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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 (67)

Bailey Straw

1 - 28 of 67 Products
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…Please Note: Due to different shipments from Bailey, hats may either have a Bailey pin or a Bailey tag on the hat band. 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…

(23)
$66.00

…  Featuring their famous lightweight and water repellent LiteStraw® finish, the Creel Shantung LiteStraw Fedora Hat by Bailey gives the classic warm-weather straw fedora hat a stylish twist. Crafted with a timeless pinch front crown and 2.5-inch wide brim, Creel is smartly trimmed with a…

(1)
$135.00
Available Colors:
  • NATURALBLUE

…unique look on today's modern man.   Approx. 4" Crown 2" Snap Brim   Made of: 55% Toyo Straw (Paper) 45% Polyester   Multi-Color Striped Grosgrain Ribbon Hat Band Bailey Side Pin Cotton Sweatband Unlined Packable / Crushable   Sizes: S, M, L, XL, and XXL; fits…

$66.00

  Kick back and relax with the Hester Toyo Straw Blend Fedora Hat from Bailey! This fedora features a cotton twill sweatband, as well as an unlined interior, making it one incredibly comfortable hat. Most notably, the grosgrain ribbon hat band has a stunning striped detail.   Approx.…

(1)
$80.00
Available Colors:
  • COPPER
  • SAND

  Made in the USA   Keep things classic with the Cayuga Raindura Straw Fedora Hat from Wind River by Bailey. This stunning fedora features a woven build of a toyo straw blend with Raindura finish, as well as comfortable padded sweatband and breathable, unlined interior. Additionally,…

$88.00
Available Colors:
  • TAN

…Introducing the Bailey Wait Sewn Braid Straw Pork Pie Hat. This is a great casual and flexible pork pie. It fits to your head and isn't stiff so you are able to shape it a bit to your liking.    Approx. 4" Telescope crown 1 1/2" Snap Brim   Made of: 50% Toyo Straw (Paper) 50%…

(3)
$80.00

  Introducing the Bailey of Hollywood Vito Toyo Straw Braid Trilby Fedora Hat which has a great combination of colors. The pattern on the crown creates the appearance of a hat band without one actually being present. This hat is also crushable so you don't have to worry about someone picking up…

$70.00

  Made in the USA   The newest addition to the Wind River® collection is the Lark Endura Raindura Straw Outback Hat. Bailey's exclusive Raindura finish that makes the straw both water resistant and shape retentive. The lightweight outback will have your back by keeping you cool with…

$88.00
Available Colors:
  • TAN

…  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 striking good looks are no accident. Its natural, caramel,…

(1)
$190.00
Available Colors:
  • BROWN
  • TANBLUE

…Made in the USA   The Cosmo Toyo LiteStraw Trilby Fedora Hat by Bailey features a finer weave than most other toyo straws in a classic and lightweight design perfect for spring and summer. Made in the USA with Bailey's famous LiteStraw® finish, the Cosmo is lightweight, flexible and water…

$125.00
Available Colors:
  • HONEY
  • SILVER
  • NATURAL

  Combining toyo straw (paper) 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…

$65.00
Available Colors:
  • NATURAL
  • NAVYBLUE

…  Bailey's unique Larsen Leather & Sisal Straw Fedora Hat boasts a singular design that combines lightweight sisal straw with smooth overlaid genuine leather. Crafted by expert Bailey craftsmen in the USA, the Larsen is simply breathtaking. A tonal side feather and Bailey staple pin…

$225.00
Available Colors:
  • NATURALBLACK

…  Approx. 4" Teardrop Crown 2 3/8" Brim Made of: 100% Genuine Panama Straw (Cuenca Weave)   Handwoven in Ecuador Blocked & Finished in the USA Double Layer Japanese Grosgrain Ribbon Hat Band Bailey Side Pin Fine Woven Sweatband   Sizes: S, M, L, XL, and XXL; fits…

$155.00

  Bailey introduces the Craig Straw Fedora Hat, a new straw fedora for the spring and summer season. Crafted of packable polypropelene straw, the Craig Fedora is lightweight, packable (flexible) and water resistant. The Craig Fedora Hat is ideal for both men and women and is a great option for…

