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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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All Products

141 - 168 of 211 Products
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  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

  Made in the USA   The Bailey Darron Wool LiteFelt Pork Pie Hat is proudly made in the USA using their very own premium LiteFelt® finish for superior softness, flexibility, and repelling of water. Featuring the classic pork pie look including a telescope crown and stingy brim, the…

$130.00
Available Colors:
  • BLACK

  Made in the USA   Part of Bailey's Poet® Travel Collection, the Boley Wool LiteFelt Roll Up Fedora Hat weighs in at 4 ounces and rolls up for easy on-the-go storage. Made in the USA using Bailey's exclusive wool LiteFelt®, the Boley is soft, packable/rollable and water repellent,…

$110.50
Available Colors:
  • BLACK

  Bailey's Piston Wool Felt Aussie Hat is a staple for any hat aficionado's closet. A classic wide-brim aussie hat silhouette with a teardrop crown, this hat is completely crushable/packable. The Piston is designed with a vegan leather bolo cord with metal tips. Fully lined in cotton, this hat…

$68.00
Available Colors:
  • TAN

  Made in the USA   Make a statement with the Caprole Wool LiteFelt Walker Trilby Hat by Bailey 1922! The Caprole is a unique trilby that is water resistant, stain repellent, and shape retentive making it ideal for styling anywhere you go. It includes a removable side duck feather, a…

$123.25

  Made in the USA   The Bailey Darron Wool LiteFelt Pork Pie Hat is proudly made in the USA using their very own premium LiteFelt® finish for superior softness, flexibility, and repelling of water. Featuring the classic pork pie look including a telescope crown and stingy brim, the…

(5)
$130.00

  Made in the USA The Ore Raindura Straw Outback Hat, part of the Bailey's Wind River® collection of rugged outdoor styles, is crafted from a raindura straw blend and handwoven thermosetting yarn. This yarn makes the straw both water resistant and shape retentive. The Ore is made in…

$138.00
Available Colors:
  • ARMYGREEN
  • STONE

  It's all about the subtle details with the Ronit Toyo Straw Blend Trilby Fedora Hat by Bailey. The multi-colored braid adds dimension while the colorblocked grosgrain ribbon hat band adds contrast and interest. These finer details come together to a create a hat with effortless charm. …

$80.00
Available Colors:
  • NATURAL

  Bailey's Eli Two-Tone Vented Poly Braid Fedora Hat is a great hat for day excursions. Walk around town in this 2 1/2" brim dual colored braided fedora. The Eli features a grosgrain band with a color accent, and has a center dent that is flattering on all face shapes.    Approx. 4"…

(1)
$95.00

  Elevate your winter ensemble with the sleek Elbin Plaid Fabric Ivy Cap by Bailey 1922. Designed with comfort in mind, this plaid patterned flat cap is crafted from a rayon-poly blend, features a cotton sweatband, and is fully lined. The close-fitting design and contour flat shape ensures a…

$68.00
Available Colors:
  • CHARCOAL

  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

  A tasteful and elegent ivy cap from Bailey, the Liam Linen Cotton Ivy Cap! Made of linen and cotton blend, this hat features a subtle windowpane plaid pattern. A new Bailey favorite, especially with the finishing touches of a cotton twill sweatband and fully lined interior.    …

$90.00
Available Colors:
  • BEIGE

  Handwoven in Ecuador; Finished in the USA   Caramel-hued and expertly crafted, the Tessier Panama Straw Fedora Hat by Bailey will add distinctive style to your look this spring and summer! Like all genuine panama hats, the Tessier's body was artfully handwoven in Ecuador then…

(2)
$220.00

  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

  Handwoven in Ecuador, Blocked & Finished in the USA   Bailey's Boreal Panama Straw Fedora Hat is a sight for eyes that want something new! With unique details like a twisted front dent tear drop crown and a two-tone body, the Boreal is sure to stun. Handwoven in Ecuador, this…

$225.00
Available Colors:
  • TAWNY
  • BLACK

  A new staple for any flat cap fan, the Liam Linen Cotton Ivy Cap by Bailey! Made of a soft cotton and linen blend, this hat features a stripe pattern. Features a sewn bill, Bailey side pin, cotton twill sweatband and cloth lining.   Approx. 9 1/2" Front to Back, Flat 9 1/2" Side to…

$90.00

  Get a new spin on a classic with the Ormond Wool Blend Ivy Cap from Bailey of Hollywood. This stylish cap features a unique offset paneled pattern adorning the crown, as well as a signature Bailey metal side pin on the back. The lined interior is comfortable, allowing for a great fit you'll…

$59.50
Available Colors:
  • BROWN

  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

  Handwoven in Ecuador; Blocked & Finished in the USA   Introducing the Rene Two-Tone Panama Straw Fedora Hat by Bailey featuring a striking two-tone contrast weave. The Rene is artisanally handwoven in Ecuador then blocked and finished in the USA by expert Bailey craftsmen. The…

$250.00
Available Colors:
  • BROWNBLACK
  • NATURALSILVER

  Made in the USA   The Bailey Jett Wool Felt Porkpie combines a classic men's style, with Bailey's fashion forward polished finish. These premium wool felts are crafted with Bailey's exclusive blend of 100% virgin wool fibers and a unique silk-like finish, adding a luxurious sense…

$131.75
Available Colors:
  • BLACK

  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

  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   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 the USA   Need an high-performance outdoor style that doesn't skimp on looks? The Redline Wool LiteFelt Safari Fedora Hat by Bailey features their proprietary wool Litefelt® that makes the Redline completely packable, crushable, and water resistant. This style is trimmed…

(1)
$112.00
Available Colors:
  • BLACK
  • CAMEL

  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 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

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