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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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85 - 112 of 253 Products
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  Made in the USA   Featuring an elite finish, the 100% wool felt Ammon Wool Felt Teardrop Fedora Hat by Bailey is astonishingly silky to the touch. A classic teardrop crown (aka C-Crown) and all around downturned brim characterize this elegant fedora hat. Finished with a Japanese…

(1)
$164.05

  Made in the USA   The Bailey Guthrie is made of a new softening and finishing technology for Shantung Straw which creates an incredibly comfortable and flexible fit. As an added bonus, this is one of the few straw hats that is actually water resistant. The hat comes with the…

(7)
$170.00
Available Colors:
  • NATURALBLACK

  Made in the USA  Made in the USA and part of their Frontier Collection, Bailey's Clayton Wool and Fur Felt Blend Gus Western Hat is all quality and tradition. With a traditional gus crown, this stiff western also features an expertly crafted pencil rolled brim. The finest wool…

$170.00
Available Colors:
  • BLACK
  • PECAN

  The Rodano Two Tone Poly Braid Fedora Hat by Stacy Adams is all-style with its two tone design in both the poly braid and grosgrain ribbon hat band. This phenomenal fedora features a breathable, unlined interior thanks to the poly braid crown. The vegan leather sweatband is incredibly…

(1)
$65.00
Available Colors:
  • TAN
  • WHITE

  Made in the USA   A great companion on adventures, the Calaway Crushable LiteFelt Wool Outback Hat is crafted from Bailey's signature LiteFelt wool making it water repellent and shape retentive. Comes with a genuine leather hat band with metal and threading accents. Casual but with…

$110.50
Available Colors:
  • OLIVEGREEN

  Just in time for those hot summer months we present the Stacy Adams Belmont Braid Pinch Crown Stingy Brim Fedora Hat. Combining a classic pinch crown, grosgrain band and accent feather with a modern "stingy" brim and breathable material, the Stacy Adams Belmont Braid Pinch Crown Stingy Brim…

(1)
$42.00
Available Colors:
  • WHITE

  The Noclin Leather Newsboy Cap by Bailey is crafted of smooth, soft-to-the-touch leather in a classic 8-panel newsboy design. Embellished only with a small Bailey side pin, the Noclin Newsboy is finished with a double-snap bill, grosgrain ribbon sweatband and quilted satin lining. Treat…

(2)
$123.25
Available Colors:
  • BLACK

  Please Note: This hat boasts a floppy brim. This is the intended look of the hat.    Made in the USA   The Bailey Jackman Packable Wool LiteFelt Fedora Hat is a prime example of a casual unstructured hat. Think of Jed Clampett, Deliverance, 60’s Hippies. If you want look…

$127.50
Available Colors:
  • BLACK
  • DARKBROWN
  • CHARCOAL
  • BURGUNDY

  Made in the USA   The Bailey Harker Wool Felt Bowler is possibly inspired by Jonathan Harker, one of the protagonists in Bram Stoker's Dracula. The jet nap finish on the wool felt modernizes this sleek derby sleek.   Approx. 4 1/4" Round Crown 1 1/2" Rolled Brim …

(3)
$131.75
Available Colors:
  • BLACK
  • HEMLOCK

  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 Mexico   Bailey's Verdi Open Bangora Straw Western Hat boasts a striking two-tone ivory and brown stylized weave in a tall open crown and wide brim design. A narrow grosgrain hat band in rich brown beautifully complements the Verdi's aesthetic while its interior is finished…

$90.00

  Made in the USA   The McCrae Wool Felt Gus Western Hat from Bailey features one of the most unique and oldest crown shapes in western headwear, the Gus crown. This crown was made famous by Robert Duvall's character in Lonesome Dove, Augustus McCrae, abbreviated to Gus. Made in the…

$160.00
Available Colors:
  • BLACK

  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…

$72.25

  Please Note: Sizing for this style runs large. See below or call us at 1-888-847-4287 for help with sizing. S = 7 - 7 1/8 M = 7 1/4 L = 7 3/8 - 7 1/2 XL = 7 5/8 XXL = 7 3/4   Made in New Zealand   The McKenzie Waxed Cotton Outback Hat is a staple amongst New Zealand…

