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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 (202)

Bailey Telemannes

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  There's just something comforting about the Bernick Wool Blend Baseball Cap from Bailey of Hollywood. Maybe it's the classic buckram supported front panels, maybe it's the comfortable and cushioned sweatband, or maybe it's the adjustable snap strap in the back. Whatever it is, this hat is…

$60.00
Available Colors:
  • OLIVEGREEN
  • BURGUNDY

  A classic baseball cap with a few upgrades, the new Leff Herringbone Strapback Baseball Cap features a classic herringbone print with a unique 'watermark' throughout. Featuring a soft and unstructured crown, the Leff has a comfortable fit without the stiffness of other ball caps. An adjusable…

$51.00
Available Colors:
  • BLACK

  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…

$45.00
Available Colors:
  • BLACK

  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 of Hollywood Billy is a top selling topper with a stingy…

(22)
$60.00

…wooden Bailey side pin, cotton sweatband and lining, and a sewn Bailey crown tip label.    Approx. 9 3/4" Length, Flat 10" Width, Flat 2" Sewn Bill   Made of: 100% Cotton   6-Panel Duckbill Design Wooden Bailey Side Pin Cotton Sweatband & Lining Sewn Bailey Crown…

$37.50
Available Colors:
  • RED

…Cap; Bailey's new Shawk Linen Newsboy Cap has the look! Made of lightweight and breathable linen, the Shawk Newsboy Cap features an oversized 8-panel crown and single-snap bill. The sole accent is a wooden Bailey side pin and the style is finished with a cotton twill sweatband and sewn Bailey label…

(1)
$42.50
Available Colors:
  • BEIGE
  • BLACK
  • SKYBLUE
  • TAN

  A classic baseball cap with a few upgrades, the new Leff Velvet Micro-Dot Strapback Baseball Cap features a plush velvet micro-dot finish for a luxurious look and feel. Featuring a soft and unstructured crown, the Leff has a comfortable fit without the stiffness of other ball caps. An…

$51.00
Available Colors:
  • BURGUNDY
  • NAVYBLUE

  Comfort and style combine beautifully with the Noah Duckbill Cap from Bailey of Hollywood. The intriguing 8-panel design features little more than a metallic Bailey side label, which is clean and simple. The illustrated interior lining adds an extra level of comfort not typically seen! …

$51.00
Available Colors:
  • NAVYBLUE

  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. …

$127.50
Available Colors:
  • NATURAL

  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…

(1)
$116.00
Available Colors:
  • BLACK

  The Taxten by Bailey of Hollywood 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…

(3)
$110.00
Available Colors:
  • BROWN

…Cap by Bailey!   Approx. 10 1/4" Length, Flat 8 1/4" Width, Flat 2 1/4" Extended Sewn Bill/Brim    Made of: 100% Cotton    Classic 8-Panel Newsboy Design Extended Sewn Bill/Brim Small Wooden Bailey Side Pin Comfort Sweatband Linen/Cotton Blend Lining w/ Bailey Crown…

$51.00
Available Colors:
  • BLUEWHITE

  Made 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…

$89.25

…  Bailey's unique Larsen Leather & Sisal Straw Fedora Hat boasts a singular design that combines lightweight sisal straw with smooth overlaid genuine leather. Crafted by expert Bailey craftsmen in the USA, the Larsen is simply breathtaking. A tonal side feather and Bailey staple pin…

$191.25
Available Colors:
  • NATURALBLACK

  When it comes to the Simnick Duckbill Cap from Bailey of Hollywood, simplicity is key. The 8-panel design has no muss and no fuss, just a small metallic Bailey side label. Underneath, the interior lining is decorated with small illustrations, proving that this hat is full of style! …

$64.00

…the USA   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! …

$215.00
Available Colors:
  • NATURAL

…blocked design, the Grimet Toyo Braid Straw Trilby Fedora Hat by Bailey is an eye-catching, sleek style. Crafted of extra fine braided Toyo straw for a lightweight and packable finish, Grimet keeps the details simple with only a small Bailey staple side pin. Its stingy snap brim can be worn snapped…

$52.50
Available Colors:
  • CHARCOAL

  Bailey's new Falc Striped Cotton Newsboy Cap features a classic 8-panel design in a timeless white and blue striped pattern. The Falc Newsboy is trimmed with a wooden Bailey side pin as well as a cotton sweatband and lining. Its heavy, workwear-weight cotton blend fabric is hard-wearing,…

(4)
$41.25
Available Colors:
  • DENIMBLUE

  You're comfortable and cool-looking when you're wearing the Stanley Fedora Hat from Bailey. This well-made fedora features a stiffened, dyed braid, a matching woven hat band with a Bailey metal side pin, and a comfortable cotton twill sweatband. If you want to turn heads, this hat is one…

$80.00
Available Colors:
  • DARKNATURAL

…you can bring with you anywhere with Bailey's Algar Newsboy!   Approx. 9 3/4" Length, Flat 10" Width, Flat 2" Soft, Sewn Bill   Made of: 97% Cotton 3% Polyester   Soft & Flexible 8-Panel Design No Center Top Button Bailey Micro Staple Side Pin Cotton Twill Sweatband…

(1)
$51.00
Available Colors:
  • NAVYBLUE

…best, like the Stansfield Panama Straw Fedora Hat from Bailey! This American-made hat is made of fine, reliable panama (toquila palm) straw, complete with a leather hat band and woven detail wrapping around the crown. Quality matters, and Bailey knows that!   Approx. 3 3/4" Teardrop Crown…

$160.00
Available Colors:
  • NATURAL

  Made in the USA   Introducing the Kilgore Endura 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 Kilgore…

$74.80
Available Colors:
  • TAN

…classic-width snap brim, traditional grosgrain ribbon trim and a Bailey staple side pin.   Ditch the plain straw fedoras this season and add a touch of personal style to your look with the Hartley Toyo Straw Fedora Hat by Bailey!    Approx. 3 7/8" Crown - Front 4 1/8" Crown -…

$82.50
Available Colors:
  • NATURALBLACK

…cap collection with the bright and crisp look of the new Mastron Plaid Cotton Ivy Cap by Bailey! Crafted in a classic ivy cap design, the Mastron features a 2-panels, extended sewn bill and wooden Bailey side pin. Its lightweight cotton fabric allows the Mastron to breathe and won't overheat during…

(1)
$37.50
Available Colors:
  • BLUEGREEN

…Made in the USA   Introducing the Oswego Endura Toyo Straw Outback Hat, part of the Bailey Wind River® collection of rugged outdoor styles. The Oswego is crafted in the USA using Bailey's exclusive Raindura finish that makes the straw both water resistant and shape retentive. The Oswego…

$74.80
Available Colors:
  • NATURAL

…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 Panama…

(4)
$145.00
Available Colors:
  • NATURAL

  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 piece.  …

$48.75
Available Colors:
  • TANBROWN

Now this is what you call, "The ICE-ing On the Cake!" The Bailey Ice Topper will give you the the style that is as cool as ICE! I don't think we've said the word "ice" enough. Ok, two more times... ICE! ICE! Yes! That feels right! Approx. 5" Crown Approx. 1 3/4" Brim, with grosgrain ribbon bound…

(1)
$110.00
Available Colors:
  • BLACK
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