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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
  • 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
  • Cassatt Fur Felt Fedora with 3 Ways Band - Biltmore Hats Fedora Hat Biltmore Hats
    Cassatt Fur Felt Fedora with 3 Ways Band - Biltmore Hats Fedora Hat Biltmore Hats BF4990CASS22WA72 Walnut M/L  (7 1/4; 58 cm)
    $ 147.00
    Biltmore Hats

    Cassatt Fur Felt Fedora with 3 Ways Band - Biltmore Hats

    Extra smooth rosellini finish fur felt fedora with a supple feel.  Handcrafted in the USA. Teardrop crown with front pinch.  Under welt brim, 2.25"...

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    $ 147.00
  • Norfork Crushable Water Repellent Wool Fedora - Scala Hat Safari Hat Scala Hats DF3-CHOC4 Brown X-Large (61 cm)
    $ 48.00
    Scala Hats

    Norfork Crushable Water Repellent Wool Fedora - Scala Hat

    Classic dented and pinched fedora crown hat. Packable, crushable. Naturally water repellent and sun protective. Flat, underwelt brim, 2.5" wide. Gr...

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    $ 48.00
  • Wool Blend Fedora with Striped Band - DPC Hats Fedora Hat Dorfman Hat Co.
    Wool Blend Fedora with Striped Band - DPC Hats Fedora Hat Dorfman Hat Co. MW321-BRN4 Brown XL
    Save 31%
    Original Price $ 26.00
    Current Price $ 18.00
    Dorfman Hat Co.

    Wool Blend Fedora with Striped Band - DPC Hats

    Wool blend teardrop crown and pinched front fedora. Narrow brim, 1.75" wide. Striped grosgrain band with loop and 1921 DPC pin. Stitched cotton swe...

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    Original Price $ 26.00
    Current Price $ 18.00
    Save 31%
  • Slicker Wool Felt Teardrop Fedora Hat - Biltmore Hats Fedora Hat Biltmore Hats BF1240SLIK30SM Fawn Small  (55 cm)
    Sale
    from $ 98.75
    Biltmore Hats

    Slicker Wool Felt Teardrop Fedora Hat - Biltmore Hats

    Handcrafted wool felt fedora hat made in the USA. Teardrop crown with deep front pinch.  Curled up brim, 3" wide. Grosgrain ribbon band with wingti...

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    from $ 98.75
    Sale
  • 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%
  • 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
  • Wool Felt Fedora with Faux Crocodile Band - Stacy Adams Hats Safari Hat Stacy Adams Hats
    Wool Felt Fedora with Faux Crocodile Band - Stacy Adams Hats Safari Hat Stacy Adams Hats SAW697 Brown X-Large (61 cm)
    $ 59.00
    Stacy Adams Hats

    Wool Felt Fedora with Faux Crocodile Band - Stacy Adams Hats

    Wool felt snap brim fedora hat. Underwelt brim, 2" wide. Faux crocodile band with grosgrain ribbon overlay. Signature STACY ADAMS pin with feather ...

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    $ 59.00
  • Wool Felt Fedora with Ribbon Bound Brim - Stacy Adams Hats Safari Hat Stacy Adams Hats SAW694 Brown X-Large (61 cm)
    Wool Felt Fedora with Ribbon Bound Brim - Stacy Adams Hats Safari Hat Stacy Adams Hats
    $ 64.50
    Stacy Adams Hats

    Wool Felt Fedora with Ribbon Bound Brim - Stacy Adams Hats

    Wool felt fedora hat with shapeable brim. Ribbon bound brim, 2.5" wide. Wide grosgrain ribbon band with loop. Signature STACY ADAMS pin with pulled...

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    $ 64.50
  • 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%
  • 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%
  • 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
  • Waldo Corduroy Ivy Cap with Print Lining - Stetson Hat Flat Cap Stetson Hats
    Waldo Corduroy Ivy Cap with Print Lining - Stetson Hat Flat Cap Stetson Hats STW370 Taupe Medium
    Sold out
    $ 22.50
    Stetson Hats

    Waldo Corduroy Ivy Cap with Print Lining - Stetson Hat

    Corduroy men's flat cap for fall weather. Plaid lining. 1.5" sewn bill with contrast color underbrim. Embroidered STETSON® lettering detail. 15% ny...

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    $ 22.50
  • 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
  • Satipo Wool Felt Fedora Hat with Raw Edge, up to 2XL - Indiana Jones Hat Fedora Hat Indiana Jones Hats
    Satipo Wool Felt Fedora Hat with Raw Edge, up to 2XL - Indiana Jones Hat Fedora Hat Indiana Jones Hats IJ551-BRN1 Brown Small (54.5 cm)
    $ 69.00
    Indiana Jones Hats

    Satipo Wool Felt Fedora Hat with Raw Edge, up to 2XL - Indiana Jones Hat

    Indiana Jones Satipo fedora hat. Structured C-crown and pinched front. Raw edge 2.5" wide brim. Grosgrain band with side bow and Indiana Jones pin....

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    $ 69.00
  • 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
  • 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
  • Woodstock Distressed Wool Felt Safari Winter Hat - Scala Hat Safari Hat Scala Hats
    Woodstock Distressed Wool Felt Safari Winter Hat - Scala Hat Safari Hat Scala Hats
    $ 59.75
    Scala Hats

    Woodstock Distressed Wool Felt Safari Winter Hat - Scala Hat

    Brown wool felt safari hat with turned up brim. Distressed worn edges.  Fedora-like dented and pinched crown. Wide brim, 3.5" with curled up edge. ...

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    $ 59.75
  • Houndstooth Lined Flat Cap - Dorfman Pacific Hat Flat Cap Dorfman Hat Co. MW204 Brown Small/Medium
    Houndstooth Lined Flat Cap - Dorfman Pacific Hat Flat Cap Dorfman Hat Co. MW204 Grey Small/Medium
    $ 19.00
    Dorfman Hat Co.

    Houndstooth Lined Flat Cap - Dorfman Pacific Hat

    Lightweight flat cap for fall wear. Houndstooth pattern. Snap peak, 1.5". Satin lined crown. Cotton inner band with elasticized front portion. 100%...

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    $ 19.00
  • Crushable Wool Felt Fedora Hat with Tie Print Band - Stacy Adams Fedora Hat Stacy Adams Hats SAW627bns Brown S/M
    Save 64%
    Original Price $ 42.00
    Current Price $ 15.00
    Stacy Adams Hats

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

    Brown wool felt fedora hat with feather accent. Dented crown with pinched front. 1.5" wide bounded snap brim. Blue tie print band with Stacy Adams ...

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    Original Price $ 42.00
    Current Price $ 15.00
    Save 64%
  • 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
  • Fleecy Canvas Bucket Hat for Men - Dorfman Hats Bucket Hat Dorfman Hat Co. mw259m Brown Medium (57 cm)
    Save 52%
    Original Price $ 21.00
    Current Price $ 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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    Original Price $ 21.00
    Current Price $ 9.99
    Save 52%
  • 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


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.