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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 (113)

bailey trilby

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  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 topper…

(29)
$85.00

  Bailey's Mullan Toyo Straw Blend Safari Fedora Hat is a great spring/summer fedora with a packable/crushable body. The Japanese grosgrain ribbon hat band adds a subtle touch of texture while the interior boasts a comfortable cotton twill sweatband. Part of Bailey's Breed collection, the…

(1)
$100.00
Available Colors:
  • BLACK
  • SAND

…Hat by Bailey is one of our favorites this season. Crafted from Bailey's signature LiteFelt wool, the Nelles is water repellent and shape retentive. A center pinch crown and turndown brim paint a beautiful silhouette. The crown is adorned with a two-toned braided cord hat band, toggles and a Bailey

(1)
$140.25

  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

…band, a woven sweatband, and Bailey’s signature flooring nail.   Approx. 4" Center Pinch Crown 2 1/4" Snap Brim   Made of: 100% Wool Felt - Elite Velour Finish   Made in the USA Elite Velour Finish Color Blocked Grosgrain Band Bailey Metal Bar Flooring Nail Woven…

$165.75

  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

…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 double triangle fold adorns the crown for a modern look. A dipped nail, Bailey's

$212.50
Available Colors:
  • EGGPLANT
  • TAUPE

…  The Hernen Two-Tone Panama Straw Fedora Hat by Bailey has a unique two-tone weave throughout the hat, giving it a sophisticated and modern look. Woven by hand in Ecuador by skilled artisans then blocked and finished in the USA by expert Bailey craftsmen. The striking good looks of the Hernen…

$225.00

  The Denney Toyo Straw Blend Fedora Hat from Bailey is simple, with just a touch of flair! By flair, we're referring to the thin leather hat band wrapping around the crown, which nicely compliments the wide grosgrain ribbon hat band layered beneath it. The cotton twill sweatband is so…

$95.00
Available Colors:
  • BLACK
  • LATTE

  Made in the USA   The Curtis Wool LiteFelt Safari Fedora Hat is one of the most practical hats in the Bailey line. The classically designed safari fedora repels water and oil based spills. It is breathable, and durable and can be packed for ease of travel.    Approx. 4"…

(1)
$130.00
Available Colors:
  • LIGHTBLUE

  Handwoven in Ecuador, Blocked & Finished in the USA   Bailey's panama straw hats, like the Giles Panama Straw Fedora Hat, are made from bleached leaves of the toquilla palm and handwoven in Ecuador. The multi-toned and spiral striped pattern body of the Giles is sure to impress.…

$225.00

  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 Japanese…

$164.05

…  Inspired by nature, the Bailey 1922 Spencer Toyo LiteStraw Fedora Hat keeps the rain out and style always on. This toyo design features their exclusive LiteStraw® finish for an amazingly comfortable feel in addition to water repellency. With Bailey's LiteStraw® finish your perception…

(3)
$125.00
Available Colors:
  • NATURAL

  Calling all travelers, adventure-seekers, jetsetters, we have just the hat for your on-the-go needs, Bailey's Balans Roll Up Toyo Straw Fedora Hat. Made from a toyo straw that has been crafted into an ultra-soft lightweight braid which can be rolled and packed to easily fit into a bag or…

$100.00

  Finished in the USA; Handwoven in Ecuador   The Phineas Two-Tone Panama Straw Fedora Hat is a new favorite from Bailey featuring genuine Panama straw which has been handwoven in Ecuador with leaves of toquilla palm. Its two-tone style is beautifully complimented by the Japanese…

$225.00

…Look no further than the striking Tasmin Panama Straw Fedora Hat by Bailey! All genuine panama hats, including the Tasmin, are handwoven by artisans in Ecuador; the Tasmin was then blocked and finished in the USA by expert Bailey craftsmen. The Tasmin's multi-color crocheted crown helps it stand out…

(2)
$220.00
Available Colors:
  • MULTI
  • BLUE

…grosgrain band overlaid with a vintage leather cord. Further detailing includes a Bailey micro side pin and moisture-wicking sweatband. Can elegance be functional? Yes, with the Lachlan Raindura Straw Fedora Hat by Bailey!   Approx. 4 1/2" Tear Drop Crown 2 7/8" Flat Underwelt Brim …

$170.00
Available Colors:
  • MAUVE
  • TAN

  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

  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

…felt Ammon Wool Felt Teardrop Fedora Hat by Bailey is astonishingly silky to the touch. A classic teardrop crown (aka C-Crown) and all around downturned brim characterize this elegant fedora hat. Finished with a Japanese grosgrain hat band, small Bailey side pin, fine woven sweatband and fully lined…

(1)
$164.05

…Crown 3 3/8" Snap Brim   Made of: 100% Wool Felt   Made in the USA Bailey Beaver Finish Flexible Body Underwelt Brim Japanese Grosgrain Ribbon Hat Band Ostrich Leather Hat Band Overlay Bailey Metal Bar German Sweatband Satin Lined   Size(s): S, M, L, and XL - Fits true…

$170.00
Available Colors:
  • BLACK
  • TAUPE

…  The Rask Gradient Panama Straw Fedora Hat by Bailey has been made using a gradation process that results in an awesome two-tone color meld. Woven by hand in Ecuador by skilled artisans then blocked and finished in the USA by expert Bailey craftsmen. The hat is trimmed with a Japanese…

$225.00
Available Colors:
  • BLACK
  • TAN

  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

  Bailey's Eli Two-Tone Vented Poly Braid Fedora Hat is a great hat for day excursions. Walk around town in this 2 1/2" brim dual colored braided fedora. The Eli features a grosgrain band with a color accent, and has a center dent that is flattering on all face shapes.    Approx. 4"…

(1)
$95.00

…Made in the USA   Featuring Bailey's proprietary Elite Finish, the Bogan Elite Wool Felt Fedora Hat boasts a luxuriously soft feel without the use of shellac. Innovated at the country's oldest hat factory in Adamstown, PA (since 1868), Bailey's Elite Finish creates an unbelievably supple…

(1)
$164.05

…Elite Velour Wool Felt Fedora, brought to you by Bailey.    Approx. 4 3/8" Center Pinch Crown 3" Downturned Brim   Made of: 100% Wool   Made in the USA Velour Finish Double-Wrapped Leather Hat Band Bailey Wood-Chip Logo Underwelt Brim  Dri-Lex Absorbent Sweatband…

$174.25

…taste, the Bailey 1922 Dalton Safari Fedora gets you out there.    Approx. 4 1/4" Center Pinch Crown 2 5/8" Downturned Brim   Made of:  65% Polyester 35% Cotton   Water Resistant Padded Cotton Sweatband Ventilation Eyelets Vegan Leather Hat Band Prong Back Bailey Oval…

(30)
$75.00
Available Colors:
  • BLACK
  • NAVYBLUE
  • CHINO
  • TAN

  Handwoven in Ecuador, Blocked & Finished in the USA   The Hurtle Panama Straw Fedora Hat is a unique piece by Bailey. Featuring a diamond crown that has been artfully ventilated, this genuine panama is headwear artistry at its finest. A Japanese grosgrain ribbon hat band and…

$225.00
Available Colors:
  • BLACK
  • TAWNY
  • LIGHTBLUE
  • NATURAL

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