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A person by a vintage car, wearing a winter beanie hat by Will & Bear, with mountains in the twilight.

Men's Winter Hat

Experience unmatched comfort with our men's winter hats.

Save upto 60%

Our online warehouse sale is now on. Limited time.

30 Results

Will & Bear Anderson Navy Soft Felt Fedora with classic teardrop crown and wide brim for everyday adventure
Top view of Will & Bear Anderson Navy Soft Felt Fedora highlighting the smooth felt finish and structured crown
15% off

Anderson Navy | Soft Felt Fedora

4.9 (361)

Regular price ¥12,500 ¥10,600

Unit price
per 

2 colors, 4 sizes
  • S
  • M
  • L
  • XL
Will & Bear Anderson Camel Floppy Felt Fedora, lightweight and flexible for everyday outdoor wear
Top view of Will & Bear Anderson Camel Floppy Felt Fedora showcasing teardrop crown and wide floppy brim
Sold out

Anderson Camel | Floppy Felt Fedora

4.9 (361)

¥12,500

Unit price
per 

2 colors, 4 sizes
  • S
  • M
  • L
  • XL
Will & Bear Andy Auburn Dark Brown Country Hat featuring a structured teardrop crown and wide brim for outdoor adventures
Top view of Will & Bear Andy Auburn Dark Brown Country Hat showcasing the durable felt and classic crown shape
15% off

Andy Auburn | Dark Brown Country Hat

4.8 (578)

Regular price ¥14,400 ¥12,200

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Will & Bear Andy Oak Brown Wide Brim Fedora made from sustainable wool, displayed on neutral background
Top view of Will & Bear Andy Oak Brown Wide Brim Fedora, lightweight and crushable design
20% off
best-seller

Andy Oak | Brown Wide Brim Fedora

4.8 (578)

Regular price ¥14,400 ¥11,500

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Will & Bear Buck Smoke black felt cowboy hat displayed on a neutral background, highlighting the structured crown and wide brim.
Top view of the Will & Bear Buck Smoke black felt cowboy hat showcasing the signature cattleman crown shape and premium wool felt finish.
10% off
New

Buck Smoke | Black Felt Cowboy Hat

4.9 (29)

Regular price ¥15,300 ¥13,800

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Will & Bear Buck Oak brown felt cowboy hat shown on a neutral background, highlighting the structured crown and wide brim.
Top view of the Will & Bear Buck Oak brown felt cowboy hat showcasing the cattleman crown shape and wool felt texture.
10% off
New

Buck Oak | Brown Felt Cowboy Hat

4.9 (29)

Regular price ¥15,300 ¥13,800

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Will & Bear Calloway Black wide brim hat made from premium wool, photographed on a neutral backdrop.
Overhead view of the Will & Bear Calloway Black wide brim hat showing crown shape and symmetry.
20% off
best-seller

Calloway Black | Black Wide Brim Hat

4.9 (1869)

Regular price ¥13,400 ¥10,700

Unit price
per 

5 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Will & Bear Calloway Ash wide brim felt fedora hat shown on a neutral background.
Woman wearing the Will & Bear Calloway Ash wide brim felt fedora while gazing into the distance in a golden field.
20% off

Calloway Ash | Wide Brim Felt Fedora

4.9 (1869)

Regular price ¥13,400 ¥10,700

Unit price
per 

5 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Will & Bear Calloway Tan Brown Wide Brim Fedora made from 100% wool, displayed on neutral background
Top view of Will & Bear Calloway Tan Brown Wide Brim Fedora highlighting classic shape and leather band
15% off
best-seller
New

Calloway Tan | Brown Widebrim Fedora

5.0 (99)

Regular price ¥13,400 ¥11,400

Unit price
per 

5 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Will & Bear Calloway Fawn Felt Fedora Hat made from premium wool, displayed on neutral background
Top view of Will & Bear Calloway Fawn Felt Fedora Hat, showcasing structured crown and leather band
15% off
best-seller

