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Men's Hats and Caps for Fall and Winter

  • Westend Merino Wool Felt Fedora - Biltmore Hats Fedora Hat Biltmore Hats BF2640WEND21 Black M/L  (7 1/4; 58 cm)
    Westend Merino Wool Felt Fedora - Biltmore Hats Fedora Hat Biltmore Hats
    $ 89.00
    Biltmore Hats

    Westend Merino Wool Felt Fedora - Biltmore Hats

    Teardrop wool felt fedora handcrafted in the USA. Under welt brim, 2.125" wide. Grosgrain ribbon band with side bow and BILTMORE pin. Biltmore sena...

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    $ 89.00
  • 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
  • Rosebery Crushable Water Repellent Wool Outback Hat - Scala Hat Safari Hat Scala Hats DF509-BLK4 Black X-Large (61 cm)
    $ 59.00
    Scala Hats

    Rosebery Crushable Water Repellent Wool Outback Hat - Scala Hat

    Classic outback style wool felt hat. Packable, crushable. Naturally water repellent and sun protective. Pinched front and C-crown. Gently curved br...

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    $ 59.00
  • 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
  • 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
  • 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%
  • 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
  • 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
  • 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%
  • 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
  • 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
  • Edison Weathered Leather Newsboy Cap, Large - Stetson Hat Flat Cap Stetson Hats
    Edison Weathered Leather Newsboy Cap, Large - Stetson Hat Flat Cap Stetson Hats STW199-BLK3 Black Large
    $ 62.00
    Stetson Hats

    Edison Weathered Leather Newsboy Cap, Large - Stetson Hat

    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
  • Cleveland Wool Felt Raw Edge Fedora up to 2XL - Stacy Adams Hats Safari Hat Stacy Adams Hats SAW536-BLK2 Black Medium (22.5")
    Cleveland Wool Felt Raw Edge Fedora up to 2XL - Stacy Adams Hats Safari Hat Stacy Adams Hats SAW536-GREY2 Grey Medium (22.5")
    $ 64.25
    Stacy Adams Hats

    Cleveland Wool Felt Raw Edge Fedora up to 2XL - 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
  • Jackson Wool Felt Porkpie Hat, up to 2XL - Stacy Adams Hats Gambler Hat Stacy Adams Hats
    Jackson Wool Felt Porkpie Hat, up to 2XL - Stacy Adams Hats Gambler Hat Stacy Adams Hats SAW509 Black Large (23")
    Save 30%
    Original Price $ 64.25
    Current Price $ 44.95
    Stacy Adams Hats

    Jackson Wool Felt Porkpie Hat, up to 2XL - 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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    Original Price $ 64.25
    Current Price $ 44.95
    Save 30%
  • Crushable Water Repellent Wool Felt Ascot Cap, up to 2XL - Scala Hat Flat Cap Scala Hats
    Crushable Water Repellent Wool Felt Ascot Cap, up to 2XL - Scala Hat Flat Cap Scala Hats DF5-BLK3 Black Large
    $ 44.99
    Scala Hats

    Crushable Water Repellent Wool Felt Ascot Cap, up to 2XL - Scala Hat

    Classic molded wool felt ascot cap. Round, 1.75" padded bill. Packable. Wool felt is naturally sun protective and water repellent. 100% wool felt hat.

    $ 44.99
  • Finlay Felt Hat with Bound Wide Brim - Stacy Adams Hat Safari Hat Stacy Adams Hats
    Finlay Felt Hat with Bound Wide Brim - Stacy Adams Hat Safari Hat Stacy Adams Hats SAW706 Black Medium (22.5")
    $ 69.00
    Stacy Adams Hats

    Finlay Felt Hat with Bound Wide Brim - Stacy Adams Hat

    Wool felt safari style winter hat. Blanket bound 3.25" wide brim. Narrow ribbon tie. Dented and pinched front fedora-like crown. 100% wool felt hat

    $ 69.00
  • Scarsdale Structured Wool Felt Raw Edge Fedora up to 2XL - Scala Hats Safari Hat Scala Hats
    Scarsdale Structured Wool Felt Raw Edge Fedora up to 2XL - Scala Hats Safari Hat Scala Hats WF536 Black Medium (22.5")
    $ 59.00
    Scala Hats

    Scarsdale Structured Wool Felt Raw Edge Fedora up to 2XL - Scala Hats

    Structured wool felt safari style hat. Raw edge 2.5" wide brim. 19-Ligne grosgrain band with side bow. SCALA pin and feather detail. Dented and pin...

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    $ 59.00
  • Authentic Basque French Wool Beret - Heritage Par Laulhere Beanie Laulhere
    Authentic Basque French Wool Beret - Heritage Par Laulhere Beanie Laulhere 51-BLK1 Black Small (55 cm)
    Save 46%
    Original Price $ 89.00
    Current Price $ 47.65
    Laulhere

    Authentic Basque French Wool Beret - Heritage Par Laulhere

    This beautiful French military beret was made by the iconic Heritage par Laulhere company. Beret is approximately 10" diameter with top tassel, cab...

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    Original Price $ 89.00
    Current Price $ 47.65
    Save 46%
  • Water Repellent Poplin Bucket Rain Hat - Stetson Hats Bucket Hat Stetson Hats
    Water Repellent Poplin Bucket Rain Hat - Stetson Hats Bucket Hat Stetson Hats STW381BK2 Black Medium (22 1/2")
    $ 31.00
    Stetson Hats

    Water Repellent Poplin Bucket Rain Hat - Stetson Hats

    A classic bucket hat made of water repellent poplin. Downward brim, 2.25" wide with stitching detail. Double mesh grommets on sides with STETSON en...

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    $ 31.00
  • Water Repellent Cotton Blend Rain Flat Cap up to 2XL - Stetson Hat Flat Cap Stetson Hats
    Water Repellent Cotton Blend Rain Flat Cap up to 2XL - Stetson Hat Flat Cap Stetson Hats STC60-KAKI2 Khaki Medium (22.5")
    $ 30.00
    Stetson Hats

    Water Repellent Cotton Blend Rain Flat Cap up to 2XL - Stetson Hat

    Classic flat cap style made of water repellent cotton blend fabric. 2" sewn bill. Stetson pin detail. Satin lined crown with STETSON stamp. Soft in...

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    $ 30.00
  • Crushable Water Repellent Wool Felt Outback Hat - Scala Hat Safari Hat Scala Hats
    Crushable Water Repellent Wool Felt Outback Hat - Scala Hat Safari Hat Scala Hats
    $ 62.00
    Scala Hats

    Crushable Water Repellent Wool Felt Outback Hat - Scala Hat

    Classic outback style wool felt hat. Packable, crushable. Naturally water repellent. Pinched front and C-crown. Gently curved brim, 3" wide. Ribbon...

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    $ 62.00
  • Packable Water Repellent Wool Felt Outback Hat, Small to 3XL - Scala Hats Safari Hat Scala Hats
    Packable Water Repellent Wool Felt Outback Hat, Small to 3XL - Scala Hats Safari Hat Scala Hats DF6BLK1 Black Small (56 cm)
    $ 68.00
    Scala Hats

    Packable Water Repellent Wool Felt Outback Hat, Small to 3XL - Scala Hats

    Classic wool felt outback hat with feather accent. Packable, crushable. Naturally water repellent. Pinched front and C-crown. Gently curved brim, 3...

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    $ 68.00


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.