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Men's Hats and Caps for Fall and Winter

  • Gibson Wool Blend Herringbone Ivy Cap - Dorfman Hat Flat Cap Dorfman Hat Co. MW367-NAVY3 Navy Large
    Gibson Wool Blend Herringbone Ivy Cap - Dorfman Hat Flat Cap Dorfman Hat Co. MW367-NAVY2 Navy Medium
    $ 23.99
    Dorfman Hat Co.

    Gibson Wool Blend Herringbone Ivy Cap - Dorfman Hat

    Lightweight wool blend flat cap. Herringbone pattern brown and navy blue cap. Sewn peak, 1.5". Cotton inner band. 20% wool, 80% polyester.

    $ 23.99
  • Flipper Tweed Patchwork Flat Cap - Dorfman Hat Flat Cap Dorfman Hat Co. MW316-PATCH2 Brown X-large
    Flipper Tweed Patchwork Flat Cap - Dorfman Hat Flat Cap Dorfman Hat Co. MW316-PATCH2 Brown Medium
    $ 23.99
    Dorfman Hat Co.

    Flipper Tweed Patchwork Flat Cap - Dorfman Hat

    Lightweight wool blend flat cap for fall wear. Shades of grey and brown tweed patchwork flat cap. Sewn peak, 1.5". Cotton inner band. 50% wool, 50%...

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    $ 23.99
  • Cattleman Hat with Bound Brim - Dorfman Pacific Cowboy Hat Dorfman Hat Co.
    Cattleman Hat with Bound Brim - Dorfman Pacific Cowboy Hat Dorfman Hat Co. WP19-BELLY3 Belly Large (59 cm)
    $ 44.99
    Dorfman Hat Co.

    Cattleman Hat with Bound Brim - Dorfman Pacific

    ProvatoKnit® center dent cattleman hat. Double hump crown with side dents. 4-Ligne grosgrain band with tails. Bound curled up brim, 3.5" wide. Stit...

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    $ 44.99
  • Weathered Cotton Baseball Cap, Water Repellent - DPC Outdoor Hat Cap Dorfman Hat Co.
    Weathered Cotton Baseball Cap, Water Repellent - DPC Outdoor Hat Cap Dorfman Hat Co. BC210-BRN Brown OS
    $ 20.00
    Dorfman Hat Co.

    Weathered Cotton Baseball Cap, Water Repellent - DPC Outdoor Hat

    Cedar leather-look weathered cotton baseball cap. Six-panel cap with button top. Curved brim. 2.75", with stitching detail. Antique T-slide closure...

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    $ 20.00
  • Twin Falls Crushable Wool Felt Outback Hat - Scala Hat Safari Hat Scala Hats DF193-KAKI3 Khaki Large (60 cm)
    $ 62.50
    Scala Hats

    Twin Falls Crushable Wool Felt Outback Hat - Scala Hat

    Teardrop crown outback hat. Packable, crushable. Naturally water repellent and sun protective. Under welt brim, 3" wide, with slight up curling sid...

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    $ 62.50
  • Artisan Fur Felt Fedora Embossed Band - Biltmore Hats Fedora Hat Biltmore Hats BF554BARTN22 Black M  (7 1/8; 57 cm)
    $ 199.00
    Biltmore Hats

    Artisan Fur Felt Fedora Embossed Band - Biltmore Hats

    Rosellini finish fur felt fedora handcrafted in the USA. Extra smooth supple feel. Bubble pinch front. Embossed band, grosgrain bow with Biltmore p...

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    $ 199.00
  • Naples Fur Felt Fedora Grosgrain Band and Feather - Biltmore Hats Fedora Hat Biltmore Hats
    $ 149.00
    Biltmore Hats

    Naples Fur Felt Fedora Grosgrain Band and Feather - Biltmore Hats

    Fur felt fedora handcrafted in the USA. Teardrop crown with front pinch.  Raw edge brim, 2 1/8" wide. Grosgrain ribbon band with side bow and feath...

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    $ 149.00
  • Four Seasons Packable Wool Felt Safari Hat - Scala Collection Hats Safari Hat Scala Hats DF213-BLK3 Black Large
    $ 48.00
    Scala Hats

    Four Seasons Packable Wool Felt Safari Hat - Scala Collection Hats

    Four seasons wool felt safari style hat. Fedora style C-crown and pinched front. Contrast color stitched brim, 3" wide, raw edge, soft. Grosgrain b...

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    $ 48.00
  • Cashmere Feel Snap Brim Fefora - Stetson Hats Fedora Hat Stetson Hats STW414-GREY3 Grey Large
    $ 38.00
    Stetson Hats

    Cashmere Feel Snap Brim Fefora - Stetson Hats

    Wool blend snap brim fedora hat. Dented crown with slight front pinch. Chevron pattern woven band with STETSON pin detail. Stitched brim, 1.75" wid...

