Stetson, Kangol, Bailey, Dobbs hats - ALL on sale & Below MAP price! Lowest Prices on the Internet Guaranteed! FREE Shipping on $100+ or $6 Flat Fee

Winter Hats

Winter Hats

Can cool winter hats keep you warm during the frostiest season of the year? The best hats to wear when the temperature drops do more than keep your ears covered and your crown toasty. They ooze character and taste and show that a bit of chill won't get you down.

145 Results

Walrus Hats Newsboy Shelby - Walrus Hat Wool Blend 8 Panel Newsboy Cap
Walrus Hats Newsboy Shelby - Walrus Hat Wool Blend 8 Panel Newsboy Cap

Shelby - Walrus Hat Wool Blend 8 Panel Newsboy Cap

4.7 (189)

from €19,95

Unit price
per 

5 colors, 4 sizes
  • Grey Herringbone
  • Black
  • Brown
  • Grey
  • Navy
  • Small
  • Medium
  • Large
  • XL
Freemont Walrus Hat

Freemont - Walrus Hats Wool Fedora Hat

4.7 (114)

from €43,95

Unit price
per 

7 colors, 4 sizes
  • White
  • Black
  • Burgundy
  • Cognac
  • Navy
  • +2 more
  • Small
  • Medium
  • Large
  • XL
Walrus Hats Compass
Walrus Hats Fedora Compass - Walrus Hat Diamond Crown Wool Felt Fedora Hat

Compass - Walrus Hat Diamond Crown Wool Felt Fedora Hat

4.7 (129)

€47,95

Unit price
per 

6 colors, 4 sizes
  • Black
  • Brown
  • Camel
  • Grey
  • Navy
  • +1 more
  • Small
  • Medium
  • Large
  • XL
Stetson Fedora Hat
Stetson Fedora Stetson Cruiser Crushable Wool Felt Fedora Hat - TWCRUR

Stetson Cruiser Crushable Wool Felt Fedora Hat - TWCRUR

4.4 (93)

€70,95

Unit price
per 

2 colors, 4 sizes
  • Black
  • Mink
  • Small
  • Medium
  • Large
  • XL
Kangol Flat Cap 504 - Kangol Wool Flat Cap
Kangol Flat Cap 504 - Kangol Wool Flat Cap

504 - Kangol Wool Flat Cap

4.6 (17)

€44,95

Unit price
per 

18 colors, 5 sizes
  • Blue Tint
  • Starry Blue
  • Deep Springs
  • Dark Flannel
  • Dark Blue
  • +13 more
  • Small
  • Medium
  • Large
  • XL
  • XXL
Stetson Frederick Wool Felt Hat - TWFRDK
Stetson Fedora Stetson Frederick Wool Felt Fedora Hat - TWFRDK

Stetson Frederick Wool Felt - TWFRDK

4.8 (92)

€90,95

Unit price
per 

2 colors, 9 sizes
  • Camel
  • Mink
  • 6 3/4
  • 6 7/8
  • 7
  • 7 1/8
  • 7 1/4
  • 7 3/8
  • 7 1/2
  • 7 5/8
  • 7 3/4
Stetson Cromwell
Stetson Fedora Cromwell - Stetson Crushable Wool Fedora Hat - TWCMWL

Cromwell - Stetson Crushable Wool Fedora Hat - TWCMWL

4.8 (72)

€97,95

Unit price
per 

3 colors, 4 sizes
  • Mink
  • Black
  • Olive
  • Small
  • Medium
  • Large
  • XL
Wool Hat H7023_BLK_0a

Layover - Walrus Hats Center Dent Wool Felt Fedora Hat

4.6 (60)

€43,95

Unit price
per 

4 colors, 4 sizes
  • Black
  • Brown
  • Grey
  • Navy
  • Small
  • Medium
  • Large
  • XL
Imperial - Walrus Hats With Center Dent Wool Felt Fedora Hat

Imperial - Walrus Hats With Center Dent Wool Felt Fedora Hat

4.6 (73)

€45,95

Unit price
per 

4 colors, 4 sizes
  • Camel
  • Grey
  • White
  • Black
  • Small
  • Medium
  • Large
  • XL
Walrus Hats Fedora Parker - Walrus Hats Wool Fedora Hat
Walrus Hats Fedora Parker - Walrus Hats Wool Fedora Hat

Parker - Walrus Hats Wool Fedora Hat

4.7 (47)

from €40,95

Unit price
per 

3 colors, 4 sizes
  • Sand
  • Camel
  • Grey
  • Small
  • Medium
  • Large
  • XL
Walrus Hats Luxe Grand Master Wool Duckbill Flat Cap

Walrus Hats Luxe Grand Master Wool Duckbill Flat Cap

4.9 (14)

€27,95

Unit price
per 

4 colors, 4 sizes
  • Black
  • Grey
  • Blue
  • Tan
  • Small
  • Medium
  • Large
  • XL
Midtown - Walrus Hats Wool Blend Ivy Cap

