Best Cold Weather Hats for Boys of 2026

"This Carhartt hat is incredibly thick, warm, and well-made—just what I expect from the brand. The premium feel and classic style really stand out, and it keeps my little one cozy on cold mornings. I did notice it runs a bit small, so if your child has a bigger head, definitely consider sizing up. Once you have the right fit, it's hands down one of the best beanies for toddlers."

"Carhartt makes the best hats—they’re soft, comfortable, warm, and have just the right amount of stretch. The quality is unmatched, and there are plenty of colors and styles to choose from. It’s perfect for anyone, whether you’re working outdoors or just need to stay warm in winter."

"I bought this for my 6-month-old grandson and it turned out completely adorable and fits him perfectly. The quality is fantastic and it washes really well. I couldn’t be happier with this purchase."

"I bought these beanies for my three-year-old, and even though they're labeled for kids four and up, the stretch makes them comfortable and they fit him well. I love the simple, stylish colors and the soft fleece inside keeps his head warm. They're not too thick or too thin, just right for cooler days. For the price, they're a solid choice."

"My kids absolutely love these hats—they're super soft, warm, and fit great. The value is amazing for the quality you get!"

"The hats are very cute and the Sherpa-like lining inside makes them really warm. My son says they're comfortable, and I definitely recommend them for the quality."

"I’m genuinely impressed by how soft, stretchy, and warm this beanie is for my little one. The material is gentle on sensitive skin, and even after numerous washes, it hasn’t shrunk or faded. It fits perfectly under helmets or jackets and matches almost every outfit. At this price, I feel like I’m getting excellent value and durability for active kids."

"My daughter wanted to match her dad and absolutely loves this hat. Even with her larger head, it stretched to fit comfortably and stays put. The beanie is well made, snug, and provides plenty of warmth. Now she wears it all the time!"

"This beanie has been a fantastic addition to my daughter's winter gear. It’s soft, never itchy, and stylish enough to go with every jacket she owns. The quality is top-notch and it keeps her warm at school or out playing. I’m really satisfied with the blend of comfort, durability, and style."

"I picked these up for my kids and they’re super easy to slip on and off for outdoor play. The material is soft and comfortable, fitting both my 9-year-old and 6-year-old, and the price was right for tossing in our winter gear pile."

"My 6 and 2-year-old both wore these at Big Bear and they stayed on really well. They could easily pull down the mouth section when needed, and both loved the bright color and cozy feel."

"I bought this for my grandson’s first winter in Alaska and it really helped shield his face from the cold wind at minus sixteen degrees. He actually enjoyed wearing it!"

"I bought this hat for my grandson for outings on the boat. It’s great because it shields his ears from the wind and keeps him warm."

"I purchased this as a Christmas present for my grandson, and he absolutely loves it! I was concerned about the size, but it fits him perfectly."

"My 8-year-old doesn’t complain about wearing this trapper hat. It keeps him warm and is much easier to put on than standard beanies. I even got a spare in case he leaves one at school."

"Living in Minnesota winters, I got two for my young boys. At first, they resisted, but once they tried these on, they said it was way better than their usual hats. The fleece is super soft, stands up well to washing, and even our preschool teacher was impressed enough to buy several for her class. I only wish it was waterproof, but that might make it too warm."

"This balaclava does a fantastic job keeping my child warm and comfortable, even on windy days. I love that it's adjustable and covers the face and neck well. The fleece is soft and non-irritating, making it perfect for winter outings."

"The fit and function are perfect for my 10-year-old daughter—it's very warm and just as described."

"I'm really happy with this hat—the soft interior lining keeps me cozy, and it actually fits my narrow adult head, which is rare! The quality and color are fantastic."

"Bought these for my grandsons, ages 6 and 4, and they love wearing them because the fleece lining makes them extra comfortable. They fit perfectly and look great!"

"This hat worked perfectly for my 90-year-old mother who is always chilly. It keeps her head warm and fits nicely."

"I really appreciate how adorable and well-made this hat is. The soft, thick material keeps my son's head warm, and the colors are so much brighter and more fun than most boys' hats. I wish there was a bigger size since it's a bit snug on my son's large head, but I'd definitely buy it again if it came in one!"

"This beanie is a total win for cold days! The fleece lining is cozy without causing my child to overheat, and the rose red color really pops. The fit is snug but comfortable, and the playful pom-pom adds a cute touch. I love how easy it is to throw in a bag or stroller. It’s a fantastic winter accessory for both boys and girls."

"It's hard to find stylish, cute hats for boys, but this one fits my 8-year-old's big head perfectly. The material is super soft and warm, and he loves wearing it on chilly mornings. I would definitely get this hat again!"

"I absolutely love how soft and cozy this hat feels inside. The extra material that comes down over the ears provides superior warmth for my toddler, and the removable puff ball is a great feature for washing. After many wears, it still looks brand new. This is truly a fantastic winter hat for kids!"

"This baby hat is adorable and excellently made. The detachable bobble makes cleaning simple and keeps the hat looking nice. It fits a bit big on my three-month-old, but she'll grow into it, and it's still warm and covers her ears perfectly. After washing, it remains soft and maintains its shape."

"I’m really impressed by the quality and thickness of these hats. The snap-on puffball makes cleaning a breeze, and the soft interior isn't itchy at all. My girls love how it keeps their ears warm, and I think it's a great value for the price."

"I was looking for something to protect my kid during those freezing winter days, and this ski mask definitely did the job. It keeps her face and neck covered and warm, and she really loves how soft it feels against her skin. Plus, the drawstring makes sure it stays put even as she grows. I highly recommend it!"

"We bought this balaclava for my daughter as a Christmas present, and it was a hit! She stayed toasty even when the temperature dropped to 5°F, and the fit was just right. I’d definitely buy it again in other colors."

"My preschooler has a large head, so I was worried about sizing, but this balaclava fit him perfectly. It’s great for kids with bigger heads, but would also work for average-sized children. The material is super warm, and my son is obsessed with wearing it whenever it’s cold out."