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Winter Hats

Warm, easy-to-wear styles for cold days and winter road trips.

Our winter hats are designed to move easily between indoors and out — warm without feeling heavy, and comfortable wherever the road takes you.

Trusted by 100,000+ customers worldwide · 4.9★ average rating

Shop All Winter Hats

22 Results

Will & Bear Calloway Tan Brown Wide Brim Fedora made from 100% wool, displayed on neutral background
Top view of Will & Bear Calloway Tan Brown Wide Brim Fedora highlighting classic shape and leather band
Sold out

Calloway Tan | Brown Widebrim Fedora

5.0 (101)

€73,95

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6 colors, 5 sizes
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Will & Bear Calloway Fawn Felt Fedora Hat made from premium wool, displayed on neutral background
Woman adventuring outdoors in Will & Bear Felt Fedora Hat, crafted for travel and exploration
best-seller

Calloway Fawn | Felt Fedora Hat

4.9 (1888)

€83,95

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6 colors, 5 sizes
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Calloway Ash | Wide Brim Felt Fedora

4.9 (1888)

€73,95

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6 colors, 5 sizes
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Calloway Black | Black Wide Brim Hat

4.9 (1888)

€73,95

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6 colors, 5 sizes
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Will & Bear Crushable Travel Hat in dark brown, made from soft felt and designed for packability, shown on neutral background
Man on a road trip wearing Will & Bear Crushable Travel Hat, perfect for flexible travel and sun protection
best-seller

William Brown | Crushable Travel Hat

4.9 (1527)

€77,95

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4 colors, 5 sizes
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Will & Bear William Oak light brown crushable travel hat made from sustainable wool with classic fedora shape.
Couple standing together wearing Will & Bear hats – woman in William Cream, man in William Oak light brown crushable travel hat.
best-seller

William Oak | Crushable Travel Hat

4.9 (1527)

€82,95

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4 colors, 5 sizes
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Make it a winter to remember

A Will & Bear winter hat is the ultimate companion for cold weather, offering both warmth and style. Each winter hat is crafted from premium, sustainable materials designed to keep you cozy throughout the colder months. Our winter hats are unisex and timeless, making them a versatile addition to any wardrobe. From our iconic UGG bucket hat, Teddy, to our snug beanies, we're sure there's an option perfect for you.

When you choose a Will & Bear Winter Hat, you're supporting a brand committed to environmental sustainability. For every Winter Hat sold, we plant a native tree and donate 40% of our profits to support Australian farmers. So, your Winter Hat isn’t just about staying warm—it’s a meaningful contribution to a greener future. Be sure to check out our Men's Beanie collection and Stay warm through every adventure with Women's Beanie collection.