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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 (195)

Bailey Hillman

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

$98.00

…Cap by Bailey!   Approx. 10 1/4" Length, Flat 8 1/4" Width, Flat 2 1/4" Extended Sewn Bill/Brim    Made of: 100% Cotton    Classic 8-Panel Newsboy Design Extended Sewn Bill/Brim Small Wooden Bailey Side Pin Comfort Sweatband Linen/Cotton Blend Lining w/ Bailey Crown…

$60.00
Available Colors:
  • BLUEWHITE

…outdoorsman crown -  a mix between traditional pinch and teardrop crowns - the Lapkus 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.    …

$90.00
Available Colors:
  • COGNAC

  New to the Bailey Galvin design, the Galvin Striped Twill Wool Newsboy Cap features a stylish striped tweed pattern perfect for the season. Featuring the Galvin's classic newsboy design, this cap boasts an 8-panel crown, Bailey back pin and a double snap bill. Great for cool fall and winter…

$100.00
Available Colors:
  • CHARCOAL

  You're comfortable and cool-looking when you're wearing the Stanley Fedora Hat from Bailey. This well-made fedora features a stiffened, dyed braid, a matching woven hat band with a Bailey metal side pin, and a comfortable cotton twill sweatband. If you want to turn heads, this hat is one…

$80.00
Available Colors:
  • DARKNATURAL

  Introducing the Bailey Tennessee Fedora Hat. This is a great lightweight summer hat to keep you cool and protected from the sun at the same time. The brim and the crown are two different colors but the plaid hat band make them sync perfectly together. You can't go wrong with this piece.  …

$48.75
Available Colors:
  • TANBROWN

…Blend Pork Pie Hat by Bailey features a crocheted toyo straw and polyester blend. The result is a pleasing fabric/straw hybrid that allows air to circulate and helps keep you cool during warm spring and summer seasons. Accented with a simple layered fabric hat band and small Bailey staple side pin,…

$80.00
Available Colors:
  • CHARCOAL
  • NATURAL

…Remick Toyo Straw Pork Pie Hat by the one and only Bailey!    Approx. 3 3/4" Telescope Optimo Crown 2" Snap Brim   Made of: 100% Toyo Straw   Made in the USA Two-Tone Weave Grosgrain Ribbon Hat Band w/ Side Bow Bailey Micro Staple Side Pin Printed Fabric Sweatband…

$90.00
Available Colors:
  • NAVYBLUE

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

$98.00

…bring with you anywhere with Bailey's Sobel Newsboy!   Approx. 9 3/4" Length, Flat 10" Width, Flat 2" Soft, Sewn Bill   Made of: 100% Cotton   Soft & Flexible 8-Panel Design No Center Top Button Textured Crown / Jersey Bill Bailey Micro Staple Side Pin Cotton Twill…

(1)
$60.00

  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 …

$60.00
Available Colors:
  • CHOCOLATEBROWN

  This isn't your average ball cap, this is the Busby Suede 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"…

$95.00
Available Colors:
  • CHOCOLATEBROWN

  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

  Made in the USA   Bailey's Browtine Wool LiteFelt Safari Fedora Hat is part of their rugged Wind River® Collection of hats. The Browtine is crafted in the USA using Bailey's exclusive wool LiteFelt® finishing process to create a hat that is lightweight, packable, crushable and water…

$72.00
Available Colors:
  • SERPENT

  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

  Made in the USA   The Harvey Shantung Straw Fedora Hat by Bailey offers a quirky and singular style not often seen in fedoras. The Harvey Fedora is crafted of firm shantung straw and boasts an intricate vent woven crown (sides). Its wide brim is offset with a twisted, reversible…

$140.00
Available Colors:
  • NATURAL

  Introducing the Tavion Abaca Straw Braid Fedora Hat by Bailey. This is a great lightweight hat that is comfortable and won't weigh you don't. THe hat band is created as one with the hat to create one solid piece.   Approx. 4" Crown 2 3/4" Brim   Made Of: 100% Abaca…

$75.00
Available Colors:
  • NATURAL

  A classic baseball cap with a few upgrades, the new Leff Herringbone Strapback Baseball Cap features a classic herringbone print with a unique 'watermark' throughout. Featuring a soft and unstructured crown, the Leff has a comfortable fit without the stiffness of other ball caps. An adjusable…

$60.00
Available Colors:
  • BLACK

  A classic baseball cap with a few upgrades, the new Leff Velvet Micro-Dot Strapback Baseball Cap features a plush velvet micro-dot finish for a luxurious look and feel. Featuring a soft and unstructured crown, the Leff has a comfortable fit without the stiffness of other ball caps. An…

$60.00
Available Colors:
  • BURGUNDY
  • NAVYBLUE

…wooden Bailey side pin, cotton sweatband and lining, and a sewn Bailey crown tip label.    Approx. 9 3/4" Length, Flat 10" Width, Flat 2" Sewn Bill   Made of: 100% Cotton   6-Panel Duckbill Design Wooden Bailey Side Pin Cotton Sweatband & Lining Sewn Bailey Crown…

$37.50
Available Colors:
  • RED

…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

  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

…not feature a center top button. For a finishing touch, a small wooden Bailey side pin is placed at the cap's left side. Perfect for fall and winter, the Salko Cotton Newsboy Cap has a singular look you need to add to your Bailey cap collection!    Approx. 9 5/8" Length, Flat 10" Width,…

(1)
$60.00
Available Colors:
  • DENIMBLUE

  A classic bucket hat from Bailey, the Clapcott Rain Bucket Hat has a few added features for extra functionality. Its water resistant fabric helps keep you dry while the back of the crown boasts a storage zipper to handily store your cash, ID or credit cards. Inside, the Clapcott is fully…

$45.00
Available Colors:
  • BLACK

  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

  You just can't top the classics, like the Massey Cotton and Linen Newsboy Cap from Bailey. This top notch cap is made from a comfortable cotton and linen blend, complete with a soft cotton twill sweatband and lined interior.   Approx. 9" Diameter 2 1/4" Pre-Curved Sewn Bill …

(1)
$55.00
Available Colors:
  • CHINO

…Cap; Bailey's new Shawk Linen Newsboy Cap has the look! Made of lightweight and breathable linen, the Shawk Newsboy Cap features an oversized 8-panel crown and single-snap bill. The sole accent is a wooden Bailey side pin and the style is finished with a cotton twill sweatband and sewn Bailey label…

(1)
$60.00
Available Colors:
  • BEIGE
  • BLACK
  • SKYBLUE
  • TAN

  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! …

(1)
$60.00
Available Colors:
  • NAVYBLUE
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