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Winter Hats

Warm winter hat styles to keep you protected from the elements. Flat caps, wool beanies, trapper hats with fleece lining and fur trim. Water repellent winter rain hats. Timeless winter hat styles for the whole family.
  • $ 62.00

    Galway Weathered Leather Flat Cap - Stetson Hat

    Stetson Hats

    Weathered leather flat cap by Stetson Hats. Classic flat cap with seamless flat top. Sewn brim, 1.5" with. STETSON pin detail. 100% leather

    $ 62.00
  • $ 109.25

    Tullamore Weathered Leather Safari Hat - Stetson Hats

    Stetson Hats

    Weathered leather safari hat. Fedora-like dented crown with pinched front. Perforated leather sidewall with metal STETSON grommets. Weathered leath...

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    $ 109.25
  • $ 87.75

    Harper Goat Leather Newsboy Cap - Stetson Hat

    Stetson Hats

    Luxurious goat leather newsboy cap by the Legendary Stetson Hats. Eight panel newsboy style cap. 1.5" bill. Button top. 100% leather cap

    $ 87.75
  • $ 59.75

    Hood Suede Leather Flat Cap with Perforated Sides - Stetson Hat

    Stetson Hats

    Weathered leather flat cap by Stetson Hats. Perforated leather sidewall. Perfect lightweight transitional, fall and spring weather men's cap. Sewn ...

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    $ 59.75
  • $ 67.50

    Payton Unstructured Oily Timber Leather Baseball Cap - Stetson Hat

    Stetson Hats

    Oily Timber leather baseball cap by the Legendary Stetson Hats. Curved bill, 2.5". Button top. Double antiqued grommets. Velcro® backstrap 100% lea...

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    $ 67.50
  • $ 67.50

    Dundee Leather Flat Cap - Stetson Hat

    Stetson Hats

    Soft leather flat cap by Stetson Hats. Decorative stitching on flat top. Sewn brim, 1.5" with. Lined with embroidered STETSON logo. STETSON pin det...

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    $ 67.50
  • $ 90.00

    Moher Oily Timber Leather Flat Cap - Stetson Hat

    Stetson Hats

    Soft oily timber leather flat cap by Stetson Hats. Decorative stitching on flat top. Sewn brim, 1.5" with. Lined with embroidered STETSON logo. STE...

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    $ 90.00
  • $ 50.75

    Leven Suede Leather Flat Cap - Stetson Hat

    Stetson Hats

    Suede leather flat cap by Stetson Hats. Sewn brim, 1.5" with. STETSON pin. Unique overlapping design on back of the cap. Fully lined. Embroidered S...

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    $ 50.75
  • $ 81.00

    Sabre Weathered Leather Flat Cap - Stetson Hat

    Stetson Hats

    Stunning weathered leather flat cap by Stetson Hats. Sewn brim, 1.5" with. Plaid inner band. STETSON pin detail. 100% leather

    $ 81.00
  • $ 81.00

    Regal Antique Leather Flat Cap - Stetson Hat

    Stetson Hats

    Antiqued, aged brown leather flat cap by Stetson Hats. Traditional six panel crown. Sewn brim, 1.5" with. STETSON pin detail. 100% leather

    $ 81.00
  • $ 55.00

    Chinos Wool Blend Flat Cap - Stetson Hat

    Stetson Hats

    Wool blend ivy cap by Stetson Hats. Traditional six panel Rounded crown. Sewn brim, 1.75" with plaid underbrim. Plaid lining. STETSON logo.

    $ 55.00
  • $ 54.00

    Talese Harris Tweed Wool Baseball Cap - Stetson Hat

    Stetson Hats

    Baseball cap made with legendary handwoven Harris tweed wool. Rounded crown. Bound brim, 2.5" Paisley print lining. Decorative strap in back with S...

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    $ 54.00
  • $ 54.00

    Specter Harris Tweed Wool Duckbill Cap - Stetson Hat

    Stetson Hats

    Beautiful duckbill cap made with legendary handwoven Harris tweed wool. Rounded crown. Sewn bill, 1.5". Paisley print lining with STETSON logo patc...

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    $ 54.00
  • $ 54.00

    Saville Harris Tweed Wool Ivy Cap - Stetson Hat

    Stetson Hats

    This beautiful ivy cap is made with legendary handwoven Harris tweed wool. Sewn bill, 1.5". Paisley print lining with STETSON logo patch inside. Co...

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    $ 54.00
  • $ 79.50

    Coconino Lamb Leather Baseball Cap - Stetson Hat

    Stetson Hats

    Lamb leather baseball cap by the Legendary Stetson Hats. Curved bill, 2.5". Button top. Double antiqued grommets. Antique T-slide adjustment strap....

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    $ 79.50
  • $ 111.50

    Onassis Lamb Leather Ivy Cap - Stetson Hat

    Stetson Hats

    Lamb leather flat cap designed by the Legendary Stetson Hats. Sewn bill, 1.5". Plaid lining. Cotton sweatband. 100% leather cap

    $ 111.50
  • $ 62.00

    Edison Weathered Leather Newsboy Cap - Stetson Hat

    Stetson Hats

    Weathered leather newsboy cap by the Legendary Stetson Hats. The worn look takes you back in time to the newsboys of the busy New York streets. Eig...

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    $ 62.00
  • $ 22.50

    Waldo Corduroy Ivy Cap with Print Lining - Stetson Hat

    Stetson Hats

    Corduroy men's flat cap for fall weather. Plaid lining. 1.5" sewn bill with contrast color underbrim. Embroidered STETSON® lettering detail. 15% ny...

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    $ 22.50
  • $ 59.75

    Chelsea Wool Felt Fedora Hat with Feather - Stacy Adams Hats

    Stacy Adams Hats

    Wool felt fedora hat with feather accent. Bound 2" wide brim. Grosgrain band with side bow. Signature STACY ADAMS pin detail Dented and pinched fr...

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    $ 59.75
  • $ 64.25

    Cleveland Wool Felt Raw Edge Fedora up to 2XL - Stacy Adams Hats

    Stacy Adams Hats

    Wool felt fedora hat with feather accent. Raw edge 2.5" wide brim. 19-Ligne grosgrain band with side bow. Signature STACY ADAMS pin detail Dented a...

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    $ 64.25
  • $ 64.25

    Jackson Wool Felt Porkpie Hat, up to 2XL - Stacy Adams Hats

    Stacy Adams Hats

    Wool felt porkpie rocker hat with feather detail. Bound 2" wide brim. 16-Ligne grosgrain ribbon band with side bow. Leather inner band. Satin linin...

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    $ 64.25
  • $ 64.25

    Monroe Wool Felt Derby Hat - Stacy Adams Hats

    Stacy Adams Hats

    Wool felt derby hat with feather accent. Bound 2" wide brim. 12-Ligne grosgrain band with side bow. Signature STACY ADAMS pin detail. Satin lined. ...

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    $ 64.25
  • $ 51.75

    Katanga Crushable Wool Felt Outback Hat - Indiana Jones Hat

    Indiana Jones Hats

    Indiana Jones Belloq brown felt outback hat. Crushable, packable wool felt hat. C-crown and pinched front. Bound 3" wide brim. Grosgrain band with ...

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    $ 51.75
  • $ 58.50

    Belloq Crushable Water Repellent Wool Felt Outback Hat - Indiana Jones Hat

    Indiana Jones Hats

    Indiana Jones Belloq brown felt outback hat. Water repellent, crushable, packable wool felt hat. C-crown and pinched front. Bound 3" wide brim. Gro...

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    $ 58.50