$72.00
Available Colors:
  • GRAPHITE
  • NATURAL
  • RED

…Handwoven in Ecuador; Blocked & Finished in the USA   The Groff Vent Panama Straw Fedora Hat is a fresh new look from classic American hat purveyor, Bailey. Featuring a genuine panama straw hat body handwoven in Ecuador, the Groff is blocked into a classic pinch front crown fedora…

$250.00
Available Colors:
  • NATURAL

  Made in the USA The Bailey Hanson Shantung LiteStraw Fedora Hat is not your typical stiff straw hat. Crafted in the USA using their exclusive LiteStraw® finish, the Hanson has a soft and supple feel that rivals much-celebrated Panama straw hats with the added benefits of water…

$130.00
Available Colors:
  • NATURALBLACK

  Crafted of their exclusive fine toyolene braid, Bailey's Hooper Toyo Straw Blend Trilby Fedora Hat is not only incredibly breathable but also completely packable and crushable. Hooper features a color-blocked braided weave blocked into a tear drop crown and all-around snap stingy brim. A…

(3)
$78.00

…flooring nail side detail. The Outen has all the acoutrements you love in a classic felt fedora with the lightweight and cooler wear of a straw hat. Made with Bailey's premium LiteStraw® finish, the Outen has a supple feel with a water-repellent finish for added function.    Approx. 3 5/8"…

$115.00
Available Colors:
  • BEIGE
  • NATURAL
  • DARKNATURAL

  The new Rokit Toyo Straw Braid Trilby Fedora Hat by Bailey is great-looking, packable/crushable and lightweight. Its stylish color-blocked two-tone design gives this hat a unique look while its coordinating striped hat band adds style. The Rockit can be dressed up or down, making it a…

(1)
$72.00

…the Tavion Abaca Straw Braid Fedora Hat by Bailey. This is a great lightweight hat that is comfortable and won't weigh you don't. THe hat band is created as one with the hat to create one solid piece.   Approx. 4" Crown 2 3/4" Brim   Made Of: 100% Abaca Straw   Inlaid…

$75.00
Available Colors:
  • NATURAL

…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 is finished with a pattern woven hat band and Bailey side pin. Inside, an absorbent…

(1)
$110.00

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 Overwelt Brim   Made of: 100% Firm Shantung Straw,

$70.00
Available Colors:
  • IVORY

…Lappen Raindura Straw Fedora Hat from Bailey.  It has the Raindura Finish: A revolutionary, thermosetting yarn has been hand woven inside this paper straw which is blocked and treated with an ultra light water repellent coating. The result is the most shape retentive, durable straw hat in the…

$120.00

…Raindura Straw Fedora Hat from Bailey speaks for itself. It has the Raindura Finish: A revolutionary, thermosetting yarn has been hand woven inside this paper straw which is blocked and treated with an ultra light water repellent coating. The result is the most shape retentive, durable straw hat in…

$120.00
Available Colors:
  • IVORY
  • NATURAL

…the USA   Introducing the Kilgore Raindura Toyo Straw Fedora Hat, part of the Bailey Wind River® collection of outdoor styles. The Kilgore is crafted in the USA using Bailey's exclusive Raindura finish that makes the straw both water resistant and shape retentive. The Kilgore is…

$88.00
Available Colors:
  • TAN

…nature, the Bailey of Hollywood Spencer Toyo LiteStraw Fedora Hat keeps the rain out and style always on. This toyo design features their exclusive LiteStraw® finish for an amazingly comfortable feel in addition to water repellency. With Bailey's LiteStraw® finish your perception of straw hats and…

(3)
$85.00
Available Colors:
  • NATURAL

…Cuenca weave Panama. This beauty from Bailey is the perfect casual summer fedora. It comes complete with a stunning leather band and Bailey hat pin.     Approx. 4" Center Pinch Crown 2 7/8" Pre-snap Brim   Made of: 100% Genuine Panama Straw (Cuenca Weave)   Leather Hat…

(4)
$155.00
Available Colors:
  • NATURAL

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

(4)
$66.00

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