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A person by a vintage car, wearing a winter beanie hat by Will & Bear, with mountains in the twilight.

Men's Winter Hat

Experience unmatched comfort with our men's winter hats.

30 Results

Anderson Navy | Soft Felt Fedora

4.9 (358)

$129.00

Unit price
per 

2 colors, 4 sizes
  • XL
  • S
  • M
  • L
Will & Bear Anderson Camel Floppy Felt Fedora, lightweight and flexible for everyday outdoor wear
Top view of Will & Bear Anderson Camel Floppy Felt Fedora showcasing teardrop crown and wide floppy brim
Sold out

Anderson Camel | Floppy Felt Fedora

4.9 (358)

$129.00

Unit price
per 

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

Andy Auburn | Dark Brown Country Hat

4.8 (575)

$149.00

Unit price
per 

3 colors, 4 sizes
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  • M
  • L
  • XL
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 (575)

$149.00

Unit price
per 

3 colors, 4 sizes
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  • M
  • L
  • XL
Buck Oak black cowboy or cowgirl style hat front image
Buck Smoke black cowboy and cowgirl hat top view
New

Buck Smoke | Black Felt Cowboy Hat

4.9 (27)

$159.00

Unit price
per 

3 colors, 4 sizes
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  • M
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  • XL
Wide brim wool Buck Oak brown cowboy and cowgirl hat
Buck Oak cowboy and cowgirl hat top view
New

Buck Oak | Brown Felt Cowboy Hat

4.9 (27)

$159.00

Unit price
per 

3 colors, 4 sizes
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  • M
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  • XL
Will & Bear Calloway Black Wide Brim Hat crafted from 100% wool, displayed on neutral background
Top view of Will & Bear Calloway Black Wide Brim Hat, featuring structured crown and leather band
best-seller

Calloway Black | Black Wide Brim Hat

4.9 (1859)

$139.00

Unit price
per 

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

Calloway Ash | Wide Brim Felt Fedora

4.9 (1859)

$139.00

Unit price
per 

5 colors, 5 sizes
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  • M
  • L
  • XL
  • XXL
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
best-seller
New

Calloway Tan | Brown Widebrim Fedora

5.0 (99)

$139.00

Unit price
per 

5 colors, 5 sizes
  • S
  • M
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  • XL
  • XXL
Will & Bear Calloway Fawn Felt Fedora Hat made from premium wool, displayed on neutral background
Top view of Will & Bear Calloway Fawn Felt Fedora Hat, showcasing structured crown and leather band
best-seller

Calloway Fawn | Felt Fedora Hat

4.9 (1859)

$139.00

Unit price
per 

5 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Will & Bear Teddy Chestnut Wool UGG Bucket Hat crafted from premium wool and shearling, shown on neutral background
Top view of Will & Bear Teddy Chestnut Wool UGG Bucket Hat highlighting soft suede outer and wool lining
best-seller
New

Teddy Chestnut | Wool UGG Bucket Hat

4.9 (32)

$179.00

Unit price
per 

4 sizes
  • S
  • M
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  • XL
Will & Bear Crushable Travel Hat in dark brown, made from soft felt and designed for packability, shown on neutral background
Top view of Will & Bear Crushable Travel Hat showing teardrop crown and wide brim, crafted for easy packing
best-seller

William Brown | Crushable Travel Hat

4.9 (1470)

$129.00

Unit price
per 

4 colors, 5 sizes
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  • M
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  • XL
  • XXL
Will & Bear Crushable Travel Hat in light brown felt, crafted for packable, all-weather adventures
Top view of Will & Bear Crushable Travel Hat with classic teardrop crown and structured wool felt
best-seller

William Oak | Crushable Travel Hat

4.9 (1470)

$129.00

Unit price
per 

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

Doc Black | Wool Fishermans Beanie

4.9 (74)

$55.00

Unit price
per 

2 colors, 1 size
  • One Size

Doc Fawn | Wool Fishermans Beanie

4.9 (74)

$55.00

Unit price
per 

2 colors, 1 size
  • One Size
Will & Bear Levi Black Aus Wool Beanie made from 100% Australian wool, displayed on neutral background
Front view of Will & Bear Levi Black Aus Wool Beanie, crafted for warmth and sustainable living
best-seller

