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Man standing with his girlfriend at the beach while wearing a vacation or holiday hat by Will & Bear

Men's Holiday Hat

Discover rugged men's holiday hats built for adventure.

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Save upto 30% + Free Shipping. Limited time only!

17 Results

Buck Cream | White Cowboy Hat Felt
New

Buck Cream | White Cowboy Hat Felt

$136.00

Unit price
per 

3 colors, 4 sizes
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  • XL
Billie Brown | Removable String Bucket Hat
Couple wearing string bucket hats near the beach
New

Billie Brown | Removable String Bucket Hat

4.8 (4)

$76.00

Unit price
per 

2 colors, 4 sizes
  • S
  • M
  • L
  • XL
Calloway Fawn | Felt Fedora Hat
best-seller

Calloway Fawn | Felt Fedora Hat

4.9 (1858)

$119.00

Unit price
per 

5 colors, 5 sizes
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  • L
  • XL
  • XXL
Andy Oak | Brown Wide Brim Fedora
best-seller

Andy Oak | Brown Wide Brim Fedora

4.8 (573)

$127.00

Unit price
per 

3 colors, 4 sizes
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  • M
  • L
  • XL
Ranger Milo | Vintage Corduroy Cap
New

Ranger Milo | Vintage Corduroy Cap

$42.00

Unit price
per 

3 colors, 1 size
  • OS

Calloway Ash | Wide Brim Felt Fedora

4.9 (1858)

$119.00

Unit price
per 

5 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
River Sand | Men’s & Women’s Straw Hat
best-seller

River Sand | Men’s & Women’s Straw Hat

4.8 (130)

$102.00

Unit price
per 

4 sizes
  • S
  • M
  • L
  • XL

Andy Auburn | Dark Brown Country Hat

4.8 (573)

$127.00

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Calloway Tan | Brown Widebrim Fedora
best-seller

Calloway Tan | Brown Widebrim Fedora

5.0 (98)

$119.00

Unit price
per 

5 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL

Baker Tan | Brown Cord Bakerboy Cap

4.9 (153)

$68.00

Unit price
per 

2 colors, 3 sizes
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  • M
  • L
Rider Bone | White Palm Straw Hat
best-seller

Rider Bone | White Palm Straw Hat

4.7 (93)

$110.00

Unit price
per 

4 sizes
  • S
  • M
  • L
  • XL

Foster Green | Green Fiddler Cap

4.9 (154)

$59.00

Unit price
per 

2 colors, 3 sizes
  • S
  • M
  • L

Austin Sand | Straw Sun Hat

4.8 (28)

$119.00

Unit price
per 

3 colors, 4 sizes
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  • M
  • L
  • XL

Austin Brown | Brown Straw Wide Brim Hat

4.8 (28)

$119.00

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Archie Walnut 5 panel mens cap product shot
Archie Walnut 5 panel mens cap product shot front
Sold out

Archie Walnut | Brown 5 Panel Cap

4.7 (3)

$42.00

Unit price
per 

1 color

Hat Carry Clips

4.6 (168)

$17.00

Unit price
per 

Billie Bone | Removable String Bucket Hat
New

Billie Bone | Removable String Bucket Hat

5.0 (2)

$76.00

Unit price
per 

2 colors, 4 sizes
  • S
  • M
  • L
  • XL

Why Buy a Men's Holiday Hat from Will & Bear?

Whether you're spending the day on a sandy beach, hiking scenic trails, or simply lounging by the pool, our men's holiday hat offers the reliable shade you need to keep cool and protected.

Crafted with rugged durability, our men's holiday hats are built to last, ensuring they can withstand the elements and stand by you through countless holidays and outdoor escapades.

Imagine spending your days free from the sun’s harsh glare, thanks to the hat that feels just as adventurous as you do.

What sets men's holiday hat apart is the use of breathable materials that keep your head cool, no matter how high the temperatures soar. These aren't just ordinary hats; they're a tradition passed down from sun-loving, adventure-seeking folks who know just how important the right hat can be.

Whether you're exploring new destinations or enjoying a staycation, our hats offer a laid-back and practical solution to sun protection.

Dive in to discover the perfect companion for your next holiday, and enjoy every sunny moment with peace of mind and comfort. And for even more styles to suit your getaway, explore our full collection of holiday hats.

Men's Holiday Hat 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 Men's Holiday Hats

Discover our carefully curated collection of men's holiday hats, designed to elevate your style and provide essential sun protection on your travels. From classic fedoras to versatile wide-brim styles, each men's holiday hats is crafted with sustainable materials and thoughtful design, ensuring you stay comfortable and chic on your next adventure. Whether you're lounging on a tropical beach or exploring a vibrant city, our men's holiday hats are the perfect accessory to complement your holiday wardrobe. Experience the perfect blend of function and fashion with Will & Bear's exceptional range of men's holiday hats.