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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.
  • Wool Felt Cattleman Cowboy Hat for Small Heads - Karen Keith Hats, Cowboy Hat - SetarTrading Hats
    Wool Felt Cattleman Cowboy Hat for Small Heads - Karen Keith Hats, Cowboy Hat - SetarTrading Hats
    $ 31.00
    Great hats by Karen Keith

    Wool Felt Cattleman Cowboy Hat for Small Heads - Karen Keith Hats

    Classic cattleman style cowboy in for small head sizes Brown structured (firm) wool felt hat. Narrow ribbon band. Leatherette sweatband. Curled bri...

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    $ 31.00
  • Wool Felt Fedora Hat for Small Heads - Kakadu Australia, Safari Hat - SetarTrading Hats
    $ 68.00
    Kakadu

    Wool Felt Fedora Hat for Small Heads - Kakadu Australia

    Small size firm wool felt safari hat with leather band. Center dent crown with slight front pinch. Downward sloping underwelt brim, 2.5" wide. Leat...

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    $ 68.00
  • Wool Felt Safari Hat for Small Heads - Kakadu Australia, Safari Hat - SetarTrading Hats
    Wool Felt Safari Hat for Small Heads - Kakadu Australia, Safari Hat - SetarTrading Hats
    $ 68.00
    Kakadu

    Wool Felt Safari Hat for Small Heads - Kakadu Australia

    Small size structured wool felt safari hat with leather band. Pressed teardrop crown with front pinch. Downward sloping raw edge firm brim, 3" wide...

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    $ 68.00
  • Indigo Upcycled Jersey Beanie Hat for Healing - Flipside Hats, Beanie - SetarTrading Hats
    Indigo Upcycled Jersey Beanie Hat for Healing - Flipside Hats, Beanie - SetarTrading Hats
    $ 39.00
    Flipside Hats

    Indigo Upcycled Jersey Beanie Hat for Healing - Flipside Hats

    Made in America with eco-conscious materials. Two tone beanie cap is made from upcycled cotton jersey. Soft, lightweight beanie for all day comfort...

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    $ 39.00
  • Absolute Stretch Cotton Beanie Hat for Healing - Flipside Hats, Beanie - SetarTrading Hats
    Absolute Stretch Cotton Beanie Hat for Healing - Flipside Hats, Beanie - SetarTrading Hats
    $ 39.00
    Flipside Hats

    Absolute Stretch Cotton Beanie Hat for Healing - Flipside Hats

    Made in America with eco-conscious materials. Warm beanie cap is made from tencel organic cotton sweatshirt fleece. Soft and lightweight perfect fo...

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    $ 39.00
  • Lavender Fleece Winter Cap for Healing - Flipside Hats, Cap - SetarTrading Hats
    $ 39.00
    Flipside Hats

    Lavender Fleece Winter Cap for Healing - Flipside Hats

    Made in America with eco-conscious recycled materials. Super warm winter cap is made from recycled polyester stretch fleece. Soft and lightweight p...

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    $ 39.00
  • Ethereal Organic Cotton Fleece Cap for Healing - Flipside Hats, Cap - SetarTrading Hats
    $ 39.00
    Flipside Hats

    Ethereal Organic Cotton Fleece Cap for Healing - Flipside Hats

    Made in America with eco-conscious materials. This warm cap is made from tencel organic cotton stretch sweatshirt fleece. Soft, lightweight two ton...

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    $ 39.00
  • Petite Striped Crown Knit Fedora Hat - San Diego Hat, Fedora Hat - SetarTrading Hats
    Petite Striped Crown Knit Fedora Hat - San Diego Hat, Fedora Hat - SetarTrading Hats
    $ 20.00
    San Diego Hat Company

    Petite Striped Crown Knit Fedora Hat - San Diego Hat

    Striped crown knit fedora hat for small head sizes. Contrast color knit band and brim edge. Dented crown with pinched front. Brim is 2" wide. Light...

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    $ 20.00
  • Brooklyn Hats - Strasbourg Wide Brim Men's Hat, Safari Hat - SetarTrading Hats
    $ 57.00
    Brooklyn Hat

    Brooklyn Hats - Strasbourg Wide Brim Men's Hat

    Beautiful handmade hat by Brooklyn Hat Co. Classic fedora crown with front pinch. Wide flat brim gives this hat a unique look. Raw edge brim, 3.5" ...

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    $ 57.00
  • Black Floppy Hat with Embroidered Appliques - Brooklyn Hats, Floppy Hat - SetarTrading Hats
    $ 58.00
    Brooklyn Hat

    Black Floppy Hat with Embroidered Appliques - Brooklyn Hats

    Wide brim wool felt black floppy hat. Classic dome crown. Stunning, colorful flower and butterfly appliques. Red satin inner lining. Raw brim, 4" w...

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    $ 58.00
  • Floppy Brim Wool Felt Women's Safari Hat - Brooklyn Hats, Safari Hat - SetarTrading Hats
    $ 50.00
    Brooklyn Hat

    Floppy Brim Wool Felt Women's Safari Hat - Brooklyn Hats

    Wide brim wool felt safari hat with very floppy brim. Classic fedora-like crown with deep front pinch. Grosgrain ribbon band with side feather. Raw...

