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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 (42)

Bailey Of Hollywood

1 - 30 of 42 Products
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…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…

$54.00

  Made in the USA The Bailey of Hollywood Noble Fur Felt Fedora Hat has a crown you don't see every day. This piece is a great hat to add to your collection because it is unique and is made to perfection.   Approx. 4" Crown 2 3/4" Brim   Made of: 100% Fur…

$350.00

  Made in the USA The Bailey of Hollywood Hiram Wool Felt Fedora Hat is made with a doeskin wool felt which is a premium felt that is lightly stiffened to add a crispness to the shape and finish. You don't want to crush this piece but it is not too stiff that it will feel…

$125.00
Available Colors:
  • BLACK

  Street-wise and ready for action, the Bailey of Hollywood Mannes Poly Braid Fedora Hat is one slick straw fedora, perfect for any scene or happening. This short snap-brim braided straw hat is soft and packable for your convenience, but powerful and eye-grabbing in regards to looks and…

$60.00

  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…

$90.00

…winter headwear to finish of your distinctive cold weather look, you might find yourself sky high in the Vedder Leather Aviator Hat from Bailey of Hollywood. The Vedder is a very unique and stylish leather aviator cap that looks as vintage and retro as its namesake suggests. This hat…

$170.00
Available Colors:
  • BRONZE

  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…

$67.50

  Made in Italy The Galvin in its tweed form goes the extra mile...above and beyond the call of duty. And Bailey, provider of hats to the Hollywood elite since 1922, grabs a hat style and infuses every incarnation with quality and class. The Galvin is the one that does it...each and…

$88.00
Available Colors:
  • BLACK
  • BROWN

Bailey of Hollywood. Sporting nothing more than a small tag folded over part of the rim, this beanie keeps things short and sweet.   Approx. 8" Diameter - Flat 11" Tall - Flat   Made of: 35% Cotton 27% Nylon 27% Viscose 7.5% Wool 3.5% Cashmere   Classic Rib Knit Bailey

$55.00
Available Colors:
  • BLACK

  This isn't your average ball cap, this is the Busby Baseball Cap from Bailey of Hollywood! Made of 100% leather, this cap has breathable eyelets and a comfort sweatband, and the adjustable strap in back makes this cap perfect for everyone!   Approx. 4 3/4" Crown 2 3/4" Precurved…

$95.00
Available Colors:
  • CHOCOLATEBROWN

  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…

$60.00
Available Colors:
  • OLIVEGREEN

  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…

$60.00

  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…

$55.00
Available Colors:
  • OLIVEGREEN
  • BURGUNDY

  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…

$50.00

  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"…

$50.00
Available Colors:
  • TOBACCO
  • CHOCOLATEBROWN

  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"…

$60.00
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"…

$60.00

…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…

$80.00
Available Colors:
  • BLACK
  • CHARCOAL
  • BROWN
  • CAMEL

…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…

$63.00

  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.   …

$100.00
Available Colors:
  • BROWN

…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 …

$49.50
Available Colors:
  • BLACK
  • NAVYBLUE

  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%…

$150.00

…its letter size group. See below or call us at 1-888-847-4287 for help with sizing.  S = 6 3/4 M = 7 L = 7 1/4 XL = 7 1/2   The Bailey of Hollywood Mahlon Leather Bucket Hat is for the individual that wants to own all of the different kinds of bucket hats available. It is easy to pack and…

$150.00
Available Colors:
  • BROWN

  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…

$63.00

  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.…

$54.00

  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…

$110.00

…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…

$105.00
Available Colors:
  • BLACK

  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…

$80.00
Available Colors:
  • COFFEE

…and 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 Wooden Bailey Side Pin Comfort Sweatband Lightweight Fabric Lining   Sizes:…

$40.50
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…

$108.00

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