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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 (187)

Bailey

1 - 28 of 187 Products
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  Crafted with a telescope crown and flared brim, the Little Joe Wool Felt Gambler Western Hat by Eddy Bros is not your usual western hat. Floral embossing, metal button accents and triple chain detailing at the front of its faux leather hat band give the Little Joe an edgy feel. Made with a…

(7)
$50.00
Available Colors:
  • BLACK

  There's not much sharper than the Berle Toyo Straw Blend Fedora Hat from Bailey! This neat hat's most eye-catching feature is its clean, striped grosgrain ribbon hat band wrapping around the vented toyo crochet crown. Plus, the cotton twill sweatband and unlined interior allow for a nice…

$95.00
Available Colors:
  • NAVYBLUE
  • VANILLA

…100% Shantung LiteStraw®    Made in the USA Exclusive LiteStraw® Finish - Lightweight & Water Repellent Navy & gray Striped Hat Band w/ Side Bow Bailey Side Pin DRI-LEX® Absorbent Sweatband Bailey Crown Tip Inner Label   Sizes: S, M, L, and XL; fits true to size.  

(1)
$135.00
Available Colors:
  • NATURALBLUE

  Featuring a masculine distressed finish, the Lazar Suede Leather Ivy Cap is a deluxe flat cap by Bailey of Hollywood. Crafted of genuine pig skin leather with a distressed suede finish, the Lazar is a distinctive cap for flat cap lovers. Four small panels comprise the back half of the cap…

(1)
$90.00
Available Colors:
  • COFFEE

  Part of their Breed® line of hat styles, the Romeo Raffia Straw Blend Trilby Fedora Hat by Bailey is a fresh and contemporary straw style for spring and summer. Crafted of an exclusive raffia and polyester blended braid, Romeo boasts a soft and pliable finish not usually found in straw hats.…

$100.00
Available Colors:
  • NATURAL

  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.…

$66.00

…Made in the USA   Featuring Bailey's proprietary Elite Finish, the Winters Elite Wool Felt Fedora Hat boasts a luxuriously soft feel without the use of shellac. Innovated at the country's oldest hat factory in Adamstown, PA (since 1868), Bailey's Elite Finish creates an unbelievably supple…

(3)
$158.00

  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…

$35.40
Available Colors:
  • BLACK

  Bailey's cap shapes & fits are unparalleled when it comes to quality and style. The Harston Linen Ivy Cap, in woven linen makes for a unique shape that creates a smart look which can be dressed up for evening or dressed down for a casual look. There will be no other cap that fits this…

(6)
$55.00
Available Colors:
  • CHAMBRAY

  Return to classics with the Springfield 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"…

(3)
$60.00

…design boasts a classic pinch front crown with grosgrain ribbon trim and small Bailey staple side pin. Enjoy the best of both style and function with the smart-looking Lando Toyo LiteStraw Fedora Hat by Bailey!   Approx. 3 3/4" Pinch Front Crown 2" Snap Brim   Made of: 100%…

$44.25

  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…

$82.60

…Made in the USA   The Cosmo Toyo LiteStraw Trilby Fedora Hat by Bailey features a finer weave than most other toyo straws in a classic and lightweight design perfect for spring and summer. Made in the USA with Bailey's famous LiteStraw® finish, the Cosmo is lightweight, flexible and water…

$73.75
Available Colors:
  • HONEY

  Handwoven in Ecuador, Finished in the USA   Quality matters, like with the Parson Panama Straw Fedora Hat from Bailey. This fine hat features a narrow cotton herringbone hat band, as well as a contrast color bound edge around the brim. This USA-made fedora is of the highest…

$175.00
Available Colors:
  • NATURAL

  Handwoven in Ecuador, Finished in the USA   The Bailey of Hollywood Sydney Panama Straw Fedora Hat owns the summer with a strong straw weave that should stand the test of several Summers. Undeterred by the season's bright sun and general wear and tear, quality and style are heavily…

$150.00
Available Colors:
  • NATURAL

…= 7 1/4 XL = 7 1/2   Made in the USA If you have been searching for a fur felt open crown look no further. Introducing the Bailey of Hollywood Antone Fur Felt Open Crown Fedora Hat. You can shape the crown on this piece to any way you would like or keep it as is if that is more…

$325.00
Available Colors:
  • COGNAC

…Hat by Bailey. The toyo straw body has been interwoven by hand with a thermosetting yarn and then treated with a water repellent coating. A Japanese grosgrain ribbon hat band with an overlay cord of knotted leather adds charm and detail to the Dreyer. Proudly made in the USA and part Bailey's new…

$115.00
Available Colors:
  • NATURAL

…Verrett Seagrass Straw Fedora Hat by Bailey is a modern fedora made in the USA. The Verrett features an open weave body and is accented with a Japanese grosgrain ribbon band. Overlaying this band is a braided leather cord stitched to a horsehair braid. Part of Bailey's spring/summer straw hat line,…

$125.00
Available Colors:
  • NATURAL

  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   Part of Bailey's Wind River® collection of rugged hats, the Caliber Crushable Wool LiteFelt Western Hat features their exclusive LiteFelt® finish for added softness, water repellency and packability. The Caliber is crafted with a classic tear drop crown,…

$92.00
Available Colors:
  • BASALT

  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

  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

  Made in the USA Introducing the Roderick Wool Felt Western Hat by Bailey.The hat band is the true focal piece of this hat. The black leather hat band is decorated with a white stitching throughout the band. The side of the band is adorned with a little metal belt buckle to give the…

$105.00
Available Colors:
  • BLACK

…Made in the USA   Bring back those classic western vibes with the Chisolm Natural Crushable Wool Litefelt Cattlemen Western Hat by Bailey. Part of their Wind River collection, this classic western features a beautiful crushable/packable water repellent wool felt body with a comfortable…

$92.00
Available Colors:
  • NATURAL

  Made in Mexico Introducing the Kids' Alamo Jr Toyo Straw Western Hat by Eddy Bros. This is perfect for your little one wanting to grow up to be just like mom or dad. The Alamo Jr has the same shaping as a standard western hat with the cattleman crown and 4" brim so they are going…

$48.00
Available Colors:
  • IVORY

  The Western Wool Felt Gambler Hat by Eddy Bros features a classic telescope crown gambler style with a western twist. Crafted of 100% wool felt with a soft, packable finish, the Western Gambler is accented with a western-inspired conch faux leather hat band tied at the side. Unlined for…

(10)
$59.00
Available Colors:
  • BLACK

  The new Smit Tweed Wool Ivy Cap by Bailey features their modern, contoured 5-panel design for an exceptional fit. Adorned with a minimal Bailey staple pin, the Smit has a clean and updated look. Perfect for fall and winter, the Smit Tweed Ivy will keep you warm AND in style.    …

(1)
$39.53
Available Colors:
  • CAMEL
  • NAVYBLUE

…Pub Duckbill Ivy Cap by Bailey features a stylish micro-herringbone pattern in a contoured 6-panel duckbill design. Perfect for those who love the feel of a ball cap, duckbills offer a similar fit with the overall look of a handsome flat cap. Finished with a micro Bailey staple side pin, the Waddell…

$32.45
Available Colors:
  • BLACK
  • SCARLETRED

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