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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 (94)

Black Bailey

1 - 30 of 94 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.…

$51.00

  *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 that…

$51.00

…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…

$51.00

…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…

$80.75
Available Colors:
  • BLACK

…straw in this style features black "staining" throughout. This is the intended look of the hat and does NOT constitute damage.    Handwoven in Ecuador; Finished in the USA   Looking for a panama hat with a bit more flair? The new Bailey Wasser Two-Tone Panama Straw Fedora…

$140.00
Available Colors:
  • BLACKNATURAL

…boasts Bailey's exclusive LiteStraw® finish which gives the hat its lightweight and incredibly supple feel in addition to making it shape retentive and water repellent. Never has a straw hat been this functional! Its timeless design includes a classic pinch front crown trimmed with sleek black

$127.50
Available Colors:
  • NATURAL

  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. …

$61.20
Available Colors:
  • SILVERBELLY
  • 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…

$127.50
Available Colors:
  • NATURAL

…months.    Approx. 11 1/4" Length, Flat   Made of: 35% Cotton 27% Nylon 27% Viscose 7.5% Wool 3.5% Cashmere   Slouchy Rib Knit Beanie Double-Wall Design Bailey Sewn Tab   Size: One Size Fits Most - Stretches to fit up to size 7 3/4 (XXL) comfortably. 

$55.00
Available Colors:
  • 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…

$51.00
Available Colors:
  • BLACK

  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…

$51.00
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

  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…

$68.00

…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…

$212.50
Available Colors:
  • BLEACH

Made in the USA The Fairbanks by Bailey is an American made, packable, water- resistant fedora. Approx. 4" crown Approx. 2 1/2" brim Made of: 100% Wool Bailey side pin  Grosgrain hatband  Grosgrain sweatband

$66.30
Available Colors:
  • BLACK

… The Bailey New Yorker Fedora is a classic, center dent fedora that spans decades of hat fashion. Approx. 4" Center dent Crown Approx. 1 7/8" Snap Brim Made of: 100% Wool Custom Bailey Lining Cotton Sweatband Wide Grosgrain Headband Prong Back Oval Bailey Pin Removable…

$80.75

…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…

$89.25
Available Colors:
  • BLACK

  Made in the USA   The Montrose Wool LiteFelt Western Hat is part of Bailey's rugged Wind River® collection of western and Outback styles. Crafted in the USA using their exclusive LiteFelt® wool finish, the Montrose boasts unprecedented softness, pliability (packability) and is…

$51.00
Available Colors:
  • BLACK

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…

$85.50
Available Colors:
  • BLACK

…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…

$46.75
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…

$212.50
Available Colors:
  • BLACK

  Made in the USA   Sleek and stylish, the new Meren Wool LiteFelt® Fedora Hat by Bailey blends an overall safari design with a Western-inspired custom trim. Part of Bailey's rugged Poet® collection inspired by the spirit and grit of the Old American West, the Meren features a…

$80.75
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…

$85.00
Available Colors:
  • BLACK

  Made in the USA   The new Bailey Antis Superior Fur Felt Fedora Hat is crafted in the USA of the finest beaver and fur felts for a luxuriously soft finish. The Antis juxtaposes a classic pinch crown with a wide, raw edge brim for a handsome and bold look. Trimmed with a triple bow…

$106.25
Available Colors:
  • BLACK

  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…

$106.25
Available Colors:
  • BLACK

…Made in the USA   Looking for a pork pie hat with a unique look? The new Brunner Wool Felt Wide Brim Pork Pie Hat by Bailey fits the bill! Featuring Bailey's premier 606 Finish, the Brunner is crafted with the finest 16-micron wool blend that is double carded, extra hand wet felted with…

$140.25
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.…

$57.80
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…

$106.25
Available Colors:
  • BLACK

…3 1/8" Curled Brim   Made of: 100% Premium Fur Felt - Loose Velour Finish   Made in the USA Bailey Est. 1922 Contemporary Design Breed® Collection Hat Untrimmed Micro Bailey Staple Pin - Back Fine Woven Sweatband Custom Printed Satin Lining   Sizes: S, M, L and XL

$212.50
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…

$106.25
Available Colors:
  • BLACK

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