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A smiling woman in a winter bucket hat by Will & Bear enjoys the snowfall.

Women's Winter Hats

Warmth for the chilly winter months.

21 Results

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
New

Teddy Chestnut | Wool UGG Bucket Hat

4.9 (32)

$153.00

Unit price
per 

4 sizes
  • S
  • M
  • L
  • XL
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
New

Willow Brown | Chunky Brown Beanie 100% Wool

$51.00

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
New

Willow Cream | Off White Beanie Chunky Knit

$51.00

Unit price
per 

2 colors, 1 size
  • OS
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
best-seller

Andy Oak | Brown Wide Brim Fedora

4.8 (575)

$127.00

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Buck Cream | White Cowboy Hat Felt
New

Buck Cream | White Cowboy Hat Felt

$136.00

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
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
best-seller

Levi Tusk | Beige Wool Beanie

4.8 (290)

$51.00

Unit price
per 

5 colors
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
best-seller

Levi Olive Brown | Winter Beanie

4.8 (290)

$51.00

Unit price
per 

5 colors, 1 size
  • OS

Andy Auburn | Dark Brown Country Hat

4.8 (575)

$127.00

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Buck Oak black cowboy or cowgirl style hat front image
Buck Smoke black cowboy and cowgirl hat top view
New

Buck Smoke | Black Felt Cowboy Hat

4.9 (27)

$136.00

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
William cream white packable travel hat front view
William cream white packable travel hat top view
New

William Cream | Crushable Travel Hat | White Felt Fedora Hat

4.7 (10)

$110.00

Unit price
per 

4 colors, 4 sizes
  • S
  • M
  • L
  • XL
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
best-seller

William Oak | Crushable Travel Hat

4.9 (1470)

$110.00

Unit price
per 

4 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
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
best-seller

William Brown | Crushable Travel Hat

4.9 (1470)

$110.00

Unit price
per 

4 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
best-seller

Calloway Fawn | Felt Fedora Hat

4.9 (1859)

$119.00

Unit price
per 

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

Calloway Ash | Wide Brim Felt Fedora

4.9 (1859)

$119.00

Unit price
per 

5 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Will & Bear Calloway Black Wide Brim Hat crafted from 100% wool, displayed on neutral background
Top view of Will & Bear Calloway Black Wide Brim Hat, featuring structured crown and leather band
best-seller

Calloway Black | Black Wide Brim Hat

4.9 (1859)

$119.00

Unit price
per 

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

Levi Mustard | Mustard Wool Beanie

4.8 (290)

$51.00

Unit price
per 

5 colors, 1 size
  • One Size

Levi Copper | Burnt Red Wool Beanie

4.8 (290)

$51.00

Unit price
per 

5 colors
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
best-seller

Levi Black | Aus Wool Beanie

4.8 (290)

$51.00

Unit price
per 

5 colors

Doc Fawn | Wool Fishermans Beanie

4.9 (74)

$47.00

Unit price
per 

2 colors, 1 size
  • One Size

Doc Black | Wool Fishermans Beanie

4.9 (74)

$47.00

Unit price
per 

2 colors, 1 size
  • One Size

William Black Wool Fedora | Crushable Travel Hat

4.9 (1470)

$110.00

Unit price
per 

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

Why Choose a Will & Bear Women’s Winter Hat?

A Will & Bear Women’s Winter Hat is your ultimate companion for staying warm, cozy, and environmentally conscious during the colder months. Whether you’re drawn to the rustic charm of women’s cowgirl hats, the versatility of our best-selling Teddy ugg-style women’s bucket hat, or the timeless elegance of wide-brimmed designs, our collection of Women’s Winter Hats has something for everyone.

Each Women’s Winter Hat is handcrafted using premium, sustainably sourced materials, ensuring durability, warmth, and comfort. By choosing a Women’s Winter Hat from Will & Bear, you’re also supporting our "One Hat Sold, One Tree Planted" initiative, helping us restore Australian ecosystems with every purchase.

Women's Winter Hats FAQs

Enjoy FREE shipping on orders above $110 USD. 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 US states, 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.

Explore Our Range of Women’s Winter Hats

From cozy beanies to wide-brimmed stunners and our beloved Teddy bucket hat, Will & Bear’s Women’s Winter Hat collection has something for every adventure. Whether you’re embracing the rustic charm of a women’s cowgirl hat, tackling snowy slopes, or enjoying a crisp winter hike, your Women’s Winter Hat provides warmth, functionality, and a commitment to environmental conservation.

Shop now and find your perfect Women’s Winter Hat—because staying warm doesn’t mean compromising on sustainability or style.