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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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Wool Trilby Fedora

1 - 30 of 203 Products
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  Made in the USA   Biltmore's Malcolm Wool Felt Trilby Fedora Hat features premium Merino wool which after their exclusive suede felt process has a fur felt feel at a wool felt price. Expertly crafted in the USA, the Malcolm touts an overall soft and crushable feel and stylish…

$100.00

…from the name, you won't have to stretch too far for the Goorin Bros. Stretch Fedora, because this new accessory will become your new favorite hat and will already be on your head before you're out of bed! Quality wool felt in a handsome grey is detailed with a sleek grosgrain ribbon hatband…

$44.25

…Walker Fedora is the hat for you! Made of wool, this stingy brim fedora will keep you warm during the brisk winter months. Complete with a satin lining and windowpane design, this hat is both comfortable and stylish.   Approx. 4" Crown 2" Brim   Made of: 100% Wool   …

$92.00

…Herringbone Wool Trilby Fedora Hat by Jaxon Hats is another classic in the making. Crafted of a lightweight wool blend, the Herringbone Trilby features a self-fabric hat band, small Jaxon "J" side pin and custom satin lining. With its pre-snapped brim in the front, the Herringbone Wool Trilby Fedora

$42.00

  Featuring a warm wool blend, the new Wool Arnold Trilby Fedora Hat by Kangol is a perfect fall and winter alternative to their Rib Knit Cotton Arnold Trilby for spring and summer. Soft and packable, this style is classic Kangol with a sleek and clean design without a hat band or traditional…

$65.00
Available Colors:
  • BLACK
  • DARKFLANNEL

…sloped, 2-inch underwelt brim for a classic trilby look. A soft and packable finish make the Malone Wool Felt Trilby Fedora Hat comfortable and easy to care for.    Approx. 4" Center Dent Crown 2" Underwelt, Sloped Brim   Made of: 100% Wool Felt - Soft & Packable Finish …

$44.80
Available Colors:
  • BROWN

…don't have to look any further. Introducing the Boston Wool Felt Trilby Fedora Hat which displays the classic style with a little bit of life put into it.   Approx. 4" Tear Drop Crown 1 1/2" Stingy Brim   Made of: 100% Wool Felt   Striped Hat Band Bigalli Side Pin…

$50.00
Available Colors:
  • BLACK

…The Bailey Silko Wool Felt Trilby Fedora Hat is a style that everyone needs in their wardrobe.  The distinctive diamond crown with the diamond pattern perforations makes this hat very unique.   Approx. 3 3/8" Diamond Crown 1 1/2" Snap Brim   Made of: 100% Wool Felt   …

$81.00
Available Colors:
  • HUNTERGREEN

…USA   Bailey's new Horton Polished Wool Felt Trilby Fedora Hat features a luxurious polished wool finish for added texture and sheen. With its center dent crown and stingy brim, Horton boasts an overall smaller profile than traditional fedoras for a more trilby-like design. Adorned with a…

$125.00
Available Colors:
  • MINK

…Made in Italy   Crafted of soft, water repellent and completely crushable wool felt, the new Tear Drop Wool Felt Trilby Fedora Hat by Stefeno has a modern take on the classic fedora hat. Its trilby design includes a stouter crown and stingy brim for a smaller overall profile. Its sole…

$76.00

Wool Blend Trilby Fedora Hat by Karen Kane is the perfect fedora for fall and winter. Available in either dark gray or navy blue, this fedora boasts a soft and packable finish, self-fabric hat band, Karen Kane side pin, grosgrain ribbon sweatband and soft cotton lining. Its smaller-profile trilby

$59.00

…in the USA The dapper Yates Wool LiteFelt Trilby Fedora Hat by Bailey is a wonderful addition to their masculine Poet® collection. This packable and water repellent fedora has a stingy rolled brim that pre-snapped at the front for a classic fedora look with a smaller overall profile. Its…

$81.00
Available Colors:
  • BLACK
  • PEWTER

…the USA   With a stingy brim and overall smaller profile, the Goldring Wool LiteFelt Trilby Fedora Hat by Bailey is a handsome new style for fall and winter. The Goldring is crafted in the USA of premium wool LiteFelt® for a soft, packable/crushable and water repellent finish. Its classic…

$88.00
Available Colors:
  • NAVYBLUE
  • SILVERBELLY

  The Barber Wool Blend Trilby Fedora Hat by Goorin Bros features a stylish monochromatic look in a rich coffee-brown tweed fabric. Adorned with a simple self-fabric hat band outlined in contrast blue stitching, The Barber Fedora is finished with a small Goorin Bros side pin and striped fabric…

$45.00
Available Colors:
  • COFFEE

…  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 traditional craftsmanship with today's leading technology to produce a revolutionary water repellent hat in 100% wool felt. Soft and packable, with remarkable…

$83.00

  Made in the USA   The new Bailey Craven Wool LiteFelt Trilby Fedora Hat has a modern and stylish look you want with the functionality you need. Featuring Bailey's premier wool LiteFelt® finish, the Craven is soft, packable and water repellent with the added benefit of a flannel…

