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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 (70)

Bailey Straw

1 - 30 of 70 Products
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…while a comfy custom Bailey sweatband should keep you comfortable for every event, day or night. The Bailey of Hollywood Billy fedora is a casual masterstroke from a true quality brand.   Approx. 3 7/8" Crown 1 3/4" Brim   Made of: 55% Toyo Straw 45% Polyester    …

$60.00

…& Finished in the USA   Featuring a lovely olive green hue, the Gelhorn Panama Straw Tear Drop Fedora Hat by Bailey is an artisanal gem. Handwoven by artisans in Ecuador of genuine panama straw, Gelhorn is then blocked and expertly detailed by talented craftsmen in the USA. Boasting a…

$135.00
Available Colors:
  • OLIVEGREEN
  • NATURAL

…function than a typical Panama hat can offer? The Blackburn Shantung LiteStraw Fedora Hat by Bailey features their exclusive LiteStraw® finish that not only lends a soft and supple feel to the straw but also helps it retain its shape AND makes it water repellent. Bet you won't find that in most…

$120.00
Available Colors:
  • NATURAL
  • HONEY

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 Dri-Lex moisture…

$110.00
Available Colors:
  • NATURAL

  UPF 50+   The Bailey Toyo Straw Fedora Hat is part of ále by Alessandra's new line for spring and summer. Featuring a classic fedora design adorned with a paisley bandana hat band, the Bailey has a unique look perfect for casual wear. Rest easy knowing you are protected not only by…

$68.00

  Combining toyo straw (paper) 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…

$60.00
Available Colors:
  • NATURAL
  • NAVYBLUE

  Made in Mexico Introducing the Bailey Jax 15x Straw Western Hat. This piece is simply gorgeous. There is a two-tone weave pattern from the crown to the brim. Also the crown is has a vented crown pattern that makes this piece stand out like no other. You simply can't go wrong with…

$90.00

  Handwoven in Ecuador; Blocked & Finished in the USA   The new Bailey Halsey Panama Straw & Suede Fedora Hat has a singular look that defies categorization. Handwoven with care by artisans in Ecuador, the Halsey boasts non-traditional suede leather embellishments for a…

$200.00
Available Colors:
  • NATURALOLIVE

…Introducing the Bailey Kace 10x Straw Western Hat. This piece almost looks like a lace pattern made out of straw from the crown all the way to the brim. It is a great look that stands out from your basic weave.   Approx. 4" Rodeo Crown 4 1/4" Brim Made of: 100% Straw

$75.00
Available Colors:
  • NATURAL

  Tired of straw fedoras that crack or easily damage? The new Tate Braided Straw Fedora Hat by Bailey features its polypropylene "straw" that is braided and sewn for a lightweight and completely packable finish. Its classic fedora design features a pinch front crown accented with self hat band…

$60.00

  Made in the USA   A classic gambler style with a western edge, the Rockett Toyo Straw Gambler Hat by Bailey features their exclusive new Endura Finish which helps the hat maintain its shape even after getting wet. Pliable and completely packable, Rockett has a crease down its…

$100.00
Available Colors:
  • TAN

…flair, the Derian Toyo Straw Outback Hat by Bailey features their exclusive new Endura 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…

$100.00

…an intricate, two-toned geometric weave, the new Arsun Two-Tone Straw Fedora Hat by Bailey steals the show. The Arsun boasts a classic pinch front crown and mid-width brim combined with a simple grosgrain ribbon hat band and Bailey micro-staple side pin. Stylized venting woven along the crown's…

$145.00
Available Colors:
  • BLACKWHITE

…Handwoven in Ecuador; Blocked & Finished in the USA   The Collonade Panama Straw Fedora Hat by Bailey combines a classic outback design and the hand-crafted artistry only a genuine panama straw hat can provide. Starting with a tear drop crown shape, the Collonade boasts a classic-width…

$140.00
Available Colors:
  • OLIVEGREEN

  Handwoven in Ecuador, Finished in the USA   The Bailey of Hollywood Sydney Panama Straw Fedora Hat owns the summer with a strong straw weave that should stand the test of several Summers. Undeterred by the season's bright sun and general wear and tear, quality and style are heavily…