Levi Black | Aus Wool Beanie

4.8 (290)

$59.00

Unit price
per 

5 colors

Levi Copper | Burnt Red Wool Beanie

4.8 (290)

$59.00

Unit price
per 

5 colors

Levi Mustard | Mustard Wool Beanie

4.8 (290)

$59.00

Unit price
per 

5 colors, 1 size
  • One Size
Will & Bear Levi Olive Brown Winter Beanie made from Australian wool, displayed on neutral background
Front view of Will & Bear Levi Olive Brown Winter Beanie, featuring ribbed knit and upturned brim
best-seller

Levi Olive Brown | Winter Beanie

4.8 (290)

$59.00

Unit price
per 

5 colors, 1 size
  • OS
Will & Bear Levi Tusk Beige Wool Beanie crafted from 100% Australian wool, displayed on neutral background
Front view of Will & Bear Levi Tusk Beige Wool Beanie, featuring ribbed knit design and fold-over cuff
best-seller

Levi Tusk | Beige Wool Beanie

4.8 (290)

$59.00

Unit price
per 

5 colors
Will & Bear Chunky Brown Beanie made from 100% wool, displayed on neutral background
Camping adventure featuring Will & Bear Chunky Brown Beanie 100% wool, perfect for outdoor explorers
New

Willow Brown | Chunky Brown Beanie 100% Wool

$59.00

Unit price
per 

2 colors, 1 size
  • OS
Will & Bear off white chunky knit beanie with pom pom, displayed on neutral background
Adventure-ready look featuring Will & Bear off white chunky knit beanie worn in rugged outdoor landscape
New

Willow Cream | Off White Beanie Chunky Knit

$59.00

Unit price
per 

2 colors, 1 size
  • OS
Will & Bear Brown 5 Panel Cap made from organic cotton, displayed on neutral background
Front view of Will & Bear Brown 5 Panel Cap showing minimalist design and sustainable craftsmanship
Sold out

Archie Walnut | Brown 5 Panel Cap

4.6 (5)

$49.00

Unit price
per 

1 color

Baker Tan | Brown Cord Bakerboy Cap

4.9 (155)

$79.00

Unit price
per 

2 colors, 3 sizes
  • S
  • M
  • L

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

Welcome to our men’s winter hat collection, where warmth meets comfort in the most down-to-earth way.

As the chill sets in and frosty winds begin to howl, our hats are here to be your trusty companion through winter’s challenges. Crafted with a focus on being soft and breathable, our men's winter hats ensure that while you’re shielding yourself from the harsh cold, you’re also experiencing the kind of comfort that feels like you’ve brought a slice of home outdoors.

Whether you’re shovelling snow, enjoying a brisk winter walk, or simply running errands, our men's winter hats offer sun protection on bright winter days, ensuring you’re covered in more ways than one.

We understand the importance of durability and long-lasting materials because we know you need something that can withstand a bit of wear and tear. Made for the adventurer at heart or anyone needing a reliable winter staple, these hats have become a tradition of their own. They're not just about getting through winter, but about making the most of it, with ultra-warmth that hugs you just right.

Whether you're hitting the slopes or heading into the office, let our men's winter hats be the daily essential that keeps the cold at bay while remaining relaxed and unpretentious, just like you. See also our full collection of winter hats and women's winter hats.

Men's Winter Hat FAQs

Enjoy FREE shipping on orders above $150. 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 Australian states, ensuring that your hat arrives in 3-5 business days depending on your location.

For international orders, delivery times vary based on the destination and usually take between 7-14 business days. You’ll receive a tracking number once your order is dispatched so you can monitor its progress.

Explore Our Range of Men's Winter Hats

Discover our carefully curated collection of men's winter hats, designed to combine warmth, comfort, and style. Crafted from premium materials, each hat ensures protection against the chill while elevating your winter wardrobe. Whether you prefer classic beanies or sophisticated fedoras, our selection offers something for every taste. Perfect for those brisk walks in nature or urban adventures, our men's winter hats are not just accessories; they're essential companions for the colder months. Embrace the season with Will & Bear, where functionality meets fashion.