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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 (93)

Black Bailey

1 - 28 of 93 Products
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  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)
$120.00
Available Colors:
  • BLACK

  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.…

$75.00

…luxurious Bailey custom woven polyester sweatband that conforms to your brow, inasmuch as your look conforms to anything but your own fashion standards.   Approx. 3 1/2" Teardrop Crown 1 5/8" Snap Brim   Made of: 100% Polypropylene Braid   Black Bailey Side Pin Striped…

(6)
$75.00

  Made in the USA   Part of their WindRiver® collection of rugged and functional hats, the Bailey Three D Wool LiteFelt Western Hat features a classic cattleman western style crafted of their exclusive wool LiteFelt® that is not only packable but also naturally water repellent.…

(1)
$96.00
Available Colors:
  • BLACK

  Made in the USA   Got a little cowboy itchin' for his very own western hat? The Kids' Bucky Wool Felt Western Hat by Bailey has you covered! Featuring stiff wool felt in a classic cattleman style, the Bucky boasts a flared brim and three ventilation grommets per side. Perfect for…

(1)
$30.00
Available Colors:
  • BLACK

  Please Note: The Gray color in this style is quite dark and is only a shade lighter than the Black color when placed side by side.    Made in Italy Bailey of Hollywood, provider of hats to the Hollywood elite since 1922, grabs a hat style and infuses every incarnation…

$90.00

…smooth 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…

(2)
$125.00
Available Colors:
  • BLACK

  The Noclin Leather Newsboy Cap by Bailey is crafted of smooth, soft-to-the-touch leather in a classic 8-panel newsboy design. Embellished only with a small Bailey side pin, the Noclin Newsboy is finished with a double-snap bill, grosgrain ribbon sweatband and quilted satin lining. Treat…

(1)
$130.00
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…

(4)
$65.00

  Introducing the Bailey Wilshire Toyo Braid Straw Fedora Hat with the gorgeous collection of colors to grab your eye and the lovely rounded teardrop crown will make this hat your new favorite everyday hat.   Approx. 4" Rounded Teardrop Crown 2" Snap Brim   Made of: 50% Toyo…

$85.00
Available Colors:
  • BLACK
  • NAVYBLUE
  • SAND

  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)
$96.00
Available Colors:
  • BLACK

…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 …

(25)
$65.00
Available Colors:
  • BLACK
  • NAVYBLUE
  • CHINO

…mean you have to be. Winter might be the time of thick sweaters and bulky coats, however you can stay fashionable in the frigid freeze thanks to Bailey of Hollywood. The Vega is a trapper style cap with faux fur earflaps. The Vega Leather Trapper Hat is fabulously comfortable and an edgy…

(1)
$150.00
Available Colors:
  • BLACK

  Made in the USA   Now this is what you call, "The ICE-ing On the Cake!" The Bailey Ice Topper will give you the the style that is as cool as ICE! I don't think we've said the word "ice" enough. Ok, two more times... ICE! ICE! Yes! That feels right!   Approx. 5" Crown 1…

(1)
$120.00
Available Colors:
  • BLACK

  Made in the USA An excellent quality cattleman, the Lightning Wool and Angora Felt Cowboy Hat from Bailey is the classic cowboy hat. With its matching felt band and buckle, you too can be riding off into the sunset in the ultimate in American styling.   Approx. 4 3/4"…

$150.00
Available Colors:
  • BLACK

  Made in the USA   Bailey isn't afraid to play with color and the Hesmond Sisal Litestraw Fedora Hat is a perfect example of how color and straw hats are a perfect match! The binding on this fedora is two-toned Japanese grosgrain ribbon. Made in the USA and featuring 100% sisal…

$125.00
Available Colors:
  • BLACKBLUE

  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 Billy Braided Toyo Straw Fedora Hat is a top selling topper…

$39.60
Available Colors:
  • BLACKGOLD

…luxurious Bailey custom woven polyester sweatband that conforms to your brow, inasmuch as your look conforms to anything but your own fashion standards.     Approx. 3 1/2" Teardrop Crown 1 5/8" Snap Brim   Made of: 100% Polypropylene Braid   Black Bailey Side Pin…

$66.00
Available Colors:
  • WINE

…luxurious Bailey custom woven polyester sweatband that conforms to your brow, inasmuch as your look conforms to anything but your own fashion standards.   Approx. 3 1/2" Teardrop Crown 1 5/8" Snap Brim   Made of: 100% Polypropylene Braid   Black Bailey Side Pin Striped…

$52.00
Available Colors:
  • CAMOUFLAGE
  • SCARLETRED

…The top slot has been adorned with a removable feather accent and the bottom is for you to use at your discretion. To top it all off, Bailey's signature black dipped nail has been tucked behind the band for added class.   Approx. 4 1/4" Center Pinch Crown 3 1/4" Snap Brim   …

$125.00
Available Colors:
  • NATURAL

  Made in the USA   Bailey's new Hereford Elite Wool Felt Fedora Hat is crafted using the finest wool available from Bailey. Soft, lightweight, packable and crushable – the Hereford has it all. Its elongated tear drop crown gives a distinctive edge to the style and is finished with a…

$140.00
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…

$96.00
Available Colors:
  • BLACK

  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…

$95.00
Available Colors:
  • BLACK
  • BROWN

…modern is Bailey's claim to fame with the Barksdale Polished Wool Felt Fedora Hat. The tear drop crown and hand curled brim have been designed with Bailey's Polished Elite Stiffened finish. The crown has been adorned with partial Japanese herringbone ribbon trim, a custom metal clamp, black faux…

(1)
$175.00

…Wool Felt Open Crown Hat by Bailey is a minimalist styled hat with a high open crown and stiff brim. A laser etched detail on the back brim representing 'Thunder' and ultra-thin Bailey logo metal bar are the only accents on this very intentionally designed hat.  Bailey's subtlety with this design…

$125.00
Available Colors:
  • BLACK

…runs large, we recommend you order one size smaller than your original hat size. Call us at 1-888-847-4287 for help with sizing.   Bailey is known for their comfortable fit and fabric that is pleasing to the touch and that is no different with the Finnegan Mini Plaid Wool Blend Newsboy…

$65.00
Available Colors:
  • BLACK

  Made in the USA The dapper Yates Wool LiteFelt Trilby Fedora Hat by Bailey is a wonderful addition to their masculine Poet® collection. This packable and water repellent fedora has a stingy rolled brim that pre-snapped at the front for a classic fedora look with a smaller overall…

$76.00
Available Colors:
  • BLACK

  Top off your look this autumn and winter with the velvety softness and luxurious sheen of the new Wyman Velvet Newsboy Cap by Bailey. Part of their innovative Breed® Collection of hats and caps, Wyman boasts a more structured 8-panel design complete with a stylish extended bill. Its soft…

(1)
$32.00
Available Colors:
  • BLACK
  • NAVYBLUE

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