$150.00

…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 Straw (Cuenca Weave)   Woven Polyester…

$140.00
Available Colors:
  • NATURAL

…plaid hat band make them sync perfectly together. You can't go wrong with this piece.    Approx. 4 1/2" Crown 2" Brim   Made of: 100% Ramie Straw   Lightweight Cotton Sweatband Unlined Plaid Cotton Hat Band Wood Chip Bailey Logo   Sizes: S, M, L and XL  

$65.00
Available Colors:
  • TANBROWN

…  Multi-colored with a unique patterned weave, the new Giger Panama Straw Fedora Hat will take your breath away. Woven by hand in Ecuador by skilled artisans then blocked and finished in the USA by expert Bailey craftsmen, the Giger's striking good looks are no accident. Its natural, caramel,…

$160.00
Available Colors:
  • BROWN

…Introducing the Bailey Mannesroe fedora that 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 Approx. 2" Snap brim Made of: 100% Polypropylene Unlined Bailey pendant …

$60.00

…piece to join the panama collection is the Bailey Thurman Center Dent Panama. This piece screams classic and casual what more could you ask for in a hat.   Approx. 4" Pinch Front Crown 2 3/8" Snap Brim   Made of: 100% Genuine Panama Straw - Brisa Weave (Handwoven in Ecuador) …

$150.00

Straw Bowler Hat with the heart of a bowler but the ability to keep you comfortable during the summer days.   Approx. 4" Bowler Crown 2" Curled Brim   Made of: 100% Genuine Panama Straw - Brisa Weave (Handwoven in Ecuador)   Finished in the USA Grosgrain Hat Band Bailey

$150.00

…the Bailey Wilshire Toyo Braid Straw Fedora Hat with the gorgeous collection of colors to grab your eye and the lovely rounded teardrop crown will make this hat your new favorite everyday hat.   Approx. 4" Rounded Teardrop Crown 2" Snap Brim   Made of: 50% Toyo Straw (Paper)…

$70.00
Available Colors:
  • COPPER
  • BLACK
  • NAVYBLUE
  • SAND

  Introducing the Bailey Archer Toyo Straw Braid Fedora Hat with a stingy (short) snap brim for a sleek look. Crafted of a lightweight and flexible toyo straw blend, the Archer is a great alternative to classic straw fedoras that are prone to cracking and crushing.    Approx. 3 3/8"…

$67.50
Available Colors:
  • SMOKE
  • COFFEE

…Introducing the Bailey Wait Sewn Braid Straw Pork Pie Hat. This is a great casual and flexible pork pie. It fits to your head and isn't stiff so you are able to shape it a bit to your liking.    Approx. 4" Telescope crown 1 1/2" Snap Brim   Made of: 50% Toyo Straw (Paper) 50%…

$70.00

…the USA   Looking for something a little different? Add a punch of style to your look with the Gravely Straw Wide Brim Fedora Hat by Bailey! Featuring lightweight straw in gray and white interwoven for a unique and handsome finish, the Gravely is sure to make heads turn! Stylized venting…

$140.00

…  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…

$225.00
Available Colors:
  • NATURALBLACK

…color 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…

$70.00
Available Colors:
  • CHARCOAL

  Made in the USA   Looking for a lightweight straw pork pie hat that's made in the USA? Bailey has you covered! The new Remick Toyo Straw Pork Pie Hat is crafted of lightweight and supple toyo straw in an incredibly stylish two-tone weave. Its classic style features a classic…

$90.00
Available Colors:
  • NAVYBLUE

…a custom Bailey spur side pin. Stay cool and keep the sun out of your eyes with a quintessential western hat style – get the Guthrie 7X Shantung Straw Western Hat by Bailey today!    Approx. 4 1/8" - 4 1/4" Cattleman Crown 3" Flared Brim   Made of: 100% Shantung Straw, 7X …

$65.00
Available Colors:
  • IVORY

…of hat styles, the Romeo Raffia Straw Blend Trilby Fedora Hat by Bailey is a fresh and contemporary straw style for spring and summer. Crafted of an exclusive raffia and polyester blended braid, Romeo boasts a soft and pliable finish not usually found in straw hats. Its loose weave is incredibly…

$90.00

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