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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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85 - 112 of 257 Products
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  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 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

  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   Part of their outdoor-inspired Wind River line, the Bailey Morgan Crushable Wool LiteFelt Aussie Western Hat features their exclusive LiteFelt® making it both water repellent and packable. Crafted in a classic Australian/Outback western shape, the Morgan features…

(4)
$135.00
Available Colors:
  • OLIVEMIX

  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 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

  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

  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

  Handwoven in Ecuador, Blocked & Finished in the USA   The Hurtle Panama Straw Fedora Hat is a unique piece by Bailey. Featuring a diamond crown that has been artfully ventilated, this genuine panama is headwear artistry at its finest. A Japanese grosgrain ribbon hat band and…

$225.00
Available Colors:
  • BLACK
  • TAWNY
  • LIGHTBLUE
  • NATURAL

  The Noclin Leather Newsboy Cap by Bailey is crafted of smooth, soft-to-the-touch leather in a classic 8-panel newsboy design. Embellished only with a small Bailey side pin, the Noclin Newsboy is finished with a double-snap bill, grosgrain ribbon sweatband and quilted satin lining. Treat…

(2)
$123.25
Available Colors:
  • BLACK

  Made in Mexico   The Stars and Stripes Straw Western Hat by Charlie 1 Horse touts a classic western hat shape outfitted with an aged, USA flag-inspired hat band. Featuring an aged finish with curved, wired shapeable brim, the Stars and Stripes Western is a great unisex western hat…

$59.95

  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 teardrop crown,…

$110.50
Available Colors:
  • BASALT

  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

  Handwoven in Ecuador; Finished in the USA   Multi-colored with a unique patterned weave, the new Giger 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…

(1)
$215.00

  Street-wise and ready for action, the Bailey 1922 Mannes Poly Braid Fedora Hat is one slick straw fedora, perfect for any scene or happening. This snap-brim braided straw hat is soft and packable for your convenience, but powerful and eye-grabbing in regards to looks and style.   …

$85.00

  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 equiped 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…

(2)
$135.00
Available Colors:
  • 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,…

$72.25

  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

  Made in the USA   A classic pinch crown fedora hat with a few luxurious touches, the Flume Velour Fur Felt Fedora Hat by Bailey is a sumptuous new offering from Bailey 1922. Trimmed with a smooth leather hat band and removable black side feather, the Flume is simply breathtaking. A…

$318.75
Available Colors:
  • AUBERGINE

  Made in Mexico   The Big Bend Bangora Straw Western Hat by Bailey features crown vent detailing and a genuine leather hat band. Further details include a Bailey side pin, flared overwelt brim, moisture-wicking sweatband, and Bailey crown tip. Perfect for warm weather, the Big Bend…

$70.00
Available Colors:
  • IVORY

  Try out a more minimalist look with the Brune Houndstooth Wool Newboy Cap from Bailey. This reserved newsboy features a classic 8-panel crown, adorned only with a small Bailey metal logo bar. Furthermore, the sweatband is incredibly comfortable, like the smooth, soft interior lining. …

(1)
$63.75

  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   Bring back those classic western vibes with the Chisolm Wool Litefelt Cattlemen Western Hat by Bailey. Part of their Wind River collection, this classic western features a beautiful crushable/packable water repellent wool felt body with a comfortable…

$135.00
Available Colors:
  • NATURAL

  Made in the USA   Bailey Hat's most popular fedora. This premium wool felt is created with their exclusive blend of 100% virgin wool fibers, specially finished by their skilled craftsmen resulting in superior quality and unequaled value.   Approx. 4" Center Pinch Crown 2…

(6)
$155.00
Available Colors:
  • BLACK

  Made in the USA   Handwoven, revolutionary yarn allows the Rothney Raindura Straw Fedora Hat by Bailey to be thermosetting! After being blocked into a handsome fedora silhouette, the Rothney is treated with a ultra-light water repellent coating. The end result being a durable hat…

$140.00
Available Colors:
  • GREEN
  • IVORY

  Made in the USA   Bailey's Briles 2.0...the Brodnax Shapeable Open Crown Wool Felt Fedora Hat! Like the Briles, the Brodnax is an innovative hat that is shapeable. The open crown and brim is customizable, giving you countless looks in one hat. With the Brodnax, Bailey has added…

$178.50
Available Colors:
  • BLACK

  Bailey's Leif Linen Cotton Pub Cap is a buttery soft flat cap for warm weather thanks to the blend of linen and cotton. With a contour 8-panel shape, the Leif is designed to fit snugly. The stripe pattern completes this overall classic style.    Approx. 9 1/2" Front to Back - Flat…

$90.00
Available Colors:
  • CREAM
  • NAVYBLUE

  Handwoven in Ecuador; Blocked & Finished in the USA   Bailey's Moren Vented Panama Straw Western Hat is a genuine Panama straw hat handwoven in Ecuador then blocked and finished in the USA. Featuring geometric venting along its classic cattleman crown, the Moren is finished…

$250.00

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