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A couple in all-season wool hats by Will & Bear explore white cliffs together.

Men's All Season Hats

Discover men's all season hats for year-round comfort.

22 Results

Calloway Black | Black Wide Brim Hat
best-seller

Calloway Black | Black Wide Brim Hat

4.9 (1843)

$139.00

Unit price
per 

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

Calloway Ash | Wide Brim Felt Fedora

4.9 (1843)

$139.00

Unit price
per 

5 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Calloway Tan | Brown Widebrim Fedora
best-seller

Calloway Tan | Brown Widebrim Fedora

5.0 (97)

$139.00

Unit price
per 

5 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Calloway Fawn | Felt Fedora Hat
best-seller

Calloway Fawn | Felt Fedora Hat

4.9 (1843)

$139.00

Unit price
per 

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

Calloway Cream | White Felt Sun Hat

4.9 (1843)

$139.00

Unit price
per 

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

Andy Auburn | Dark Brown Country Hat

4.8 (569)

$149.00

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Andy Oak | Brown Wide Brim Fedora
best-seller

Andy Oak | Brown Wide Brim Fedora

4.8 (569)

$149.00

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Andy Cream | White Felt Sun Hat
best-seller

Andy Cream | White Felt Sun Hat

4.8 (569)

$149.00

Unit price
per 

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
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 (1445)

$129.00

Unit price
per 

4 colors, 5 sizes
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  • M
  • L
  • XL
  • XXL
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 (1445)

$129.00

Unit price
per 

4 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
William cream white packable travel hat front view
William cream white packable travel hat top view
New

William Cream | White Felt Fedora Hat

4.6 (7)

$129.00

Unit price
per 

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

Anderson Navy | Soft Felt Fedora

4.9 (346)

$129.00

Unit price
per 

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

Anderson Camel | Floppy Felt Fedora

4.9 (346)

$129.00

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
Sold out

Buck Smoke | Black Felt Cowboy Hat

4.9 (22)

$159.00

Unit price
per 

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

Buck Oak | Brown Felt Cowboy Hat

4.9 (22)

$159.00

Unit price
per 

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

Austin Brown | Brown Straw Wide Brim Hat

4.8 (24)

$139.00

Unit price
per 

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

Austin Sand | Straw Sun Hat

4.8 (24)

$139.00

Unit price
per 

2 colors, 4 sizes
  • S
  • M
  • L
  • XL
Product image of the Little Ranger Black kids hat side view
Product image of the Little Ranger Black kids hat front view
New
Kids

Little Ranger Black

$39.00

Unit price
per 

3 colors
Little Ranger Brown
Kids

Little Ranger Brown

$39.00

Unit price
per 

3 colors

Foster Black | Black Newsboy Cap

4.9 (152)

$69.00

Unit price
per 

2 colors, 3 sizes
  • S
  • M
  • L

Foster Green | Green Fiddler Cap

4.9 (152)

$69.00

Unit price
per 

2 colors, 3 sizes
  • S
  • M
  • L

Baker Tan | Brown Cord Bakerboy Cap

4.9 (151)

$79.00

Unit price
per 

2 colors, 3 sizes
  • S
  • M
  • L

Why Buy a Will & Bear Men's All Season Hat?

Explore our Men's All Season Hats collection, where practicality meets tradition. Whether you’re hiking through mountain trails, enjoying a sunny afternoon in the park, or simply tackling a day of errands, these hats are crafted to cover you—literally and figuratively—in all sorts of weather.

Made with durable materials, these hats are designed to stand the test of time, delivering long-lasting protection from harsh sun rays and unexpected showers. Comfort is never out of season, and these hats promise to keep you feeling great no matter what the weather throws your way.

Our collection pays homage to classic hat silhouettes, celebrating timeless styles that have been appreciated for generations. Each hat serves as a dependable companion, offering year-round comfort without compromising style or functionality.

The charm of these hats is the seamless blend of traditional designs with modern necessity. Versatile and reliable, our hats are perfect for everyday adventures or just a laid-back day out. Enjoy a piece of tradition on every outing, knowing that your hat is ready to handle whatever the day has in store.

Men's All Season Hats 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.