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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 (205)

Bailey

1 - 30 of 205 Products
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…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

…  Approx. 3 3/8" Diamond Crown 1 1/2" Snap Brim   Made of: 100% Wool Felt   Custom Bailey Lining Cotton Sweatband Oval Bailey Pin Grosgrain Headband Bow with Prong Back Bailey Pin Removable side feather Crown Perforations   Sizes: S, M, L and XL  

$90.00
Available Colors:
  • BLACK
  • HUNTERGREEN

  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…

$55.25
Available Colors:
  • TANBROWN

…and cotton fabric blend, the Cowley Linen Newsboy Cap by Bailey has a timeless eight-panel newsboy design available in three great solid colors. Cowley is finished with an extended sewn bill/brim and minimally adorned with a small Bailey staple side pin. Inside, a linen and cotton blend lining…

$55.00

  Crafted of their exclusive fine toyolene braid, Bailey's Hooper Toyo Straw Blend Trilby Fedora Hat is not only incredibly breathable but also completely packable and crushable. Hooper features a color-blocked braided weave blocked into a tear drop crown and all-around snap stingy brim. A…

$70.00

  *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

  The Bailey of Hollywood Elwin Knit Cotton Beanie Hat is perfect for men or women. It is comfortable, colorful, and takes up barely any space in your suitcase or purse. The knit with the intricate interwoven colors makes the look that much more spectacular.   Approx. 9 1/2" Length…

$38.25
Available Colors:
  • MULTI

  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

…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 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

  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…

$60.00
Available Colors:
  • BLACK

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

…Introducing the Bailey Archer braid teardrop fedora with a snap brim and featuring a Bailey side pin.   Approx. 3 3/8" Teardrop Crown 1 5/8" Snap Brim   Made of: 50% Toyo Straw (Paper) 50% Polyprolene    Toyolene Hat Band Unlined Sweatband Bailey Side Pin …

$57.38
Available Colors:
  • SMOKE
  • COFFEE

Bailey side pin and a slightly extended sewn bill/brim.    Approx. 10 1/4" Length, Flat 10" Width, Flat 2 1/4" Sewn Extended Bill/Brim    Made of: 55% Linen 45% Cotton    Classic Ivy Cap Shape Wooden Bailey Side Pin Cotton Sweatband Cotton Lining w/ Sewn Bailey

$60.00
Available Colors:
  • BLUE

  Bailey introduces the Fernales Fedora that brings that classic style with you from your fall/winter hat into spring/summer style.   Aprrox. 4" Crown 1 3/4" Pre-Snap Brim   Made of: 100% Palm Straw   Unlined Bailey side pin Grosgrain ribbon band   …

$51.00
Available Colors:
  • NATURAL

  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.   …

$85.00
Available Colors:
  • BROWN

…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

  Made in the USA   The Bailey Sturges Wool LiteFelt Fedora Hat is crafted in the USA using Bailey's exclusive wool LiteFelt® finish that gives the Sturges its soft and packable feel as well as its water repellent properties. Trimmed with a braided waxed cord hat band, Sturges is…

$105.00

…the USA   Introducing the Bailey Roll Up II Panama Straw Fedora Hat that can be rolled and placed into a bag for traveling. It is lightweight, comfortable and an all-around great find. Get the traditional Optimo crown Panama hat look with the Bailey Roll Up II Panama Fedora Hat! …

$215.00
Available Colors:
  • NATURAL

  Made in the USA Introducing Bailey's Konrath Shantung LiteStraw Fedora Hat. This is a gorgeous straw fedora crafted of premium shantung straw and boasts Bailey's exclusive LiteStraw® for a lightweight, supple and water resistant finish. You can't go wrong with this piece. …

$150.00
Available Colors:
  • NATURAL

  Bailey's new Falc Striped Cotton Newsboy Cap features a classic 8-panel design in a timeless white and blue striped pattern. The Falc Newsboy is trimmed with a wooden Bailey side pin as well as a cotton sweatband and lining. Its heavy, workwear-weight cotton blend fabric is hard-wearing,…

$55.00
Available Colors:
  • DENIMBLUE

…  Made of: 100% Shantung LiteStraw®    Made in the USA Exclusive LiteStraw® Finish - Lightweight & Water Repellent Multi-colored Striped Hat Band w/ Side Bow Bailey Side Pin Drylex® Absorbent Sweatband Bailey Crown Tip Inner Label   Sizes: S, M, L and XL  

$115.00
Available Colors:
  • NATURALBLUE

…Made in the USA   Featuring Bailey's signature wool lite felt, the Crowe Wool LiteFelt Pork Pie Hat boasts their exclusive LiteFelt® for a lightweight, soft and packable finish with the added benefit of natural water repellency. Part of Bailey's Breed collection which seeks to celebrate…

$95.00

  Made in the USA Introducing the Crase Shantung LiteStraw Fedora Hat by Bailey of Hollywood. Crafted in the USA of premium, fine-woven shantung straw, the Crase boasts Bailey's exclusive LiteStraw® finish which gives the hat its lightweight and incredibly supple feel in addition…

$150.00
Available Colors:
  • NATURAL

  Made in the USA   Featuring Bailey's signature wool LiteFelt®, the Inglis Wool Lite Felt Floppy Fedora Hat has a lightweight, soft and packable finish with the added benefit of natural water repellency. Part of Bailey's Breed collection which seeks to celebrate trailblazing and…

$95.00
Available Colors:
  • SILVERBELLY

  Made in the USA   Featuring Bailey's premier 606 Finish, the new Coeburn Wool Felt Fedora Hat has a luxurious look and feel. Hats made with Bailey's 606 Finish start with the finest 16-micron wool that is then double carded, extra hand wet felted with added shellac to achieve a…

$140.00
Available Colors:
  • BLUEBLACK

…Hughey Wool Felt Open Crown Fedora Hat by Bailey makes a statement. Crafted using Bailey's premier 606 Finish, the Hughey is soft to the touch and boasts a luxurious sheen. Added luxe touches include a soft genuine lambskin leather hat band, micro Bailey staple side pin, fine woven sweatband and…

$135.00
Available Colors:
  • CHOCOLATEBROWN

…The new Lanth Polished Wool Felt Fedora Hat by Bailey boasts luxurious polished wool for incredible softness and a lovely sheen while remaining completely packable. Its classic tear drop crown design is trimmed with a wool felt hat band, micro Bailey staple side pin, comfort sweatband and custom…

$135.00
Available Colors:
  • OXBLOOD

  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 â the Hereford has it all. Its elongated tear drop crown gives a distinctive edge to the style and is finished…

$135.00

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