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A man and woman on vacation wearing wide brims hats by Will & Bear, in a rustic bohemian pool setting.

Holiday Hats

Discover unbeatable comfort in our sustainably crafted holiday hat—designed for life’s every adventure.

29 Results

Will & Bear Andy Oak Brown Wide Brim Fedora made from sustainable wool, displayed on neutral background
Top view of Will & Bear Andy Oak Brown Wide Brim Fedora, lightweight and crushable design
best-seller

Andy Oak | Brown Wide Brim Fedora

4.8 (580)

$127.00

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3 colors, 4 sizes
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Will & Bear White Felt Sun Hat with wide brim, crafted for sustainable outdoor adventures
Top view of Will & Bear White Felt Sun Hat, lightweight and durable for everyday sun protection
best-seller

Andy Cream | White Felt Sun Hat

4.8 (580)

$127.00

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per 

3 colors, 4 sizes
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Will & Bear William Cream crushable travel hat – white felt fedora hat made from natural wool with classic wide brim.
Top view of Will & Bear William Cream white felt fedora hat – structured crown with crushable design ideal for travel.
New

William Cream | Crushable Travel Hat | White Felt Fedora Hat

4.7 (11)

$110.00

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per 

4 colors, 4 sizes
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Will & Bear William Oak light brown crushable travel hat made from sustainable wool with classic fedora shape.
Top view of Will & Bear William Oak wool felt fedora hat – wide brim, light brown tone, travel-ready design.
best-seller

William Oak | Crushable Travel Hat

4.9 (1490)

$110.00

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per 

4 colors, 5 sizes
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  • XXL

Baker Fawn | White Cord Newsboy Cap

4.9 (155)

$68.00

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per 

2 colors, 3 sizes
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  • M

Why Buy a Will & Bear Holiday Hat?

A Will & Bear holiday hat isn't just for show; they're your trusty companion for sunny adventures and lazy beach days. Crafted with sun protection in mind, our holiday hats are perfect for shielding you from those harsh rays while adding a touch of holiday flair to any outfit. Whether you're exploring a new city, lounging by the pool, or heading out on a casual stroll, you'll find our hats to be as reliable as an old friend, always ready to keep you comfortable and protected.

What truly sets our holiday hats apart is their lightweight comfort and durable construction. Designed for all-day wearability, these hats are perfect for everything from backyard barbecues to hikes in the great outdoors. You'll appreciate the thoughtful design that ensures they remain a staple in your wardrobe season after season.

And let's not forget the rich tradition behind these versatile pieces—they're a nod to holiday celebrations around the world, capturing the spirit of relaxation and joy. Choose from our men’s holiday hats and women’s holiday hats, each crafted to reflect the timeless essence of the season.

Holiday Hats FAQs

Enjoy FREE shipping on orders above $110 USD. At Will & Bear, we pride ourselves on quick delivery! Your hat ships fast, typically within 48 hours of placing your order. We ship to all US states, ensuring that your hat arrives in 3-8 business days depending on your location.You’ll receive a tracking number once your order is dispatched so you can monitor its progress.

Explore Our Range of Holiday Hats

Discover the perfect vacation hat and holiday hat with Will & Bear, where style meets sustainability. Our collection offers a variety of designs to complement any festive occasion, from classic wide-brimmed sun hats to cozy knitted beanies. Each holiday hat is crafted from high-quality, eco-friendly materials, ensuring that you not only look good but also feel good about your choice. Whether you’re lounging by the beach or strolling through a winter wonderland, our holiday hats provide both protection and flair. Celebrate the season in style with timeless pieces that embody our commitment to the environment and exceptional craftsmanship.