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Men's Hats and Caps for Fall and Winter

  • Faux Leather Baseball Cap - Dorfman Hats Cap Dorfman Hat Co. BC328 Brown OS
    Sale
    $ 19.00
    $ 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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    $ 19.00
    $ 9.99
    Sale
  • 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
    Sale
    $ 24.00
    $ 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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    $ 24.00
    $ 15.00
    Sale
  • 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
  • Unisex Sherpa Fleece Lined Knit Black Beanie - Angela & William Beanie Epoch Hats
    Unisex Sherpa Fleece Lined Knit Black Beanie - Angela & William Beanie Epoch Hats BN2384B Black
    Sale
    $ 9.25
    $ 5.00
    Epoch Hats

    Unisex Sherpa Fleece Lined Knit Black Beanie - Angela & William

    FINAL SALE. NOT ELIGIBLE FOR RETURN/EXCHANGE. Ribbed knit beanie hat. Cuffed beanie with warm sherpa fleece lining. One size. 100% acrylic

    $ 9.25
    $ 5.00
    Sale
  • Unisex Fleece Lined Ribbed Knit Beanie - Angela & William Beanie Epoch Hats BN1921A Navy
    Unisex Fleece Lined Ribbed Knit Beanie - Angela & William Beanie Epoch Hats BN1921A Olive
    $ 9.50
    Epoch Hats

    Unisex Fleece Lined Ribbed Knit Beanie - Angela & William

    Ribbed knit beanie hat. Cuffed beanie with warm fleece lining. Angela & William hats logo leatherette patch. One size. 100% acrylic

    $ 9.50
  • 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
  • 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
  • Sabre Weathered Leather Flat Cap - Stetson Hat Flat Cap Stetson Hats
    Sabre Weathered Leather Flat Cap - Stetson Hat Flat Cap Stetson Hats STW379 Brown Medium
    $ 81.00
    Stetson Hats

    Sabre Weathered Leather Flat Cap - Stetson Hat

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

    $ 81.00
  • Talese Harris Tweed Wool Baseball Cap - Stetson Hat Cap Stetson Hats
    Talese Harris Tweed Wool Baseball Cap - Stetson Hat Cap Stetson Hats STW366-GREY Grey OSFM
    Sale
    $ 54.00
    $ 45.45
    Stetson Hats

    Talese Harris Tweed Wool Baseball Cap - Stetson Hat

    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
    $ 45.45
    Sale
  • 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
    Sale
    $ 69.25
    $ 49.95
    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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    $ 69.25
    $ 49.95
    Sale
  • 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")
    Sale
    $ 64.25
    $ 25.00
    Stacy Adams Hats

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

    FINAL SALE. NOT ELIGIBLE FOR RETURN/EXCHANGE. Wool felt porkpie rocker hat with feather detail. Bound 2" wide brim. 16-Ligne grosgrain ribbon band ...

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    $ 64.25
    $ 25.00
    Sale
  • Raider Small Heads Felt Fedora Hat - Indiana Jones Hat Fedora Hat Indiana Jones Hats
    Raider Small Heads Felt Fedora Hat - Indiana Jones Hat Fedora Hat Indiana Jones Hats 551B-BRN Brown Jr. Small (52 cm)
    $ 52.00
    Indiana Jones Hats

    Raider Small Heads Felt Fedora Hat - Indiana Jones Hat

    Indiana Jones Raiders of the Lost Ark fedora hat for small head sizes. Crushable wool felt fedora hat with C-crown and pinched front. Bound 3" wide...

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    $ 52.00
  • 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-BLK2 Black Medium
    $ 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")
    Sale
    $ 69.00
    $ 34.49
    Stacy Adams Hats

    Finlay Felt Hat with Bound Wide Brim - Stacy Adams Hat

    Wool felt safari hat with a dented and pinched crown. Stiff construction with flat, 3.25" wide brim. Olive plaid wool trim around the brim. Classy ...

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    $ 69.00
    $ 34.49
    Sale
  • 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")
    Sale
    $ 59.00
    $ 28.50
    Scala Hats

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

    FINAL SALE. NOT ELIGIBLE FOR RETURN/EXCHANGE. Structured wool felt fedora hat. Raw edge 2.5" wide brim. 19-Ligne grosgrain band with side bow. SCAL...

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    $ 59.00
    $ 28.50
    Sale
  • 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)
    Sale
    $ 89.00
    $ 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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    $ 89.00
    $ 47.65
    Sale
  • 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 Wool Felt Fedora Hat with Tie Print Band - Stacy Adams Fedora Hat Stacy Adams Hats SAW627bns Brown S/M
    Sale
    $ 42.00
    from $ 15.00
    Stacy Adams Hats

    Crushable Wool Felt Fedora Hat with Tie Print Band - Stacy Adams

    FINAL SALE. NOT ELIGIBLE FOR RETURN/EXCHANGE. Brown wool felt fedora hat with feather accent. Dented crown with pinched front. 1.5" wide bounded sn...

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    $ 42.00
    from $ 15.00
    Sale
  • Wool Felt Homburg with Feather Accent, 2XL - Stacy Adams Hats Homburg Stacy Adams Hats SAW545-BLK5 Black 2X-Large (63 cm)
    Wool Felt Homburg with Feather Accent, 2XL - Stacy Adams Hats Homburg Stacy Adams Hats SAW545-CAMEL5 Camel 2X-Large (63 cm)
    $ 64.25
    Stacy Adams Hats

    Wool Felt Homburg with Feather Accent, 2XL - Stacy Adams Hats

    Wool felt homburg style hat. Bound 2.5" wide brim. 19-Ligne grosgrain ribbon band with side bow. Stacy Adams pin and feather detail. Satin lining. ...

