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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.

17 Results

William Brown soft wide-brim wool fedora travel hat front
William Brown soft wide-brim wool fedora travel hat top
best-seller

William Brown | Crushable Travel Hat

4.9 (1443)

$146.00

Unit price
per 

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

Andy Auburn | Dark Brown Country Hat

4.8 (569)

$169.00

Unit price
per 

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

Teddy Chestnut | Wool UGG Bucket Hat

4.9 (31)

$203.00

Unit price
per 

4 sizes
  • S
  • M
  • L
  • XL
Calloway Tan | Brown Widebrim Fedora
best-seller

Calloway Tan | Brown Widebrim Fedora

5.0 (96)

$158.00

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
best-seller

Explorer Taupe | Brown Country Hat

4.6 (23)

$180.00

Unit price
per 

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

Anderson Camel | Floppy Felt Fedora

4.9 (346)

$146.00

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Australian wool ribbed texture beanie
Australian wool ribbed texture beanie
best-seller

Levi Olive Brown | Winter Beanie

4.8 (289)

$67.00

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

4.5 (6)

$146.00

Unit price
per 

4 colors, 4 sizes
  • S
  • M
  • L
  • XL
Light cream or beige beanie in studio
Light cream beige beanie
Sold out

Levi Tusk | Beige Wool Beanie

4.8 (289)

$67.00

Unit price
per 

5 colors
Calloway Fawn | Felt Fedora Hat
best-seller

Calloway Fawn | Felt Fedora Hat

4.9 (1842)

$158.00

Unit price
per 

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

Calloway Ash | Wide Brim Felt Fedora

4.9 (1842)

$158.00

Unit price
per 

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

Anderson Navy | Soft Felt Fedora

4.9 (346)

$146.00

Unit price
per 

3 colors, 4 sizes
  • XL
  • S
  • M
  • L
Front view of a sage coloured wide-brim floppy hat
Top view of a sage coloured wide brim floppy hat
Sold out

Anderson Sage | Crushable Felt Hat

4.9 (346)

$146.00

Unit price
per 

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

Doc Fawn | Wool Fishermans Beanie

4.9 (74)

$63.00

Unit price
per 

2 colors, 1 size
  • One Size
William Oak soft wool wide-brim fedora front
William Oak soft wool wide-brim fedora top
best-seller

William Oak | Packable Wide Brim Hat

4.9 (1443)

$146.00

Unit price
per 

4 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Calloway Black | Black Wide Brim Hat
best-seller

Calloway Black | Black Wide Brim Hat

4.9 (1842)

$158.00

Unit price
per 

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

Doc Black | Wool Fishermans Beanie

4.9 (74)

$63.00

Unit price
per 

2 colors, 1 size
  • One Size

Why Choose a Will & Bear Winter Hat?

A Will & Bear Winter Hat is the ultimate companion for cold weather, offering both warmth and style. Each Winter Hat is crafted from premium, sustainable materials designed to keep you cozy throughout the colder months. Our Winter Hats are unisex and timeless, making them a versatile addition to any wardrobe. From our iconic UGG bucket hat, Teddy, to our snug beanies, we're sure there's an option perfect for you.

When you choose a Will & Bear Winter Hat, you're supporting a brand committed to environmental sustainability. For every Winter Hat sold, we plant a native tree and donate 40% of our profits to support Australian farmers. So, your Winter Hat isn’t just about staying warm—it’s a meaningful contribution to a greener future.

Winter Hats FAQs

Enjoy FREE shipping on orders above $160 NZD. 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 regions in New Zealand, ensuring that your hat arrives in 3-8 business days depending on your location.You’ll receive a tracking number once your order is dispatched so you can monitor its progress.