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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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57 - 84 of 277 Products
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  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

  Introducing the Bailey Waits 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%…

$95.00

  Made in the USA Introducing the Dillinger Wool Felt Western Hat by Bailey. I bet you don't have a top hat quite like this one. This is a great mix between the old west and a classic top hat look.    Approx. 5" Flat Top Crown  4 1/2" Pencil Roll Raw Edge Brim   …

$170.00
Available Colors:
  • BLACK

  Made in the USA   Want the Panama hat look but with greater function than a typical Panama hat can offer? The Blackburn Shantung LiteStraw Fedora Hat by Bailey features their exclusive LiteStraw® finish that not only lends a soft and supple feel to the straw but also helps it…

$180.00

  Made in the USA   Crafted in the USA of Bailey's superior fur felt blend, the new Ralat Superior Fur Felt Fedora Hat offers a classic pinch front crown and a stylish, wide brim. Trimmed with a Japanese grosgrain ribbon hat band and vintage flooring nail side detail, the Ralat…

$382.50
Available Colors:
  • BLACK
  • CHARCOAL

  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

  Made in the USA   Part of their outdoor-inspired Wind River line, the Bailey Morgan Crushable Wool LiteFelt Aussie Western Hat features their exclusive LiteFelt® making it both water repellent and packable. Crafted in a classic Australian/Outback western shape, the Morgan features…

(4)
$135.00
Available Colors:
  • OLIVEMIX

  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

  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

  Forget the practical wide brim for great sun protection, forget the elastic sweatband that makes this hat so comfortable to wear - wearing the sur la tete Milan Boater makes me feel like Madeline - ready to take on the world. Channel your inner Madeline by wearing the sur la tete Milan…

(14)
$49.95
Available Colors:
  • NATURAL

  Made in the USA   Get ready for something new with the Melton LiteStraw® Seagrass Gambler Hat from Bailey! This unique hat is made with seagrass, a durable and stain-resilient material perfect for any stylish adventurer. No matter your plans, this hat should be your go-to! …

(4)
$160.00
Available Colors:
  • NATURAL

  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

  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 Lang Elite Wool Felt Gambler Hat has a distinct teardrop crown, a mix of a telescope crown with a soft point. Bailey 1922 creates the elite…

$187.00
Available Colors:
  • BLACK
  • DENIMBLUE
  • ARMYGREEN

  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

  The Rokit Toyo Straw Braid Trilby Fedora Hat by Bailey is great-looking, packable/crushable and lightweight. Its stylish color-blocked two-tone design gives this hat a unique look while its coordinating striped hat band adds style. The Rockit can be dressed up or down, making it a versatile…

(2)
$80.00

  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 Kisner Wool Felt Open Crown Hat by Bailey is a minimalist styled hat with a high open crown and stiff brim. A laser etched detail on the back brim representing 'Thunder' and ultra-thin Bailey logo metal bar are the only accents on this very intentionally…

$148.75
Available Colors:
  • BLACK
  • SILVER

  Made in the USA   Featuring an elongated teardrop crown (aka C-Crown), the Criss Wool LiteFelt Long 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…

(2)
$144.50

  Bailey presents the Mullan Toyo Straw Blend Safari Fedora, part of their Bailey 1922 Breed collection. The Mullan Safari features a classic safari style design including center pinch crown and down-sloped brim. Its bright, two-tone weave adds dimension and texture while also being…

$100.00
Available Colors:
  • GREEN

  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

  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

  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…

$119.00
Available Colors:
  • GREEN
  • IVORY

  Made in the USA The Bailey Wynn LiteFelt Wool Fedora Hat is a simple yet elegant hat.  This hat has been factory treated and is water and stain resistant.   Approx. 3 7/8" Teardrop crown 1 1/2" Pre-Snap Brim (Front) 1" Curled Brim (Sides & Back)   Made of:…

(2)
$110.50
Available Colors:

  Handwoven in Ecuador, Blocked & Finished in the USA   Cousin Joe used to wear this hat as he wandered through the streets of the French Quarter back in the good old days of antediluvian New Orleans. Unbelievably, he rode out the storm with a supply of several 20-gallon jugs of…

(1)
$200.00

  Made in the USA   Elevate your style with Bailey 1922’s best-selling Tino Wool Litefelt® Trilby Fedora Hat. Handcrafted in the USA and made with the iconic and durable LiteFelt®, a treatment process on wool that makes it not only water repellant, but also retains its shape. A…

$110.50

  Made in the USA Another quality offering proudly crafted in the USA by experienced Bailey craftsmen! The Bailey 1922 Blixen Wool LiteFelt Fedora Hat is a classic felt fedora featuring a wide grosgrain hat band and sophisticated styling. Its exclusive LiteFelt® finish gives the hat…

(5)
$130.00
Available Colors:
  • BLACK
  • NAVYBLUE
  • COGNAC
  • BASALT
  • SILVERBELLY

  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

  Made in the USA   A classic gambler style with a western edge, the Rockett Raindura Straw Gambler Hat by Bailey features their exclusive new Raindura Finish which helps the hat maintain its shape even after getting wet. Pliable and completely packable, Rockett has a crease down its…

(3)
$140.00
Available Colors:
  • TAN

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