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 deep-fit, black beanie made from 100% recycled polyester with a cuffed opening and woven logo.
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A versatile 100% acrylic beanie in tobacco color with a folding cuff and woven label detail.
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A beige 100% acrylic knit beanie with a folding cuff and woven label, perfect for any season.
A versatile black beanie made from 100% acrylic with a folding cuff and woven label.
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A black acrylic beanie with a soft jersey lining and versatile cuffing for dockworker style.
A black rib knit beanie with a logo patch, made from 100% acrylic for cold weather.
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A pink rib knit beanie with an 8.25" cuffed height and front logo patch.
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A white acrylic beanie with a snug fit and iconic Trefoil logo for warmth and style.
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A brown knit beanie with stripe details, featuring an 8.5" crown and 2.5" cuff.
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A black acrylic beanie with embroidered logo, featuring an 8" crown and 3" cuff height.
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A heather gray rib knit beanie with an 8.25" cuffed height and front logo patch.
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A solid black knit beanie with a 3" cuff, measuring 8" tall, available online only.
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A versatile black fleece beanie with a faux fur pom and removable houndstooth scrunchie bow.
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A thick knit beanie in blue, made from 100% acrylic for a snug, versatile fit.
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A deep sea rib knit beanie with an 8.25" cuffed height and front logo patch.
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A medium-weight, black beanie with a 3" cuff and vertical clamp label, made from 100% acrylic.
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A stone-colored, rib-knit beanie with an 8.25" cuffed height, made from 100% acrylic.
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A tall black beanie with extra coverage, featuring the iconic Trefoil logo and made from 100% acrylic.
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A solid black knit beanie with a 3" cuff, exclusively available online.
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A black rib knit beanie with a retro logo patch and a shallow profile, made from 100% acrylic.
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An oatmeal knit beanie with a 2.5" cuff and a merrowed-edge patch, made from 100% acrylic.
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A camel rib knit beanie with a shallow profile and retro logo patch, made from 100% acrylic.
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A black fleece headband with Therma-FIT technology for warmth and lightweight comfort during cold runs.
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A cozy black and brown knit beanie with a playful pom pom and striped cuff.
Headwear For Winter
When the temps start to dip and those crisp mornings roll in, headwear quickly becomes more than just a style choice—it’s a daily essential. Whether you’re catching the first light on an early walk, heading out for a weekend road trip, or just making your way to class, the right winter hat is the move for staying warm and looking on point. Think of those classic beanies that stretch to fit just right, or chunky knits that bring a pop of texture to your everyday layers. Even in August, when the sun’s still holding strong, it’s never too early to prep for the season ahead. Stocking up on winter headwear now means you’re ready for that first chilly breeze, spontaneous snow day, or impromptu bonfire night. It’s about having a go-to piece that fits your vibe—whether you lean toward bold colors, minimalist neutrals, or something with a little extra flair like a pom or a patch.
Winter headwear isn’t just for you, either. These pieces make the kind of gifts that actually get used—think cozy hats tucked into care packages for college students, or matching knits for your whole crew before a mountain trip. They’re the finishing touch for anyone who’s always outdoors, from early risers catching sunrises to night owls hanging out under string lights. And for those who love to mix up their look, swapping out hats is the easiest way to switch up your style without a full wardrobe overhaul. If you’re all about that functional-meets-fresh approach, look for options with fleece linings or ear flaps for extra coverage, or lightweight knits that breathe easy but still keep you toasty. Whether you’re layering up for a city commute, gearing up for a day on the slopes, or just want something soft to pull on for a coffee run, you’ll find a ton of choices that blend comfort, warmth, and street-ready style. For even more inspiration and to see the latest drops, check out the full lineup of Cold Weather Hats—your next favorite fit is waiting.
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.