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The trilby, a type of fedora style hat, is characterized by its short, "stingy" brim. The brim is usually angled down in the front and up in the back, but generally allows you to fashion the brim any way you'd like, with both sides up, or one side up and one down. The trilby in recent years has essentially become synonymous with a regular "fedora" and most people refer to them as the same thing, despite the slight differences. In the early 2000's, the trilby rose to popularity in pop culture due to musicians like Justin Timberlake adopting it as part of his signature style.
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Trilby Hats

  1. New ProductBailey of Hollywood Billy Stingy Brim

    Bailey of Hollywood Billy Stingy Brim

    $64.99

    Premiere hat designer Bailey of Hollywood is known for creating nostalgic yet modern looks that appeal to the modern generation of hat wearers. This Billy Stingy Brim hat in the trilby fedora style will provide you both a unique and stylish look. The Billy Fedora features a comfortably sewn Toyo braid style that makes for a flexible fit and is finished with a tonal briaded band trim and a comfort sweatband. Its versatility allows you to wear this hat to almost any occasion!

    • Material: Straw Braid
    • Style: Trilby/Fedora
    • Brim: 1-5/8" Snap Stingy Brim
    • Crown: Teardrop
    • Matching Hatband with Logo Pin
  2. New ProductBailey of Hollywood Mannes Stingy Brim Fedora

    Bailey of Hollywood Mannes Stingy Brim Fedora

    $69.99

    This fedora from Bailey of Hollywood completes a look that's both retro and contemporary, fulfilling the style needs of the modern hat aficionado while remaining comfortable and lightweight. With the Mannes' excellent ventilation and braided straw composition, you won't feel stifled or overheated, and the variety of colors available ensure you can top off the perfect look.

    • Material: Polypropylene Braid
    • Style: Fedora
    • Brim: 1-1/2" Snap Stingy Brim
    • Crown: Teardrop
    • Bailey Logo Stitched on Side
  3. Bailey of Hollywood Duffy II Fur Felt Trilby Fedora Hat

    Bailey of Hollywood Duffy II Fur Felt Trilby Fedora Hat

    $325.00

    From the Est. 1922 collection, this is one of Bailey's finest hats. The Superior Fur Felt goes through a unique felting process to create an ultra thin felt of the highest quality.

    • Superior Fur Felt Fedora Hat
    • 1.5" Stingy Snap Brim
    • Sharp Teardrop Crown
    • Made in the USA
  4. Bailey of Hollywood Yates LiteFelt® Fedora

    Bailey of Hollywood Yates LiteFelt® Fedora

    $94.99

    The Yates Fedora is made by the iconic Bailey of Hollywood brand, right here in America. This dapper hat has a packable and water repellant design so you can wear hassle free. The LiteFelt® wool design is incredibly lightweight and soft, yet still luxurious. A leather hatband and a tall crown add unique detail to the Yates.

    • Material: LiteFelt® Wool Felt
    • Style: Fedora
    • Brim: 2" Contour
    • Crown: Teardrop
    • Water Repellant Finish
    • Leather Hatband with Loop
    • Logo Pin
    • Packable/Shape Retentive
    • Cotton Sweatband, Unlined
    • Made in the USA
    • Rope color not shown
  5. Bailey Elliott Straw Fedora

    Bailey Elliott Straw Fedora

    $64.99

    The Elliot is light and airy which is perfect for summer days on the beach or just hanging out with good company. It carries a great straw weave and an extra perfect touch with the dark brown headband.

    • Material: Paper-Thermo Straw Blend
    • Brim: 2" Pre-Snap
    • Crown: Center Dent
    • Grosgrain Hatband with Loop & Logo
    • Packable & Shape Retentive
    • Woven Sweatband
  6. Bailey of Hollywood Sydney Fedora

    Bailey of Hollywood Sydney Fedora

    $159.99
    The Bailey of Hollywood Sydney Fedora hat's versatility makes it perfect for both casual and formal wear in those warm summer months. Handwoven with the utmost in quality, this Made in America hat makes sure you get the luxurious look you have been looking for. Made of 100% genuine Panama Straw, you know that the Sydney is a keeper.
    • Material: Panama Straw
    • Style: Trilby Fedora
    • Brim: 1-1/2" Stingy
    • Crown: Pinch Front
    • Grosgrain Hatband with Bow
    • Logo Pin
    • Woven Sweatband, Unlined
    • Made in the USA
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