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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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  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…

$63.75

  Crafted with a telescope crown and curved brim, the Little Joe Wool Felt Gambler Western Hat by Eddy Bros is not your usual western hat. Floral embossing, metal button accents and triple chain detailing at the front of its faux leather hat band give the Little Joe an edgy feel. Made with a…

(9)
$65.00
Available Colors:
  • BLACK

  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…

(29)
$85.00

  The Western Wool Felt Gambler Hat by Eddy Bros features a classic telescope crown gambler style with a western twist. Crafted of 100% wool felt with a soft, packable finish, the Western Gambler is accented with a western-inspired conch faux leather hat band tied at the side. Unlined for…

(13)
$70.00
Available Colors:
  • BLACK
  • BROWN

  Bailey introduces the Craig Polybraid 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…

$85.00
Available Colors:
  • NATURAL
  • WHITE
  • BLACK
  • MOCHA

  Made in Greece The Aegean Greek Fisherman Cap is perhaps the most popular hat, year-in-and-year-out, in the Western world. This all cotton cap is fully lined and a big favorite with professional seamen. Rugged and practical enough to handle all kinds of weather, the "Greek" is also a…

(117)
$44.00
Available Colors:
  • BLACK
  • NAVYBLUE
  • WHITE

  Please Note: These fit a little tight from front to back so we recommend ordering 1 size up.    Made in Mexico   Introducing the Kent Toyo Straw Western Hat by Eddy Bros. This is one great looking cowboy hat. There are three side vents on both sides of the crown to make…

(2)
$55.00
Available Colors:
  • IVORY

  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 teardrop crown and all-around snap stingy brim. A…

(6)
$90.00

  Please Note: This style runs a bit tight so we recommend ordering 1 size up.    Made in Mexico   Introducing the Cutter Toyo Straw Western Hat by Eddy Bros. This is a very affordable piece to wear out on the ranch or out around the town. The three eyelets on each side of…

$55.00
Available Colors:
  • IVORY

  No other flat cap is more distinctive than the oversized Newsboy Cap; Bailey's new Shawk Linen Newsboy Cap has the look! Made of lightweight and breathable linen, the Shawk Newsboy Cap features an oversized 8-panel crown and single-snap bill. The sole accent is a wooden Bailey side pin and…

(1)
$44.20
Available Colors:
  • BLACK
  • TAN

  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

  Made in Greece   This is an authentic Greek Fisherman's Cap - Made in Greece - beware of knockoffs. Perhaps the most popular hat year in and year out in the Western world, the Wool Greek Fisherman's Cap is fully lined and a big favorite with professional seamen. Rugged and…

(244)
$44.00

  Made in Greece   The Captain's Wool Cap is an authentic Greek-style cap with the captain's insignia and scrambled eggs embroidered in gold thread. Aegean's Captain's and Fisherman's caps are famous the world over for their craftsmanship and classic seafaring look. Ideal for seamen…

(22)
$60.00
Available Colors:
  • BLACK

  Classic styling and skilled craftsmanship make the Bailey 1922 Salem Braided Fedora a style to be proud to own. The soft/packable sewn braid construction, center pinch crown, with striped grosgrain band of the Salem qualify this fedora as a carryover classic. This fantastic, unlined…

$85.00

  Made in Mexico   Since 1929, Eddy Bros has been making quality hats with style and class and the same goes for the Reed Toyo Straw Gambler Hat. This gambler has a stiff body with the classic telescope crown and dramatically curved brim. The hat band is made of leather with metal…

$70.00
Available Colors:
  • BLACK

  Please Note: This style runs one size (1/8) too small. See below for fit or call us at 1-888-847-4287 for help with sizing.  6 3/4 = 6 5/8 6 7/8 = 6 3/4 7 = 6 7/8 7 1/8 = 7 7 1/4 = 7 1/8 7 3/8 = 7 1/4 7 1/2 = 7 3/8 7 5/8 = 7 1/2 7 3/4 = 7 5/8   Made in Mexico   Bailey…

$60.00
Available Colors:
  • BLACK

  Celebrate a classic silhouette with Bailey's Carver Toyo Straw Blend Pork Pie Hat. Part of their spring/summer straw hat line, the Carver features classic details like a snap brim and telescope crown with a wide grosgrain ribbon and heathered thin ribbons stitched on top as a modern hat…

$90.00
Available Colors:
  • NATURAL
  • NAVYBLUE
  • BLACK

  Introducing the Bailey Wait Sewn Braid Straw Pork Pie Hat. This is a great casual and flexible pork pie hat. It form fits to your head and isn't stiff, so it's very comfortable for all day wear.   Approx. 4" Telescope crown 1 1/2" Snap Brim   Made of: 56% Toyo Straw 37%…

(4)
$95.00

  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 brim that calls out to young headwear enthusiasts. This popular short snap-brim and teardrop crown are just perfect…

$63.75

  Made of crisp cotton in a medley of fun, bright colors, Bailey's Keter Cotton Ivy Cap is a new style for spring and summer. Crafted with a unique 6-panel design, the Keter Ivy Cap is trimmed with a small Bailey staple side pin, single snap bill and custom printed cotton lining. Add color and…

(6)
$63.75
Available Colors:
  • BEIGE
  • CHARCOAL
  • PINK

  Made in Greece The Greek Fiddler Wool Hat is the Village Hat Shop's signature hat.  With the same shape as the Greek Fisherman Cap but without the trim, you're ready to set sail!   Approx. 2" Bill   Made of: 85% Wool 15% Nylon   Composite Leather…

(51)
$44.00
Available Colors:
  • BLACK

  Eddy Bros presents their new Cougar Packable Wool Felt Western Hat crafted of packable wool felt with a water repellent finish. Whether you're looking for a new work hat or going-out-on-the-town hat, the Cougar Western is for you! Enjoy the comfort and convenience of a packable wool felt…

$65.00
Available Colors:
  • SERPENT

  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. The teardrop…

(8)
$85.00

  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

  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

  Please Note: These fit a little snug from front to back so we recommend ordering 1 size up.    Made in Mexico    Introducing the Bailey Fields 4X Toyo Straw Western Hat. This piece is created with a two-tone pattern throughout the crown and the brim. The vented crown…

(2)
$75.00
Available Colors:
  • NATURALTAN

  Tired of straw fedoras that crack or easily damage? The new Tate Braided Straw Fedora Hat by Bailey features its polypropylene "straw" that is braided and sewn for a lightweight and completely packable finish. Its classic fedora design features a pinch front crown accented with self hat band…

$80.00

  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

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Excludes wholesale/B2B, Certain Brand Restrictions, Special Orders or Where Otherwise Noted.