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Man in wintery mountain snowscape wearing a Will & Bear hat

Winter Hats

As the seasons change, our wool beanies and wide brim felt hats are perfect for your winter adventures.

24 Results

Cooper Coffee | Brown Western Hat

4.9 (59)

$166.00

Unit price
per 

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

Tasman Brown | Pom Pom Beanie

4.6 (127)

$66.00

Unit price
per 

4 colors

Woodley Auburn | Scout Hat With Lanyard

4.9 (73)

$144.00

Unit price
per 

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

William Brown | Crushable Travel Hat

4.9 (1410)

$144.00

Unit price
per 

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

Andy Auburn | Dark Brown Country Hat

4.8 (554)

$166.00

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Ugg wool bucket hat
Ugg wool bucket hat top view
New

Teddy Chestnut | Wool UGG Bucket Hat

4.9 (30)

$199.00

Unit price
per 

4 sizes
  • S
  • M
  • L
  • XL

Calloway Tan | Brown Widebrim Fedora

5.0 (91)

$155.00

Unit price
per 

5 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Australian Outback Explorer hat taupe brown
Australian Outback Explorer hat taupe brown top view
New

Explorer Taupe | Brown Country Hat

4.9 (18)

$177.00

Unit price
per 

2 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Front profile of a wide brim floppy hat
Top view of a wide-brim floppy hat
New

Anderson Camel | Floppy Felt Fedora

4.9 (330)

$144.00

Unit price
per 

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

Levi Olive Brown | Winter Beanie

4.8 (284)

$66.00

Unit price
per 

5 colors, 1 size
  • OS
William cream white packable travel hat front view
William cream white packable travel hat top view
New

William Cream | White Felt Fedora Hat

5.0 (2)

$144.00

Unit price
per 

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

Levi Tusk | Beige Wool Beanie

4.8 (284)

$66.00

Unit price
per 

5 colors

Calloway Fawn | Felt Fedora Hat

4.9 (1803)

$155.00

Unit price
per 

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

Cooper Bone | White Upturned Fedora

4.9 (59)

$166.00

Unit price
per 

2 colors, 4 sizes
  • S
  • M
  • L
  • XL
Product image of the Bambi Dust Blue knit beanie
Top view image of the Bambi  Dust Blue knit beanie
New

Bambi Dust Blue | Australian Wool Beanie

5.0 (2)

$66.00

Unit price
per 

4 colors

Calloway Ash | Wide Brim Felt Fedora

4.9 (1803)

$155.00

Unit price
per 

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

Shop our winter collection of neutral hues including tan, brown and amber for the ultimate addition to your wardrobe. Will & Bear winter hats are made with warmth in mind, durable in wet conditions, and suitable for all ages. Exchanges are easy with our straightforward return policy.