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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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1 - 28 of 45 Products
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  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 the USA   Bailey's Guthrie 7X Shantung Straw Western Hat is made in the USA of high-quality, stiff 7X shantung straw in a classic cattleman design. Its lightweight design features a cattleman crown with three ventilation eyelets per side, a narrow two-ply grosgrain ribbon…

$110.00
Available Colors:
  • IVORY

  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

  Featuring a soft and relaxed garment washed cotton twill construction, the LoPro Washed Cotton Strapback Baseball Cap by Otto is a comfortable, unstructured classic baseball cap. A low profile unstructured crown allows for a great fit and comfortable wear all day long. This baseball cap…

(4)
$14.95

  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

  Please Note: This style fits towards the smaller end of its generalized letter size. See below or call us at 1-888-847-4287 for help with sizing. S = 6 3/4 M = 7 L = 7 1/4 XL = 7 1/2 XXL =7 3/4   Made in the USA Are you missing that one hat from your collection? I bet it…

(2)
$160.00
Available Colors:
  • BROWN
  • WHITE
  • BLACK

  Made in the USA The Briar Wool LiteFelt Fedora Hat is a great basic to have in your collection of hats. Featuring a safari-inspired design, the Briar adds a few stylish updates including a teardrop crown and handsome leather hat band. Great for both men and women, the Briar adds…

(2)
$110.50

  UPF 50+ Sun Protection   This hat provides 360 degrees of complete sun protection. As the sun rises above the horizon, you'll be glad to be wearing this hat. Worn by river guides, eco-travelers, kayakers, fishermen, endurance athletes, and even those adventuring in the…

(20)
$46.00

  Made in Mexico    Introducing the Bailey Evers 10X Toyo Straw Western Hat. This is a great piece to keep you safe from the sun while enjoying something that you love. The crown has a vented pattern to make sure you are comfortable the whole time you are wearing it.    …

$90.00
Available Colors:
  • IVORY

  UPF 50+ Sun Protection   The Sun Tripper Cap offers effective sun protection performance in stylish urban fashion. A great sun hat to introduce your teens to the important concept of sun protection! This cap is for the young - and the young-at-heart. The convenient, foldable…

(4)
$38.00
Available Colors:
  • BLACK
  • CREAM
  • TIMBER

  Stacy Adams Wool Felt Derby Hat is a hat for the customers that aren't a fan of the crushable hats. This piece is stiff and will stay to its original form if you take care of it. The lining in this hat is gorgeous and makes this piece a true classic.   Approx. 4 1/2" Round Crown …

(2)
$85.00
Available Colors:
  • IVORY
  • BLACK

  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

  UPF 50+ Sun Protection   The Sunday Afternoons Sun Guide Cap is perfect for the outdoors! Whether you're fishing, gardening, boating, biking, backpacking, or participating in any endurance sport, this is the hat for you!   Wear it 6 different ways: * Wide Bill…

(6)
$46.00

  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

  UPF 50+ Sun Protection   Created for the active individual who enjoys the outdoors.  Embrace the fresh air and protect yourself from the sun while tilling the garden or putting on the green.   Approx. 4" Brim 5" Neck Flap   Made of: Fabric - 100% Nylon Mesh…

(19)
$42.00
Available Colors:
  • CREAM
  • WHITE
  • SAND

  Made in the USA   Dress to impress with the Pageant II 2X Wool Felt Western Hat by Bailey! Featuring a classic cattleman crown and dramatic flared brim, the Pageant II is crafted of genuine 2X wool felt. Trimmings are kept at a minimum for an elegant finish and include a self-felt…

$150.00
Available Colors:
  • WHITE

  UPF 50+ Sun Protection   Beauty and function combined into one perfect hat for ultimate sun protection. The pleated neck veil provides ample coverage as does the wide brim in the front.   Approx. 4 1/2" Brim 7 1/2" Pleated Neck Flap   Made of: 100% Nylon …

(2)
$46.00

  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

  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

  Introducing the Cannery Row Wool Felt Fedora Hat by Stacy Adams. This is a great classic style fedora that will be your favorite for years to come. A traditional silhouette that conjures up characters of film noir or pulp fiction, mystery and suspense will be at the ready with the Stacy…

(3)
$75.00
Available Colors:
  • IVORY

  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

  Handwoven in Ecuador, Blocked & Finished in the USA   A classic panama with some funky color combinations, may we present the Cuban Panama Straw Fedora Hat by Bailey! Panama hats are a summer wardrobe staple but what makes the Cuban so unique is the two-toned Japanese grosgrain…

$220.00
Available Colors:
  • BLEACH

  Made in the USA An excellent quality cattleman, the Lightning Wool and Angora Felt Cowboy Hat from Bailey is the classic cowboy hat. With its matching felt band and buckle, you too can be riding off into the sunset in the ultimate in American styling.   Approx. 4 3/4"…

$185.00
Available Colors:
  • WHITE

  Limited Edition   Looking for a sleeker and lighter option, go with the Glasbury Cotton Herringbone Newsboy Cap by Baskerville Hat Company. Similar to the Llanddew, this is the same hat but as a newsboy! With a stylish herringbone pattern featuring colors for the warmer months.…

$34.95
Available Colors:
  • IVORY

  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…

$65.00
Available Colors:
  • TAN
  • WHITE

  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

  Limited Edition   Looking for a sleeker and lighter option, go with the Llanddew Cotton Herringbone Ivy Cap by Baskerville Hat Company. With a stylish herringbone pattern featuring colors for the warmer months. Details include a single snap bill, grosgrain ribbon sweatband, and…

$34.95
Available Colors:
  • IVORY

  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

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