Midtown - Walrus Hats Wool Blend Ivy Cap

4.9 (67)

from €21,95

Unit price
per 

6 colors, 4 sizes
  • Grey
  • Black
  • Brown
  • Navy
  • Camel
  • +1 more
  • Small
  • Medium
  • Large
  • XL
Stetson Fur Felt Hat - TFSTROB
Stetson Fedora Stratoliner - Stetson Fur Felt Fedora Hat - TFSTROB

Stratoliner - Stetson Fur Felt Fedora Hat - TFSTROB

4.8 (63)

€199,95

Unit price
per 

2 colors, 9 sizes
  • Caribou
  • Walnut
  • 6 3/4
  • 6 7/8
  • 7
  • 7 1/8
  • 7 1/4
  • 7 3/8
  • 7 1/2
  • 7 5/8
  • 7 3/4
Capital - Walrus Crushable Hat Wool Felt Fedora - H7000

Capital - Walrus Crushable Hat Wool Felt Fedora - H7000

4.3 (55)

from €48,95

Unit price
per 

3 colors, 4 sizes
  • Brown
  • Grey
  • Pecan
  • Small
  • Medium
  • Large
  • XL
Walrus Hats Fedora Capri - Walrus Hats Wide Brim Wool Felt Fedora Hat
Walrus Hats Fedora Capri - Walrus Hats Wide Brim Wool Felt Fedora Hat

Capri - Walrus Hats Wide Brim Wool Felt Fedora Hat

4.8 (29)

from €33,95

Unit price
per 

7 colors, 1 size
  • Pink
  • Tan
  • Lilac
  • Brown
  • Sand
  • +2 more
  • One Size Fits Most
Shetland - Walrus Hats Wool Felt Cowboy Hat - H7013

Shetland - Walrus Hats Wool Felt Cowboy Hat - H7013

4.7 (22)

from €28,95

Unit price
per 

3 colors, 5 sizes
  • Black
  • Brown
  • Dark Brown
  • Small
  • Medium
  • Large
  • XL
  • XXL

 Warm Winter Hats

When things get frigid outside, you can top off your comfort level with a fur hat. You'll catch this look on everyone from supermodels to Manhattan professionals. The great thing about this material is that it feels like a dream and protects you from the biting frostiness of howling winds and icy snow. If you feel like one of these hats may be too extravagant for you, grab one with a fuzzy lining and a sleeker outer layer.

Flat caps in felt, leather or cotton can also keep your head surprisingly warm. Some have ear flaps for those extra-chilly days. Wear them with a snuggly scarf to boost the cozy factor. This hat may be all you need to pair with a sweater for those brisk moments that aren't quite blizzard-worthy. Although newsboy caps are traditionally a men's style, they're an easy way for women to adopt a classic winter appearance too.

 

Seasonal Hats in Wool and Cotton

Cool-season headwear doesn't have to be knitted from yarn. Some of the most protective hats are made from felted wool. The fibers are agitated until they form a dense shield that keeps out wind and protects against snow but retains its breathability. These hats are surprisingly waterproof, but they must be treated with care.

Don't overlook cotton as a durable material for winter. Some cotton hats have been treated with water-repelling wax to make them an ideal barrier for slushy weather. Cotton canvas is thick and rugged but provides consistent airflow so that you don't get too hot.

 

Unexpected Cold-Weather Hats

Gone are the days of matted hat head. Many of our winter hats have roomy crowns that deliver protection while maintaining your hairstyle. A structured fedora or outback hat leaves plenty of space for a groomed coiffure. Berets and classic flat caps are also spacious enough to preserve your hairdo while they keep out the cold.

As the seasons transition in and out of winter, you can wear your braided or woven Panama hat or fedora. These are no longer reserved for summers on the yacht. If it's not bitter enough to warrant wearing a thick winter coat, throw on a hat in a lighter material to keep your temperature up and deflect crisp breezes. Even if the hat doesn't cover your ears completely, a larger brim will help diffuse the cool air away from the face and help with heat retention.

 

How to Wear a Winter Cap

You can still look cute when covering your head in the winter. Here's how to do it. Women can play with wearing their hair down or up underneath the hat. It may be difficult to sport a high bun or ponytail in a structured cap. Try securing your hair near your nape to wear most hats comfortably. This will also keep your neck warm. You can sweep the front of the hair to the side or let fringe peek out from the front of the hat. You can also create a sleek look by pulling your hair off your face completely and hiding it under the cap.

Men with shorter hair can get away with wearing a head covering in any manner. Those with medium-length hair may have the biggest challenge. While you might want to stay away from heavily spiked hairstyles, you can manage a mussed-up look or a well-groomed cut underneath any headwear. Using a styling putty or wax can help you rearrange your locks into an appealing shape after you've removed the hat.