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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 (197)

All Bailey Hats

121 - 148 of 197 Products
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…  The Hernen Two-Tone Panama Straw Fedora Hat by Bailey has a unique two-tone weave throughout the hat, giving it a sophisticated and modern look. Woven by hand in Ecuador by skilled artisans then blocked and finished in the USA by expert Bailey craftsmen. The striking good looks of the Hernen…

$225.00

…Made in the USA Made in the USA, the Quil Shantung LiteStraw Open Crown Hat by Bailey is a shuntung straw hat that has been crafted using Bailey's exclusive LiteStraw® finish. A soft pebbled leather hat band adorns the crown and is a tasteful accent to the Quil. Features an open crown and…

$180.00
Available Colors:
  • NATURAL
  • BLACK

…  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 grosgrain hat band, giving us a timeless look while adding…

$225.00

  Made in the USA   Introducing Bailey 1922’s Appley Elite Velour Wool Felt Fedora Hat, a true epitome of sophistication and American craftsmanship. Made with 100% wool felt, this hat showcases both luxury and warmth, making it a perfect addition to your fall or winter wardrobe.…

$165.75

…per side, a narrow two-ply grosgrain ribbon hat band tied at the side and a custom 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…

$110.00
Available Colors:
  • IVORY

…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. 3 3/4"…

(1)
$100.00
Available Colors:
  • COPPER
  • SAND
  • GREEN

  Introducing the Bailey Mannesroe Poly Braid Straw Fedora Hat, it adds a little color and style to your life. It is a great hat to spend the day walking around town in without feeling over heated.   Approx. 4" Center Pinch Crown 2" Snap Brim   Made of: 100%…

(2)
$85.00

…finish. This is the intended look of the hat and does NOT constitute damage. Please enlarge each thumbnail image for a close-up view of the aged and stained finish.   Made in the USA   Introducing the Cavalry II Wool Felt Western Hat by Bailey. Whether you are going for the Union…

(4)
$110.50

…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 stingy…

$50.00
Available Colors:
  • BLUE

…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 traditional craftsmanship…

$94.40
Available Colors:
  • RUST

…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 traditional craftsmanship…

(13)
$130.00
Available Colors:

  FINAL SALE   Village Hat Shop Exclusive Color Made in the USA   Introducing the new Packable Wool LiteFelt Fedora Hat by Bailey! Part of their Bailey 1922 classic men's line, the new Packable Fedora is exclusively sold at the Village Hat Shop and features their premium…

$61.80
Available Colors:
  • NAVYBLUE

…Western Hat by Bailey. Crafted with Bailey's exclusive LiteFelt® finish, the Firehole Western is not only incredibly soft and packable/crushable but also water repellent. Able to retain its shape, the Firehole is up for anything your adventures throw your way. Who said good looking hats can't be…

(7)
$114.75
Available Colors:
  • BLACK
  • BEAVER
  • LODENGREEN
  • TAWNY

…Crushable Wool LiteFelt Western Hat by Bailey. The hat band alone will make this hat stand out from the rest. The leather is inverted at various points along its length to create a unique braid pattern while the smooth sections feature metal studs. Bailey's exclusive LiteFelt® finish make the…

(1)
$110.50
Available Colors:
  • OLIVEMIX
  • BEAVER

…  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, grosgrain ribbon bound brim and…

$205.00
Available Colors:
  • HONEY

…Made in Mexico   Bailey's Vaquero 10X Palm Straw Western Hat is a classic wide brimmed western hat made in Mexico of palm straw. With its cattleman crown and a wide shovel brim, the Vaquero is sure to make a statement wherever you go. Features a narrow leather hat band neatly secured by a…

$80.75
Available Colors:
  • BLACK

…Western Hat by Bailey!   Approx. 4 1/2" Cattleman Crown 4" Flared Overwelt Brim   Made of: 100% Toyo Straw (4X) - Firm Finish   Made in Mexico Vent-Weave Crown Genuine Leather Hat Band with Accents & Side Buckle Dri-Lex® Moisture-Wicking Sweatband Bailey Crown Tip…

$70.00
Available Colors:
  • NATURAL

…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 craftsmen. The hat is trimmed with a Japanese grosgrain…

$225.00
Available Colors:
  • BLACK
  • TAN

…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 Bailey metal pin, and a unique grosgrain ribbon band…

$123.25

…Teardrop Fedora Hat by Bailey also boasts a distinctive polished felt finish, resulting in a lustrous finish and silky felt texture. Trimmed with a deluxe Japanese grosgrain ribbon hat band and small Bailey side pin, the Criss Wool LiteFelt Long Teardrop Fedora Hat is a gorgeous addition to your hat

(2)
$144.50

  Firm, structured, virtually impenetrable...the Bailey 1922 Dalton Cotton Blend Rain Safari Fedora Hat is an ideal find for wanderers and weather lovers everywhere. One of the premier water-resistant hats in the industry, the broad-brimmed Dalton is a rugged and rustic homage to the…

(30)
$75.00
Available Colors:
  • BLACK
  • NAVYBLUE
  • CHINO
  • TAN

…Felt Fedora Hat is crafted of 100% virgin wool with a luxurious sueded finish. Lanolux hats undergo an extra sanding process to create a lightweight and packable "Touch Me" finish for an unbelievably soft feel. Trimmed with a smooth leather hat band edged with cording, this handsome hat makes an…

(1)
$136.00

…Made in the USA   Featuring Bailey's proprietary Elite Finish, the Bogan 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 unbelievably supple…

(1)
$164.05

…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 unbelievably supple…

(3)
$164.05

…Elite Velour Wool Felt Fedora, brought to you by Bailey.    Approx. 4 3/8" Center Pinch Crown 3" Downturned Brim   Made of: 100% Wool   Made in the USA Velour Finish Double-Wrapped Leather Hat Band Bailey Wood-Chip Logo Underwelt Brim  Dri-Lex Absorbent Sweatband…

$174.25

…Gambler Hat is then treated with a 'hand-cooked' shellac for the heritage stiffened touch. No detail has been overlooked on the Bailey 1922 Lang Elite Wool Felt Gambler Hat.   Approx. 4 1/4" Teardrop Crown 3" Snap Brim   Made of: 100% Wool Felt   Made in the USA Bailey

$187.00
Available Colors:
  • BLACK
  • DENIMBLUE
  • ARMYGREEN

…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 teardrop crown and all-around snap stingy brim. A striped inlaid "hat band" adorns the…

(6)
$90.00

…  Bailey presents the Desert Knight Bangora Straw Western Hat just in time for spring and summer. Crafted of lightweight Bangora straw, the Desert Knight features a classic firm finish and striking vent-woven crown. Accents include a two-ply grosgrain hat band with ties, a Bailey spur side…

$60.00
Available Colors:
  • BLACK

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