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Derbies & Bowlers - Trilby

Derbies & Bowlers - Trilby
In many instances, the saying "They just don't make 'em like they used to" rings very true. The hat world is one place where this isn't accurate, as long as you know where to look. Our derby and bowler selection is stocked full of some of the coolest traditional hats in the world. By crafting hats by hand with the same methods that have always been used, brands like Bollman Hat Company (America's oldest hatmaker) continue to lead the way in fine headwear. Derbies and bowlers are round crown styles with a stingy turn-up brim. They are wonderful for attaining an absolutely timeless look. These shapes and designs have been popular for decades, and in some cases, even centuries!
Featuring distinctive high crowns -typically with a cutout crown like a teardrop crown-, trilbies provide a sharp look and attitude. Trilbies have modern, trendy fashion designs that set them apart from more traditional fedoras. Shop our brands like Bailey of Hollywood, Country Gentleman, Borsalino, Barbisio, and Kangol to find the trilby that is just right for you!

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  • Vito Braided Trilby

    Vito Braided Trilby

    by Bailey of Hollywood

    See more Colors, including:
    BlueBrownBlackBeigeGreen
    S, M, L, XL
    $70.00
  • Ike Trilby

    Ike Trilby

    by Bailey of Hollywood

    See more Colors, including:
    GreenBlackGreyBrown
    S, M, L, XL
    $60.00
  • B36677 Wool Tweed Trilby

    B36677 Wool Tweed Trilby

    by Borsalino

    See more Colors, including:
    Black
    7 5/8

    Regular Price: $180.00

    Special Price: $135.00

  • Southern Breeze Trilby

    Southern Breeze Trilby

    by Chad Chig Martin

    See more Colors, including:
    Brown
    M, L, XL, XXL
    $80.00
  • Duffy II Trilby

    Duffy II Trilby

    by Bailey of Hollywood

    See more Colors, including:
    BrownBlack
    6 7/8, 7, 7 1/8, 7 1/4, 7 3/8, 7 1/2, 7 5/8
    $325.00
  • Crayon Trilby

    Crayon Trilby

    by Kangol

    See more Colors, including:
    BlackGrey
    S, M, L, XL
    $115.00
  • Raw Edge Trilby

    Raw Edge Trilby

    by Karen Kane

    See more Colors, including:
    BlackGreenPurpleGreyBlue
    S/M, M/L
    $99.00
  • Cain Trilby

    Cain Trilby

    by Bailey of Hollywood

    See more Colors, including:
    BlackBrownBlue
    S, M, L, XL
    $70.00
  • Aged Barclay Trilby

    Aged Barclay Trilby

    by Kangol

    See more Colors, including:
    GreenBlack
    S, M, L, XL
    $115.00

Set Descending Direction

Items 1-48 of 95

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