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    • Small
      Pequeuño
      Size
      6
      3/4
      -
      6
      7/8
      Tamaño
      21
      1/8
      "
      -
      21
      1/2
      "
      54
      cm
      -
      55
      cm
    • Medium
      Medio
      Size
      7
      -
      7
      1/8
      Tamaño
      21
      7/8
      "
      -
      22
      1/4
      "
      56
      cm
      -
      57
      cm
    • large
      Grande
      Size
      7
      1/4
      -
      7
      3/8
      Tamaño
      22
      5/8
      "
      -
      23
      "
      58
      cm
      -
      59
      cm
    • X-Large
      X-Grande
      Size
      7
      1/2
      -
      7
      5/8
      Tamaño
      23
      1/2
      "
      -
      23
      7/8
      "
      60
      cm
      -
      61
      cm
    • XX-Large
      XX-Grande
      Size
      7
      3/4
      -
      7
      7/8
      Tamaño
      24
      1/4
      "
      -
      24
      5/8
      "
      62
      cm
      -
      63
      cm
    • XXX-Large
      XXX-Grande
      Size
        8
       - 
      8 +
      Tamaño
      25
      "
      -
      25
      3/8
      "
      64
      cm
      -
      65
      cm
  • This is a General Hat Sizing Chart: Please read each hat product page for further sizing information.
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Expedited Orders 24 Business Hours
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Physical Stores Temporarily Closed
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  • Retail (85)

Bailey Wool

1 - 28 of 85 Products
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…(aka C-Crown), the Criss Wool Felt Long Teardrop Fedora Hat by Bailey also boasts a distinctive polished felt finish, resulting in a lustrous finish and silky felt texture. Trimmed with a deluxe Japanese grosgrain ribbon hatband and small Bailey side pin, the Criss Wool Felt Long Teardrop Fedora…

(2)
$130.00

  The Marr Wool Fedora Hat from Bailey of Hollywood is sure to become a staple of any wardrobe. The colorful grosgrain hat band is incredibly sophisticated, with the lined interior and heavy sweatband make for a most comfortable fit. Add it to your wardrobe today!   Approx. 4" Pinched…

$45.00
Available Colors:
  • OLIVEGREEN

…The Bailey Seddon Wool Blend Ivy Cap is the perfect hat for someone that loves the cuts of the newsboy cap with 8/4 panels but doesn't like the button on top.   Approx. 9 1/2" Diameter 2" Sewn Bill/Visor   Made of: 50% Wool 50% Polyester   6-Panel Design Bailey Staple…

(1)
$49.95

  Made in the USA   The Bailey Sturges Wool LiteFelt Fedora Hat is crafted in the USA using Bailey's exclusive wool LiteFelt® finish that gives the Sturges its soft and packable feel as well as its water repellent properties. Trimmed with a braided waxed cord hat band, Sturges is…

(1)
$89.25

…The Bailey Harker Wool Felt Bowler is possibly inspired by Jonathan Harker, one of the protagonists in Bram Stoker's Dracula. The jet nap finish on the wool felt modernizes this sleek derby sleek.   Approx. 4 1/4" Crown 1 1/2" Rolled Brim   Made of: 100% Polished Wool Felt …

(2)
$110.00
Available Colors:
  • BLACK
  • HEMLOCK

…USA The Bailey Wynn Wool Felt Fedora Hat is a simple yet elegant hat.  This hat has been factory treated and is water and stain resistant.   Approx. 3 7/8" Teardrop crown 1 1/2" Pre-Snap Brim (Front) 1" Curled Brim (Sides & Back)   Made of: 100% Wool Felt - Soft…

(1)
$93.00

  Made in the USA Another quality offering proudly crafted in the USA by experienced Bailey craftsmen! The Bailey of Hollywood Blixen Wool LiteFelt Fedora Hat is a classic felt fedora featuring a wide grosgrain hat band and sophisticated styling. Its exclusive LiteFelt® finish gives…

(2)
$98.00

  There's just something comforting about the Bernick Wool Blend Baseball Cap from Bailey of Hollywood. Maybe it's the classic buckram supported front panels, maybe it's the comfortable and cushioned sweatband, or maybe it's the adjustable snap strap in the back. Whatever it is, this hat is…

$60.00
Available Colors:
  • OLIVEGREEN
  • BURGUNDY

…  Crown your restless spirit with the new Ashmore Wool LiteFelt Fedora Hat by Bailey! Part of their Poet® Travel Collection inspired by the spirit and grit of the Old American West, Ashmore is crafted in the USA using Bailey's exclusive wool LiteFelt® that is soft, packable/rollable, water…

(1)
$89.25
Available Colors:
  • BLACK

  Return to classics with the Springfield Wool Blend Newsboy Cap from Bailey of Hollywood. The iconic 8-panel newsboy cap design is accentuated by a patterned lining and comfortable sweatband. Perfect for anyone looking for a signature newsboy!   Approx. 9" Diameter - Flat 2 1/4"…

(3)
$51.00

  The new Smit Tweed Wool Ivy Cap by Bailey features their modern, contoured 5-panel design for an exceptional fit. Adorned with a minimal Bailey staple pin, the Smit has a clean and updated look. Perfect for fall and winter, the Smit Tweed Ivy will keep you warm AND in style.    …

