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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 for winter's cold grip

24 Results

Anderson Navy

Anderson Navy

4.9 (225)

$129.00

Unit price
per 

3 colors
Front view of a camel colored wide-brim floppy hat
Two women on a hill wearing wide-brim floppy hats
New

Anderson Camel

4.8 (29)

$129.00

Unit price
per 

3 colors
Andy Auburn

Andy Auburn

4.8 (505)

$149.00

Unit price
per 

3 colors
Andy Oak
Best-seller

Andy Oak

4.8 (505)

$149.00

Unit price
per 

3 colors
Buck Smoke Black Cowboy and cowgirl hat front
Woman sitting on the back of a truck with the Buck Smoke Black Cowboy hat
New

Buck Smoke

5.0 (2)

$159.00

Unit price
per 

2 colors
Buck Oak brown cowboy and cowgirl hat front view
New

Buck Oak

5.0 (2)

$159.00

Unit price
per 

2 colors
Calloway Black Front View - Merino Wool Wide Brim Hat for Men & Women
Best-seller

Calloway Black

4.9 (1595)

$139.00

Unit price
per 

5 colors
Calloway Ash

Calloway Ash

4.9 (1595)

$139.00

Unit price
per 

5 colors
Calloway Tan
Best-seller

Calloway Tan

4.9 (76)

$139.00

Unit price
per 

5 colors
Calloway Fawn Front View - Light Brown Merino Wool Wide Brim Hat for Men & Women
Best-seller

Calloway Fawn

4.9 (1595)

$139.00

Unit price
per 

5 colors
Cooper Coffee

Cooper Coffee

5.0 (22)

$149.00

Unit price
per 

2 colors
Australian Outback Explorer hat olive green
New

Explorer Olive

5.0 (1)

$159.00

Unit price
per 

2 colors
Australian Outback Explorer hat taupe brown front view
Side view of woman wearing outback hat in taupe brown
New

Explorer Taupe

4.9 (7)

$159.00

Unit price
per 

2 colors
William Brown

William Brown

4.9 (1067)

$129.00

Unit price
per 

2 colors
William Oak
Best-seller

William Oak

4.9 (1067)

$129.00

Unit price
per 

2 colors
Hiking hat studio front view
Woman wearing hiking hat using chin strap

Woodley Auburn

4.5 (4)

$129.00

Unit price
per 

2 colors
Woodley Moss

Woodley Moss

4.9 (62)

$129.00

Unit price
per 

2 colors
Doc Black
Best-seller

Doc Black

4.9 (66)

$55.00

Unit price
per 

2 colors
Doc Fawn

Doc Fawn

4.9 (66)

$55.00

Unit price
per 

2 colors
Levi Black

Levi Black

4.8 (229)

$59.00

Unit price
per 

5 colors

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.