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Winter Hats

  • Crushable Wool Felt Western Hat with Aztec Band - Scala Hats Cowboy Hat Scala Hats
    Crushable Wool Felt Western Hat with Aztec Band - Scala Hats Cowboy Hat Scala Hats LF258-BLK Black Medium (57 cm)
    $ 79.99
    Scala Hats

    Crushable Wool Felt Western Hat with Aztec Band - Scala Hats

    Crushable wool felt cowboy hat. C-crown with front pinched. Over-welt brim with wire edge to shape as you like, 3.5" wide. Aztec pattern band with ...

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    $ 79.99
  • Wool Felt Safari Hat with Whip Stitch - Callanan Hats Safari Hat Callanan Hats LV427 Black Medium (57 cm)
    $ 35.00
    Callanan Hats

    Wool Felt Safari Hat with Whip Stitch - Callanan Hats

    Wool felt safari hat with whip stitch detail. Soft wool felt construction. Underwelt brim, 2.5" wide. Crown is 4" high. One size, medium, 57 cm. Dr...

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    $ 35.00
  • Wool Felt Safari Hat with Braided Suede Band - Scala Hats Safari Hat Scala Hats LF209 Brown Medium (57 cm)
    $ 49.00
    Scala Hats

    Wool Felt Safari Hat with Braided Suede Band - Scala Hats

    Dark brown wool felt safari hat with pinched crown. Soft wool felt construction with floppy, raw edge brim, 2 3/8" wide. Braided faux suede band. C...

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    $ 49.00
  • Wool Felt Cattleman Cowboy Hat for Small Heads - Karen Keith Hats Cowboy Hat Great hats by Karen Keith
    Wool Felt Cattleman Cowboy Hat for Small Heads - Karen Keith Hats Cowboy Hat Great hats by Karen Keith WF7K Brown Small (54 cm)
    $ 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 with Tie Print Band - Carlos Santana Hats Fedora Hat Santana Hats SAN372-NAV1 Navy Small/Medium (57 cm)
    Wool Felt Fedora Hat with Tie Print Band - Carlos Santana Hats Fedora Hat Santana Hats SAN372-BURG1 Burgundy Small/Medium (57 cm)
    $ 34.00
    Santana Hats

    Wool Felt Fedora Hat with Tie Print Band - Carlos Santana Hats

    Wool felt fedora designed by Carlos Santana. C-crown with pinched front. Classic fedora brim, 1.75" wide, turned up back. Navy blue ribbon bound br...

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    $ 34.00
  • Brooklyn Hats - Strasbourg Wide Brim Men's Hat Safari Hat Brooklyn Hat BKN1536 Taupe Medium (22 3/8")
    Save 56%
    Original Price $ 57.00
    Current Price $ 24.99
    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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    Original Price $ 57.00
    Current Price $ 24.99
    Save 56%
  • Black Wide Brim Hat with Embroidered Appliques - Brooklyn Hats Wide Brim Hat Brooklyn Hat BKN1602 Black M/L
    $ 58.00
    Brooklyn Hat

    Black Wide Brim 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 Brooklyn Hat BKN1413 Black Medium (57 cm)
    Save 50%
    Original Price $ 50.00
    Current Price $ 24.99
    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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    Original Price $ 50.00
    Current Price $ 24.99
    Save 50%
  • Petite Floppy Brim Wool Felt Safari Hat - Brooklyn Hats Safari Hat Brooklyn Hat BKN1413GY Grey Small (56 cm)
    $ 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
  • Quilted Nylon Rain Hat with Berber Brim - Scala Collezione Bucket Hat Scala Hats LW735 Black Medium (57 cm)
    Quilted Nylon Rain Hat with Berber Brim - Scala Collezione Bucket Hat Scala Hats LW735 Red Medium (57 cm)
    $ 21.00
    Scala Hats

    Quilted Nylon Rain Hat with Berber Brim - Scala Collezione

    Quilted rain hat with berber trimming. Shapeable brim. Cuffed or turned down partially or all around. Fully lined. Packable. One size. 100% polyest...

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    $ 21.00
  • Cotton Trooper Hat with Quilted Lining - DPC Hats Trapper Hat Dorfman Hat Co.
    Cotton Trooper Hat with Quilted Lining - DPC Hats Trapper Hat Dorfman Hat Co. MW270 Black S/M
    $ 28.00
    Dorfman Hat Co.

    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 Scala Hats WF574-BLK2 Black Medium (22.25")
    Black Wool Felt Fedora Hat - Scala Hats Fedora Hat Scala 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
  • Weathered Leather Cadet Cap - Stetson Hats Cap Stetson Hats
    Weathered Leather Cadet Cap - Stetson Hats Cap Stetson Hats STW355-BN1 Brown S/M (57-59)
    $ 62.00
    Stetson Hats

    Weathered Leather Cadet Cap - Stetson Hats

    Aged look leather cadet cap. Flat crown top. Curved 2" bill. Double metal STETSON eyelets. Stetson logo on side. Antiqued slide buckle closure with...