$105.00

  Made in the USA   Featuring Bailey's signature wool lite felt, the Chipman Wool LiteFelt Trilby Fedora Hat featueres their lightweight, soft and packable LiteFelt® finish with the added benefit of natural water repellency. Part of Bailey's Breed collection which seeks to celebrate…

$85.50

…for help with sizing. Small = 7 1/8 Medium = 7 1/4 Large = 7 1/2 to  7 5/8 X-Large = 7 3/4 to 7 7/8   The Dekker Crushable Wool Felt Trilby Fedora Hat was named in honor of the legendary Ska Genius, Desmond Dekker, a.k.a. the King of Ska. Yes, we know that Mr. Dekker almost always…

$40.00
Available Colors:
  • BLACK

  Scala Leather Bow Fedora is a trilby inspired fedora with femininity in mind. A tall crown and a faux leather hatband give this fedora an understated chicness.    Approx. 4" crown  Approx. 2" brim   Made of: 100% Wool   Faux Leather Hat Band Satin drawstring…

$22.50
Available Colors:
  • BLACK

  The Blues Trilby Crushable Fedora Hat by Jaxon Hats is back! Made from 100% wool felt in the beloved blues style this fedora hat sports a classic pinch front crown with a short (aka "stingy") snap brim. Crushable and packable, Blues Trilby Crushable Fedora Hat is ideal for travel or play.…

$48.00

  The Barclay Trilby from Kangol Headwear is an American made light weight felted wool fedora with a raw edge and smooth polished finish. The clean design is with only a simple metal Kangol logo side pin. Approx. 3 3 /4" crown Approx. 2 3/4" brim Made of: 100% wool Grosgrain…

$105.00

…The Crayon Trilby from Kangol Headwear is an American made wool felt wide brim floppy hat that uses a new technique that involves each of the color spots being added by hand, making each hat unique and beautiful. Approx. 4 1/4" crown Approx. 3 1/4" brim Made of: 100% wool felt …

$115.00
Available Colors:
  • BLACK

…play, or maybe your little one wants to start a trend. The wool felt C-Crown Stingy Brim Fedora is a scaled down version of a classic shape.  Approx. 3 1/2" C-Crown 1 1/4" Overwelt Stingy Brim 1" Wide Hatband Made of: 100% Wool Felt Grosgrain Ribbon Hatband Vinyl sweatband Unlined …

$36.00
Available Colors:
  • BLACK

…pre-snapped stingy brim in the Detroit Wool Trilby Fedora by Jaxon Hats. Made of soft, crushable wool felt, the Detroit Wool Trilby Fedora makes a great travel hat. Complete with a grosgrain ribbon hatband, side feather and Jaxon side pin, the Detroit Wool Trilby Fedora by Jaxon Hats is a fantastic…

$45.00
Available Colors:
  • BLACK

…Detroit Wool Trilby Fedora by Jaxon Hats. Made of soft, crushable wool felt, the Detroit Wool Trilby Fedora makes a great travel hat. Complete with a grosgrain ribbon hatband, side feather and Jaxon side pin, the Detroit is a fantastic contemporary interpretation of the classic C-Crown Fedora.

$36.00
Available Colors:
  • BROWN

…stingy brim in the Detroit Wool Trilby Fedora by Jaxon Hats. Made of soft, crushable wool felt, the Detroit Wool Trilby Fedora makes a great travel hat. Complete with a grosgrain ribbon hatband, side feather and Jaxon side pin, the Detroit Wool Felt Trilby Fedora Hat by Jaxon Hats is a fantastic…

$36.00
Available Colors:
  • FLANNEL

…  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 traditional craftsmanship with today's leading technology to produce a revolutionary water repellent hat in 100% wool felt. Soft and packable, with remarkable…

$83.00

…as well in the Capas Headwear Crushable Blues Fedora Hat. A cotton linen blend pleated hatband wraps around the pinch front center dent crown and is detailed with a removable side feather. Approx. 3 1/2" crown Approx. 2 snap" brim Made of: 100% wool Cotton/linen blend hatband Cotton sweatband…

$36.00
Available Colors:
  • BLACK

…significantly rose in popularity throught the 2000's.   The 2000s Wool Felt Trilby Fedora Hat is one of the most common hats for women to wear that combines male and female fashion. Bollman 2000's Trilby comes complete with a stingy brim and is dressed in a blue grosgrain ribbon hatband…

$100.00
Available Colors:
  • GUNMETAL

…stingy brim, cut and sewn trilby inspired by the smart stylings of the rat-pack, vintage golf and 1960's Miami jazz, either way make sure those hips "swang" when donning the Havana Trilby.   Approx. 3 3/4" Crown 2" Brim   Made of: Exterior - 30% Wool, 45% Acrylic, 20% Polyester,…

$60.00
Available Colors:
  • STRIPED

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