Calloway Fawn | Felt Fedora Hat

4.9 (1869)

Regular price ¥13,400 ¥11,400

Unit price
per 

5 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Will & Bear Teddy Chestnut Wool UGG Bucket Hat crafted from premium wool and shearling, shown on neutral background
Top view of Will & Bear Teddy Chestnut Wool UGG Bucket Hat highlighting soft suede outer and wool lining
best-seller

Teddy Chestnut | Wool UGG Bucket Hat

4.9 (33)

¥17,300

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Will & Bear Crushable Travel Hat in dark brown, made from soft felt and designed for packability, shown on neutral background
Top view of Will & Bear Crushable Travel Hat showing teardrop crown and wide brim, crafted for easy packing
10% off
best-seller

William Brown | Crushable Travel Hat

4.9 (1477)

Regular price ¥12,500 ¥11,200

Unit price
per 

4 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Will & Bear Crushable Travel Hat in light brown felt, crafted for packable, all-weather adventures
Top view of Will & Bear Crushable Travel Hat with classic teardrop crown and structured wool felt
10% off
best-seller

William Oak | Crushable Travel Hat

4.9 (1477)

Regular price ¥12,500 ¥11,200

Unit price
per 

4 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Will & Bear Doc Black Wool Fisherman’s Beanie on neutral background, showcasing ribbed knit design and deep black tone.
Straight-on view of the Will & Bear Doc Black Wool Fisherman’s Beanie showing shape and cuff detail on neutral background.
Sold out

Doc Black | Wool Fishermans Beanie

4.9 (75)

Regular price ¥5,300 ¥3,800

Unit price
per 

2 colors, 1 size
  • One Size
Will & Bear Doc Fawn Wool Fisherman’s Beanie on neutral background, featuring soft ribbed knit and natural fawn colour.
Straight-on view of the Will & Bear Doc Fawn Wool Fisherman’s Beanie showing classic cuffed style and seamless knit.
28% off

Doc Fawn | Wool Fishermans Beanie

4.9 (75)

Regular price ¥5,300 ¥3,800

Unit price
per 

2 colors, 1 size
  • One Size
Will & Bear Levi Black Aus Wool Beanie made from 100% Australian wool, displayed on neutral background
Front view of Will & Bear Levi Black Aus Wool Beanie, crafted for warmth and sustainable living
19% off
best-seller

Levi Black | Aus Wool Beanie

4.8 (291)

Regular price ¥5,700 ¥4,600

Unit price
per 

6 colors
  • +1 more
Will & Bear Levi Copper Burnt Red Wool Beanie on a neutral background, featuring ribbed knit and branded patch.
Woman sitting beside a fire pit at dusk wearing the Will & Bear Levi Copper Burnt Red Wool Beanie.
30% off

Levi Copper | Burnt Red Wool Beanie

4.8 (291)

Regular price ¥5,700 ¥4,000

Unit price
per 

6 colors
  • +1 more
Will & Bear Levi Mustard Wool Beanie on a neutral background, featuring ribbed knit texture and branded front label.
Upright view of the Will & Bear Levi Mustard Wool Beanie, showing folded cuff and warm yellow tone.
30% off

Levi Mustard | Mustard Wool Beanie

4.8 (291)

Regular price ¥5,700 ¥4,000

Unit price
per 

6 colors, 1 size
  • +1 more
  • One Size
Will & Bear Levi Olive Brown Winter Beanie made from Australian wool, displayed on neutral background
Front view of Will & Bear Levi Olive Brown Winter Beanie, featuring ribbed knit and upturned brim
9% off
best-seller

Levi Olive Brown | Winter Beanie

4.8 (291)

