Headwear For Winter
Embrace the chill in style with our headwear for winter collection. From beanies to trapper hats, find fresh fits that effortlessly blend warmth and flair. Whether you're hitting the slopes or strolling through city streets, these on-trend accessories are your go-to for battling the cold while staying fashion-forward. Discover a great assortment of cozy styles designed to elevate your winter wardrobe and keep you snug all season long. With Tillys, you're always ready to face the frost with confidence and flair.
A multi-colored rib knit beanie made from soft recycled polyester with a front logo patch and cuffed design.
An olive acrylic knit beanie with a folding cuff and woven label, perfect for any season.
A modern loose-knit black beanie with adjustable cuff, made from 100% polyester for year-round comfort.
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A thick knit beanie in blue, made from 100% acrylic for a snug, versatile fit.
A stone-colored, rib-knit beanie with an 8.25" cuffed height, made from 100% acrylic.
A slouchy black knit beanie with plush yarn for warmth and a woven Nike Futura label.
A black acrylic knit beanie featuring a square shape that forms playful, pointy “ears” when worn.
A black knit beanie featuring grey cross graphics and a stretchy acrylic-spandex blend for a snug fit.
A playful square-shaped knit hat in multi-color acrylic, featuring whimsical pointy “ears” for added charm.
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A blue knit beanie with a playful pom pom and stylish striped cuff, made from 100% acrylic.
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A warm, purple knit beanie with a playful pom pom and stylish striped cuff.
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A thick knit beanie in olive, made from 100% acrylic for a snug, versatile fit.
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A cozy black and brown knit beanie with a playful pom pom and striped cuff.
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A thick knit beanie with a snug fit, made from soft, multi-colored acrylic yarn.
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A thick knit beanie made from soft, heavy-weight acrylic yarn, offering a snug fit and versatile style.
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A multi-color knit beanie featuring a textured waffle construction for warmth and all-season style.
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A green waffle knit beanie made from 100% acrylic with a graphic patch on the cuff.
A brown acrylic and nylon beanie featuring a classic Fair Isle pattern and a comfortable cuffed design.
A red polyester beanie featuring a festive jacquard pattern, removable pom, and embroidered logo.
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A black knit beanie featuring an all-over white star pattern in a stretchy acrylic-spandex blend.
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A light pink acrylic beanie with an embroidered ice cream cone, perfect for keeping kids warm.
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A light blue acrylic beanie with snowflake embroidery, perfect for keeping kids warm and stylish.
A modern loose-knit white beanie with a versatile cuff and Nike Futura logo, made from 100% polyester.
A black acrylic beanie with a snug fit and iconic Trefoil logo for boys.
Headwear For Winter
As November rolls in and the temps start to dip, headwear for winter becomes more than just an accessory—it’s a daily essential for anyone braving chilly mornings, frosty commutes, or spontaneous snow days. Whether you’re bundling up for class, gearing up for mountain adventures, or just chasing those golden-hour sunsets, the right winter hat sets the tone for your whole look and keeps you cozy wherever the season takes you. From classic beanies that hug your head in soft warmth to trapper hats lined with plush fleece, winter headwear is all about blending comfort, function, and personal style. Materials like wool and fleece are favorites for a reason—they lock in warmth without overheating, making them perfect for everything from early morning skate sessions to late-night bonfires. For those who spend their winters in windier spots or love to hit the slopes, features like ear flaps, windproof linings, and water-resistant shells become game-changers, keeping you protected when the weather takes a turn. With so many styles and fits, it’s easy to find something that matches your vibe, whether you lean toward laid-back streetwear or a more outdoorsy look.
Winter hats aren’t just for personal use—they make seriously thoughtful gifts for friends, siblings, or anyone on your list who loves to get outside, even when the temperature drops. Think about those moments: trading stories over hot chocolate after a day of boarding, walking the dog on frosty mornings, or just heading out for a walk when the world feels extra crisp. The right headwear can be the difference between cutting your plans short and making new memories out in the cold. When choosing, it’s all about balancing warmth and breathability. Merino wool stands out for its natural insulating power and moisture-wicking abilities, keeping your head warm without feeling stuffy. For those who need extra coverage—maybe you’re biking through the city or hiking up a snowy trail—a balaclava or a hat with a wind barrier might be the move. And don’t forget about moisture resistance; nothing puts a damper on winter fun like a soggy hat, so look for options that shed snow and light rain effortlessly. No matter your plans, winter headwear is built to keep up, from city streets to mountain peaks.
With the season in full swing, now’s the time to refresh your rotation or find that perfect gift for someone who loves to stay active, even when it’s cold out. There’s a world of options—think insulated hats for harsh conditions, cozy knits for everyday hangs, and versatile styles that go from the slopes to the street. For an even bigger selection of styles, materials, and fits, check out the full lineup of Cold Weather Hats and discover the headwear that’ll keep you warm, comfortable, and totally on trend all winter long.
FAQs
Winter headwear often comes in cozy materials like wool, acrylic, fleece, and cotton blends. These fabrics are chosen for their warmth, softness, and ability to keep you comfortable during chilly weather.
Winter hats are super versatile—pair chunky knit beanies with oversized sweaters and jeans for a laid-back look, or match a sleek cuffed beanie with a puffer jacket for street style vibes. Mix and match colors and textures to add personality to your cold-weather fits.
Absolutely! Lightweight knit hats and slouchy beanies are perfect for those in-between days when you want some warmth without overheating. They’re easy to toss in your bag and pull on whenever the weather calls for it.
If you’re into outdoor adventures, look for hats with moisture-wicking linings, ear flaps, or wind-resistant materials. These features help keep you warm and dry whether you’re hiking, snowboarding, or just out for a winter walk.
Winter hats are a go-to gift option—practical, stylish, and easy to personalize. They’re perfect for friends, family, or anyone who loves to stay cozy and on-trend when the temps drop.