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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
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    • 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
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      7
      7/8
      Tamaño
      24
      1/4
      "
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      24
      5/8
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      62
      cm
      -
      63
      cm
    • XXX-Large
      XXX-Grande
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        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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Trilby

1 - 28 of 758 Products
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…of quality Toyo straw, the Toyo Braid Trilby Fedora Hat is designed with a bubble pinch crown and stingy snap brim. The classic trimmings include a grosgrain ribbon hatband, side feather and hat pin.   A classic in the making, the Toyo Braid Trilby Fedora Hat by Jaxon Hats will easily…

(58)
$31.46
Available Colors:
  • BLACK
  • TAN
  • WHITE

…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 traditional craftsmanship with today's leading technology to produce…

(8)
$95.00

  No other hat style so epitomizes "casual cool" in spring and summer than a straw fedora. The new Heather Packable Toyo Straw Trilby Fedora Hat is part of the Toucan Collection's new spring/summer line and features a classic look perfect for the season. Starting with a "heathered,"…

(4)
$35.00
Available Colors:
  • BROWN
  • BLACK
  • NATURAL

…style is fashionable and functional. Featuring a lightweight and breathable bamboo, cotton and polyester blend knit, the Arnie Bamboo Trilby has a smaller profile Trilby design. Its brim is pre-snapped down in the front for a classic fedora look.    Approx. 4 3/4" Elongated Tear Drop Crown…

$49.30
Available Colors:
  • NAVYBLUE
  • TAN

Introducing the Cannery Roy Wool Fedora Hat by Stacy Adams.  This is a great classic style fedora that will be your favorite for years to come. We are now lucky enough to offer from of these colors in 2XL for those who have always wanted a fedora but were unable to find the perfect fit. Approx.…

(3)
$58.00

…in Ecuador; Blocked & Finished in Mexico   Great for warm days out and about or at the beach, the new Two-Tone Band Panama Straw Trilby Fedora Hat has a stylish, hand-crafted look. Handwoven in Ecuador following generations of tradition, this genuine panama straw hat is then shipped…

(5)
$95.00
Available Colors:
  • TEA

…in Italy   UPF 40+   The handsome Linen Delave Trilby Fedora Hat is part of Stetson's exclusive European line featuring fine European materials and world-renowned craftsmanship. The Stetson Linen Delave Trilby Fedora Hat is crafted of fine linen delave fabric spun and woven by…

$120.00
Available Colors:
  • BLACK
  • DENIMBLUE
  • BEIGE

  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.…

(158)
$44.96

  The Jaxon Weathered Cotton Fedora Hat is perfect for an outdoorsman with a sense of style. Complete with a rugged look, this fedora features a pre-snap brim and a comfortable cotton lining.   Approx. 3 1/2" C-Crown (Tear Drop) 1 3/4" Pre-Snap Brim   Made of: 65% Cotton 35%…

(11)
$40.50
Available Colors:
  • BROWN

…wrong way to go. If you are in search of a classic panama style that will work for an every day look introducing the Biltmore Havana Panama Straw Trilby Fedora Hat.   Approx. 4" Pinch Crown 2 1/8" Brim   Made of: 100% Genuine Panama Straw (Grade 3)   Handwoven in…

(1)
$130.00
Available Colors:
  • BLEACH

  The Tropic Playa Stingy Brim is a great shape for the those who are avid fans of fedoras.   Approx. 4 1/2" Center Pinch Crown 2" Stitched Brim   Made of:  60% Polyester 40% Chlorofibre   Untrimmed (No Hat Band, Side Pins or Feathers) Embroidered Kangol Side Logo…

(3)
$45.90

…  A classic teardrop crown is paired with a modern, 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…

(3)
$44.96
Available Colors:
  • BROWN

…Raffia Straw Trilby Fedora Hat is a summertime classic. Featuring a two-toned raffia straw construction, the Trinidad Trilby is finished with a stylish striped hat band and side feather. A classic teardrop crown and snazzy pre-snapped front brim help give the Trinidad Trilby its understated,…

(24)
$35.96
Available Colors:
  • NATURALPUTTY

  Designed with sophistication in mind, Scala offers relaxed headwear that looks as good as it feels. The Solana Straw Fedora Hat is handmade with toyo straw. Featuring a multicolored striped hatband, the Solana is a great design that compliments every man.   Approx. 4 1/4"…

(8)
$37.80
Available Colors:
  • IVORY

  Please Note: This fedora hat does NOT have a stiff finish. It has a relaxed, floppy look.    Made in the spirit of our popular wool C-Crown Crushable Fedora Hat, the Summer C-Crown Toyo Straw Fedora Hat by Jaxon Hats also sports a timeless teardrop crown (aka…

(128)
$31.46
Available Colors:
  • IVORY
  • NATURAL

  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…

(3)
$60.00

  The Jeanne Simmons Metallic Straw Trilby Fedora Hat is a great, versatile fedora with a touch of flair of pizzazz. The Metallic fedora is a trilby that will give any outfit that extra pop to take your look to the next level.    Approx. 3 3/4" C-crown 1 3/4" Pre-snap Brim  …

(2)
$24.00
Available Colors:
  • GOLD

  If you are on the search for a stingy brim hat you 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%…

$50.00
Available Colors:
  • BLACK

  The Tulum Toyo Straw Trilby Fedora Hat by Scala is crafted of durable braided and sewn toyo straw for a packable finish. Its modern trilby design offers a smaller overall profile and shorter brim for an updated classic. Dress it up or down this spring and summer for a dash of style! …

(1)
$32.00
Available Colors:
  • BLACK

  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

…Straw Trilby Fedora Hat is a handsome new style for spring and summer. Crafted of polyester straw braid, the Striped Band Trilby is more durable and doesn't crack as easily as traditional straws. Trimmed with stylish striped band, deluxe side feather and Stacy Adams side pin, the Striped Band Trilby

$42.00
Available Colors:
  • BROWN

  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…

$59.50

  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

  Please Note: Due to different shipments from Bailey, hats may either have a Bailey pin or a Bailey tag on the hat band. Welcome to today's hot new look in an amazingly soft, packable, and comfortable sewn braid! The Bailey of Hollywood Billy is a top selling topper with a stingy…

(22)
$55.00

  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…

(1)
$55.25
Available Colors:
  • BLACK
  • DARKFLANNEL

  Made in the USA 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…

$97.75
Available Colors:
  • BLACK

  Kenny K's stylish Color Blocked Toyo Straw Trilby Fedora Hat features a packable and breathable toyo straw blend in a modern, stingy brimmed fedora design. Available in either black or gray, this fedora sports a coordinating grosgrain ribbon hat band with small side bow and K. Keith side pin. Its…

(1)
$18.00

  Featuring crisp fabric in a tear drop crown and pre-snapped brim, the Paisley Band Fabric Trilby Fedora Hat by Kenny K offers a great alternative to felt hats this spring and summer. Crafted with a sharp tear drop crown, this fedora is trimmed with a pleated, tonal paisley-print satin hat…

(2)
$16.00

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