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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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57 - 84 of 248 Products
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  Handwoven in Ecuador, Blocked & Finished in the USA   Cousin Joe used to wear this hat as he wandered through the streets of the French Quarter back in the good old days of antediluvian New Orleans. Unbelievably, he rode out the storm with a supply of several 20-gallon jugs of…

(1)
$200.00

  Welcome to today's hot new look in an amazingly soft, packable, and comfortable sewn braid! The Bailey Billy Braided Toyo Straw Fedora Hat is a top selling topper with a stingy brim that calls out to young headwear enthusiasts. This popular short snap-brim and teardrop crown are just perfect…

$72.25

  Made in the USA   Introducing the Palisade 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…

(1)
$110.50
Available Colors:
  • OLIVEMIX
  • BEAVER

  Combining toyo straw and thermo, the Bailey Elliot Straw Fedora Hat offers a breezy option for spring and summer. Lightweight and stylish, the Elliot features a pinch front crown, narrow grosgrain ribbon hat band and a stingy, pre-snapped brim. Don't sweat it this spring/summer, just wear…

$75.00
Available Colors:
  • NATURAL

  Made in Mexico   Bailey presents the Shawnee 4X Toyo Straw Western Hat just in time for spring and summer! The Shawnee features a vent-woven crown for added ventilation offset with a dramatic, four-inch flared brim. Trimmings include a genuine leather band studded with silver-toned…

$70.00
Available Colors:
  • NATURAL

  Handwoven in Ecuador, Finished in the USA Have you ever wanted to sport the style of the late and great Charlie Chaplin but didn't want to sweat through summer in a wool hat? Well now you don't have to. Introducing the Bailey Chaplin Panama Straw Bowler Hat with the heart of a…

(2)
$200.00
Available Colors:
  • BLEACH

  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"…

$185.00
Available Colors:
  • WHITE

  Made in the USA   Dress to impress with the Pageant II 2X Wool Felt Western Hat by Bailey! Featuring a classic cattleman crown and dramatic flared brim, the Pageant II is crafted of genuine 2X wool felt. Trimmings are kept at a minimum for an elegant finish and include a self-felt…

$150.00
Available Colors:
  • WHITE

  Please Note: This style features earflaps which may make the hat fit tighter when tucked into the crown. Please keep this in mind when ordering.  Made in the USA Introducing the Joe Eder Crushable Wool LiteFelt Earflap Western Hat by Bailey. This wool western hat is…

(5)
$135.00
Available Colors:
  • SERPENT
  • BLACK

  UPF 50+ Sun Protection Intelligent, casual, distinguished, lightweight and crushable...just a few words describe this classic packable bretton.   Approx. 4" Round Crown 4 1/2" Roll Up Brim   Made of: 45% Toyo Straw  35% Polyproylene 20% Polyester   …

(4)
$40.50
Available Colors:
  • RATTLESNAKE
  • LAVENDER
  • LIGHTBLUE

  Handwoven in Ecuador, Blocked & Finished in 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…

(1)
$240.00
Available Colors:
  • NATURAL

  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 pattern to make sure you are comfortable the whole time you are wearing it.    …

$90.00
Available Colors:
  • IVORY

  Introducing the Bailey Waits Sewn Braid Straw Pork Pie Hat. This is a great casual and flexible pork pie hat. It form fits to your head and isn't stiff, so it's very comfortable for all day wear.   Approx. 4" Telescope Crown 1 1/2" Snap Brim   Made of: 56% Toyo Straw 37%…

$95.00

  FINAL SALE   Made in the USA   A simple and no frills classic by Betmar, the Geraldine Toyo Straw Rancher Fedora Hat. This is a sleek hat that will give you a minimialistic and put together look without much effort. The built is tightly woven toyo straw with a stiff crown…

$54.00

  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)
$135.00
Available Colors:
  • PUTTY

  UPF 50+ Sun Protection   The bucket has gone beach bum with the Ellen Toyo Straw Braid Bucket Hat by Betmar. Crafted of lightweight and breathable toyo straw, the Ellen is casual and simple enough for everyday wear. Keeping the classic square bucket crown and downturned brim, the…

$45.00

  Made in the USA   A classic gambler style with a western edge, the Rockett Raindura Straw Gambler 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…

(3)
$140.00
Available Colors:
  • TAN

  Top off your outfit in style with the new Hayden Wool Felt Floppy Hat by Betmar! Featuring a layered hat band with traditional grosgrain ribbon and a studded leather overlay, the Hayden Floppy is stylish and goes with almost any look. Its raw edge brim has a casual and floppy finish; inside…

$66.00
Available Colors:
  • BLACK
  • CAMEL

  Made in the USA  Made in the USA and part of their Frontier Collection, Bailey's Clayton Wool and Fur Felt Blend Gus Western Hat is all quality and tradition. With a traditional gus crown, this stiff western also features an expertly crafted pencil rolled brim. The finest wool…

$170.00
Available Colors:
  • BLACK
  • PECAN

  Made in the USA   Elevate your style with Bailey 1922’s best-selling Tino Wool Litefelt® Trilby Fedora Hat. Handcrafted in the USA and made with the iconic and durable LiteFelt®, a treatment process on wool that makes it not only water repellant, but also retains its shape. A…

$110.50

  Made in the USA    Betmar's Georgia Wide Brim Wool Felt Fedora Hat is made in the USA of 100% wool in a stiff finish. The lack of 'frills and thrills' allows for the stunning shape and material of the hat to speak for itself. In a plethora of fun and brillant colors, the Georgia is…

$125.00

  Please Note: The color 'Army Green' has a very strong brownish tint to it and appears more brown than green. Made in the USA The Curtis Wool LiteFelt Safari Fedora Hat is one of the most practical hats in the Bailey line. The classically designed safari fedora repels…

(11)
$130.00

  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…

(5)
$130.00
Available Colors:
  • BLACK
  • NAVYBLUE
  • COGNAC
  • BASALT
  • SILVERBELLY

  Made in the USA A classic outback style with a touch of western flair, the 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…

(2)
$135.00

  Made in the USA   The Dayton Raindura Toyo Straw Outback Hat is part of Bailey's rugged Wind River® collection of western and outback styles. Made of toyo straw blend with a raindura finish, this is a revolutionary thermosetting yarn invented by Bailey. The Dayton is durable, shape…

$138.00
Available Colors:
  • DARKNATURAL

  Made in the USA Made in the USA, the Quil Shantung LiteStraw Open Crown Hat by Bailey is a shuntung straw hat that has been crafted using Bailey's exclusive LiteStraw® finish. A soft pebbled leather hat band adorns the crown and is a tasteful accent to the Quil. Features an open…

$180.00
Available Colors:
  • NATURAL
  • BLACK

  Bailey's new Duch Linen Plaid Five Panel Ivy Cap is crafted of breezy linen in a contemporary five-panel design. Featuring a cheery plaid pattern, the Duch is simply accented with a Bailey micro side pin and single snap bill. Great for a day on the green, or any other warm-weather outing,…

$85.00

  Made in the USA   The McCrae Wool Felt Gus Western Hat from Bailey features one of the most unique and oldest crown shapes in western headwear, the Gus crown. This crown was made famous by Robert Duvall's character in Lonesome Dove, Augustus McCrae, abbreviated to Gus. Made in the…

$160.00
Available Colors:
  • BLACK

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