear flaps, providing excellent protection in severe weather conditions.

Aviator winter hats for men were usually made from fleece lining or faux fur, which are good insulators against the cold weather.

I feel nostalgic while writing about aviator hats for men since my great-grandfather and grandfather were both pilots. In fact, the Fernando Air Base in Lipa, Batangas, was named after my great-grandfather, Lt. Col. Basilio Fernando, the "Father of Philippine Aviation." My grandfather, on the other hand, Capt. Eduardo Fernando Sr. was the first Filipino to break the sound barrier.

When I was younger, I also dreamed about becoming a pilot one day, but I didn't meet the height requirement! It doesn't matter. I am happy to write valuable information for fellow bald people out there.

I would have encouraged them to ditch their wigs and start shaving if they were all alive today. They would have loved using our Freebird FlexSeries shaver and our complete line of shave and scalp care products.

I can imagine them with their shaved heads, wearing beanies and aviator hats during the cold season, while we talk about how to care for our bald heads.

Trapper hats are similar to aviator hats in design, but usually have a super soft fur lining for extra comfort and warmth during the most extreme cold weather.

Zavelio Unisex Shearling Sheepskin Leather Aviator Hat - Best for Outdoor Activities

Prepare to spend $64.99 and upwards for this 100% genuine sheepskin Aviator Hat from Zavelio. The Zavelio Aviator hat is a classic winter hat that comes in different sizes and colors. It's one of the best winter hats you can buy and is a great choice for those who love outdoor activities like snowboarding, hiking, trekking, camping, hunting, and skiing.

Zavelio makes handmade Aviator Hats that are lightweight, water-repellent, and durable due to their leather construction. Tie straps are also a good feature with this winter hat since you can secure your earflaps either up or down. With the Zavelio, you are sure to keep your head, ears, forehead, and neck warm.

Pros:

• Made from genuine sheepskin for added warmth
• Durable and water repellent
• Has tie straps to adjust earflaps

Cons:

• Pricey
• Style may not be for everyday wear

Who it's for: For baldie outdoor enthusiasts who need maximum warmth and protection in extreme cold, especially if you prefer genuine leather and aviator hat styling.

Buy from their website or on Amazon.

And Wander Black Primaloft Aviator Hat - Best Minimalist Design

How about trying one of the best winter hats from a Japanese fashion house for a change? And Wander is a brand that's been with us for more than a decade. The design duo of Keita Ikeuchi and Mihoko Mori has come up with an aviator hat for winter. This winter hat is a good choice if you are going for the minimalist look.

The Primaloft Aviator hat is made from water-repellant nylon Pertex and lined with faux fur and taffeta for ultimate winter protection. The ear flaps are lined with fleece to keep you warmer even in harsh winter conditions.

Pros:

• Minimalist sleek design
• Water repellant
• Durable

Cons:

• Pricey
• Design may be too understated for some

Who it's for: For baldies with a minimalist style. It's also great for urban explorers who want a high-performance yet subtly stylish winter hat.

Buy from their website.

Eddie Bauer Superior Down Trapper Hat - Best Water Resistant

The Superior Down Trapper Hat by Eddie Bauer is a good winter hat to keep you warm and comfortable all winter long. If you love winter activities, you can go out in style by wearing your trapper hat matched with your casual wear.

The Superior Down Trapper Hat features a water-resistant acrylic polyester shell with down insulation for extra warmth. For added comfort, a faux fabric lining is included.

Pros:

• Extra warmth (down insulation)
• Water resistant
• Comfortable faux fur lining

Cons:

• May be too bulky for some
• Has limited color options

Who it's for: For bald guys who spend a lot of time outdoors in wet or very cold conditions. It's perfect if you need robust water resistance along with serious warmth and comfort.

Buy from their website or on Amazon.

Baseball Cap

Who doesn't own a baseball cap? You get a hat that's timeless when it comes to style. You can also pair them with any outfit with ease. This is my hat of choice, and I like to wear it all year round.

It's good to know that baseball caps are not just summer hats, they can also keep you warm during winter. It's because of their snug fit and unique shape.

LL Bean Wool Blend Ball Cap - Best Casual

If you love to wear your classic baseball cap during winter, it's a good idea to pick wool baseball caps for lightweight warmth. The LL Bean Wool Blend Ball Cap easily adjusts to your head and has a wool polyester rayon blend crown that fights the cold and does moisture-wicking.

Pros:

• Classic casual style
• Lightweight
• Moisture wicking
• Adjustable fit

Cons:

• Not as warm as beanies and aviators

Who it's for: This cap is best for the bald casual wearer who prefers the classic baseball cap look. It's a good choice for anyone needing light warmth and moisture management without the bulk of a full winter hat.

Buy from their website.

The Original Stormy Kromer Cap - Best Winter Cap

When you think of a baseball cap for cold weather, the Stormy Kromer Original Cap often comes to mind. It's been around since 1903, making it one of the iconic American brands out there.

It's made from a durable wool blend and can withstand the bitter cold. 

Pros:

• Exceptional warmth (wool blend)
• Includes pull-down ear flaps
• Water resistant
• Lifetime warranty

Cons:

• Pricey
• Dry clean only

Who it's for: This cap is perfect for bald guys who need maximum warmth and ear protection in truly cold weather. It's also ideal if you appreciate a rugged, heritage look and want a cap that's built to last for years.

Buy from their website or on Amazon.

The Bottom Line

Who says that we bald guys can't fight the cold and be stylish? 

Having the right winter hat helps you stay warm and upgrades your style game. 

Now that you've checked out our recommendations,  you can start building your collection. You can never go wrong with a beanie to start off, then move on to an aviator or trapper hat to further differentiate your style.

It's time to embrace the winter season and knock off those bald-head blues.

FAQs

Can a Winter Hat Really Protect a Bald Head from the Cold?

Yes, a winter hat protects a bald head from the cold. It acts as an insulating layer, trapping body heat and preventing it from escaping, which keeps your scalp much warmer than if it were exposed.

Do Winter Hats Protect Bald Heads from Sunburn?

Yes, winter hats protect bald heads from sunburn. While winter sun might seem less intense, UV rays are still present, and a hat provides a physical barrier against them, especially if you're spending extended time outdoors. 

Should a Winter Hat Fit Snugly on a Bald Head?

Yes, a winter hat should fit snugly on a bald head. A snug fit ensures the hat stays in place, maximizes warmth by trapping air close to your scalp, and prevents cold drafts from getting in.

How Do I Find the Right Size Winter Hat for My Bald Head?

You find the right size winter hat by measuring your head's circumference. Use a tape measure around the widest part of your head, just above your ears and eyebrows, then compare this measurement to the hat brand's sizing chart for the best fit.