(4)
$89.95
Available Colors:
  • BROWN

  Handwoven in Ecuador; Blocked & Finished in the USA   Bailey's Moren Vented Panama Straw Western Hat is a genuine Panama straw hat handwoven in Ecuador then blocked and finished in the USA. Featuring geometric venting along its classic cattleman crown, the Moren is finished…

$250.00

  Made in New Zealand   The Storm is a soft crushable crown bucket hat made of Australian oilskin waxed cotton. Water repellent, the hat is designed with self taped external seams and extra soft polar fleece lining for extra warmth.   Approx. 3 1/2" Square Crown 2 1/4"…

(4)
$69.95
Available Colors:
  • BROWN

  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

  Please Note: This piece fits a little loose. Please Note: This style features an aged and stained 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…

(4)
$130.00

  Made in Mexico   Bailey's Derren Bangora Straw Western Hat features a bangora straw build with a firm finish and handsome detailing. Its classic cattleman crown is accented with stylized weaving along its sides and trimmed with a narrow grosgrain hat band and Bailey side pin. Its…

$85.00
Available Colors:
  • IVORY
  • TAN

  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 the USA   Need an high-performance outdoor style that doesn't skimp on looks? The Redline Wool LiteFelt Safari Fedora Hat by Bailey features their proprietary wool Litefelt® that makes the Redline completely packable, crushable, and water resistant. This style is trimmed…

(1)
$112.00
Available Colors:
  • BLACK
  • CAMEL

  Made in Mexico   Stacy Adams' Max Braided Fedora Hat is a sleek fedora with the quality craftmanship Stacy Adams has become known for. Made in Mexico, don't let the minimalistic design of the Max fool you. The hand braided and sewn body of this hat takes great technique and is…

$84.00
Available Colors:
  • BLACK

  Made in Mexico   The Big Bend Bangora Straw Western Hat by Bailey features crown vent detailing and a genuine leather hat band. Further details include a Bailey side pin, flared overwelt brim, moisture-wicking sweatband, and Bailey crown tip. Perfect for warm weather, the Big Bend…

$70.00
Available Colors:
  • IVORY

  Made in the USA   A classic pinch crown fedora hat with a few luxurious touches, the Flume Velour Fur Felt Fedora Hat by Bailey is a sumptuous new offering from Bailey 1922. Trimmed with a smooth leather hat band and removable black side feather, the Flume is simply breathtaking. A…

$318.75
Available Colors:
  • AUBERGINE

  Handwoven in Ecuador, Finished in the USA Have you ever wanted to sport the style of the late and great Charlie Chaplin but didn't want to sweat through summer in a wool hat? Well now you don't have to. Introducing the Bailey Chaplin Panama Straw Bowler Hat with the heart of a…

(2)
$200.00
Available Colors:
  • BLEACH

  Please Note: The color 'Army Green' has a very strong brownish tint to it and appears more brown than green. Made in the USA The Curtis Wool LiteFelt Safari Fedora Hat is one of the most practical hats in the Bailey line. The classically designed safari fedora repels…

(11)
$130.00

  Please Note: Sizes run on the lower end of each generalized letter size (see examples below). S = 6 3/4 M = 7 L = 7 1/4 XL = 7 1/2 XXL = 7 3/4   Introducing the Stacy Adams Wool Felt Homburg Hat. Not everyone is ready to own a homburg or feel that they can pull it off but those…

(2)
$85.00
Available Colors:
  • BLACK

  Handwoven in Ecuador, Blocked & Finished in the USA   The Crispin Panama Straw Fedora Hat shows the craftmanship and care that goes into each design by Bailey! Adorned with only a braided leather hat band, the Crispin is anything but simple. The alternating weave in this…

$204.00
Available Colors:
  • NATURAL
  • NAVYBLUE

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