(1)
$67.00
Available Colors:
  • CAMEL
  • NAVYBLUE

Wool Felt Fedora Hat by Bailey is an eye catcher. Finished with a Japanese grosgrain ribbon hatband, small Bailey side pin and cotton sweatband - the Lapkus is also both packable and water repellent.    Approx. 4" Outdoorsman Crown 2 7/8" Down-sloping Brim    Made of: 100% Wool

$76.50

  Made in the USA   The Bailey Godfather Heritage Wool Felt Hat is a classic Godfather/Homburg style crafted with care right here in the USA. Featuring classic stiff finish wool felt, the Godfather Heritage Hat boasts the traditional center dent crown adorned with a grosgrain ribbon…

(2)
$110.00
Available Colors:
  • BLACK

  Please Note: This piece fits a little loose. Made in the USA Introducing the Alamo Wool Felt Western Hat by Bailey. This is a great piece to add to your collection. The style cattleman crown mixed with the diamond stud accents on the leather hat band create the perfect…

$88.00
Available Colors:
  • BLACK

Made in the USA   Part of Bailey's Poet® Travel Collection, the Boley Wool LiteFelt Fedora Hat weighs in at 4 ounces and rolls up for easy on-the-go storage. Made in the USA using Bailey's exclusive wool LiteFelt®, the Boley is soft, packable/rollable and water repellent, making this a…

$110.00
Available Colors:
  • DARKBROWN
  • BLACK

  Made in the USA   Introducing the new Packable LiteFelt Wool Fedora Hat by Bailey! Part of their Bailey by Hollywood classic men's line, the new Packable Fedora is exclusively sold at the Village Hat Shop and features their premium LiteFelt® for a soft, packable and water repellent…

(1)
$98.00
Available Colors:
  • BLACK
  • GRAPHITE

  You can get comfortable with the Beech Wool Blend Newsboy Cap from Bailey of Hollywood. The classic 8-panel newsboy design features a herringbone stitching, as well as a flat bill/brim complete with a snap button. Nothing says "old-timey style" quite like this cap!   Approx. 10"…

$64.00

  Made in the USA   The Bailey Wind River® Rider Wool LiteFelt Western Hat is a great western style with Outback-inspired flair. Made in the USA using their exclusive wool LiteFelt®, the Rider is not only soft and packable, but water repellent as well. Its classic tear drop crown is…

(1)
$88.00
Available Colors:
  • BLACK

…appearance, just open up the snaps. The simplicity of the Bailey of Hollywood Lord gives its wearer a confident, refined look.   Approx. 2" Snap Bill/Visor   Made of: 70% Wool 30% Polyester   Made in Italy Bailey Oval Side Pin Woven Ribbon Sweatband Satin Lining …

$83.00
Available Colors:
  • BLACK
  • CHARCOAL
  • BROWN
  • CAMEL

  Soft and comfortable, the Kufell Wool Blend Dockman Cap from Bailey of Hollywood really has it all! The classic 8-panel design combines perfectly with a herringbone stitch to create a beautiful cap. Whether you're out on the town or in for a comfortable night, this dockman is the best…

$64.00
Available Colors:
  • BLACK
  • BURGUNDY

  Made in the USA   The new Bankhead Wool Felt Fedora Hat by Bailey features their exclusive 606 Finish for a luxurious sheen and feel. Crafted of the finest 16-micron wool, felts destined for the premier 606 finish are blended, double carded, and hand wet felted. Afterwards, a light…

$81.00

…Trigger Wool Felt Western Hat by Bailey. This is another great example of the perfect look. The hat band blends with the hat which causes the minature belt buckle to truly shine.   Approx. 4 1/4" Cheyenne Crown  4" Raw Edge Brim   Made of: 100% Firm Wool Felt   Wool

$92.00
Available Colors:
  • BLACK

…the Dillinger Wool Felt Western Hat by Bailey. I bet you don't have a top hat quite like this one. This is a great mix between the old west and a classic top hat look.    Approx. 5" Flat Top Crown  4 1/2" Pencil Roll Raw Edge Brim   Made of: 100% Firm Wool Felt   …

$120.00
Available Colors:
  • BLACK

  Made in the USA   The Bailey Jett Wool Felt Porkpie combines a classic men's style, with Bailey's fashion forward polished finish. These premium wool felts are crafted with Bailey's exclusive blend of 100% virgin wool fibers and a unique silk-like finish, adding a luxurious sense…

$110.00
Available Colors:
  • BLACK

  Introducing the Bailey Shupp II Wool Felt Ascot Cap by Bailey. This is a great piece for those that prefer a more form fitted cap. It has side vents to give your head a little bit of ventilation and adds a little extra style without over doing it.   Approx. Round Crown 2" Sewn…

$65.00

…Dynamite Wool Felt Western Hat by Bailey. This cowboy hat is equpped with a dri-lex sweatband to make sure that if you are getting a little hot your hat isn't going to show proof of that happening.   Approx. 4 1/2" Cheyenne Crease Crown  4" Raw Edge Brim   Made of: 100% Firm Wool

$88.00
Available Colors:
  • BLACK

  Made in the USA   The Renegade® Lexington Wool Felt Western Hat by Bailey features a polished stiff wool felt finish for a crisp and handsome look that won't lose its shape. Crafted with a pinched tear drop crown, the Lexington is finished with a leather tassel hat band and a…

$81.00

  Please Note: This piece fits a little loose. Made in the USA Introducing the Navarro Wool Felt Western Hat by Bailey. This is a great hat for the true journey man. This piece will keep its shape throughout your trip and will keep you protected along the way. The hat…

$88.00

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