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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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1 - 28 of 92 Products
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  Please Note: Sizes run large; see below for fit. If you are between sizes, we recommend going with the larger size and ordering hat sizers. Call us at 1-888-847-4287 for help with sizing. S = 7 - 7 1/8 M = 7 1/4 - 7 3/8 L = 7 1/2 XL = 7 3/4 XXL = 7 7/8   Handwoven in Ecuador,…

(68)
$114.99
Available Colors:
  • NATURAL

  Made in the USA   Stetson's Open Road 10X Shantung Vented Straw Western Hat is made in the USA of 100% shantung straw with a classic western silhouette thanks to the cattleman crown and firm curved brim. Featuring a ventilated crown for added textural interest and for extra…

$169.99
Available Colors:
  • TOASTTAN

  Made in the USA   A stiff blocked pork pie hat from Bailey, the Walsh Polished Wide Brim Wool Felt Pork Pie Hat is a sharp addition to their already stellar line of headwear. This is a contemporary take on a classic pork pie with a wider brim and a flatter, telescope crown that…

$187.00
Available Colors:
  • TAUPE
  • BLACK

  Made in the USA   Crafted with an extra wide brim and Bailey's Elite stiffened finish, the new Colver Elite Wool Felt Fedora Hat is a handsome new style for fall and winter. Starting with a classic teardrop crown, the Colver is trimmed with a narrow Japanese grosgrain hat band,…

$174.25
Available Colors:
  • BLACK
  • SILVER
  • DENIM

  Made in the USA   The Stetson Keeneland Shantung Straw Skimmer Hat is an updated version of the classic boater/skimmer seen on barbershop quartet singers, Harold Lloyd, Maurice Chevalier or fictional character Jay Gatsby.  The durable and firm finish shantung straw is lighter than…

(1)
$139.99
Available Colors:
  • NATURAL

  Please Note: The tag inside says this hat is made in Mexico. That indicates where the hat was blocked (or shaped). The hat is a genuine Panama and was handwoven in Ecuador.   Handwoven in Ecuador, Blocked & Finished in Mexico   The Naturalist Wide Brim Panama Straw…

(1)
$124.99
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…

(13)
$130.00
Available Colors:

  Please Note: The tag inside says this hat is made in Mexico. That indicates where the hat was blocked (or shaped). The hat is a true Grade 3 Panama and was handwoven in Ecuador.   Handwoven in Ecuador, Blocked & Finished in Mexico   Handwoven in Ecuador of genuine…

(22)
$104.99
Available Colors:
  • NATURAL

  Made in the USA   The Stetson Milan Straw Collection is composed of the very best straw and striking styles you won't find anywhere else. Extremely durable yet lightweight the Latte is one of those hats that simply feels right on the head. Trimmed with either tonal grosgrain ribbon…

(23)
$104.99

  Made in the USA   There's not much else classier than the Tallahassee Shantung Straw Fedora Hat from Stetson. This fedora features a narrow leather hat band, decorated with sensible feathers and a replica buffalo nickel side pin, the perfect combination of style and sophistication.…

(2)
$154.99
Available Colors:
  • NATURAL

  Made in the USA The Limestone Toyo Straw Outback Hat is a classic Stetson straw hat. It features a Teflon™ treatment to repel water and oil based spills as well as a laminated underbrim fabric that shades both your neck and face. In addition, the Limestone Outback has a reinforced…

(20)
$114.99
Available Colors:
  • SAND

  Made in the USA   Bailey's Newhall Shantung LiteStraw Boater Hat is a modern take on classic Optimo and Boater hat styles made right here in the USA. Crafted of lightweight shantung straw with a firm finish, the Newhall features an optimo crown (tapered sides, round top with center…

$200.00
Available Colors:
  • BLACK
  • NATURAL

  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…

(3)
$164.05

  Made in the USA   Looking for a Gambler hat with a distinctive look? The new Colonel Shantung Straw Gambler Hat by Stetson is just the thing! Crafted right here in the USA of premium shantung straw, the Colonel Gambler boasts a firm finish, curled wide brim and a classic grosgrain…

(2)
$154.99
Available Colors:
  • NATURAL

  Made in the USA  The Ashley Crushable Wool Felt Earflap Aussie Hat by Stetson is an Aussie style wide brim hat constructed of 100% crushable wool felt. Detailed with patterned hat band and leather chincord, a Stetson side pin trims the left side. Also features retractable ear flaps for…

(3)
$106.24
Available Colors:
  • BLACK
  • SAND

  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

  Please Note: Materials for this style may vary slightly. Either variation is equal in terms of look and feel. Please see materials section below for details.    Bailey presents the Mullan Toyo Straw Blend Safari Fedora, part of their Bailey 1922 Breed collection. The Mullan Safari…

(1)
$100.00
Available Colors:
  • BLACK
  • SAND

  Made in the USA The Stedman Elite Velour Wool Felt Fedora Hat from Bailey is practical, sharp and classic. With a traditional fedora silhouette thanks to the center dent crown and wide brim, the Stedman is made of 100% wool with a velour finish to keep you warm during the winter…

$174.25

  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

  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

  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   The Crispin Panama Straw Fedora Hat shows the craftmanship and care that goes into each design by Bailey! Adorned with only a braided leather hat band, the Crispin is anything but simple. The alternating weave in this…

$204.00
Available Colors:
  • NATURAL
  • NAVYBLUE

  Made in the USA   Want the Panama hat look but with greater function than a typical Panama hat can offer? The Blackburn Shantung LiteStraw Fedora Hat by Bailey features their exclusive LiteStraw® finish that not only lends a soft and supple feel to the straw but also helps it…

$180.00

  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…

$110.00
Available Colors:
  • NATURAL

  Handwoven in Ecuador, Blocked & Finished in the USA   The Cutler is a most excellent and stylish Cuenca weave Panama. This beauty from Bailey is the perfect casual summer fedora. It comes complete with a stunning leather band and with Bailey embossed logo.     Approx.…

(4)
$190.00
Available Colors:
  • NATURAL

  Made in the USA   Featuring an elite finish, the 100% wool felt Ammon Wool Felt Teardrop Fedora Hat by Bailey is astonishingly silky to the touch. A classic teardrop crown (aka C-Crown) and all around downturned brim characterize this elegant fedora hat. Finished with a Japanese…

(1)
$164.05
Available Colors:
  • ALMOND
  • BLACK
  • CAMEL
  • NAVYBLUE
  • RUST

  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 Lang Elite Wool Felt Gambler Hat has a distinct teardrop crown, a mix of a telescope crown with a soft point. Bailey 1922 creates the elite…

$187.00
Available Colors:
  • BLACK
  • DENIMBLUE
  • ARMYGREEN

  Designed for those who thrive in the great outdoors and seek sun protection, Bailey's Dario Toyo Straw Blend Lifeguard Hat has an extra wide downturned brim perfect for keeping harmful rays off your face. The chin cord with adjustable toggle allows for extra security no matter the adventure.…

$100.00
Available Colors:
  • NATURAL

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