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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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141 - 168 of 359 Products
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  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

  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

  Please Note: This piece fits a little loose. Made in the USA Introducing the Trigger Wool Felt Western Hat by Bailey. This is another great example of the perfect look. The self wool felt hat band blends with the hat which causes the minature belt buckle to truly…

$140.00
Available Colors:
  • BLACK

  Made in the USA   Bailey Hat's most popular fedora. This premium wool felt is created with their exclusive blend of 100% virgin wool fibers, specially finished by their skilled craftsmen resulting in superior quality and unequaled value.   Approx. 4" Center Pinch Crown 2…

(6)
$155.00
Available Colors:
  • BLACK

  What do you get when you cross Kangol's popular terry textured Bermuda finish with their timeless 504 cap? The Bermuda 504 Ivy Cap, of course! Made in their signature seamless 504 ivy cap shape, this style boasts the incredible breathability and casual appeal of their famous Bermuda finish.…

(2)
$70.00
Available Colors:
  • BLACK
  • LIGHTBLUE
  • NAVYBLUE
  • SCARLETRED

  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…

(6)
$170.00
Available Colors:
  • NATURALBLACK

  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

  Made in the USA   The distinct crown of the Bailey Jutland Wool Felt Gus Western Hat stands out amongst the rest of western headwear. As one of the oldest crown shapes, this veteran is seen from felt to straw, from the low plains to the mountain range. The sturdy 2X wool felt body…

$145.00
Available Colors:
  • TAUPE

  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…

$240.00
Available Colors:
  • NATURAL
  • NAVYBLUE

  Crazy about ivy caps? The Washed Cotton Ivy Cap by Kangol is the perfect addition for a flat cap enthusiast! This cap is as classic as they come. Features 100% cotton and a simple, no frills body. Plus, the neutral colors make it easy to style: a wardrobe staple!   Approx. 9 1/2''…

$60.00
Available Colors:
  • BLACK
  • KHAKI
  • 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

  Made in the USA   The Godwin Elite Superine Velour Wool Felt Fedora features Bailey's newest finish, a wool velour. Designed with sustainability in mind, this finish is made to mimic the feel of fur felt but is made completely of wool. A buttery-soft genuine leather hat band with a…

$212.50
Available Colors:
  • EGGPLANT
  • TAUPE

  It's all about the subtle details with the Ronit Toyo Straw Blend Trilby Fedora Hat by Bailey. The multi-colored braid adds dimension while the colorblocked grosgrain ribbon hat band adds contrast and interest. These finer details come together to a create a hat with effortless charm. …

$80.00
Available Colors:
  • NATURAL

  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

  The Furgora 504 Ivy Cap by Kangol features their iconic 504 ivy cap shape with a bold and funky angora fur felt finish. Incredibly soft to the touch, their angora blend features a loose fur finish, adding texture and dimension to this otherwise classic ivy cap. A rib knit stretch sweatband…

$55.25
Available Colors:
  • COCOA
  • IVORY

  FINAL SALE   The Wavy Stripe Knit 507 Ivy Cap by Kangol features color-blocking combined with alternating texture and a subtle wave pattern. Its classic 507 ivy cap style gives this cap a slimmer profile and a deeper fit, reminiscent of baseball caps. Style and comfort meet to…

$24.00
Available Colors:
  • BLUE
  • PEACH

  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   A classic styled fedora by Bailey, the Ernest Elite Velour Wool Felt Fedora Hat. With a wide Japanese grosgrain ribbon hat band which has been finished with a single horizontal pleated tail. A dipped nail is strategically tucked behind, its a Bailey signature. And…

$135.00
Available Colors:
  • BROWN
  • BLEACH

  Made in the USA   The 1890s slang word hightail originated from US cattle ranches, where many animals flee with their tail up. The Bailey Hightail Wool Felt Western Hat is made of a 2X wool felt firm/stiff body; it has a plaited cotton cord hat band, topped with a tricolor woven…

$127.50
Available Colors:
  • SILVERBELLY

  Handwoven in Ecuador, Blocked & Finished in the USA   The Cutler is a most excellent and stylish Cuenca weave Panama. This beauty from Bailey is the perfect casual summer fedora. It comes complete with a stunning leather band and with Bailey embossed logo.     Approx.…

(4)
$190.00
Available Colors:
  • NATURAL

  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

  A tasteful and elegent ivy cap from Bailey, the Liam Linen Cotton Ivy Cap! Made of linen and cotton blend, this hat features a subtle windowpane plaid pattern. A new Bailey favorite, especially with the finishing touches of a cotton twill sweatband and fully lined interior.    …

$90.00
Available Colors:
  • BEIGE

  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

  Kangol presents their famous Bermuda Casual Bucket Hat featuring their proprietary soft and textured terry-like Bermuda fabric in a golden age of hip-hop inspired bucket shape. The Bermuda Casual Bucket Hat is soft, packable, crushable, and breathable. Make a splash at the beach, pool, or…

$85.00

  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

  Designed for those who thrive in the great outdoors and seek sun protection, Bailey's Dario Toyo Straw Blend Lifeguard Hat has an extra wide downturned brim perfect for keeping harmful rays off your face. The chin cord with adjustable toggle allows for extra security no matter the adventure.…

$100.00
Available Colors:
  • NATURAL

  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's Briles 2.0...the Brodnax Shapeable Open Crown Wool Felt Fedora Hat! Like the Briles, the Brodnax is an innovative hat that is shapeable. The open crown and brim is customizable, giving you countless looks in one hat. With the Brodnax, Bailey has added…

$178.50
Available Colors:
  • BLACK

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