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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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141 - 168 of 239 Products
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  Made in the USA   Bailey 1922 debuts a new style, the Walsden Wool Felt Homburg Hat, a modified homburg. The traditional center dent of the homburg has been grazed with two side dents, creating a center pinch crown. Bailey 1922 continues with modernization, by flattening the…

$144.50

  Please Note: This piece fits a little loose. Made in the USA Introducing the Trigger Wool Felt Western Hat by Bailey. This is another great example of the perfect look. The self wool felt hat band blends with the hat which causes the minature belt buckle to truly…

$140.00
Available Colors:
  • BLACK

  Handwoven, Blocked, and Finished in Ecuador   Part of Bigalli's spring hat drop, the Kellan Panama Straw Fedora Hat is a classic panama straw with a snap brim and teardrop crown. Handwoven, blocked and finished in Ecuador, the Kellan features a brisa panama straw weave. The crown…

$129.95
Available Colors:
  • NATURAL

  Handwoven in Ecuador, Finished in the USA   Accept nothing less than the 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…

(1)
$220.00
Available Colors:
  • NATURAL

  Handwoven in Ecuador, Blocked & Finished in the USA   With the Racer Panama Straw Fedora Hat by Bailey you get both comfort and style. This is a custom panama handcrafted in Ecuador with a woven crochet teardrop crown and brisa snap brim. Finishing touches are the Japanese…

$225.00
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…

(6)
$170.00
Available Colors:
  • NATURALBLACK

  Made in the USA   The Darwin Superior Velour Finish Wool Felt Western Hat is a modern western hat by Bailey. Finished with elite superfine velour, this hat will make you feel as if you are part of the Old West. This hat is made in the U.S.A. and includes unique details, such as a…

$212.50

  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

  Handwoven in Ecuador, Blocked & Finished in the USA   The Crispin Panama Straw Fedora Hat shows the craftmanship and care that goes into each design by Bailey! Adorned with only a braided leather hat band, the Crispin is anything but simple. The alternating weave in this…

$240.00
Available Colors:
  • NATURAL
  • NAVYBLUE

  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…

$164.05

  Made in the USA   The Godwin Elite Superine Velour Wool Felt Fedora 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…

$212.50
Available Colors:
  • EGGPLANT
  • TAUPE

  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

  Made in Ecuador   This stingy brim fedora is in it for the win! Bigalli's Roma Wool Felt Fedora Hat showcases Bigalli's excellent craftmanship, of which they have been exhibiting since 1926. Made of 100% wool felt, the Roma is also water repellent. Features a grosgrain ribbon hat…

(2)
$59.95
Available Colors:
  • BLACK
  • CHOCOLATEBROWN

  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

  Made in the USA   Introducing the Kilgore Raindura 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…

(1)
$138.00
Available Colors:
  • TAN

  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   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

  Handwoven, Blocked and Finished in Ecuador   A hybrid from Bigalli, the Tribu Panama Straw Outback Hat is the combination of a panama and an outback! The Tribu features a jacquard ribbon overlaying a leather hat band. A leather chin cord will keep your panama snug and secure. …

(2)
$139.95
Available Colors:
  • PUTTY

  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

  Featuring a masculine distressed finish, the Lazar Suede Leather Ivy Cap is a deluxe flat cap by Bailey 1922. Crafted of genuine pig skin leather with a distressed suede finish, the Lazar is a distinctive cap for flat cap lovers. Four small panels comprise the back half of the cap while the…

(2)
$102.00
Available Colors:
  • COFFEE

  Handwoven in Ecuador; Finished in the USA   Bailey's Ezra Vented Panama Straw Fedora Hat is a unique piece beautifully crafted with a ventilation pattern in the hat's crown. Trimmed with a distressed leather laced hat band and a removable side feather, this hat is handcrafted from…

$240.00
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

  Handwoven in Ecuador; Finished in the USA   Caramel-hued and expertly crafted, the Tessier Panama Straw Fedora Hat by Bailey will add distinctive style to your look this spring and summer! Like all genuine panama hats, the Tessier's body was artfully handwoven in Ecuador then…

(2)
$220.00

  Handwoven in Ecuador, Blocked & Finished in the USA   The Horan Panama Straw Fedora Hat by Bailey is a finely woven, lightweight headwear creation. This is hot weather perfection and will keep you cool, calm and collected. With a beautiful embossed leather hat band and delicate…

$240.00
Available Colors:
  • NATURAL

  Handwoven, Blocked & Finished in Ecuador   Tip your hat to the Tessa Panama Straw Fedora Hat from Bigalli. This stunning fedora is made in Ecuador of genuine Panama straw, and features a gorgeous leather hat band wrapping around the crown, fitted with wooden bead accents.…

$139.95
Available Colors:
  • BLUSH

  Made in the USA   The Bailey Daxton Seagrass Straw Fedora Hat has arrived just in time for spring and summer! Featuring a lightweight and breathable seagrass straw build, the Daxton boasts a classic tear drop crown and slightly upturned brim. Details include a wide Japanese…

$170.00
Available Colors:
  • SEAGRASS

  Please Note: This style runs about one size too large, we recommend you order one size down or call us at 1-888-847-4287 for assistance.   Made in the USA   Bailey’s Renegade Echo Wool Felt Mounty Hat is as stylish as it is functional. Handcrafted in the USA with 100%…

$155.00
Available Colors:
  • WHITE

  Made in the USA   Bailey 1922 presents the Tino Wool LiteFelt Trilby Fedora Hat, a sophisticated and classy-looking hat! Hand-crafted in the U.S.A., this hat is practical for everyday wear as it is both water-repellant and packable, ideal for any weather worldwide, so you can take…

$110.50
Available Colors:
  • MOSS

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