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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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113 - 140 of 259 Products
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  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

  Please Note: This piece fits a little loose. Made in the USA Introducing the Dynamite Wool Felt Western Hat by Bailey. This cowboy hat is equiped with a DRI-LEX® sweatband to make sure that if you are getting a little hot, your hat isn't going to show proof of that…

(2)
$135.00
Available Colors:
  • BLACK

  The Bailey Slater Fabric Ivy Cap adds a little bit of oomph to the standard flat cap style. The Slater features a contemporary five-panel design complete with single-snap bill and Bailey micro side pin. The sweatband and lining are lightweight for comfort and overall breathability. Ideal for…

$75.00

  Made in Belgium   The Glenplaid Cashmere and Wool Ivy Cap from City Sport Caps combines traditional classic with elegant luxury. Cashmere enhances the wool with warmth and texture, presented via the glenplaid pattern on the time-honored 5 point ivy design.    Approx. 9…

$111.95
Available Colors:
  • BROWN

  The Taxten by Bailey 1922 is a classic leather-paneled ivy cap with the casual appeal and presence of a true old-fashioned Sunday driving cap. On the interior, a finely woven grosgrain sweatband nicely accents custom Bailey lining, for a surprisingly rich experience. Continuing with this…

(4)
$123.25
Available Colors:
  • BROWN

  Made in the USA Introducing the Columbia Crushable Wool LiteFelt Western Hat by Bailey. This is a great piece for those that beat up their hats a little more than others. This hat's exclusive LiteFelt® finish allows the hat to bounce right back to shape after taking a hard beating…

(2)
$135.00
Available Colors:
  • PUTTY

  Santa Claus is coming to town with a new look thanks to the Candy Cane Santa Hat from Jacobson. Join in the holiday festivities with some extra cheer thanks to the hat's candy cane striped pattern. Also features green sequin stripes and a white pom-pom. We know you won't pout or cry wearing…

$14.95
Available Colors:
  • REDWHITE

  Dress just like Santa in this classic Christmas hat! The Velvet Santa Hat is a stocking cap designed with a white cuff and white pom-pom tip. Great for bringing holiday cheer to those around you or completing your Santa Claus costome, the Velvet Santa Hat is as classic as it gets.  …

$14.95
Available Colors:
  • REDWHITE

  Made in 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…

(1)
$138.00
Available Colors:
  • TAN

  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…

$51.50
Available Colors:
  • NAVYBLUE

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

  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

  Made in the USA   Bring back those classic western vibes with the Chisolm Wool Litefelt Cattlemen Western Hat by Bailey. Part of their Wind River collection, this classic western features a beautiful crushable/packable water repellent wool felt body with a comfortable…

$135.00
Available Colors:
  • NATURAL

  Made in the USA   The Dayton Raindura Outback Hat is part of Bailey's rugged Wind River® collection of western and outback styles. Made of toyo straw blend with a raindura finish, this is a revolutionary thermosetting yarn invented by Bailey. The Dayton is durable, shape retentive…

$138.00
Available Colors:
  • IVORY

  Made in Belgium with Genuine Irish Donegal Tweed Virgin Wool   Made of the world famous Donegal Tweed of Donegal, Ireland, this flat cap is known for both its warmth and durability. This traditional marl newsboy is of the highest quality. The Donegal Marl Tweed Wool Newsboy Cap is…

(8)
$109.00
Available Colors:
  • BLACK

  Fashion need not be so flashy, and the Graham Cotton Blend Ivy Cap epitomizes that adage with a flash of brilliance! The Graham Ivy has the classic profile of a cap, with the crown stitched to the bill, it reinforces a strong and sleek silhouette. Carefully crafted from water resistant…

(2)
$70.00
Available Colors:
  • TAN
  • BLACK
  • NAVYBLUE

  Made in Belgium with Genuine Irish Virgin Wool Donegal Tweed   Village Hat Shop Exclusive Say hello to the Herringbone Squares Donegal Tweed Wool Ivy Cap, one of City Sport Caps' newest additions to their already stellar line of flat caps. The Donegal Tweed…

$99.00
Available Colors:
  • MULTI

  Made in the USA   Bailey's Architect Fur Felt Cattleman Western Hat is the luxury experience in headwear. Crafted of superior fur felt, that you can keep in pristine condition thanks to the included hat brush. Handcrafted, this style takes a traditionally western silhouette with…

$382.50
Available Colors:
  • BUCKSKIN

  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 Belgium   The Matte Nappa Leather City Sport Cap gives off an air of confident intelligence with a sharp yet refined style. Featuring a fine smooth nappa leather, this flat cap is known for its softness and durability. Nappa leather is water vapor permeable and therefore…

(6)
$119.00
Available Colors:
  • CHOCOLATEBROWN
  • BLACK

  Made in Belgium with Genuine Irish Virgin Wool Donegal Tweed   Meet your new favorite winter accessory: City Sport Caps’ Herringbone Squares Donegal Tweed Wool Ivy Cap. Made in Belgium of 100% genuine virgin wool Donegal Tweed (handwoven in Donegal, Ireland), this iconic ivy cap…

$121.95
Available Colors:
  • BLUEGREEN

  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

  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…

$180.00
Available Colors:
  • NATURAL
  • BLACK

  Made in the USA   Bailey's Architect Fur Felt Cattleman Western Hat is the luxury experience in headwear. Crafted of superior fur felt, that you can keep in pristine condition thanks to the included hat brush. Handcrafted, this style takes a traditionally western silhouette with…

$382.50
Available Colors:
  • BLACK

  Bailey's new Duch Linen Plaid Five Panel Ivy Cap is crafted of breezy linen in a contemporary five-panel design. Featuring a cheery plaid pattern, the Duch is simply accented with a Bailey micro side pin and single snap bill. Great for a day on the green, or any other warm-weather outing,…

$85.00

  Made in the USA   An excellent quality 4X virgin wool and imported angora felt blend, the Lightning Western from Bailey is the classic cowboy hat. With it's self felt hat band with buckle, you too can be riding off into the sunset in the ultimate in American styling.   …

$185.00
Available Colors:
  • BONE

  There's not much sharper than the Berle Toyo Straw Blend Fedora Hat from Bailey! This neat hat's most eye-catching feature is its clean, striped grosgrain ribbon hat band wrapping around the vented toyo crochet crown. Plus, the cotton twill sweatband and unlined interior allow for a nice…

$105.00
Available Colors:
  • NAVYBLUE
  • VANILLA
  • NATURAL

  Made in the USA   Handwoven, revolutionary yarn allows the Rothney Raindura Straw Fedora Hat by Bailey to be thermosetting! After being blocked into a handsome fedora silhouette, the Rothney is treated with a ultra-light water repellent coating. The end result being a durable hat…

$140.00
Available Colors:
  • GREEN
  • IVORY

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