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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 (217)

Bailey

1 - 28 of 217 Products
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  Made of crisp cotton in a medley of fun, bright colors, Bailey's Keter Cotton Ivy Cap is a new style for spring and summer. Crafted with a unique 6-panel design, the Keter Ivy Cap is trimmed with a small Bailey staple side pin, single snap bill and custom printed cotton lining. Add color and…

(3)
$65.00
Available Colors:
  • LODENGREEN
  • BEIGE
  • CHARCOAL
  • PINK
  • BLUE

…Hat by Bailey is one of our favorites this season. Crafted from Bailey's signature LiteFelt wool, the Nelles is water repellent and shape retentive. A center pinch crown and turndown brim paint a beautiful silhouette. The crown is adorned with a two-toned braided cord hat band, toggles and a Bailey

$125.00

  Made in the USA   The Ellsworth Wool Felt Western Hat is crafted in the USA of 100% wool felt with a stiff finish. Part of Bailey's Renegade® line of western styles, the Ellsworth features a tear drop telescope crown and flared brim accented with a leather and metal conch hat band.…

(3)
$105.00
Available Colors:
  • BLACK

…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)
$160.00

…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 1922, provider of hats to the Hollywood elite since 1922, grabs a hat style and infuses every incarnation with quality and class. The Galvin Solid…

$90.00

  Made in the USA   The Anderson Shantung LiteStraw Fedora Hat boasts Bailey's exclusive LiteStraw® finish for a supple feel and added water repellency. Enjoy the handsome look of the Anderson without the stiffness or extensive care of other straw hats. The Anderson features a center…

$145.00
Available Colors:
  • NATURAL

…Made in the USA   Featuring Bailey's proprietary Elite Finish, the Bogan 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…

(1)
$160.00

  Made in the USA The Bailey Hanson Shantung LiteStraw Fedora Hat is not your typical stiff straw hat. Crafted in the USA using their exclusive LiteStraw® finish, the Hanson has a soft and supple feel that rivals much-celebrated Panama straw hats with the added benefits of water…

$140.00
Available Colors:
  • NATURALBLACK

  Made in the USA Another quality offering proudly crafted in the USA by experienced Bailey craftsmen! The Bailey 1922 Blixen Wool LiteFelt Fedora Hat is a classic felt fedora featuring a wide grosgrain hat band and sophisticated styling. Its exclusive LiteFelt® finish gives the hat…

(3)
$108.00
Available Colors:
  • BLACK
  • NAVYBLUE
  • COGNAC
  • BASALT
  • SILVERBELLY

  Bailey introduces the Craig Straw Fedora Hat, a new straw fedora for the spring and summer season. Crafted of packable polypropelene straw, the Craig Fedora is lightweight, packable (flexible) and water resistant. The Craig Fedora Hat is ideal for both men and women and is a great option for…

$78.00
Available Colors:
  • NATURAL

  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

  Featuring a masculine distressed finish, the Lazar Suede Leather Ivy Cap is a deluxe flat cap by Bailey 1922. 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 while the…

(1)
$100.00
Available Colors:
  • COFFEE

…Panama Straw Fedora Hat will take your breath 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…

(1)
$190.00

  Classic styling and skilled craftsmanship make the Bailey 1922 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. This…

$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

  A classic ivy crafted from beautiful Indigo-dyed cotton, that is Bailey's Gulick Striped Cotton Ivy Cap. Bailey prizes themselves on their custom shapes and superior fits and this flat cap is no different. Fully focused on fit, this cap is a dream to slip on. It is also fully lined and…

$63.00
Available Colors:
  • DENIMBLUE

  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

…best, like the Stansfield Panama Straw Fedora Hat from Bailey! This American-made hat is made of fine, reliable panama (toquila palm) straw, complete with a leather hat band and woven detail wrapping around the crown. Quality matters, and Bailey knows that!   Approx. 3 3/4" Teardrop Crown…

$175.00
Available Colors:
  • NATURAL

…Fedora Hat by Bailey! Panama hats are a summer wardrobe staple but what makes the Cuban so unique is the two-toned Japanese grosgrain ribbon pug hat band. It's refined, it's modern, it's comfortable! Celebrate the art of hat-making and sharp dressing with the Cuban by Bailey.   Approx.…

$180.00
Available Colors:
  • BLEACH

Bailey is made of 100% shantung straw which has been finished with innovative LiteStraw technology. The Magness is a stiff fedora and has been crafted using colorblocking. The hat band is made of Japanese grosgrain ribbon and a dipped nail is the finishing touch! Proudly made in the USA by Bailey.

$160.00
Available Colors:
  • SILVER

…Alsen Newsboy Cap by Bailey. A subtle plaid stripe pattern adorns the exterior of this classic 8-panel newsboy, but flip it over for a spark of interest. The custom linen lining features a bold black and white, high contrast old lightbulb print. To round out the Alsen, Bailey added a sewn bill and…

$65.00

…Felt   Made in the USA Lanolux® Body - Shape Retention Suede Finish Genuine Leather Hat Band - Herringbone Debossing Bailey Metal Logo Underwelt Brim Absorbent Sweatband Bailey Logo Patch - Crown Tip Interior Cotton Lining   Size(s): S, M, L and XL; fits true to size.   

$145.00
Available Colors:
  • TAUPE
  • BLACK

…  Approx. 3 3/4" Center Pinch Crown 2" Snap Brim   Made of: 100% Virgin Wool Felt - Lanolux® Finish   Made in the USA Exclusive Lanolux® Finish Genuine Leather Hat Band w/ Cording Edge Laser-Etched Bailey Logo   Size: S, M, L and XL; fits true to size.  

$140.00

  Made in the USA Another quality offering proudly crafted in the USA by experienced Bailey craftsmen! The Bailey 1922 Blixen Wool LiteFelt Fedora Hat is a classic felt fedora featuring a wide grosgrain hat band and sophisticated styling. Its exclusive LiteFelt® finish gives the hat…

$98.00

…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

  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. …

$160.00
Available Colors:
  • NATURAL

  Please Note: This style no longer ships with a Bailey side pin. Instead, this style now has a small printed Bailey logo on the side bow.    Made in the USA The Tino Wool LiteFelt Trilby Fedora Hat from Bailey is a great looking hat at a great price! The hat combines…

$76.00
Available Colors:
  • TAUPEBROWN

…together in the Gunnar Panama Straw Fedora Hat by Bailey. The innovative 2-toned hat band has been given a western rope feel thanks to the heavy thread topstitching. Blocked and finished in the USA of 100% of Panama straw, this hat is trimmed with a Bailey side pin and DRI-LEX® sweatband for added…

$190.00
Available Colors:
  • TAN

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