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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

Score upto 50%off*

+ 10% Extra when you buy 2 or more hats

39 Results

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Anderson Navy | Soft Felt Fedora
20% off

Anderson Navy | Soft Felt Fedora

4.9 (335)

$110.00 $88.00

3 colors, 4 sizes
  • XL
  • S
  • M
  • L
Front profile of a wide brim floppy hat
Top view of a wide-brim floppy hat
20% off

Anderson Camel | Floppy Felt Fedora

4.9 (335)

$110.00 $88.00

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Andy Auburn | Dark Brown Country Hat
20% off

Andy Auburn | Dark Brown Country Hat

4.8 (558)

$127.00 $102.00

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Andy Oak | Brown Wide Brim Fedora
20% off
best-seller

Andy Oak | Brown Wide Brim Fedora

4.8 (558)

$127.00 $102.00

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

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
15% off
New

Buck Oak | Brown Felt Cowboy Hat

4.8 (19)

$136.00 $115.00

2 colors, 4 sizes
  • S
  • M
  • L
  • XL
Calloway Black | Black Wide Brim Hat
25% off
best-seller

Calloway Black | Black Wide Brim Hat

4.9 (1821)

$119.00 $89.00

5 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Calloway Ash | Wide Brim Felt Fedora
25% off

Calloway Ash | Wide Brim Felt Fedora

4.9 (1821)

$119.00 $89.00

5 colors, 5 sizes
  • XL
  • XXL
  • S
  • M
  • L
Calloway Tan | Brown Widebrim Fedora
15% off
best-seller

Calloway Tan | Brown Widebrim Fedora

5.0 (95)

$119.00 $101.00

5 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Calloway Fawn | Felt Fedora Hat
15% off
best-seller

Calloway Fawn | Felt Fedora Hat

4.9 (1821)

$119.00 $101.00

5 colors, 5 sizes
  • XL
  • XXL
  • S
  • M
  • L
Cooper Coffee | Brown Western Hat
50% off

Cooper Coffee | Brown Western Hat

4.8 (61)

$127.00 $64.00

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
15% off
best-seller

William Brown | Crushable Travel Hat

4.9 (1420)

$110.00 $94.00

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
15% off
best-seller

William Oak | Packable Wide Brim Hat

4.9 (1420)

$110.00 $94.00

4 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Hiking hat studio front view
Hiking hat studio top view
50% off

Woodley Auburn | Scout Hat With Lanyard

4.9 (74)

$110.00 $55.00

2 colors, 4 sizes
  • S
  • M
  • L
  • XL
Woodley Moss | Felt Gardening Hat
50% off

Woodley Moss | Felt Gardening Hat

4.9 (74)

$110.00 $55.00

2 colors, 4 sizes
  • S
  • M
  • L
  • XL
Doc Black | Wool Fishermans Beanie
19% off

Doc Black | Wool Fishermans Beanie

4.9 (74)

$47.00 $38.00

2 colors, 1 size
  • One Size
Doc Fawn | Wool Fishermans Beanie
19% off

Doc Fawn | Wool Fishermans Beanie

4.9 (74)

$47.00 $38.00

2 colors, 1 size
  • One Size
Levi Black | Aus Wool Beanie
20% off
best-seller

Levi Black | Aus Wool Beanie

4.8 (286)

$51.00 $41.00

5 colors
Levi Copper | Burnt Red Wool Beanie
20% off

Levi Copper | Burnt Red Wool Beanie

4.8 (286)

$51.00 $41.00

5 colors
Levi Mustard | Mustard Wool Beanie
20% off

Levi Mustard | Mustard Wool Beanie

4.8 (286)

$51.00 $41.00

5 colors, 1 size
  • One Size
Australian wool ribbed texture beanie
Australian wool ribbed texture beanie
20% off
best-seller

Levi Olive Brown | Winter Beanie

4.8 (286)

$51.00 $41.00

5 colors, 1 size
  • OS
Light cream or beige beanie in studio
Light cream beige beanie
Sold out

Levi Tusk | Beige Wool Beanie

4.8 (286)

$51.00 $41.00

5 colors
Archie Walnut 5 panel mens cap product shot
Archie Walnut 5 panel mens cap product shot front
19% off
best-seller
New

Archie Walnut | Brown 5 Panel Cap

4.0 (1)

$42.00 $34.00

2 colors
Baker Tan | Brown Cord Bakerboy Cap
10% off

Baker Tan | Brown Cord Bakerboy Cap

4.9 (149)

$68.00 $61.00

2 colors, 3 sizes
  • S
  • M
  • L
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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.

before you buy

Felt Hat Buying Guide

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Hand measuring a hat block with a soft tape measure to get hat size

before you buy

Measure Your Head Size

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3 best ways to

Travel With Your Hat

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Score up-to 60% off

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