Regular price ¥5,700 ¥5,200

Unit price
per 

6 colors, 1 size
  • +1 more
  • OS
Will & Bear Levi Tusk Beige Wool Beanie crafted from 100% Australian wool, displayed on neutral background
Front view of Will & Bear Levi Tusk Beige Wool Beanie, featuring ribbed knit design and fold-over cuff
9% off
best-seller

Levi Tusk | Beige Wool Beanie

4.8 (291)

Regular price ¥5,700 ¥5,200

Unit price
per 

6 colors
  • +1 more
Will & Bear Chunky Brown Beanie made from 100% wool, displayed on neutral background
Camping adventure featuring Will & Bear Chunky Brown Beanie 100% wool, perfect for outdoor explorers
14% off
New

Willow Brown | Chunky Brown Beanie 100% Wool

Regular price ¥5,700 ¥4,900

Unit price
per 

2 colors, 1 size
  • OS
Will & Bear off white chunky knit beanie with pom pom, displayed on neutral background
Adventure-ready look featuring Will & Bear off white chunky knit beanie worn in rugged outdoor landscape
14% off
New

Willow Cream | Off White Beanie Chunky Knit

5.0 (1)

Regular price ¥5,700 ¥4,900

Unit price
per 

2 colors, 1 size
  • OS
Will & Bear Brown 5 Panel Cap made from organic cotton, displayed on neutral background
Front view of Will & Bear Brown 5 Panel Cap showing minimalist design and sustainable craftsmanship
Sold out

Archie Walnut | Brown 5 Panel Cap

4.2 (6)

¥4,800

Unit price
per 

1 color
Will & Bear Baker Tan brown cord bakerboy cap on a neutral background
Top view of the Will & Bear Baker Tan brown cord bakerboy cap showcasing crown shape.
14% off

Baker Tan | Brown Cord Bakerboy Cap

4.9 (155)

Regular price ¥7,600 ¥6,500

Unit price
per 

2 colors, 3 sizes
  • S
  • M
  • L

Why Buy a Men's Winter Hat from Will & Bear?

Welcome to our men’s winter hat collection, where warmth meets comfort in the most down-to-earth way.

As the chill sets in and frosty winds begin to howl, our hats are here to be your trusty companion through winter’s challenges. Crafted with a focus on being soft and breathable, our men's winter hats ensure that while you’re shielding yourself from the harsh cold, you’re also experiencing the kind of comfort that feels like you’ve brought a slice of home outdoors.

Whether you’re shovelling snow, enjoying a brisk winter walk, or simply running errands, our men's winter hats offer sun protection on bright winter days, ensuring you’re covered in more ways than one.

We understand the importance of durability and long-lasting materials because we know you need something that can withstand a bit of wear and tear. Made for the adventurer at heart or anyone needing a reliable winter staple, these hats have become a tradition of their own. They're not just about getting through winter, but about making the most of it, with ultra-warmth that hugs you just right.

Whether you're hitting the slopes or heading into the office, let our men's winter hats be the daily essential that keeps the cold at bay while remaining relaxed and unpretentious, just like you. See also our full collection of winter hats and women's winter hats.

Men's Winter Hat FAQs

Enjoy FREE shipping on orders above $150. At Will & Bear, we pride ourselves on quick delivery! Your hat ships fast, typically within 48 hours of placing your order. We ship to all Australian states, ensuring that your hat arrives in 3-5 business days depending on your location.

For international orders, delivery times vary based on the destination and usually take between 7-14 business days. You’ll receive a tracking number once your order is dispatched so you can monitor its progress.

Explore Our Range of Men's Winter Hats

Discover our carefully curated collection of men's winter hats, designed to combine warmth, comfort, and style. Crafted from premium materials, each hat ensures protection against the chill while elevating your winter wardrobe. Whether you prefer classic beanies or sophisticated fedoras, our selection offers something for every taste. Perfect for those brisk walks in nature or urban adventures, our men's winter hats are not just accessories; they're essential companions for the colder months. Embrace the season with Will & Bear, where functionality meets fashion.