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

Mens Winter Hats

Ultimate warmth using Aussie Wool

39 Results

Anderson Navy | Soft Felt Fedora

4.9 (335)

$110.00

Unit price
per 

3 colors, 4 sizes
  • XL
  • S
  • M
  • L
Front profile of a wide brim floppy hat
Top view of a wide-brim floppy hat
New

Anderson Camel | Floppy Felt Fedora

4.9 (335)

$110.00

Unit price
per 

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

Andy Auburn | Dark Brown Country Hat

4.8 (558)

$127.00

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 (558)

$127.00

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

4.8 (19)

$136.00

Unit price
per 

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

4.8 (19)

$136.00

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 (1818)

$119.00

Unit price
per 

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

Calloway Ash | Wide Brim Felt Fedora

4.9 (1818)

$119.00

Unit price
per 

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

Calloway Tan | Brown Widebrim Fedora

5.0 (95)

$119.00

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 (1818)

$119.00

Unit price
per 

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

Cooper Coffee | Brown Western Hat

4.8 (60)

$127.00

Unit price
per 

2 colors, 4 sizes
  • S
  • M
  • L
  • XL
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 (1415)

$110.00

Unit price
per 

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

William Oak | Packable Wide Brim Hat

4.9 (1415)

$110.00

Unit price
per 

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

Woodley Auburn | Scout Hat With Lanyard

4.9 (74)

$110.00

Unit price
per 

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

Woodley Moss | Felt Gardening Hat

4.9 (74)

$110.00

Unit price
per 

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

Doc Black | Wool Fishermans Beanie

4.9 (74)

$47.00

Unit price
per 

2 colors, 1 size
  • One Size

For winter weather, Will & Bear's men's hats stand out with wool felt that insulates and breathes, offering a snug fit to withstand the cold while ensuring a stylish and practical choice for the discerning gentleman.