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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 (196)

All Bailey Hats

1 - 28 of 196 Products
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…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…

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

…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 blocked and finished in the USA by master craftsmen. The resulting hat is lightweight, supple and…

(2)
$220.00

  Combining toyo straw 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 wear…

$75.00
Available Colors:
  • NATURAL

…Made in Mexico    Introducing the Bailey Fields 4X Toyo Straw Western Hat. This piece is created with a two-tone pattern throughout the crown and the brim. The vented crown makes for a comfortable hat, so you can wear it out on the ranch all day long.   Approx. 4" Long Oval Brick…

(2)
$75.00
Available Colors:
  • NATURALTAN

…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 ribbon pug hat band. It's refined, it's modern, it's comfortable! Celebrate the art of hat-making and sharp dressing with the Cuban by Bailey.   …

$220.00
Available Colors:
  • BLEACH

…Straw Fedora Hat by Bailey is a modern fedora made in the USA. The Verrett features an open weave body and is accented with a Japanese grosgrain ribbon band. Overlaying this band is a braided leather cord stitched to a horsehair braid. Part of Bailey's spring/summer straw hat line, the finishing…

$90.00
Available Colors:
  • NATURAL

…with sizing. S = 6 3/4 M = 7 L = 7 1/4 XL = 7 1/2 XXL =7 3/4   Made in the USA Are you missing that one hat from your collection? I bet it is the Bailey 1922 Heritage Derby. This gorgeous piece is made in the USA and crafted to perfection. The colors are great and they are made…

(2)
$160.00
Available Colors:
  • BROWN
  • WHITE
  • BLACK

…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 Dri-Lex moisture…

(6)
$170.00
Available Colors:
  • NATURALBLACK

  Made in the USA   May we present Bailey's Sterne Wool Felt Fedora Hat! This 3" stiff flat brim features a Japanese grosgrain ribbon hat band, braided cord overlay which has been secured in a fashionable knot. The raw edge brim is sharp and modern while the leather sweatband and…

$127.50
Available Colors:
  • KHAKI

…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 the crown. Quality matters, and Bailey knows that!   Approx. 3 3/4" Teardrop…

(1)
$220.00
Available Colors:
  • NATURAL

  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

  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. …

$180.00
Available Colors:
  • NATURAL

…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 is lightweight and features a stylish woven fabric hat band and…

$138.00
Available Colors:
  • NATURAL

…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

…band adorned with a Bailey 1922 signature black-dipped nail and Bailey micro side pin. The hat's interior is kept unlined for maximum breathability and is finished with a fine-woven sweatband for comfort. Be bold with the Newhall Shantung LiteStraw Boater Hat by Bailey!   Approx. 4"…

$200.00
Available Colors:
  • BLACK
  • NATURAL

…with tonal ribbon overlay, narrow crosspiece detail ideal for holding a golf pencil, and a Bailey micro side pin. Get out on the green in style this season with the Daxton Seagrass Straw Fedora Hat by Bailey!   Approx. 4" Tear Drop Crown 3 1/2" Upturned, Overwelt Brim   Made of:…

$170.00
Available Colors:
  • SEAGRASS

  Bailey's Piston Wool Felt Aussie Hat is a staple for any hat aficionado's closet. A classic wide-brim aussie hat silhouette with a teardrop crown, this hat is completely crushable/packable. The Piston is designed with a vegan leather bolo cord with metal tips. Fully lined in cotton, this hat

$68.00
Available Colors:
  • TAN

…may be some variance from hat to hat and is part of its beauty and uniqueness.   Made in the USA   The Glaser Sisal LiteStraw Fedora Hat by Bailey is a great choice for sun protection. With a 3" flat brim and Bailey's famous LiteStraw® finish, this hat not only protects you from…

$195.00
Available Colors:
  • NATURAL

…the Derian Raindura Straw Outback Hat by Bailey features their exclusive new Raindura 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…

(2)
$135.00

…ready for something new with the Melton LiteStraw® Seagrass Gambler Hat from Bailey! This unique hat is made with seagrass, a durable and stain-resilient material perfect for any stylish adventurer. No matter your plans, this hat should be your go-to!   Approx. 3 1/2" Telescope Crown 3…

(4)
$160.00
Available Colors:
  • NATURAL

…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 Panama hat with a timeless look! …

$225.00
Available Colors:
  • TAWNY

Hat by Bailey features their exclusive new Raindura Finish which helps the hat maintain its shape even after getting wet. Pliable and completely packable, Rockett has a crease down its classic telescope crown and is finished with a braided hat band complete with side star pin and wooden Bailey side…

(3)
$140.00
Available Colors:
  • TAN

…Finished in the USA   From Bailey's newest line of panamas, the Bystrom Panama Straw Fedora Hat! This genuine panama is handwoven in Ecuador with a bubble crown and flat brim. The two-tone crown adds some beautiful interest while the leather hat band ties everything together.    …

$225.00
Available Colors:
  • NATURAL

…the USA   Crafted from Bailey's signature LiteFelt wool, the Acker LiteFelt Wool Fedora Hat is a water repellent and shape retentive fedora from the expert craftsmen at Bailey. Made in the USA with a center pinch crown and snap brim. The dual color suded hat band and crosspiece with thick…

$136.00
Available Colors:
  • BLEACH

…beautiful cool toned colors, the Magness LiteStraw Fedora Hat by Bailey is made of 100% shantung straw which has been finished with innovative LiteStraw technology. The Magness is a stiff fedora and has been crafted using colorblocking. The hat band is made of Japanese grosgrain ribbon and a dipped…

$153.00
Available Colors:
  • SILVER

…band and with Bailey embossed logo.     Approx. 4" Center Pinch Crown 2 7/8" Pre-Snap Brim   Made of: 100% Panama Straw (Toquilla Palm) Cuenca Weave     Handwoven in Ecuador Panama Straw - Cuenca Weave Blocked and Finished in the USA Leather Hat Band Woven…

(4)
$190.00
Available Colors:
  • NATURAL

…sport the style of the late and great Charlie Chaplin but didn't want to sweat through summer in a wool hat? Well now you don't have to. Introducing the Bailey Chaplin Panama Straw Bowler Hat with the heart of a bowler but the ability to keep you comfortable during the summer days.   …

(2)
$200.00
Available Colors:
  • BLEACH

…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 repellent, and shape retention. A Japanese grosgrain ribbon hat band with…

$175.00

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