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    $ 50.00
  • Petite Floppy Brim Wool Felt Safari Hat - Brooklyn Hats, Safari Hat - SetarTrading Hats
    $ 50.00
    Brooklyn Hat

    Petite Floppy Brim Wool Felt Safari Hat - Brooklyn Hats

    Wide brim wool felt safari hat with very floppy brim. Classic fedora-like crown with deep front pinch. Grosgrain ribbon band with side feather. Raw...

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    $ 50.00
  • Cotton Trooper Hat with Quilted Lining - DPC Hats, Trapper Hat - SetarTrading Hats
    Cotton Trooper Hat with Quilted Lining - DPC Hats, Trapper Hat - SetarTrading Hats
    $ 28.00
    Dorfman Pacific

    Cotton Trooper Hat with Quilted Lining - DPC Hats

    Black cotton trooper hat with contrast color decorative stitching detail. Faux fur lined earflap and front bill. Quilted lining inside crown. Earfl...

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    $ 28.00
  • Black Wool Felt Fedora Hat - Scala Hats, Fedora Hat - SetarTrading Hats
    Black Wool Felt Fedora Hat - Scala Hats, Fedora Hat - SetarTrading Hats
    $ 60.75
    Scala Hats

    Black Wool Felt Fedora Hat - Scala Hats

    Structured wool felt fedora hat. Classic fedora crown with center dent and front pinch. 2.25" wide brim. Grosgrain band with side bow. Feather and ...

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    $ 60.75
  • Red Bottom Hats Fashion Felt Fedora Hat - Milani Hats, Fedora Hat - SetarTrading Hats
    Red Bottom Hats Fashion Felt Fedora Hat - Milani Hats, Fedora Hat - SetarTrading Hats
    $ 24.50
    Milani Hats

    Red Bottom Hats Fashion Felt Fedora Hat - Milani Hats

    Bring a little fun to gloomy fall and winter days with this classic two-tone fedora hat. Unisex fedora with red under brim. Black leatherette ban...

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    $ 24.50
  • Soft Wool Newsboy Cap with Knit Bill - Adora Hats, Cap - SetarTrading Hats
    Soft Wool Newsboy Cap with Knit Bill - Adora Hats, Cap - SetarTrading Hats
    $ 28.00
    Adora Hats

    Soft Wool Newsboy Cap with Knit Bill - Adora Hats

    Soft boiled wool newsboy cap, cabbie for women. Knit brim, 2.5" wide ADORA pin detail. Innerband with drawstring to reduce size. One size. 100% wool

    $ 28.00
  • Faux Leather Baseball Cap - Dorfman Pacific Hat, Cap - SetarTrading Hats
    $ 19.00
    Dorfman Pacific

    Faux Leather Baseball Cap - Dorfman Pacific Hat

    Faux leather baseball cap for colder weather. Fleece lined. Front two panel is textured leatherette. Four panels are two tone cotton duck. Curved b...

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    $ 19.00
  • Plaid Italian Wool Fedora Hat - Stetson Hats, Fedora Hat - SetarTrading Hats
    Plaid Italian Wool Fedora Hat - Stetson Hats, Fedora Hat - SetarTrading Hats
    $ 59.00
    Stetson Hats

    Plaid Italian Wool Fedora Hat - Stetson Hats

    European inspired low crown plaid wool fedora. Self wool band with STETSON pin. Crown 4" tall. Stingy brim, 2" wide. Fully lined. Two tone cotton i...

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    $ 59.00
  • Italian Wool Fedora Hat with Plaid Band - Stetson Hats, Fedora Hat - SetarTrading Hats
    Italian Wool Fedora Hat with Plaid Band - Stetson Hats, Fedora Hat - SetarTrading Hats
    $ 59.00
    Stetson Hats

    Italian Wool Fedora Hat with Plaid Band - Stetson Hats

    European inspired low crown wool fedora. Plaid wool band with STETSON pin. Crown 4" tall. Stingy brim, 2" wide. Fully lined. Two tone cotton inner ...

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    $ 59.00
  • Jordan Knit Wool Blend Ivy Cap by Stacy Adams Hats, Flat Cap - SetarTrading Hats
    $ 24.00
    Stacy Adams Hats

    Jordan Knit Wool Blend Ivy Cap by Stacy Adams Hats

    Knit wool blend duckbill style cap for cold weather. Fleece lined. Sewn in curved bill, 2". Elasticized inner band for wind resistant comfortable f...

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    $ 24.00
  • Boiled Wool Newsboy Cap by Scala Hats, Cap - SetarTrading Hats
    Boiled Wool Newsboy Cap by Scala Hats, Cap - SetarTrading Hats
    $ 19.00
    Scala Hats

    Boiled Wool Newsboy Cap by Scala Hats

    Newsboy, cabbie style cap for women. Two tone crown with beret stalk. Small brim with 2" peak. Rolled knit band. Warm cozy boiled wool made for col...

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    $ 19.00