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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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169 - 196 of 205 Products
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  Handwoven in Ecuador, Blocked & Finished in the USA   Bailey's Boreal Panama Straw Fedora Hat is a sight for eyes that want something new! With unique details like a twisted front dent tear drop crown and a two-tone body, the Boreal is sure to stun. Handwoven in Ecuador, this…

$225.00
Available Colors:
  • TAWNY
  • BLACK

  Made in the USA   Bailey isn't afraid to play with color and the Hesmond Sisal Litestraw Fedora Hat is a perfect example of how color and straw hats are a perfect match! The binding on this fedora is two-toned Japanese grosgrain ribbon. Made in the USA and featuring 100% sisal…

$100.00

  Made in the USA The Bailey Hanson Shantung LiteStraw Fedora Hat is not your typical stiff straw hat. Crafted in the USA using their exclusive LiteStraw® finish, the Hanson has a soft and supple feel that rivals much-celebrated Panama straw hats with the added benefits of water…

$170.00
Available Colors:
  • NATURALBLACK

  Get a new spin on a classic with the Ormond Wool Blend Ivy Cap from Bailey of Hollywood. This stylish cap features a unique offset paneled pattern adorning the crown, as well as a signature Bailey metal side pin on the back. The lined interior is comfortable, allowing for a great fit you'll…

$59.50
Available Colors:
  • BROWN

  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

  Handwoven in Ecuador; Blocked & Finished in the USA   Introducing the Rene Two-Tone Panama Straw Fedora Hat by Bailey featuring a striking two-tone contrast weave. The Rene is artisanally handwoven in Ecuador then blocked and finished in the USA by expert Bailey craftsmen. The…

$250.00
Available Colors:
  • BROWNBLACK
  • NATURALSILVER

  Made in the USA   Scaling back and keeping it minimalistic and modern is Bailey's claim to fame with the Barksdale Polished Wool Felt Fedora Hat. The teardrop crown and hand curled brim have been designed with Bailey's Polished Elite Stiffened finish. The crown has been adorned…

(1)
$146.25

  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

  Handwoven in Ecuador; Finished in the USA   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…

$225.00
Available Colors:
  • BLACK
  • TAN

  Please Note: These fit a little snug from front to back so we recomment ordering 1 size up.    Made in Mexico    Introducing the Bailey Kace 10X Sisal Straw Western Hat. This piece almost looks like a lace pattern made out of sisal straw from the crown all the way to the…

$110.00
Available Colors:
  • NATURAL

  Please Note: This style runs slightly large. We suggest you order one size smaller from your normal hat size.   Made in the USA   The Burnell LifeFelt Wool Fedora Hat by Bailey features a classic fedora silhouette with Bailey's top-rate LiteFelt® finish making the…

$135.00
Available Colors:
  • NATURAL

  Made in the USA   Travel back in time with a deck of cards with Bailey's Ganon Elite Wool Felt Gambler Hat. It has a stiff finish, and its brim has been whipstitched for a polished look. Uniquely crafted with a leather hat band and a Bailey logo metal bar, the Ganon will make you…

$199.75
Available Colors:
  • BLACK
  • BONE

  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

  Made in the USA   The Colby Elite Superfine Velour Wool Felt Fedora Hat by Bailey in their newest finish, the Wool Velour. Meant to mimic fur felt, this ultimate finish has a sustainable purpose. The narrow pebbled leather hat band with a thick topstitch throughout gives rugged…

$195.50
Available Colors:
  • KHAKI

  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…

$225.00

  Made in the USA   Introducing the Oswego Endura Raindura 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.…

$138.00
Available Colors:
  • NATURAL

  Bailey has introduced an earflap newsboy for fall, making sure you are set for cold weather. The Rishton Earflap Wool Blend Newsboy Cap is made of an autumnal toned chevron pattern, this pattern continues onto the retractable flannel lined earflap. The earflaps tuck inside the cap when not…

$68.00
Available Colors:
  • BEIGE

  Sophistication meets comfort with the Harwood Houndstooth Wool Blend Ivy Cap by Bailey 1922. Crafted from a premium wool blend, this cap features a timeless houndstooth pattern that exudes distinguished style. This fully lined cap ensures a snug and comfortable fit for all-day wear with the…

$68.00

  Made in the USA   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" Flat Top…

(1)
$131.75
Available Colors:
  • BLACK

  Made in the USA   Grab and go with the Relik Shantung Straw Fedora Hat by Bailey, a fedora that will keep you cool and protected this summer. Made in the USA of 100% shantung straw, lightweight yet strong, the Relik is finished with LiteStraw® that provides a supple feel, water…

$175.00

  Made in the USA   Bailey isn't afraid to play with color and the Hesmond Sisal Litestraw Fedora Hat is a perfect example of how color and straw hats are a perfect match! The binding on this fedora is two-toned Japanese grosgrain ribbon. Made in the USA and featuring 100% sisal…

$100.00
Available Colors:
  • BLACKBLUE

  Please Note: This style no longer ships with a Bailey side pin. Instead, this style now has a small printed Bailey logo on the side bow.    Made in the USA The Tino Wool LiteFelt Trilby Fedora Hat from Bailey is a great looking hat at a great price! The hat combines…

$94.40
Available Colors:
  • RUST

  Finished in the USA; Handwoven in Ecuador   Bailey's Bystrom Panama Straw Fedora Hat, made out of 100% toquilla palm leaves, has come to stand out. A leather cord hat band and a pop of contrasting color on the pinch front crown provides a unique and versatile style. A uniquely made…

$225.00
Available Colors:
  • TAWNY

  Made in the USA   The Lachlan Raindura Straw Fedora Hat by Bailey features their exclusive Raindura® shape retentive and water repellant straw finish for added durability and function. The Lachlan Fedora features a classic tear drop crown adorned with a custom, laser-etched leaf…

$170.00
Available Colors:
  • MAUVE
  • TAN

  Celebrating over 100 years of fine American hat making, Bailey Hats presents the Arley Herringbone Wool Blend Newsboy Cap, part of their eponymous 1922 line of classics. Featuring an 8-panel design and sewn duckbill, the Arley brings two enduring styles - the newsboy and duckbill flat caps -…

$80.00

  Made in the USA   The Imlay Knotted Shantung Straw Fedora Hat by Bailey has been created with a unique weave that adds texture to the body of this classic fedora. This style is simply decorated with partial suede hat band and Bailey's signature dipped nail. A finely woven sweatband…

$108.00
Available Colors:
  • TAN

  Handwoven in Ecuador; Finished in the USA   Handwoven in Ecuador, the Hinx Hand-Dyed Panama Straw Fedora Hat by Bailey is a stunning hat featuring a hand-dyed body with a twist teardrop crown and snap brim. The front of the teardrop crown has an additional dent blocked by hand.…

$225.00
Available Colors:
  • RUST

  Made in the USA   Looking for something distinctive? The Rayne Raindura Straw Bucket Hat by Bailey has you covered! Featuring Bailey's exclusive Raindura® shape retentive and water repellant finish, the Rayne Bucket boasts a soft and pliable straw build in a classic bucket shape…

$160.00
Available Colors:
  • BLACK
  • DARKNATURAL
  • IVORY

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