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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 (88)

Black Bailey

1 - 30 of 88 Products
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  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.…

$60.00

…soft and 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" Crown 1 5/8" Brim   Made of: 100% Polypropylene Braid   Black Bailey Side Pin Striped…

$60.00

…felts are crafted with Bailey's exclusive blend of 100% virgin wool fibers and a unique silk-like finish, adding a luxurious sense and character. The hat comes fully lined in satin. 4" crown and 2" snap-brim. 18 lignes gros-grain hat band. Bailey side pin and feather. Color: Black, Mahogany, Antique…

$100.00
Available Colors:
  • BLACK

  Please Note: This piece fits a little loose. Made in the USA Introducing the Stampede Western Hat by Bailey. This is the classic black western hat of your dreams. It's sleek and stylish and will go with just about anything. You can't go wrong with this piece.   …

$72.00
Available Colors:
  • SILVERBELLY
  • BLACK

  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

…the Larkin Shantung Straw Pork Pie Hat by Bailey boasts their exclusive LiteStraw® finish that makes this style both soft and water repellent. Classic all the way, Larkin is finished with a solid black grosgrain ribbon hat band with side bow and Bailey side logo. Dress the Larkin up or down this…

$150.00
Available Colors:
  • NATURAL

  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…

$60.00
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…

$83.00

  Finally a beanie cap worthy of calling itself a Bailey – introducing the new Frost Knit Beanie Hat! Made of a soft blend including cotton, wool and cashmere, the Frost Beanie Hat boasts a slouchy fit in a classic rib knit. Its double-wall design makes this beanie extra thick and warm, perfect for…

$44.00
Available Colors:
  • BLACK

…top edge. Crafted in the USA of Bailey's premium LiteStraw®, the Winger is lightweight, supple and water repellent. Enjoy the feel of a classic pork pie crown with the added coverage of a wider brim with the Winger Toyo Straw Wide Brim Pork Pie Hat by Bailey!    Approx. 3 5/8" Telescope…

$100.00
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…

$30.00
Available Colors:
  • BLACK

…by Bailey from standard panama fedora hats. Artisanally handwoven in Ecuador, the Alfer was blocked and exquisitely finished in the USA by Bailey craftsmen. Needing little embellishment, Alfer is sparingly adorned with a classic solid black grosgrain ribbon hat band with side bow and Bailey staple…

$250.00
Available Colors:
  • BLEACH

  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…

$105.00
Available Colors:
  • BLACK

…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…

$105.00
Available Colors:
  • BLACK

…Cap; Bailey's new Shawk Linen Big Apple Cap has the look! Made of lightweight and breathable linen, the Shawk Big Apple 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…

$50.00
Available Colors:
  • BEIGE
  • BLACK
  • SKYBLUE
  • TAN

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 Approx. 1 3/4" Brim, with grosgrain ribbon bound…

$100.00
Available Colors:
  • BLACK

…by Bailey has the look you want with the functionality you need.    Approx. 3 3/4" Tear Drop Crown 3 3/8" Flared, Underwelt Brim    Made of: 100% Wool LiteFelt® - Soft and Packable   Made in the USA Exclusive LiteFelt® Finish - Soft, Packable & Water Repellent Black

$60.00
Available Colors:
  • BLACK

  Made in the USA   Bailey's new Palance Brushed Fur Felt Bowler Hat features a singular brushed long hair Melusine fur felt finish. Textured, soft and luxurious, the Palance Bowler is simply second-to-none. Finished with a Japanese grosgrain ribbon hat band complete with satin…

$250.00
Available Colors:
  • BLACK

  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…

$100.00
Available Colors:
  • BLACK

Bailey's new Maddow Shantung LiteStraw Fedora Hat is part of their rugged yet sophisticated Breed® Collection of hats and caps. The Maddow's uniquely worn finish is achieved by dyeing then hand-bleaching each hat for a singular gradient finish that adds style and personality. Crafted of Bailey's

$100.00
Available Colors:
  • BLACK

  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.…

$68.00
Available Colors:
  • BLACK

  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…

$64.00
Available Colors:
  • BLACK

…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…

$125.00
Available Colors:
  • BLACK

  Made in the USA   Introducing the versatile and stylish new Briles Wool Felt Open Crown Fedora Hat by Bailey! Crafted of soft and packable wool felt, the Briles features an open crown design that can be shaped into different styles with ease. Its moldable crown is untrimmed to allow…

$125.00
Available Colors:
  • BLACK

  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

  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…

$60.00

…crown fedora hat with a few luxurious touches, the Flume Velour Fur Felt Fedora Hat by Bailey is a sumptuous new offering from Bailey of Hollywood. Trimmed with a smooth leather hat band and removable black side feather, the Flume is simply breathtaking. A fine-woven sweatband and custom printed…

$300.00
Available Colors:
  • AUBERGINE

…away. Woven by hand in Ecuador by skilled artisans then blocked and finished in the USA by expert Bailey craftsmen, the Giger's striking good looks are no accident. Its natural, caramel, black and taupe hues make the Giger an easy style to coordinate with while its classic grosgrain ribbon hat…

$160.00
Available Colors:
  • BROWN

…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…

$63.00

  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…

$70.00
Available Colors:
  • COPPER
  • BLACK
  • NAVYBLUE
  • SAND

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