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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.

28 Results

Anderson Navy | Soft Felt Fedora

4.9 (349)

$129.00

Unit price
per 

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

Anderson Camel | Floppy Felt Fedora

4.9 (349)

$129.00

Unit price
per 

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

Andy Auburn | Dark Brown Country Hat

4.8 (571)

$149.00

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Andy Oak | Brown Wide Brim Fedora
best-seller

Andy Oak | Brown Wide Brim Fedora

4.8 (571)

$149.00

Unit price
per 

3 colors, 4 sizes
  • S
  • 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 | PREORDER

4.9 (22)

$159.00

Unit price
per 

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

Buck Oak | Brown Felt Cowboy Hat | PREORDER

4.9 (22)

$159.00

Unit price
per 

2 colors, 4 sizes
  • S
  • M
  • L
  • XL
Calloway Black | Black Wide Brim Hat
best-seller

Calloway Black | Black Wide Brim Hat

4.9 (1849)

$139.00

Unit price
per 

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

Calloway Ash | Wide Brim Felt Fedora

4.9 (1849)

$139.00

Unit price
per 

5 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Calloway Tan | Brown Widebrim Fedora
best-seller

Calloway Tan | Brown Widebrim Fedora

5.0 (97)

$139.00

Unit price
per 

5 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Calloway Fawn | Felt Fedora Hat
best-seller

Calloway Fawn | Felt Fedora Hat

4.9 (1849)

$139.00

Unit price
per 

5 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
William Brown soft wide-brim wool fedora travel hat front
William Brown soft wide-brim wool fedora travel hat top
best-seller

William Brown | Crushable Travel Hat

4.9 (1446)

$129.00

Unit price
per 

4 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
William Oak soft wool wide-brim fedora front
William Oak soft wool wide-brim fedora top
best-seller

William Oak | Crushable Travel Hat

4.9 (1446)

$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
Levi Black | Aus Wool Beanie
best-seller

Levi Black | Aus Wool Beanie

4.8 (289)

$59.00

Unit price
per 

5 colors

Levi Copper | Burnt Red Wool Beanie

4.8 (289)

$59.00

Unit price
per 

5 colors

Levi Mustard | Mustard Wool Beanie

4.8 (289)

$59.00

Unit price
per 

5 colors, 1 size
  • One Size
Australian wool ribbed texture beanie
Australian wool ribbed texture beanie
best-seller

Levi Olive Brown | Winter Beanie

4.8 (289)

$59.00

Unit price
per 

5 colors, 1 size
  • OS
Light cream or beige beanie in studio
Light cream beige beanie
best-seller

Levi Tusk | Beige Wool Beanie

4.8 (289)

$59.00

Unit price
per 

5 colors
Archie Walnut 5 panel mens cap product shot
Archie Walnut 5 panel mens cap product shot front
best-seller
New

Archie Walnut | Brown 5 Panel Cap

4.7 (3)

$49.00

Unit price
per 

1 color

Baker Tan | Brown Cord Bakerboy Cap

4.9 (151)

$79.00

Unit price
per 

2 colors, 3 sizes
  • S
  • M
  • L

Baker Fawn | White Cord Newsboy Cap

4.9 (151)

$79.00

Unit price
per 

2 colors, 3 sizes
  • S
  • L
  • M
Australian Outback Explorer hat olive green
Australian Outback Explorer hat olive green top view
best-seller

Explorer Olive | Wide Brim Country Hat

4.6 (25)

$159.00

Unit price
per 

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

Foster Black | Black Newsboy Cap

4.9 (153)

$69.00

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.