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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 (93)

Bailey Fedora

1 - 28 of 93 Products
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…town.    A matching braided band and loop with the Bailey logo nicely finishes off the outside, 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. …

(22)
$66.00

…styling and skilled craftsmanship make the Bailey of Hollywood Salem Braided Fedora a style to be proud to own. As featured on GQ.com, the soft/packable sewn braid construction, pinched front crown, with striped grosgrain band of the Salem qualify this fedora as a carryover classic. This fantastic,…

$66.00

…Made in the USA   Featuring Bailey's proprietary Elite Finish, the Winters Elite Wool Felt Fedora Hat boasts a luxuriously soft feel without the use of shellac. Innovated at the country's oldest hat factory in Adamstown, PA (since 1868), Bailey's Elite Finish creates an unbelievably supple…

(2)
$145.00

…with a supple lambskin leather hatband and small Bailey side pin. Finished with a flat, raw edge brim, soft goatskin sweatband and full satin lining - the Hillman Wool Felt and Leather Fedora Hat by Bailey is worlds apart from your standard fedora hat, and proudly so.    Approx. 4"…

$108.00

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

(4)
$66.00

  Made in the USA The Curtis Wool Felt Safari Fedora Hat is one of the most practical hats in the Bailey line. The classically designed safari fedora repels water and oil based spills. It is breathable, and durable and can be packed for ease of travel.    Approx. 4" Center…

(2)
$98.00

  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 Felt Trilby Fedora Hat from Bailey is a great looking hat at a great price! The hat combines…

(10)
$95.00

…in good taste, the Bailey of Hollywood Dalton outback fedora gets you out there.    Approx. 4 1/4" Crown 2 5/8" Brim   Made of:  65% Polyester 35% Cotton   Unlined Padded cotton sweatnand Side eyelets Leather headband with prong back Bailey oval pin Water repellent …

(21)
$60.00

  Made in the USA The Perry Lanolux Wool Felt Fedora Hat is crafted of 100% virgin wool with a luxurious sueded finish. Lanolux hats undergo an extra sanding process to create a lightweight and packable "Touch Me" finish for an unbelievably soft feel. Trimmed with a smooth leather…

$130.00

…Wool Felt Long 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 hatband and small Bailey side pin, the Criss Wool Felt Long Teardrop Fedora Hat is a gorgeous addition…

(2)
$130.00

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 2" Snap Brim   Made of: 100% Polypropylene   Comfort Sweatband Unlined Bailey

(1)
$66.00

…  Crown your restless spirit with the new Ashmore Wool LiteFelt Fedora Hat by Bailey! Part of their Poet® Travel Collection inspired by the spirit and grit of the Old American West, Ashmore is crafted in the USA using Bailey's exclusive wool LiteFelt® that is soft, packable/rollable, water…

(1)
$105.00

  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…

$66.00

  Made in the USA   Bailey's Browtine Wool LiteFelt Safari Fedora Hat is part of their rugged Wind River® Collection of hats. The Browtine is crafted in the USA using Bailey's exclusive wool LiteFelt® finishing process to create a hat that is lightweight, packable and water repellent.…

$72.00

  Made in the USA   Bailey's new Hereford Elite Wool Felt Fedora Hat is crafted using the finest wool available from Bailey. Soft, lightweight, packable and crushable – the Hereford has it all. Its elongated tear drop crown gives a distinctive edge to the style and is finished with a…

$140.00

…classic-width snap brim, traditional grosgrain ribbon trim and a Bailey staple side pin.   Ditch the plain straw fedoras this season and add a touch of personal style to your look with the Hartley Toyo Straw Fedora Hat by Bailey!    Approx. 3 7/8" Crown - Front 4 1/8" Crown -…

$82.50

…Made in the USA   Featuring Bailey's proprietary Elite Finish, the Bogan Elite Wool Felt Fedora Hat boasts a luxuriously soft feel without the use of shellac. Innovated at the country's oldest hat factory in Adamstown, PA (since 1868), Bailey's Elite Finish creates an unbelievably supple…

$135.00

…genuine panama fedora with a dash of color and personality? 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.…

(2)
$160.00

  Introducing the Bailey Tennessee Fedora Hat. This is a great lightweight summer hat to keep you cool and protected from the sun at the same time. The brim and the crown are two different colors but the plaid hat band make them sync perfectly together. You can't go wrong with this piece.  …

$48.75

  Introducing the Bailey of Hollywood Vito Toyo Straw Braid Trilby Fedora Hat which has a great combination of colors. The pattern on the crown creates the appearance of a hat band without one actually being present. This hat is also crushable so you don't have to worry about someone picking up…

$70.00

  Made in the USA   The Bailey Sturges Wool LiteFelt Fedora Hat is crafted in the USA using Bailey's exclusive wool LiteFelt® finish that gives the Sturges its soft and packable feel as well as its water repellent properties. Trimmed with a braided waxed cord hat band, Sturges is…

(1)
$105.00

  Bailey introduces the Craig Straw Fedora Hat, a new straw fedora for the spring and summer season. Crafted of packable polypropelene straw, the Craig Fedora is lightweight, packable (flexible) and water resistant. The Craig Fedora Hat is ideal for both men and women and is a great option for…

$72.00

  Made in the USA   Crafted in the USA of Bailey's superior fur felt blend, the new Ralat Superior Fur Felt Fedora Hat offers a classic pinch front crown and a stylish, wide brim. Trimmed with a Japanese grosgrain ribbon hat band and vintage flooring nail side detail, the Ralat boasts…

$340.00

…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.    Village Hat Shop Exclusive Colors   Made in the USA The Tino Wool Felt Trilby Fedora Hat from Bailey is a great looking hat at a great…

(1)
$95.00

  Made in the USA The Bailey Briar Fedora is a great basic to have in your collection of hats. Featuring a safari-inspired design, the Briar adds a few stylish updates including a tear drop crown and handsome leather hat band. Great for both men and women, the Briar adds…

(2)
$100.00

…hat band gives Bailey's Tharp Shantung LiteStraw Fedora Hat a singularly striking spring/summer feel. Proudly crafted in the USA using their exclusive LiteStraw® finish, the Tharp is a soft, lightweight and water repellent straw hat blocked into a stylish tear drop crown fedora style. Its stingy…

$135.00

  Introducing 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…

$80.00

  Crafted of their exclusive fine toyolene braid, Bailey's Hooper Toyo Straw Blend Trilby Fedora Hat is not only incredibly breathable but also completely packable and crushable. Hooper features a color-blocked braided weave blocked into a tear drop crown and all-around snap stingy brim. A…

(1)
$78.00

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