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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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  • Retail (174)

Bailey Hats

1 - 30 of 174 Products
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Related Categories: Bailey | Bailey Of Hollywood | Bailey Caps

  Made in the USA The Bailey Wynn teardrop fedora 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: 100%…

$70.55
Available Colors:

…with Bailey's fashion forward Jett Nap 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 and character. The hat comes fully lined in satin. 4" crown and 2" snap-brim. 18 lignes gros-grain hat

$80.75
Available Colors:
  • BLACK

…and unequaled value.   Approx. 4" crown 2 1/2" snap brim   Made of: 100% Wool Felt - Stiff Finish   Grosgrain ribbon hat band Removable side feather Bailey imprinted on hat band Satin Lining Poly Blend Sweatband   Sizes: S, M, L, XL, XXL and XXXL  

$80.75
Available Colors:
  • BLACK

  Made in the USA The Barr from Bailey Hats is a new update to Bailey's famous Merino Suede. Lanolux is made of 100% virgin wool with a sueded finish. These luxurious hats emply an extra sanding process to create a lightweight and packable "Touch Me" finish that gives it an…

$110.00

…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 Bailey hat pin.     Approx. 4" Crown 2 7/8" Pre-snap Brim   Made of: 100% Genuine…

$119.00
Available Colors:
  • NATURAL

…The Gysin Teardrop Fedora Hat by Bailey features a natural horse hair hat band and a supple goatskin leather sweatband. Made from 100% wool felt with a proprietary Doeskin stiffened finish, the Gysin Teardrop Fedora Hat is a stylish cross between traditional dress hat and a western. A showcase of…

$170.00
Available Colors:
  • BLACK
  • CHINO

  A classic bucket hat from Bailey, the Clapcott Rain Bucket Hat has a few added features for extra functionality. Its water resistant fabric helps keep you dry while the back of the crown boasts a storage zipper to handily store your cash, ID or credit cards. Inside, the Clapcott is fully…

$60.00
Available Colors:
  • BLACK

…  Approx. 3 7/8" Crown 1 3/4" Brim   Made of: 55% Toyo Straw 45% Polyester    Self Hat Band Cotton Sweatband Bailey Side Pin OR Tag Unlined    *Due to different shipments from Bailey, hats may either have a Bailey pin or a Bailey tag on the hat band.*

$51.00

…Western Hat by Bailey. This cowboy hat is equpped 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 happening.   Approx. 4 1/2" Cheyenne Crease Crown  4" Brim   Made of: 100% Wool Felt   Leather Hat

$70.00
Available Colors:
  • BLACK

…The new Lanth Polished Wool Felt Fedora Hat by Bailey boasts luxurious polished wool for incredible softness and a lovely sheen while remaining completely packable. Its classic tear drop crown design is trimmed with a wool felt hat band, micro Bailey staple side pin, comfort sweatband and custom…

$135.00
Available Colors:
  • OXBLOOD

…in the USA   The Bailey Sturges Wool LiteFelt Fedora Hat is crafted in the USA using Bailey's exclusive wool LiteFelt® finish that gives the Sturges its soft and packable feel as well as its water repellent properties. Trimmed with a braided waxed cord hat band, Sturges is finished with…

$105.00

…Fedora Hat has a luxurious look and feel. Hats made with Bailey's 606 Finish start with the finest 16-micron wool that is then double carded, extra hand wet felted with added shellac to achieve a light sheen. The Coeburn is richly trimmed with a genuine suede leather hat band, micro Bailey staple…

$140.00
Available Colors:
  • BLUEBLACK

…Dillinger 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" Brim   Made of: 100% Wool Felt   Lined Grosgrain Hat Band Leather…

$100.00
Available Colors:
  • BLACK

…Western Hat by Bailey. This is the classic black western hat of your dreams. It's sleek and stylish and will go with just about anything. You can't go wrong with this piece.   Approx. 4 1/2" Cattleman Crown  4" Brim   Made of: 100% Wool Felt   Ribbon Hat Band Lined…

$72.00
Available Colors:
  • SILVERBELLY
  • BLACK

…loose. Made in the USA Introducing the Alamo Western Hat by Bailey. This is a great piece to add to your collection. The style cattleman crown mixed with the diamond stud accents on the leather hat band create the perfect classic look to wear just about anywhere.   …

