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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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  • Retail (41)

Bailey Of Hollywood

1 - 28 of 41 Products
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…from Bailey of Hollywood. The Lord features a pair of metal snaps to keep the front of the crown snug against the bill for the quintessential sleek cap profile. If you want an unconventional but still striking appearance, just open up the snaps. The simplicity of the Bailey of Hollywood Lord gives…

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

  The Taxten by Bailey of Hollywood is a classic leather-paneled ivy cap with the casual appeal and presence of a true old-fashioned Sunday driving cap. On the interior, a finely woven grosgrain sweatband nicely accents custom Bailey lining, for a surprisingly rich experience.   …

(3)
$110.00
Available Colors:
  • BROWN

  Featuring a masculine distressed finish, the Lazar Suede Leather Ivy Cap is a deluxe flat cap by Bailey of Hollywood. Crafted of genuine pig skin leather with a distressed suede finish, the Lazar is a distinctive cap for flat cap lovers. Four small panels comprise the back half of the cap…

(1)
$86.00
Available Colors:
  • COFFEE

  The Marnul Velvet Cord Cadet Cap from Bailey of Hollywood is is the epitome of an instant classic. The iconic cadet cap design is complimented by breathable eyelets in the back, a comfort sweatband, and patterned interior lining. Simplicity is key!   Approx. 3 1/2" Crown 2 1/4"…

$54.00
Available Colors:
  • TOBACCO
  • CHOCOLATEBROWN

  Classic styling and skilled craftsmanship make the Bailey of Hollywood Salem Braided Fedora a style to be proud to own. As featured on GQ.com, the soft/packable sewn braid construction, pinched front crown, with striped grosgrain band of the Salem qualify this fedora as a carryover classic.…

$55.00

  Return to classics with the Dollis Poly 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"…

$51.00
Available Colors:
  • BLACK
  • OLIVEGREEN

  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

  Made in the USA   Introducing the Bailey of Hollywood Lando Toyo LiteStraw Fedora Hat. Crafted right here in the USA using their exclusive LiteStraw® finish, the Lando has a soft and supple feel in addition to retaining its shape and being water repellent. Its stingy-brimmed fedora…

$63.75

…Please Note: Due to different shipments from Bailey, hats may either have a Bailey pin or a Bailey tag on the hat band. Welcome to today's hot new look in an amazingly soft, packable, and comfortable sewn braid! The Bailey of Hollywood Billy is a top selling topper with a stingy brim…

(22)
$55.00

…USA Bailey of Hollywood is bringing to life the center dent sting brim fedora. Making the world of casual wear look a little more refined. Approx. 4" center dent crown Approx. 2" snap brim Made of: 100% toyo straw Unlined Dri-lex band Grosgrain ribbon Bailey side…

(1)
$35.00

  The Sanville Cadet Cap from Bailey of Hollywood is the epitome of an instant classic. The iconic cadet cap design is complimented by breathable eyelets in the back, a comfort sweatband, and patterned interior lining. Simplicity is key!   Approx. 4" Crown 2 1/4" Precurved…

$54.00

  Subtle and unique, the Cove Dockman Wool Blend Ivy Cap from Bailey of Hollywood is perfect for any wardrobe. The 8-panel design is simple and classic, and the patterned interior lining allows for a comfortable fit. Accessorize any look with this functional cap.   Approx. 9" Diameter…

$64.00

  Art is alive with the Anthem Velvet Ivy Cap from Bailey of Hollywood. The clean design is finished with a beautiful corduroy and velvet texturing. Be your stylish self with the lined interior showcasing beautiful line art!   Approx. 9" Diameter 2" Pre-Curved Sewn Bill/Brim …

$51.00
Available Colors:
  • CHOCOLATEBROWN

…in good taste, the Bailey of Hollywood Dalton outback fedora gets you out there.    Approx. 4 1/4" Crown 2 5/8" Brim   Made of:  65% Polyester 35% Cotton   Unlined Padded cotton sweatnand Side eyelets Leather headband with prong back Bailey oval pin Water repellent …

(15)
$51.00
Available Colors:
  • BLACK
  • NAVYBLUE

  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 Bailey of Hollywood Benny Cashlux Cashmere Blend Fedora Hat are blended with premium cashmere fibers to resemble the luxurious look and feel of a fur felt hat without the high price tag.    Approx. 4" Crown 2 1/4" Snap Brim   Made of: 95%…

$112.50

  Comfort and style combine beautifully with the Noah Duckbill Cap from Bailey of Hollywood. The intriguing 8-panel design features little more than a metallic Bailey side label, which is clean and simple. The illustrated interior lining adds an extra level of comfort not typically seen! …

$51.00
Available Colors:
  • NAVYBLUE

  When it comes to the Simnick Duckbill Cap from Bailey of Hollywood, simplicity is key. The 8-panel design has no muss and no fuss, just a small metallic Bailey side label. Underneath, the interior lining is decorated with small illustrations, proving that this hat is full of style! …

$64.00

  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

  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"…

(2)
$45.00

  Made in the USA The Bailey of Hollywood Obie 4oz Wool LiteFelt Fedora Hat is formable, packable, crushable, and looks good. What else do you need to hear? It comes with a bag for storing your hat when you need to throw it in your backpack. And if you don't like the crown shape you…

(1)
$110.00

  Introducing the Bailey of Hollywood Vito Toyo Straw Braid Trilby Fedora Hat which has a great combination of colors. The pattern on the crown creates the appearance of a hat band without one actually being present. This hat is also crushable so you don't have to worry about someone picking up…

$59.50

  Made in the USA   The Bailey of Hollywood Bertram Wool LiteFelt Fedora fits comfortably on your head and is almost weightless. Its exclusive LiteFelt® finish is not only incredibly lightweight but packable (i.e. crushable) and water repellent. You won't second guess throwing this…

(2)
$67.50

  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

…leather and boasting a metal plate with a Bailey insignia, invokes images of a young Brando sitting astride a vintage motorcycle in a classic black and white movie pose. Tinseltown memories shouldn't be a surprise when the crafter is Bailey of Hollywood.   This is an ivy cap made from…

(1)
$116.00
Available Colors:
  • BLACK

…packable Graham is another premium, unsurpassed construction by Bailey of Hollywood.   Approx. 1 7/8" Sewn Bill/Visor   Made of: 35% Cotton 65% Polyester   Signature 5-Panel Design Water Resistant Wooden Bailey Side Pin Comfort Sweatband Lightweight Fabric Lining …

(1)
$41.65
Available Colors:
  • TAN
  • BLACK
  • NAVYBLUE

  Made in the USA Introducing the Fernley Shantung LiteStraw Fedora Hat by Bailey of Hollywood. Made of supple shantung straw, this style boasts Bailey's exclusive LiteStraw® technology for a soft and water repellent finish. Perfect for those who prefer wide-brimmed hats but hate…

(1)
$90.00

…leather, the Langham Lambskin Leather Ivy Cap is a handsome new cap from Bailey of Hollywood. With its singular 5-panel design, the Langham Ivy has a unique look you'll be hard-pressed to find elsewhere. Finished with a Bailey micro staple side pin and custom printed lining, the Langham Ivy is sure…

(1)
$122.00
Available Colors:
  • DARKBROWN
  • BLACK

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