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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 (189)

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141 - 168 of 189 Products
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  Made in the USA   Bailey 1922 presents the Tino Wool LiteFelt Trilby Fedora Hat, a sophisticated and classy-looking hat! Hand-crafted in the U.S.A., this hat is practical for everyday wear as it is both water-repellant and packable, ideal for any weather worldwide, so you can take…

$110.50
Available Colors:
  • MOSS

  Made in the USA   The 1890s slang word hightail originated from US cattle ranches, where many animals flee with their tail up. The Bailey Hightail Wool Felt Western Hat is made of a 2X wool felt firm/stiff body; it has a plaited cotton cord hat band, topped with a tricolor woven…

$127.50
Available Colors:
  • SILVERBELLY

  Made in the USA   The Colby Elite Superfine Velour Wool Felt Fedora Hat by Bailey in their newest finish, the Wool Velour. Meant to mimic fur felt, this ultimate finish has a sustainable purpose. The narrow pebbled leather hat band with a thick topstitch throughout gives rugged…

$195.50
Available Colors:
  • KHAKI

  Kick back and relax with the Hester Toyo Straw Blend Fedora Hat from Bailey! This fedora features a cotton twill sweatband, as well as an unlined interior, making it one incredibly comfortable hat. Most notably, the grosgrain ribbon hat band has a stunning striped detail.   Approx.…

(1)
$100.00
Available Colors:
  • COPPER
  • SAND
  • GREEN

  Made in Mexico   Make an impression with the Havasu 20X Shantung Straw Western Hat by Bailey! Featuring a striking two-toned barbwire pattern weave with a glazed and firm finish, the Havasu has a vented crown adorned with a narrow grosgrain ribbon hat band and Bailey spur side pin.…

$170.00

  Made in the USA   Bailey's Architect Fur Felt Cattleman Western Hat is the luxury experience in headwear. Crafted of superior fur felt, that you can keep in pristine condition thanks to the included hat brush. Handcrafted, this style takes a traditionally western silhouette with…

$382.50
Available Colors:
  • BUCKSKIN

  Handwoven in Ecuador; Blocked & Finished in the USA   The Keats Vented Panama Straw Fedora Hat combines artisanal handwoven Panama straw and the best of Bailey American craftsmanship in one stunning hat style. Starting with its handwoven body in striking colors, the Keats is…

$240.00

  Bailey has introduced an earflap newsboy for fall, making sure you are set for cold weather. The Rishton Earflap Wool Blend Newsboy Cap is made of an autumnal toned chevron pattern, this pattern continues onto the retractable flannel lined earflap. The earflaps tuck inside the cap when not…

$68.00
Available Colors:
  • BEIGE

  Made in the USA   The Bailey Daxton Seagrass Straw Fedora Hat has arrived just in time for spring and summer! Featuring a lightweight and breathable seagrass straw build, the Daxton boasts a classic tear drop crown and slightly upturned brim. Details include a wide Japanese…

$170.00
Available Colors:
  • SEAGRASS

  Bailey presents the Marnix Waffle Five Panel Ivy Cap featuring a handsome waffled texture for a distinctive touch. The Marnix is a classic cut-and-sewn ivy cap boasting a contemporary 5-panel design and sewn bill. Accoutrements include a Bailey micro side pin, lightweight fabric sweatband,…

$80.00
Available Colors:
  • BLACK

  Handwoven in Ecuador, Finished in the USA   Accept nothing less than the 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…

(1)
$220.00
Available Colors:
  • NATURAL

  Handwoven in Ecuador; Finished in the USA   The Rask Gradient Panama Straw Fedora Hat by Bailey has been made using a gradation process that results in an awesome two-tone color meld. Woven by hand in Ecuador by skilled artisans then blocked and finished in the USA by expert Bailey…

$225.00
Available Colors:
  • BLACK
  • TAN

  Made in the USA   Grab and go with the Relik Shantung Straw Fedora Hat by Bailey, a fedora that will keep you cool and protected this summer. Made in the USA of 100% shantung straw, lightweight yet strong, the Relik is finished with LiteStraw® that provides a supple feel, water…

$175.00

  Made in the USA   Bailey isn't afraid to play with color and the Hesmond Sisal Litestraw Fedora Hat is a perfect example of how color and straw hats are a perfect match! The binding on this fedora is two-toned Japanese grosgrain ribbon. Made in the USA and featuring 100% sisal…