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    $ 62.00
  • Soft Wool Fashion Newsboy Cap - Adora Hats Cap Adora Hats AD1049B Grey Medium (57 cm)
    Soft Wool Fashion Newsboy Cap - Adora Hats Cap Adora Hats AD1049A Camel Medium (57 cm)
    Save 29%
    Original Price $ 21.00
    Current Price $ 15.00
    Adora Hats

    Soft Wool Fashion Newsboy Cap - Adora Hats

    Chenille newsboy cap, cabbie for women. Small brim with 2.5" peak. Soft chenille crown. ADORA pin detail. Knit inner band. One size. 100% polyester

    Original Price $ 21.00
    Current Price $ 15.00
    Save 29%
  • Chenille Fashion Newsboy Cap - Adora Hats Cap Adora Hats AD944A Black Medium (57 cm)
    Chenille Fashion Newsboy Cap - Adora Hats Cap Adora Hats AD944F Beige Medium (57 cm)
    Save 21%
    Original Price $ 19.00
    Current Price $ 15.00
    Adora Hats

    Chenille Fashion Newsboy Cap - Adora Hats

    Chenille newsboy cap, cabbie for women. Small brim with 2.5" peak. Soft chenille crown. ADORA pin detail. Knit inner band. One size. 100% polyester

    Original Price $ 19.00
    Current Price $ 15.00
    Save 21%
  • Faux Leather Baseball Cap - Dorfman Hats Cap Dorfman Hat Co. BC328 Brown OS
    Save 47%
    Original Price $ 19.00
    Current Price $ 9.99
    Dorfman Hat Co.

    Faux Leather Baseball Cap - Dorfman Hats

    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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    Original Price $ 19.00
    Current Price $ 9.99
    Save 47%
  • Plaid Italian Wool Fedora Hat - Stetson Hats Fedora Hat Stetson Hats
    Plaid Italian Wool Fedora Hat - Stetson Hats Fedora Hat Stetson Hats STW249 Brown Large
    Save 58%
    Original Price $ 59.00
    Current Price $ 24.99
    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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    Original Price $ 59.00
    Current Price $ 24.99
    Save 58%
  • Italian Wool Fedora Hat with Plaid Band - Stetson Hats Fedora Hat Stetson Hats
    Italian Wool Fedora Hat with Plaid Band - Stetson Hats Fedora Hat Stetson Hats STW242 Brown Large
    Save 58%
    Original Price $ 59.00
    Current Price $ 24.99
    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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    Original Price $ 59.00
    Current Price $ 24.99
    Save 58%
  • Jordan Knit Wool Blend Ivy Cap by Stacy Adams Hats Flat Cap Stacy Adams Hats SAW667-GREY2 Grey Large/XLarge Wool Blend
    Jordan Knit Wool Blend Ivy Cap by Stacy Adams Hats Flat Cap Stacy Adams Hats SAW667-GREY1 Grey Small/Medium Wool Blend
    Save 38%
    Original Price $ 24.00
    Current Price $ 15.00
    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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    Original Price $ 24.00
    Current Price $ 15.00
    Save 38%
  • Boiled Wool Newsboy Cap by Scala Hats Cap Scala Hats LW667 Charcoal Medium (57 cm)
    Boiled Wool Newsboy Cap by Scala Hats Cap Scala Hats LW667 Black Medium (57 cm)
    Save 37%
    Original Price $ 19.00
    Current Price $ 11.98
    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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    Original Price $ 19.00
    Current Price $ 11.98
    Save 37%
  • The Cowardly Lion Peruvian Hand Knit Hat Trapper Hat Peruvian Trading Co LION Tan
    The Cowardly Lion Peruvian Hand Knit Hat Trapper Hat Peruvian Trading Co
    $ 59.00
    Peruvian Trading Co

    The Cowardly Lion Peruvian Hand Knit Hat

    The Cowardly Lion from the Wizard of Oz. You will have lots of courage in this fun hat. Ear flap with tassels. Hand knit by Peruvian artisans. One ...

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    $ 59.00
  • Peruvian Hand Knit Pigtail Beanie Hat Trapper Hat Peruvian Trading Co
    Peruvian Hand Knit Pigtail Beanie Hat Trapper Hat Peruvian Trading Co PIGTAIL Pink
    $ 59.00
    Peruvian Trading Co

    Peruvian Hand Knit Pigtail Beanie Hat

    Fun and warm trapper style hat with ear flap. Mauve and pink color combination. Hand knit by Peruvian artisans. Curly pigtails with bow detail. One...

