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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 (55)

Bailey Straw Fedora

1 - 28 of 55 Products
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…this fedora as a carryover classic. This fantastic, unlined selection is sewn together for a unique look on today's modern man.   Approx. 4" Crown 2" Snap Brim   Made of: 55% Toyo Straw (Paper) 45% Polyester   Multi-Color Striped Grosgrain Ribbon Hat Band Bailey Side…

$60.00

…in the USA   The Groff Vent Panama Straw Fedora Hat is a fresh new look from classic American hat purveyor, Bailey. Featuring a genuine panama straw hat body handwoven in Ecuador, the Groff is blocked into a classic pinch front crown fedora hat style and expertly finished in the USA.…

$250.00
Available Colors:
  • NATURAL

…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 featured in this stingy brim genuine Panama fedora.

$150.00

…braid, Bailey's Truro Toyo Straw Blend Trilby Fedora Hat is not only incredibly breathable but also completely packable and crushable. Truro features a pliable braided chevron weave blocked into a classic pinch front crown and all-around snap stingy brim. A striped inlaid "hat band" and Bailey

(1)
$52.50

…the Tavion Abaca Straw Braid Fedora Hat by Bailey. This is a great lightweight hat that is comfortable and won't weigh you don't. THe hat band is created as one with the hat to create one solid piece.   Approx. 4" Crown 2 3/4" Brim   Made Of: 100% Abaca Straw   Inlaid…

$75.00
Available Colors:
  • NATURAL

…the USA   The Anderson Shantung LiteStraw Fedora Hat boasts Bailey's exclusive LiteStraw® finish for a supple feel and added water repellency. Enjoy the handsome look of the Anderson without the stiffness or extensive care of other straw hats. The Anderson features a center fold overlay…

$102.00
Available Colors:
  • NATURAL

  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"…

$57.38
Available Colors:
  • SMOKE
  • COFFEE

…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 2" Snap Brim   Made of: 100% Polypropylene   Unlined Bailey Side…

(1)
$51.00

…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…

$123.25
Available Colors:
  • BLACKWHITE

  The new Rokit Toyo Straw Braid 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…

(1)
$65.00

  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)
$59.50

…  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,…

(1)
$165.00

…nature, the Bailey of Hollywood Spencer Toyo LiteStraw Fedora Hat keeps the rain out and style always on. This toyo design features their exclusive LiteStraw® finish for an amazingly comfortable feel in addition to water repellency. With Bailey's LiteStraw® finish your perception of straw hats and…

(2)
$70.55

  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
Available Colors:
  • TANBROWN

  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…

$51.00
Available Colors:
  • NATURAL
  • NAVYBLUE

  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…

$55.25
Available Colors:
  • GRAPHITE
  • NATURAL
  • NAVYBLUE
  • RED

…than 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"…

$160.00
Available Colors:
  • NATURAL

…Panama Straw Fedora Hat from Bailey. This fine hat features a thin cotton herringbone hat band, as well as a contrast color bound edge around the brim. This USA-made fedora is of the highest quality!   Approx. 3 1/2" Pinched Crown 2 3/4" Snap Brim   Made of: 100% Panama Straw

$170.00
Available Colors:
  • NATURAL

  Stay stylish with the Noakes Toyo Straw Fedora Hat from Bailey. This light-weight hat features a simple, almost minimalist design, made of durable, comfortable toyo straw, complimented by a single Bailey side label. It's all tied together by a solid stripe of color wrapping around the…

$70.00
Available Colors:
  • NATURAL
  • BROWN

  Made in the USA   Keep things classic with the Cayuga Endura Straw Fedora Hat from Wind River by Bailey. This stunning fedora features a woven build of a toyo straw blend with Raindura finish, as well as comfortable padded sweatband and breathable, unlined interior. Additionally,…

$75.00
Available Colors:
  • TAN

…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
Available Colors:
  • MULTI

  Made in the USA   The Harvey Shantung Straw Fedora Hat by Bailey offers a quirky and singular style not often seen in fedoras. The Harvey Fedora is crafted of firm shantung straw and boasts an intricate vent woven crown (sides). Its wide brim is offset with a twisted, reversible…

$119.00
Available Colors:
  • NATURAL

  Handwoven in Ecuador; Finished in the USA   Caramel-hued and expertly crafted, the 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…

$160.00

  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…

$51.00

…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…

(4)
$145.00
Available Colors:
  • NATURAL

…USA   Bailey of Hollywood is bringing the center dent sting brim fedora to life with Suntino Toyo Straw Fedora Hat. Making the world of casual wear look a little more refined.   Approx. 4" Center Pinch Crown 2" Snap Brim   Made of: 100% Toyo Straw   Unlined…

(1)
$29.95

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…

(3)
$115.00
Available Colors:
  • NATURALBLACK

…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

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