$100.00
Available Colors:
  • BLACKBLUE

  Please Note: This style's inner satin lining color/print may vary from that pictured.   Made in the USA An excellent quality cattleman, the Lightning Wool and Angora Felt Cowboy Hat from Bailey is the classic cowboy hat. With its matching felt band and buckle, you too…

$157.25
Available Colors:
  • BLACK

  Made in the USA Bailey has given us a headwear piece that will suit everyone, the Adlay Raindura Straw Fedora Hat. The raindura straw blend and handwoven thermosetting yarn makes the Adlay both water resistant and shape retentive. With its snap brim and raised teardrop crown, this…

$135.00
Available Colors:
  • DARKNATURAL
  • NAVYBLUE

  Handwoven in Ecuador, Blocked & Finished in the USA   With the Racer Panama Straw Fedora Hat by Bailey you get both comfort and style. This is a custom panama handcrafted in Ecuador with a woven crochet teardrop crown and brisa snap brim. Finishing touches are the Japanese…

$225.00
Available Colors:
  • NATURAL

  The Denney Toyo Straw Blend Fedora Hat from Bailey is simple, with just a touch of flair! By flair, we're referring to the thin leather hat band wrapping around the crown, which nicely compliments the wide grosgrain ribbon hat band layered beneath it. The cotton twill sweatband is so…

$95.00
Available Colors:
  • BLACK
  • LATTE

  Made in the USA   Bailey 1922 debuts a new style, the Walsden Wool Felt Homburg Hat, a modified homburg. The traditional center dent of the homburg has been grazed with two side dents, creating a center pinch crown. Bailey 1922 continues with modernization, by flattening the…

$144.50

  Handwoven in Ecuador; Finished in the USA   The Hernen Two-Tone Panama Straw Fedora Hat by Bailey has a unique two-tone weave throughout the hat, giving it a sophisticated and modern look. Woven by hand in Ecuador by skilled artisans then blocked and finished in the USA by expert…

$225.00

  A great cap to add to your everyday rotation, the Hulett Cotton Blend Five-Panel Ivy Cap by Bailey is made of a lightweight cotton blend fabric with a classic herringbone pattern and modern five-panel design. Its contoured body forms to your head for a comfortable all-day wear. Accents are…

$85.00
Available Colors:
  • NAVYBLUE

  Please Note: Due to the nature of the straw, there may be some variance from hat to hat and is part of its beauty and uniqueness.   Made in the USA   The Braylon Sisal LiteStraw Fedora Hat by Bailey features a finer weave than most other straws in a classic design,…

$170.00
Available Colors:
  • BLACK
  • NATURAL

  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…

$170.00
Available Colors:
  • NATURALBLACK

  Finished in the USA; Handwoven in Ecuador   Bailey's Bystrom Panama Straw Fedora Hat, made out of 100% toquilla palm leaves, has come to stand out. A leather cord hat band and a pop of contrasting color on the pinch front crown provides a unique and versatile style. A uniquely made…

$225.00
Available Colors:
  • TAWNY

  Made in the USA   Bailey 1922 debuts a new wool felt finish with the Croft Wool Felt Fedora Hat. Their 'beaver finish' creates a fuzzy and woolly texture. It has an 'outdoorsman' crown, a center pinch block with a wider center dent. The wide brim heightens the contemporary style,…

$170.00
Available Colors:
  • BLACK
  • TAUPE

  The thermostat may be frozen over, but that doesn't 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 1922. The Vega is a trapper style cap with faux fur earflaps. The Vega Lambskin Leather…

(1)
$136.00
Available Colors:
  • BLACK

  Handwoven in Ecuador; Blocked & Finished in the USA   Featuring a stylized cuenca weave, the Alix Panama Straw Fedora Hat by Bailey is a distinctive new panama hat style for the season. Alix was handwoven in Ecuador then blocked and finished in the USA by expert artisans and…

$250.00
Available Colors:
  • BLACK
  • NATURAL
  • TAN

  Please Note: This style runs about one size too large, we recommend you order one size down or call us at 1-888-847-4287 for assistance.   Made in the USA   Bailey’s Renegade Echo Wool Felt Mounty Hat is as stylish as it is functional. Handcrafted in the USA with 100%…

$155.00
Available Colors:
  • WHITE

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