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    $ 59.00
  • Peruvian Hand Knit Rainbow Unicorn Hat Trapper Hat Peruvian Trading Co
    Peruvian Hand Knit Rainbow Unicorn Hat Trapper Hat Peruvian Trading Co
    $ 52.00
    Peruvian Trading Co

    Peruvian Hand Knit Rainbow Unicorn Hat

    Fun and warm trapper style hat with ear flap. Multicolor rainbow flowing mane, with matching horn. Hand knit by Peruvian artisans. Long tassel and ...

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    $ 52.00
  • Ruched Ponytail Slouchy Beanie - Angela & William Beanie Epoch Hats BN1999dg Dark Grey
    Ruched Ponytail Slouchy Beanie - Angela & William Beanie Epoch Hats BN1999nv Navy
    $ 13.25
    Epoch Hats

    Ruched Ponytail Slouchy Beanie - Angela & William

    Ruched knit beanie hat. Slouchy beanie with opening for ponytail or messy bun. Double knit layer provides extra warmth. Angela & William hats l...

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    $ 13.25
  • Faux Leather and Fur Pillbox Hat - Angela & William Pillbox Hat Epoch Hats
    Faux Leather and Fur Pillbox Hat - Angela & William Pillbox Hat Epoch Hats CL2191 Black Large
    Save 48%
    Original Price $ 21.00
    Current Price $ 10.99
    Epoch Hats

    Faux Leather and Fur Pillbox Hat - Angela & William

    Pillbox style faux leather hat. Faux fur cuffed band. Quilted satin lining. One size, runs large, fits up to 59.5 cm (23 3/8"). Crown 5" deep. 100%...

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    Original Price $ 21.00
    Current Price $ 10.99
    Save 48%
  • Herringbone Patchwork Wool Newsboy Cap - Epoch Hats Flat Cap Epoch Hats
    Herringbone Patchwork Wool Newsboy Cap - Epoch Hats Flat Cap Epoch Hats NSB5008 Navy M (22 3/8")
    $ 20.50
    Epoch Hats

    Herringbone Patchwork Wool Newsboy Cap - Epoch Hats

    Men's wool newsboy cap. Four assorted herringbone pattern wool patches make this eight panel newsboy cap. Button top. Snap bill, 2" wide. Quilted s...

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    $ 20.50
  • Men's Safari Style Rain Hat - Stetson Hats Safari Hat Stetson Hats
    Men's Safari Style Rain Hat - Stetson Hats Safari Hat Stetson Hats STC61-BLK2 Black Medium
    $ 44.00
    Stetson Hats

    Men's Safari Style Rain Hat - Stetson Hats

    Water repellent cotton blend safari hat. Bound, stitched brim, 2" wide. Slightly downward sloping. Double metal eyelets with mesh on both sides. De...

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    $ 44.00
  • Black Cloche Hat with Grey Floral Trim - Adora® Hats Cloche Adora Hats
    Black Cloche Hat with Grey Floral Trim - Adora® Hats Cloche Adora Hats ad973A Black Medium (57 cm)
    $ 39.00
    Adora Hats

    Black Cloche Hat with Grey Floral Trim - Adora® Hats

    Wool felt cloche style hat. Beautiful two tone grosgrain ribbon rosette accent. Small brim, 2" wide. Adora® pin. One size. Fits up to 57 cm. 100% wool

    $ 39.00
  • Hood Suede Leather Flat Cap with Perforated Sides - Stetson Hat Flat Cap Stetson Hats STW297CHOC2 Chocolate Medium
    Hood Suede Leather Flat Cap with Perforated Sides - Stetson Hat Flat Cap Stetson Hats STW297BLK2 Black Medium
    $ 59.75
    Stetson Hats

    Hood Suede Leather Flat Cap with Perforated Sides - Stetson Hat

    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
  • Payton Unstructured Oily Timber Leather Baseball Cap - Stetson Hat Cap Stetson Hats
    Payton Unstructured Oily Timber Leather Baseball Cap - Stetson Hat Cap Stetson Hats STW510-BRN Brown OS
    $ 67.50
    Stetson Hats

    Payton Unstructured Oily Timber Leather Baseball Cap - Stetson Hat

    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
  • Dundee Leather Flat Cap - Stetson Hat Flat Cap Stetson Hats
    Dundee Leather Flat Cap - Stetson Hat Flat Cap Stetson Hats
    $ 69.00
    Stetson Hats

    Dundee Leather Flat Cap - Stetson Hat

    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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    $ 69.00
  • Moher Oily Timber Leather Flat Cap - Stetson Hat Flat Cap Stetson Hats
    Moher Oily Timber Leather Flat Cap - Stetson Hat Flat Cap Stetson Hats STW515-BLK2 Black Small/Medium
    $ 90.00
    Stetson Hats

    Moher Oily Timber Leather Flat Cap - Stetson Hat

    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

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.