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.
Delmark - Bailey Wool Fedora Hat
Regular price
¥32,700
¥19,700
40% off
- Unit price
- /per
2 colors, 4 sizes
- Small
- Medium
- Large
- XL
- Medium
- Large
- XL
Falcon - Bailey Stiff Brim Wool Felt Teardrop Outback Fedora Hat
Regular price
¥27,000
¥17,600
35% off
- Unit price
- /per
1 color, 4 sizes
- Small
- Medium
- Large
- XL
- Large
- XL
- Small
- Medium
Campton - Stetson Fur Felt Fedora Hat
Regular price
¥36,800
¥22,100
40% off
- Unit price
- /per
2 colors, 5 sizes
- 7
- 7 3/8
- 7 1/2
- 6 7/8
- 7 1/4
Biltmore Moon Stone Wool Wide Brim Fedora Hat
Regular price
¥23,300
¥18,600
20% off
- Unit price
- /per
1 color, 4 sizes
- S
- M
- L
- XL
Biltmore Explorer Wool Western Hat
Regular price
¥29,100
¥23,300
20% off
- Unit price
- /per
1 color, 6 sizes
- 7
- 7 1/2
- 7 1/4
- 7 1/8
- 7 3/8
- 7 5/8
Calico - Bailey Litefelt Crushable Wool Western Hat
Regular price
¥18,800
¥14,100
25% off
- Unit price
- /per
2 colors, 4 sizes
- Small
- Medium
- Large
- XL
Darien - Stetson Fur Felt Fedora Hat
Regular price
¥33,500
¥20,100
40% off
- Unit price
- /per
1 color, 1 size
- 6 7/8
Godwin - Bailey Wool Velour Fedora Hat
Regular price
¥36,800
¥31,300
15% off
- Unit price
- /per
1 color, 4 sizes
- Small
- Medium
- Large
- XL
Tellus - Stetson Wool Felt Bolero Hat
Regular price
¥28,600
¥20,100
30% off
- Unit price
- /per
1 color, 4 sizes
- Small
- Medium
- Large
- XL
Walrus Hats Castle Pink w/ Western Bands Wool Fedora Hat
Regular price
¥15,600
¥9,400
40% off
- Unit price
- /per
1 color, 1 size
- One Size Fits Most
Reykjavk - Woolrich W9416 Aviator Red & Black Plaid Wool Blend Trapper Hat
Regular price
¥19,700
¥17,700
10% off
- Unit price
- /per
1 color, 2 sizes
- Medium
- Large
Mad Rattle - Biltmore Vintage Couture Wool Felt Hat
Regular price
¥16,100
¥12,900
20% off
- Unit price
- /per
2 colors, 1 size
- OS
Walrus Hats Castle Brown w/ Festival Bands Wool Fedora Hat
Regular price
¥15,600
¥10,900
30% off
- Unit price
- /per
1 color, 1 size
- One Size Fits Most
Justin 3X Dixon Wool Felt Western Hat
Regular price
¥15,400
¥12,300
20% off
- Unit price
- /per
1 color, 6 sizes
- 7
- 7 1/8
- 7 1/4
- 7 3/8
- 7 1/2
- 7 5/8
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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.