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    $ 64.25
  • 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
  • Reversible Cotton Bucket Hat with Fleece Lining - DPC Global Bucket Hat Dorfman Hat Co.
    Reversible Cotton Bucket Hat with Fleece Lining - DPC Global Bucket Hat Dorfman Hat Co. mw259m Camo Medium (57 cm)
    Sale
    $ 16.00
    $ 9.99
    Dorfman Hat Co.

    Reversible Cotton Bucket Hat with Fleece Lining - DPC Global

    Traditional bucket hat with warm fleece lining.  Stitched brim, 2.25" wide. Double metal eyelets. Reversible. Packable. 100% cotton

    $ 16.00
    $ 9.99
    Sale
  • Fleecy Canvas Bucket Hat for Men - Dorfman Hats Bucket Hat Dorfman Hat Co. mw259m Brown Medium (57 cm)
    Sale
    $ 21.00
    $ 9.99
    Dorfman Hat Co.

    Fleecy Canvas Bucket Hat for Men - Dorfman Hats

    The perfect winter bucket hat. Lined with warm winter fleece. Heavy cotton duck canvas outer layer. Faux leather bound, stitched brim, 2.5" wide. D...

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    $ 21.00
    $ 9.99
    Sale
  • Folk Distressed Look Wool Felt Western Hat - Biltmore Hats Safari Hat Biltmore Hats BFNN50Folk32M Chocolate Medium (57 cm)
    $ 119.00
    Biltmore Hats

    Folk Distressed Look Wool Felt Western Hat - Biltmore Hats

    Handcrafted wool felt western outback style hat. Felt is distressed to give an authentic worn look. Teardrop crown with pinched front. Distressed g...

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    $ 119.00
  • Solid Color Wool Felt Flat Cap - Epoch Hats Flat Cap Epoch Hats iv1581nvm Navy M (22 3/8")
    Solid Color Wool Felt Flat Cap - Epoch Hats Flat Cap Epoch Hats iv1581gym Grey M (22 3/8")
    $ 15.00
    Epoch Hats

    Solid Color Wool Felt Flat Cap - Epoch Hats

    Men's driving flat cap for cold weather. Solid color, grey, navy and black wool felt ivy cap. Snap bill, 2" wide. Quilted flannel inner lining. 100...

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    $ 15.00
  • Summit Safari Wool and Leather Hat, Navy - American Outback Safari Hat Head'N'Home Hats
    Summit Safari Wool and Leather Hat, Navy - American Outback Safari Hat Head'N'Home Hats summitnvM Navy L (58-59 cm)
    $ 187.00
    Head'N'Home Hats

    Summit Safari Wool and Leather Hat, Navy - American Outback

    A great American made unisex safari hat. Timeless classic fedora hat from the American Outback Collection. Beautiful deep color wool felt and luxur...

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    $ 187.00
  • Head'n Home Crusher Outback Leather Hat up to 3XL- Bomber Brown Safari Hat Head'N'Home Hats
    Head'n Home Crusher Outback Leather Hat up to 3XL- Bomber Brown Safari Hat Head'N'Home Hats crusherBBML Brown Small
    $ 157.00
    Head'N'Home Hats

    Head'n Home Crusher Outback Leather Hat up to 3XL- Bomber Brown

    Men's leather hat proudly made in USA. Outback style, super lightweight antiqued aged leather hat. Packable, crushable, waterproof, UPF 50+ rated. ...

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    $ 157.00
  • Fleece Winter Flexible Ski Face Mask - Elysiumland Beanie Epoch Hats msk1983cl Charcoal
    Fleece Winter Flexible Ski Face Mask - Elysiumland Beanie Epoch Hats msk1986bk Black
    $ 9.00
    Epoch Hats

    Fleece Winter Flexible Ski Face Mask - Elysiumland

    Multi function balaclava hood. Shape into beanie, scarf, partial or full face mask, or hood. Adjustable toggles for hood and mask. Polar fleece pro...

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    $ 9.00
  • Unisex Classic French Wool Beret - Angela & William Beanie Epoch Hats ww004kg Kelly Green
    Unisex Classic French Wool Beret - Angela & William Beanie Epoch Hats ww004nv Navy
    $ 12.00
    Epoch Hats

    Unisex Classic French Wool Beret - Angela & William

    Classic beret hat with stalk for men and women. Soft pure wool. 11" diameter round crown. One size, fits up to 59 cm, (23 1/4") 100% wool.

    $ 12.00
  • Jackaroo Brown Leather Western Cowboy Hat by Jars Cowboy Hat Texas Gold Hats
    Jackaroo Brown Leather Western Cowboy Hat by Jars Cowboy Hat Texas Gold Hats jr7481bn Brown Medium (57 cm)
    $ 59.00
    Texas Gold Hats

    Jackaroo Brown Leather Western Cowboy Hat by Jars

    Safari, outback style heavy leather hat for summer and winter season. Excellent sun protection.  C-crown with pinched front. Curled up, curved brim...

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    $ 59.00


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.