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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 (43)

Bailey Cowboy

1 - 28 of 43 Products
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  Made in Mexico  Introducing the Bailey Cassius 7X Toyo Straw Western Hat. This piece has a great two tone pattern throughout the crown and brim. You can go from a day at the ranch to a evening at the rodeo without having to change your hat. The vented crown adds comfort and style…

$75.00
Available Colors:
  • NATURALTAN

…wool felt construction features Bailey's exclusive LiteFelt® finish that gives the hat it's packable and water repellent properties and soft-to-the-touch feel. Whether you need a good looking hat or a functional piece of headwear that looks good, the Bailey Bartel's got you covered.    …

$96.00

  Made in the USA Introducing the Nock Crushable Wool LiteFelt Western Hat by Bailey. Crafted in the USA using their exclusive LiteFelt® finish, the Nock Western is soft, packable/crushable and water repellent making it an excellent outdoor hat. Its stylish, low Hondo (aka tear drop)…

$96.00
Available Colors:
  • PUTTY

…Hat by Bailey features their exclusive new Raindura Finish which helps the hat maintain its shape even after getting wet. Pliable and completely packable, Rockett has a crease down its classic telescope crown and is finished with a braided hat band complete with side star pin and wooden Bailey side…

(2)
$110.00
Available Colors:
  • TAN

  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,…

$96.00
Available Colors:
  • BASALT

  Made in the USA Introducing the Columbia Crushable Wool LiteFelt Western Hat by Bailey. This is a great piece for those that beat up their hats a little more than others. This hat's exclusive LiteFelt® finish allows the hat to bounce right back to shape after taking a hard beating…

(2)
$96.00
Available Colors:
  • PUTTY

…Crushable Wool LiteFelt Western Hat by Bailey. The hat band alone will make this hat stand out from the rest. The leather is inverted at various points along its length to create a unique braid pattern while the smooth sections feature metal studs. Bailey's exclusive LiteFelt® finish make the…

(1)
$96.00
Available Colors:
  • OLIVEMIX
  • BEAVER

  Made in the USA Introducing the Firehole Crushable Wool LiteFelt Western Hat by Bailey. Crafted with Bailey's exclusive LiteFelt® finish, the Firehole Western is not only incredibly soft and packable/crushable but also water repellent. Able to retain its shape, the Firehole is up…

(6)
$96.00
Available Colors:
  • BLACK
  • BEAVER
  • LODENGREEN
  • TAWNY

…Earflap Western Hat by Bailey. This wool western hat is equipped with great features including an adjustable leather chincord and a versatile tuckaway earflap that can be pulled down over your ears on extra chilly days or tucked back into the hat's crown when not in use. Bailey's exclusive LiteFelt®…

(5)
$96.00
Available Colors:
  • SERPENT
  • BLACK

…Please Note: These fit a little snug from front to back so we recommend ordering 1 size up.    Made in Mexico    Introducing the Bailey Fields 4X Toyo Straw Western Hat. This piece is created with a two-tone pattern throughout the crown and the brim. Since this piece has a vented…

(2)
$65.00
Available Colors:
  • NATURALTAN

  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…

(1)
$30.00
Available Colors:
  • BLACK

…Please Note: This piece fits a little loose. Made in the USA Introducing the Dynamite Wool Felt Western Hat by Bailey. This cowboy hat is equpped with a dri-lex sweatband to make sure that if you are getting a little hot your hat isn't going to show proof of that…

(1)
$96.00
Available Colors:
  • BLACK

…from front to back so we suggest ordering 1 size up.    Made in Mexico    Introducing the Bailey Vinton 20X Shantung Straw Western Hat. This is a great stiff cowboy hat. It has a gorgeous two-tone pattern from the crown to the brim. It also has a double row of venting throughout…

$140.00

  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.…

(1)
$96.00
Available Colors:
  • BLACK

  Please Note: This piece fits a little loose. Made in the USA Introducing the Trigger Wool Felt Western Hat by Bailey. This is another great example of the perfect look. The hat band blends with the hat which causes the minature belt buckle to truly shine.   …

$100.00
Available Colors:
  • BLACK

…two-ply grosgrain ribbon hat band tied at the side and a custom Bailey spur side pin. Stay cool and keep the sun out of your eyes with a quintessential western hat style – get the Guthrie 7X Shantung Straw Western Hat by Bailey today!    Approx. 4 1/8" - 4 1/4" Cattleman Crown 3" Flared…

$75.00
Available Colors:
  • IVORY

  Made in the USA Introducing the Recoil Crushable Wool LiteFelt Western Hat by Bailey. Accented with a stylish leather hat band trimmed with feathers, this style is finished with a flared brim for a quintessentially western look. Its exclusive LiteFelt® finish makes the Recoil Western…

$96.00
Available Colors:
  • FALLBROWN

  Made in Mexico    Introducing the Bailey Evers 10x Toyo Straw Western Hat. This is a great piece to keep you safe from the sun while enjoying something that you love. The crown has a vented hole pattern to make sure you are comfortable the whole time you are wearing it.    …

$80.00
Available Colors:
  • IVORY

…Derian Raindura Straw Outback Hat by Bailey features their exclusive new Raindura finish which helps the hat maintain its shape even after getting wet. Lightweight, pliable and completely packable, Derian is finished with a pattern woven hat band and Bailey side pin. Inside, an absorbent dri-lex®…

(1)
$115.00

…Please Note: These fit a little snug from front to back so we recomment ordering 1 size up.    Made in Mexico    Introducing the Bailey Kace 10x Sisal Straw Western Hat. This piece almost looks like a lace pattern made out of sisal straw from the crown all the way to the brim. It…

$95.00
Available Colors:
  • NATURAL

  Made in Mexico Introducing the Bailey Jax 15X Shantung Straw Western Hat. This piece is simply gorgeous. There is a two-tone weave pattern from the crown to the brim. Also the crown is has a vented crown pattern that makes this piece stand out like no other. You simply can't go…

$110.00

  Made in the USA   The Bailey Wind River® Rider Wool LiteFelt Western Hat is a great western style with Outback-inspired flair. Made in the USA using their exclusive wool LiteFelt®, the Rider is not only soft and packable, but water repellent as well. Its classic tear drop crown is…

(1)
$96.00
Available Colors:
  • BLACK

  Made in the USA Introducing the Jericho 3x Western Hat by Bailey. This piece is truly gorgeous. The hat band was created with pieces of leather attached to one another by three metal accent links on the front. The inside is lined to make sure it will keep you warm during those…

$110.00
Available Colors:
  • MOLE

  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 can be riding off into the sunset in the ultimate in American styling.   Approx. 4 3/4"…

$150.00
Available Colors:
  • BLACK

  Made in the USA   An excellent quality 4X virgin wool and imported angora felt blend, the Lightning Western from Bailey is the classic cowboy hat. With it's self band with buckle, you too can be riding off into the sunset in the ultimate in American styling.   Approx. 4…

$150.00
Available Colors:
  • BONE

  Please Note: This piece fits a little loose. Made in the USA Introducing the Alamo Wool Felt Western Hat by Bailey. This is a great piece to add to your collection. The style cattleman crown mixed with the diamond stud accents on the leather hat band create the perfect…

$96.00
Available Colors:
  • BLACK

…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

  FINAL SALE   Made in the USA   A sleek and stylish hat for travel, the Covert Rollable LiteFelt Wool Western Hat by Bailey is part of their Wind River collection. Known for their revolutionary LiteFelt® finish which makes wool water repellent and shape retentive, Wind…

$44.00
Available Colors:
  • DARKBROWN

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