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Turns out there were heads we didn't have hats for. We've now added XL & XXL sizing to our best sellers, making sure we have hats for every head, on any adventure.

15 Results

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Calloway Dark Brown wide brim fedora hat on white background, angled side view
Top-down view of Calloway Dark Brown fedora hat with structured crown and wide brim
New

Calloway Brown | Wide-brim Fedora Hat

5.0 (3)

$167.00

6 colors, 5 sizes
  • +1 more
  • S
  • M
  • L
  • XL
  • XXL
Will & Bear White Felt Sun Hat with wide brim, crafted for sustainable outdoor adventures
Outdoor moment with Will & Bear White Felt Sun Hat, designed for rugged landscapes and sun coverage
best-seller

Andy Cream | White Felt Sun Hat

4.8 (583)

$179.00

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Will & Bear Andy Oak Brown Wide Brim Fedora made from sustainable wool, displayed on neutral background
Woman adjusting Will & Bear Brown Wide Brim Fedora outdoors, perfect for travel and adventure
best-seller

Andy Oak | Brown Wide Brim Fedora

4.8 (583)

$179.00

3 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
Female explorer wearing Will & Bear Andy Auburn Dark Brown Country Hat indoors, perfect for everyday style and travel

Andy Auburn | Dark Brown Country Hat

4.8 (583)

$179.00

3 colors, 4 sizes
  • S
  • M
  • L
  • XL
Will & Bear Calloway Cream white sun felt hat with wide brim, crafted from sustainable wool, shown on a neutral backdrop.
Top view of the Will & Bear Calloway Cream white sun felt hat, showing crown shape and clean brim finish.

Calloway Cream | Felt Sun Hat

4.9 (1885)

$167.00

6 colors, 4 sizes
  • +1 more
  • S
  • M
  • L
  • XL
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 (1885)

$167.00

6 colors, 5 sizes
  • +1 more
  • 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
Sold out

Calloway Tan | Brown Widebrim Fedora

5.0 (101)

$167.00

6 colors, 5 sizes
  • +1 more
  • 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.

Calloway Ash | Wide Brim Felt Fedora

4.9 (1885)

$167.00

6 colors, 5 sizes
  • +1 more
  • S
  • M
  • L
  • XL
  • XXL
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.
best-seller

Calloway Black | Black Wide Brim Hat

4.9 (1885)

$167.00

6 colors, 5 sizes
  • +1 more
  • S
  • M
  • L
  • XL
  • XXL
Will & Bear William Oak light brown crushable travel hat made from sustainable wool with classic fedora shape.
Top view of Will & Bear William Oak wool felt fedora hat – wide brim, light brown tone, travel-ready design.
best-seller

William Oak | Crushable Travel Hat

4.9 (1519)

$155.00

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 (1519)

$155.00

4 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Will & Bear William Black crushable wool fedora – versatile travel hat made from 100% Australian wool, photographed on a neutral background.
Top-down view of Will & Bear William Black crushable wool fedora hat – lightweight and packable for travel adventures.

William Black Wool Fedora | Crushable Travel Hat

4.9 (1519)

$155.00

4 colors, 5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Will & Bear Rider Bone White Palm Straw Hat crafted for sun protection and outdoor adventures, displayed on neutral background
Top view of Will & Bear Rider Bone White Palm Straw Hat featuring wide brim and leather chin strap
best-seller

Rider Bone | White Palm Straw Hat

4.7 (94)

$155.00

4 sizes
  • S
  • M
  • L
  • XL
Will & Bear River Sand Men's and Women's Straw Hat made from handwoven palm, shown on neutral background
Top view of Will & Bear River Sand Men's and Women's Straw Hat with natural wide brim and pinch crown
best-seller

River Sand | Men’s & Women’s Straw Hat

4.8 (132)

$143.00

4 sizes
  • S
  • M
  • L
  • XL
Leather hat holder clipped to suitcase handle in studio
Wide brim hat hanging from leather holder on car seat
best-seller
New

Leather Hat Holder | Tan Travel Strap

4.5 (2)

$59.00

1 size
  • O/S

before you buy

Felt Hat Buying Guide

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Hand measuring a hat block with a soft tape measure to get hat size

before you buy

Measure Your Head Size

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3 best ways to

Travel With Your Hat

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