Skip to content

Filters

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...

    View full details
    $ 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...

    View full details
    $ 199.00
  • 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...

    View full details
    $ 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...

    View full details
    $ 48.00
  • Buffalo Plaid Black and Red Berber Trooper Hat - Scala Hats Trapper Hat Scala Hats
    Buffalo Plaid Black and Red Berber Trooper Hat - Scala Hats Trapper Hat Scala Hats LW787 Black / Red OS
    $ 31.99
    Scala Hats

    Buffalo Plaid Black and Red Berber Trooper Hat - Scala Hats

    Black berber trooper hat with black and red buffalo plaid earflap. Quilted satin lining. Earflaps with tie. 100% polyester

    $ 31.99
  • Unisex Mixed Color Wool French Beret - Angela & William Beanie Epoch Hats WW004-MXBL Mixed Navy OS
    $ 14.25
    Epoch Hats

    Unisex Mixed Color Wool French Beret - Angela & William

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

    $ 14.25
  • 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...

    View full details
    $ 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. MW290GY2 Grey Medium
    Sale
    Original Price $ 28.00
    Current Price $ 4.99
    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...

    View full details
    Original Price $ 28.00
    Current Price $ 4.99
    Sale
  • 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)
    Sale
    Original Price $ 69.00
    Current Price $ 49.99
    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...

    View full details
    Original Price $ 69.00
    Current Price $ 49.99
    Sale
  • 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...

    View full details
    $ 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...

    View full details
    $ 34.00
  • 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
    Sale
    Original Price $ 60.75
    Current Price $ 24.89
    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 ...

    View full details
    Original Price $ 60.75
    Current Price $ 24.89
    Sale
  • 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...

    View full details
    $ 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
    Sale
    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...

    View full details
    Original Price $ 24.00
    Current Price $ 15.00
    Sale
  • 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
    Original Price $ 9.25
    Current Price $ 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

    Original Price $ 9.25
    Current Price $ 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
  • 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...

    View full details
    $ 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 ...

    View full details
    $ 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...

    View full details
    $ 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...

    View full details
    $ 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...

    View full details
    $ 90.00
  • 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
    Sale
    Original Price $ 69.25
    Current Price $ 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...

    View full details
    Original Price $ 69.25
    Current Price $ 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
    Original Price $ 64.25
    Current Price $ 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 ...

    View full details
    Original Price $ 64.25
    Current Price $ 25.00
    Sale
  • 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
    Original Price $ 69.00
    Current Price $ 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 ...

    View full details
    Original Price $ 69.00
    Current Price $ 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
    Original Price $ 59.00
    Current Price $ 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...

    View full details
    Original Price $ 59.00
    Current Price $ 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
    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...

    View full details
    Original Price $ 89.00
    Current Price $ 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...

    View full details
    $ 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...

    View full details
    $ 30.00
  • 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. ...

    View full details
    $ 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...

    View full details
    $ 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
    Original Price $ 16.00
    Current Price $ 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

    Original Price $ 16.00
    Current Price $ 9.99
    Sale
  • 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...

    View full details
    $ 15.00
  • 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...

    View full details
    $ 9.00


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.