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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 (197)

Bailey Hats

61 - 88 of 197 Products
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…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

  Introducing the Bailey Wait Sewn Braid Straw Pork Pie Hat. This is a great casual and flexible pork pie hat. It form fits to your head and isn't stiff, so it's very comfortable for all day wear.   Approx. 4" Telescope crown 1 1/2" Snap Brim   Made of: 56% Toyo Straw 37%…

(4)
$95.00

…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 and a stingy snap brim. Its easy-going,…

$80.00

…this sleek derby sleek.   Approx. 4 1/4" Round Crown 1 1/2" Rolled Brim   Made of: 100% Polished Wool Felt   Made in the USA Grosgrain Hat Band Laser-Engraved Bailey® Logo Removable Side Feather Lined   Sizes: 6 3/4 - 7 5/8; fits true to size.  

(3)
$131.75
Available Colors:
  • BLACK
  • HEMLOCK

  Made in the USA Bailey's Winstone Raindura Straw Fedora Hat is the most shape retentive, durable straw hat on the market thanks to the exclusive Raindura® finish. This revolutionary process involves thermosetting yarn which has been handwoven inside a straw body. It is then blocked…

$135.00
Available Colors:
  • BLACK
  • NATURAL

…USA   Bailey's Moren Vented Panama Straw Western Hat is a genuine Panama straw hat handwoven in Ecuador then blocked and finished in the USA. Featuring geometric venting along its classic cattleman crown, the Moren is finished with a two-tone genuine suede hat band and Bailey micro side…

$250.00

…USA   The Bailey Godfather Heritage Wool Felt Hat is a classic Godfather/Homburg style crafted with care right here in the USA. Featuring classic stiff finish wool felt, the Godfather Heritage Hat boasts the traditional center dent crown adorned with a grosgrain ribbon hat band, side bow…

(2)
$131.75
Available Colors:
  • BLACK

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 comfortable, you'll always be enjoying this hat!

$95.00
Available Colors:
  • BLACK
  • LATTE

…Trilby Fedora Hat by Bailey is great-looking, packable/crushable and lightweight. Its stylish color-blocked two-tone design gives this hat a unique look while its coordinating striped hat band adds style. The Rockit can be dressed up or down, making it a versatile and handsome hat to have in your…

(2)
$80.00

  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

…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 that will keep its shape for many years to come. The finishing touch is a hat band featuring…

$140.00
Available Colors:
  • GREEN
  • IVORY

…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 wool water repellent, shape retentive and durable. The wide Japanese grosgrain ribbon hat band has been…

$135.00
Available Colors:
  • NATURAL

…Outback Hat, part of the Bailey's Wind River® collection of rugged outdoor styles, is crafted from a raindura straw blend and handwoven thermosetting yarn. This yarn makes the straw both water resistant and shape retentive. The Ore is made in the USA, is lightweight and features a decorative hat

$138.00
Available Colors:
  • ARMYGREEN
  • STONE

  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 The Bailey Wynn LiteFelt Wool Fedora Hat is a simple yet elegant hat.  This hat has been factory treated and is water and stain resistant.   Approx. 3 7/8" Teardrop crown 1 1/2" Pre-Snap Brim (Front) 1" Curled Brim (Sides & Back)   Made of:…

(2)
$110.50
Available Colors:

…Teardrop Fedora Hat by Bailey also boasts a distinctive polished felt finish, resulting in a lustrous finish and silky felt texture. Trimmed with a deluxe Japanese grosgrain ribbon hat band and small Bailey side pin, the Criss Wool LiteFelt Long Teardrop Fedora Hat is a gorgeous addition to your hat

(2)
$144.50

…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

…  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 grosgrain ribbon hat band.…

$164.05

…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 its soft and packable nature in addition to adding…

(5)
$130.00
Available Colors:
  • BLACK
  • NAVYBLUE
  • COGNAC
  • BASALT
  • SILVERBELLY

…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

…the new Packable Wool LiteFelt Fedora Hat  by Bailey! Part of their Bailey 1922 classic men's line, the new Packable Fedora is exclusively sold at the Village Hat Shop and features their premium LiteFelt® for a soft, packable and water repellent finish. The hat's design is as classic as it gets and…

(2)
$130.00
Available Colors:
  • BLACK
  • RED
  • GRAPHITE

…option for those looking for a hat with the look of straw, without the hassle straw hats require. What's not to love?    Approx. 3 7/8" Center Pinch Crown 2" - 2 1/8" Snap Brim   Made of: 100% Polypropylene   Grosgrain Hat Band Bailey Staple Side Pin Cotton Twill…

$85.00
Available Colors:
  • NATURAL
  • WHITE
  • BLACK
  • MOCHA

…is soft to the touch.    Approx. 4 1/2" Center Pinch Crown 2 1/2" Snap Brim   Made of: 60% Rabbit Fur 40% Beaver Fur   Made in the USA Embroidered Bailey Logo on Hat Band Grosgrain Hat Band Lined   Sizes: 6 7/8 (S) through 7 5/8 (XL); fits true to size.  

$348.50
Available Colors:
  • OLIVEGREEN
  • COGNAC
  • CHARCOAL
  • BLACK

…panama with some quality details, the Coram Panama Straw Fedora Hat by Bailey! The bubble crown and flat brim make this a classic, while the ventilation on the crown and a double layered, twisted Japanese grosgrain ribbon hat band give the Coram a competitive edge. Flip it around and it's back…

$240.00
Available Colors:
  • DENIMBLUE
  • NATURAL
  • TAWNY

…Panama hat meticulously handwoven in Ecuador using 5 distinct straw hues for a unique overall weave exclusive to Bailey. The Tully Panama Western is then proudly blocked and finished in the USA with a narrow grosgrain ribbon hat band, bound brim, Bailey side pin, fine woven sweatband, and Bailey

$250.00

…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 fine woven sweatband finish off the Hurtle. …

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

…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 Kilgore is lightweight and features a stylish patterned fabric hat band and…

(1)
$138.00
Available Colors:
  • TAN

  Street-wise and ready for action, the Bailey 1922 Mannes Poly Braid Fedora Hat is one slick straw fedora, perfect for any scene or happening. This snap-brim braided straw hat is soft and packable for your convenience, but powerful and eye-grabbing in regards to looks and style.   …

$85.00

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