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    $ 38.00
  • Sequoia Black Wool Felt Safari Hat - Biltmore Hats Safari Hat Biltmore Hats BF2146SEQU1 Black Small (55 cm)
    $ 89.00
    Biltmore Hats

    Sequoia Black Wool Felt Safari Hat - Biltmore Hats

    Handcrafted wool felt bubble pinch crossover hat. Teardrop crown with pinched front. Leather cord and braided leather band. Brass concho displays h...

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    $ 89.00
  • Weathered Cotton Trooper Hat with Berber Lining - DPC Hats Trapper Hat Dorfman Hat Co.
    Weathered Cotton Trooper Hat with Berber Lining - DPC Hats Trapper Hat Dorfman Hat Co. MW304-BRN1 Brown S/M
    Save 50%
    Original Price $ 52.00
    Current Price $ 25.99
    Dorfman Hat Co.

    Weathered Cotton Trooper Hat with Berber Lining - DPC Hats

    Weathered cotton trooper hat. Soft berber lined earflaps. Sectioned dome crown with stitching and rivet detail. Elasticized back provides a closer ...

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    Original Price $ 52.00
    Current Price $ 25.99
    Save 50%
  • Camo Nylon Trooper Hat with Fleece Lining - DPC Hats Trapper Hat Dorfman Hat Co. MW290BK2 Black Medium
    Camo Nylon Trooper Hat with Fleece Lining - DPC Hats Trapper Hat Dorfman Hat Co. MW290GY3 Grey Large
    Save 50%
    Original Price $ 28.00
    Current Price $ 13.99
    Dorfman Hat Co.

    Camo Nylon Trooper Hat with Fleece Lining - DPC Hats

    Trooper hat with earflap. Nylon construction with super soft fleece lining. Metal grommet detail on earflap. Earflaps with adjustable strap and sna...

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    Original Price $ 28.00
    Current Price $ 13.99
    Save 50%
  • Vegan Felt Wide Brim Unisex Fedora - Jeanne Simmons Hats Safari Hat Jeanne Simmons JS3995 Tan Large (59 cm)
    $ 44.00
    Jeanne Simmons

    Vegan Felt Wide Brim Unisex Fedora - Jeanne Simmons Hats

    Vegan felt unisex fedora hat. Flat underwelt brim, 3" wide. Dented crown with pinched front. Thin braided leatherette band. Inner band with drawstr...

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    $ 44.00
  • Classic Wool Felt Fedora Hat in Large Size - JSA Wool Hats Fedora Hat Jeanne Simmons JS7164 Apricot Large (59 cm)
    $ 46.00
    Jeanne Simmons

    Classic Wool Felt Fedora Hat in Large Size - JSA Wool Hats

    Classic pinched crown fedora hat for large head size. Burnt apricot hat with grey band detailed with zig zag stitch. Bound brim, 2" wide.  Center d...

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    $ 46.00
  • Four Seasons Wool Felt Safari Hat with Chin Cord - Scala Hats Safari Hat Scala Hats
    Four Seasons Wool Felt Safari Hat with Chin Cord - Scala Hats Safari Hat Scala Hats DF212-BLK2 Black Medium (57 cm)
    $ 69.00
    Scala Hats

    Four Seasons Wool Felt Safari Hat with Chin Cord - Scala Hats

    Stylish rancher style wool felt hat. Packable, crushable. Naturally water repellent. Dented and pinched crown. Gently curled up brim edge, 3.75" wi...

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    $ 69.00
  • Crushable Water Repellent Wool Felt Cowboy Hat with Earlaps - Scala Hats Safari Hat Scala Hats
    Crushable Water Repellent Wool Felt Cowboy Hat with Earlaps - Scala Hats Safari Hat Scala Hats DF55EL-BLK2 Black Medium (57 cm)
    $ 60.00
    Scala Hats

    Crushable Water Repellent Wool Felt Cowboy Hat with Earlaps - Scala Hats

    Western style soft wool felt hat. Packable, crushable. Naturally water repellent. Dented and pinched crown Gently curled brim, 3" wide. Leather ban...

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    $ 60.00
  • Merino Wool Felt Crossover Hat - Biltmore Made in USA Cowboy Hat Biltmore Hats BF04P6RAWH340272 Black M/L (7 1/4, 58 cm)
    $ 149.00
    Biltmore Hats

    Merino Wool Felt Crossover Hat - Biltmore Made in USA

    Biltmore's Hunt Club line celebrates the freedom to hunt for adventures. 4X merino suede finish crossover hat combining western and safari hat styl...

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    $ 149.00
  • 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%
  • 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
  • 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%
  • 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
  • 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
  • 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


Mens hats and caps for fall and winter. Wool felt fedora, gambler hats, flat caps

Classic style men's winter flat caps and hats. Wool felt fedora, gambler, outback and safari hat styles. Warm trapper hats and wool beanies, flat caps, and eight panel New York cabbie wool caps. Water repellent hats and caps with fleece lining and ear flaps. Men's hat for cold weather are offered by Stetson, Stacy Adams, Carlos Santana, DPC Outdoor, Epoch Hats, Scala Hats for Men, and other famous hat brands.