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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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169 - 196 of 220 Products
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  Made in the USA   Striking and daring, the Nelles LiteFelt Wool Fedora Hat by Bailey is one of our favorites this season. Crafted from Bailey's signature LiteFelt wool, the Nelles is water repellent and shape retentive. A center pinch crown and turndown brim paint a beautiful…

(1)
$140.25

  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…

$130.00
Available Colors:
  • BLACK

  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…

$94.40
Available Colors:
  • RUST

  Handwoven in Ecuador; Finished in the USA   Bailey's Ezra Vented Panama Straw Fedora Hat is a unique piece beautifully crafted with a ventilation pattern in the hat's crown. Trimmed with a distressed leather laced hat band and a removable side feather, this hat is handcrafted from…

$240.00
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

  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

  Finished in the USA; Handwoven in Ecuador   The Phineas Two-Tone Panama Straw Fedora Hat is a new favorite from Bailey featuring genuine Panama straw which has been handwoven in Ecuador with leaves of toquilla palm. Its two-tone style is beautifully complimented by the Japanese…

$225.00

  Made in the USA   The Bailey Daxton Seagrass Straw Fedora Hat has arrived just in time for spring and summer! Featuring a lightweight and breathable seagrass straw build, the Daxton boasts a classic tear drop crown and slightly upturned brim. Details include a wide Japanese…

$170.00
Available Colors:
  • SEAGRASS

  FINAL SALE   Made in the USA   Crown your restless spirit with the new Ashmore Wool LiteFelt Fedora Hat by Bailey! Part of their Poet® Travel Collection inspired by the spirit and grit of the Old American West, Ashmore is crafted in the USA using Bailey's exclusive wool…

(1)
$60.00
Available Colors:
  • BLACK

  Handwoven in Ecuador, Blocked & Finished in the USA   Bailey's panama straw hats, like the Giles Panama Straw Fedora Hat, are made from bleached leaves of the toquilla palm and handwoven in Ecuador. The multi-toned and spiral striped pattern body of the Giles is sure to…

$225.00

  Made in the USA   The Lachlan Raindura Straw Fedora Hat by Bailey features their exclusive Raindura® shape retentive and water repellant straw finish for added durability and function. The Lachlan Fedora features a classic tear drop crown adorned with a custom, laser-etched leaf…

$170.00
Available Colors:
  • TAN

  Made in the USA   Bailey's Clorindon Elite Wool Felt Fedora Hat is a flexible fedora with a bubble crown and grosgrain ribbon trimmed brim. The crown features a wide Japanese grosgrain band which is overlaid with a silk blend, heathered, narrow ribbon, giving the Clorindon extra…

$176.25
Available Colors:
  • BLEACH

  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,…

$205.00
Available Colors:
  • HONEY

  Bailey presents the Marnix Waffle Five Panel Ivy Cap featuring a handsome waffled texture for a distinctive touch. The Marnix is a classic cut-and-sewn ivy cap boasting a contemporary 5-panel design and sewn bill. Accoutrements include a Bailey micro side pin, lightweight fabric sweatband,…

$80.00
Available Colors:
  • BLACK

  Please Note: This style runs slightly large. We suggest you order one size smaller from your normal hat size.   Made in the USA   The Burnell LifeFelt Wool Fedora Hat by Bailey features a classic fedora silhouette with Bailey's top-rate LiteFelt® finish making the…

$94.50
Available Colors:
  • NATURAL

  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

  Made in the USA   Old fashioned style can be great, like the Chisolm Wool Litefelt Cattlemen Western Hat from the Wind River collection from Bailey. This classic western features a beautiful crushable/packable, water repellent wool felt body, with a comfortable padded DRI-LEX®…

(2)
$135.00
Available Colors:
  • BROWN

  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

  A great cap to add to your everyday rotation, the Hulett Cotton Blend Five-Panel Ivy Cap by Bailey is made of a lightweight cotton blend fabric with a classic herringbone pattern and modern five-panel design. Its contoured body forms to your head for a comfortable all-day wear. Accents are…

$85.00
Available Colors:
  • NAVYBLUE

  Made in the USA   Bailey's Conlon Wool Felt Fedora Hat is our fall pick this year! The loose felt "beaver plush" finish makes for a unique look while the flexibility of the plush body makes the hat versatile. The brim has a slight curl and the crown is adorned with a narrow…

$164.05

  Featuring a masculine distressed finish, the Lazar Suede Leather Ivy Cap is a deluxe flat cap by Bailey 1922. Crafted of genuine pig skin leather with a distressed suede finish, the Lazar is a distinctive cap for flat cap lovers. Four small panels comprise the back half of the cap while the…

(2)
$102.00
Available Colors:
  • COFFEE

  Made in the USA   Bailey 1922 presents the Tino Wool LiteFelt Trilby Fedora Hat, a sophisticated and classy-looking hat! Hand-crafted in the U.S.A., this hat is practical for everyday wear as it is both water-repellant and packable, ideal for any weather worldwide, so you can take…

$110.50
Available Colors:
  • MOSS

  Made in the USA   Travel back in time with a deck of cards with Bailey's Ganon Elite Wool Felt Gambler Hat. It has a stiff finish, and its brim has been whipstitched for a polished look. Uniquely crafted with a leather hat band and a Bailey logo metal bar, the Ganon will make you…

$199.75
Available Colors:
  • BLACK
  • BONE

  Your child will have a blast sailing the ocean blue with friends in their very own classic cotton Kids' Cotton Sailor Gob Hat! With its timeless white sailor cap shape, the only thing your child will need is a boat!   Approx. 3 1/8" Crown 2" Upturned Brim   Made of: 100%…

$14.95
Available Colors:
  • WHITE

  Made in the USA   The Imlay Knotted Shantung Straw Fedora Hat by Bailey has been created with a unique weave that adds texture to the body of this classic fedora. This style is simply decorated with partial suede hat band and Bailey's signature dipped nail. A finely woven sweatband…

$108.00
Available Colors:
  • TAN

  Made in the USA   Bailey isn't afraid to play with color and the Hesmond Sisal Litestraw Fedora Hat is a perfect example of how color and straw hats are a perfect match! The binding on this fedora is two-toned Japanese grosgrain ribbon. Made in the USA and featuring 100% sisal…

$100.00

  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:
  • LATTE

  Show off your Hogwarts House pride with the officially licensed Hogwarts House Knit Beanie Hat available in each of the four houses: Gryffindor, Hufflepuff, Ravenclaw and Slytherin. Hogwarts students were famously sorted into their house by the Sorting Hat - which house best describes…

(4)
$12.95

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