$70.00
Available Colors:
  • BLACK

…Trigger Western Hat by Bailey. This is another great example of the perfect look. The hat band blends with the hat which causes the minature belt buckle to truly shine.   Approx. 4 1/4" Cheyenne Crown  4" Brim   Made of: 100% Wool Felt   Wool Felt Hat Band Lined…

$70.00
Available Colors:
  • BLACK

… Made in the USA Introducing the Navarro Western Hat by Bailey. This is a great hat for the true journey man. This piece will keep its shape throughout your trip and will keep you protected along the way. The hat band is created with swirled leather material to give a truly artistic…

$72.00

…the Palisade Wool LiteFelt Western Hat by Bailey. The hat band alone will make this hat stand out from the rest. The leather is inverted at various points along its length to create a unique braid pattern while the smooth sections feature metal studs. Bailey's exclusive LiteFelt® finish make the…

$68.00
Available Colors:
  • OLIVEMIX
  • BEAVER

  Made in the USA Introducing the Jericho 3x Western Hat by Bailey. This piece is truly gorgeous. The hat band was created with pieces of leather attached to one another by three metal accent links on the front. The inside is lined to make sure it will keep you warm during those…

$95.00
Available Colors:
  • MOLE

  Introducing the Bailey Tennessee Fedora Hat. This is a great lightweight summer hat to keep you cool and protected from the sun at the same time. The brim and the crown are two different colors but the plaid hat band make them sync perfectly together. You can't go wrong with this…

$55.25
Available Colors:
  • TANBROWN

…flair, the Derian Toyo Straw Outback Hat by Bailey features their exclusive new Endura finish which helps the hat maintain its shape even after getting wet. Lightweight, pliable and completely packable, Derian is finished with a pattern woven hat band and Bailey side pin. Inside, an absorbent…

$100.00

…Please Note: This piece fits a little loose. Made in the USA Introducing the Emmett Western Hat by Bailey. This piece includes a trim on the brim that matches the hat band to create a gorgeous synchronized look. This piece is great for an evening out.   Approx. 4…

$95.00
Available Colors:
  • BLACK

…Felt Fedora Hat has a crown you don't see every day. This piece is a great hat to add to your collection because it is unique and is made to perfection.   Approx. 4" Crown 2 3/4" Brim   Made of: 100% Fur Felt   Made in the USA Grosgrain Hat Band Bailey Side Pin…

$350.00

  Made in the USA Introducing the Recoil Wool LiteFelt Western Hat by Bailey. Accented with a stylish leather hat band trimmed with feathers, this style is finished with a flared brim for a quintessentially western look. Its exclusive LiteFelt® finish makes the Recoil Western both…

$68.00
Available Colors:
  • FALLBROWN

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 band with buckle, you too can be riding off into the sunset in the ultimate in American styling. 4" cattleman crown 4" brim …

$130.00
Available Colors:
  • BONE

  The Bailey Telemannes Pork Pie Hat is a modern interpretation of the timeless pork pie hat. Constructed from their proprietary mixed-color braiding and offset with an inset contrasting solid band, the Bailey Telemannes Pork Pie Hat separates itself from the pack with its bold and…

$55.25

  Made in the USA Introducing Bailey's Konrath Shantung LiteStraw Fedora Hat. This is a gorgeous straw fedora crafted of premium shantung straw and boasts Bailey's exclusive LiteStraw® for a lightweight, supple and water resistant finish. You can't go wrong with this piece. …

$150.00
Available Colors:
  • NATURAL

…  Introducing the Bailey Roll Up II Panama Straw Fedora Hat that can be rolled and placed into a bag for traveling. It is lightweight, comfortable and an all-around great find. Get the traditional Optimo crown Panama hat look with the Bailey Roll Up II Panama Fedora Hat!   Approx.…

$215.00
Available Colors:
  • NATURAL

  Combining toyo straw (paper) 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…

$51.00
Available Colors:
  • NATURAL
  • NAVYBLUE

…for help with sizing.  S = 6 3/4 M = 7 L = 7 1/4 XL = 7 1/2   The Bailey of Hollywood Mahlon Leather Bucket Hat is for the individual that wants to own all of the different kinds of bucket hats available. It is easy to pack and the beaten the leather gets the better it looks.…

$150.00
Available Colors:
  • BROWN

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