Mens Vintage Hats

Shop our authentic mens vintage hats to find that one hat that expresses your personal style. From fedoras to trilbies to flat caps.  Find your one-of-a-kind hat for Father’s Day at MadgesHatbox Vintage.Mens Vintage Hats.  If you are shopping on mobile please use horizontal mode to use filters for sizes, color, era, designer, etc.

For Father’s Day or any day, treat your dapper guy to the gift of vintage.  One of a kind hats, clothing, and accessories for the one-of-a-kind man.  Featuring  Stetson, Dobbs, Cavanagh, and Adam hats.  Hat styles include fedoras, Trilbies, cowboys, and other Western-style hats; plus derbies, bowlers, boaters, flat caps, and berets.

We have much more stock waiting to be photographed so if you are looking for something special please drop us a line at info@madgeshatbox.com or call us at (404) 850-1757.

Showing 1–18 of 21 results

  • Dorfman Pacific Hat

    Vintage Dorfman-Pacific Hat, Brown & Gray Wool Trilby, Size 7 ⅜

    $48.00
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  • 1960s trilby hat

    Vintage Dobbs Hat, 1960s Trilby, Gray Flannel, Pheasant Feather, Size 7

    $32.00
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  • Green Plaid Trilby

    Green Trilby Hat, Plaid Wool by Dorfman-Pacific (DPC), Size 7 ⅛

    $28.00
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  • Sherlock holmes hat

    Vintage Deerstalker Hat, Sherlock Holmes Cap, Brown Wool Plaid, Size 7 ⅛

    $75.00
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  • vintage plaid cap

    Vintage Newsboy Cap, Burgundy & Brown Wool Plaid Flat Cap, Hat Size 6 ⅞

    $12.00
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  • Vintage bowler hat

    Vintage Bowler, Black Wool Felt by Dorfman-Pacific, Size 7 1/8

    $45.00
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  • Nelson Outback hat

    Vintage Nelso Safari Hat, Brown Wool, Leopard Hat Band, Snap Up Brim

    $22.00
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  • Stetson trilby, black tweed

    Vintage Stetson Trilby Hat, Lightweight Black Tweed, Size 7 ⅛

    $32.00
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  • vintage adam hats trilby

    Adam Hats Trilby, Brown Tweed, Decorative Pheasant Feather, Size 7 ½

    $32.00
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  • Adams Fedora

    Vintage Adams Fedora, Tan Canvas Summer Hat, Size 7 ⅛

    $42.00
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  • Betmar Natural Straw Hat

    Vintage Natural Straw Wide Brim Breton Hat by Betmar Hats, Size 22

    $25.00
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  • mens sun hat

    Vintage Bucket Hat, Green Canvas, String Ties, Size 23

    $5.00
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  • vintage Tilly Hat, Snap up Brim, Cream Canvas, Size 7 1/8

    Vintage Tilly Hat, Snap up Brim, Cream Canvas, Folds for Travel

    $38.00
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  • Straw Wide Brim Fedora,

    Straw Wide Brim Fedora, Green Abstract Print Hatband, Size 7

    $32.00
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  • Vintage Cowboy Hat, Dark Tan Wool Felt, Feathers

    Vintage Cowboy Hat, Dark Tan Wool Felt, Feathers

    $45.00
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  • Adam Hats Cowboy Hat, 5X Black Beaver Felt, Western 101 Corral, Size 7 1/8

    Adam Cowboy Hat, 5X Black Beaver Felt, Size 7 1/8

    $125.00
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  • Sale! Black Tweed Vintage Cap by Country Gentlemen, Hat Size 7.25

    Vintage Flat Cap by Country Gentlemen, Black Tweed Hat

    $45.00 $38.00
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  • unisex panama style hat

    Panama Style Hat, Open Weave Cream Straw, Size 7 3/8, Unisex

    $25.00
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