Skip to content

Filters

Men's Hats and Caps for Fall and Winter

  • 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
  • Crushable Wool Felt Fedora Hat with Tie Print Band - Stacy Adams Fedora Hat Stacy Adams Hats SAW627bns Brown S/M
    Sale
    Original Price $ 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...

    View full details
    Original Price $ 42.00
    from $ 15.00
    Sale
  • 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
  • Fleecy Canvas Bucket Hat for Men - Dorfman Hats Bucket Hat Dorfman Hat Co. mw259m Brown Medium (57 cm)
    Sale
    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...

    View full details
    Original Price $ 21.00
    Current Price $ 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...

    View full details
    $ 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...

    View full details
    $ 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...

    View full details
    $ 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. ...

    View full details
    $ 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...

    View full details
    $ 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...

    View full details
    $ 59.00
  • Raw Denim  LIL'BRIMS - Blue Cap Ultra Sport
    Raw Denim  LIL'BRIMS - Blue Cap Ultra Sport lbfa1820m Dark Denim Medium/Large
    Sale
    Original Price $ 33.00
    Current Price $ 5.00
    Ultra Sport

    Raw Denim LIL'BRIMS - Blue

    Six panel denim cap. Up turned curved small faux leather bill. 1.75" peak. Button top. Sewn eyelets on each panel. Lil'Brim pin accent. Cotton and ...

    View full details
    Original Price $ 33.00
    Current Price $ 5.00
    Sale
  • Quilted  LIL'BRIMS - Black Cap Ultra Sport
    Quilted  LIL'BRIMS - Black Cap Ultra Sport lbfa1834m Black Medium/Large
    Sale
    Original Price $ 33.00
    Current Price $ 5.00
    Ultra Sport

    Quilted LIL'BRIMS - Black

    Quilted six panel cap. Up turned curved small bill. 1.75" peak. Button top. Sewn eyelets on each panel. Lil'Brim pin accent. Cotton and elasticized...

    View full details
    Original Price $ 33.00
    Current Price $ 5.00
    Sale
  • No Donut  LIL'BRIMS - Black Cap Ultra Sport
    No Donut  LIL'BRIMS - Black Cap Ultra Sport
    Sale
    Original Price $ 33.00
    Current Price $ 5.00
    Ultra Sport

    No Donut LIL'BRIMS - Black

    Black six panel cap. Up turned curved small bill. 1.75" peak. Button top. Sewn eyelets on each panel. Lil'Brim pin accent. Cotton and elasticized i...

    View full details
    Original Price $ 33.00
    Current Price $ 5.00
    Sale
  • Weathered Cotton Cadet Cap - DPC Outdoor Hat Cap Dorfman Hat Co.
    Weathered Cotton Cadet Cap - DPC Outdoor Hat Cap Dorfman Hat Co. MC169-SM Brown Small/Medium
    $ 26.00
    Dorfman Hat Co.

    Weathered Cotton Cadet Cap - DPC Outdoor Hat

    American Holly leather-look weathered cotton military style cap. Low, flat top cap with short, straight side panels. Slightly curved brim. 2.25", w...

    View full details
    $ 26.00
  • Antiqued Wool Felt Steampunk Top Hat - K. Keith Wool Hat Top Hat Great hats by Karen Keith
    Antiqued Wool Felt Steampunk Top Hat - K. Keith Wool Hat Top Hat Great hats by Karen Keith wfspb-5M Black Medium (57cm)
    Sale
    Original Price $ 72.00
    Current Price $ 39.99
    Great hats by Karen Keith

    Antiqued Wool Felt Steampunk Top Hat - K. Keith Wool Hat

    Black Merino wool felt top hat with brown-gold dusting. Black grosgrain ribbon band with aged, worn look. Wheel accent on front with double gold ch...

    View full details
    Original Price $ 72.00
    Current Price $ 39.99
    Sale
  • Duckbill Linen Ivy Cap by Milani Flat Cap Milani Hats d111KH Khaki
    Duckbill Linen Ivy Cap by Milani Flat Cap Milani Hats d111CL Grey
    $ 12.00
    Milani Hats

    Duckbill Linen Ivy Cap by Milani

    2" wide curved bill. 6 panels. Elastic band in back for comfort fit. 100% linen One size. Fits up to 59 cm

    $ 12.00
  • Callanan Hats Wool Felt Safari with Zipper Pocket - Unisex Safari Hat Callanan Hats
    Callanan Hats Wool Felt Safari with Zipper Pocket - Unisex Safari Hat Callanan Hats WWlv370OL Olive M/L (58.5 cm)
    Sale
    Original Price $ 49.00
    Current Price $ 29.00
    Callanan Hats

    Callanan Hats Wool Felt Safari with Zipper Pocket - Unisex

    Wool felt safari hat with inside pocket. Raw edge soft brim, 3" wide. Zipper and CALLANAN pin detail. C-crown, pinch front, 4" high. One size, runs...

    View full details
    Original Price $ 49.00
    Current Price $ 29.00
    Sale
  • Stacy Adams Snap Brim Fedora Hat - Ivory Fedora Hat Stacy Adams Hats MWsaw624IVL Ivory L
    Sale
    Original Price $ 38.00
    Current Price $ 15.00
    Stacy Adams Hats

    Stacy Adams Snap Brim Fedora Hat - Ivory

    FINAL SALE. NOT ELIGIBLE FOR RETURN/EXCHANGE. Stiff wool felt snap brim fedora. 2.25" wide brim. Grosgrain ribbon band. Feather and pin accent. Ful...

    View full details
    Original Price $ 38.00
    Current Price $ 15.00
    Sale
  • Four Seasons Wool Felt Outback Hat, Large - Scala Collection Hats Safari Hat Scala Hats DF144-CHOC3 Brown Large
    Four Seasons Wool Felt Outback Hat, Large - Scala Collection Hats Safari Hat Scala Hats
    $ 47.00
    Scala Hats

    Four Seasons Wool Felt Outback Hat, Large - Scala Collection Hats

    Four seasons wool felt outback/safari style hat with gently curving brim. Fedora style C-crown and pinched front. Stitched, weathered cotton brim, ...

    View full details
    $ 47.00
  • Stacy Adams Stitched Brim Classic Fedora Hat Fedora Hat Stacy Adams Hats MWWF989BKX Black XL
    Stacy Adams Stitched Brim Classic Fedora Hat Fedora Hat Stacy Adams Hats MWWF989BKM Black M
    $ 45.00
    Stacy Adams Hats

    Stacy Adams Stitched Brim Classic Fedora Hat

    Crushable wool felt fedora. 1.75" wide stitched brim. Grosgrain ribbon band with bow and pin. Feather accent. Center dent crown. Pinched front. Sat...

    View full details
    $ 45.00
  • Wool Felt Newsboy Cap - Epoch Hats Flat Cap Epoch Hats
    Wool Felt Newsboy Cap - Epoch Hats Flat Cap Epoch Hats
    $ 15.00
    Epoch Hats

    Wool Felt Newsboy Cap - Epoch Hats

    8 panels with button top. 2" bill. Fully lined. 100% wool.

    $ 15.00
  • Classic Soft Wool Felt Bowler Hat - JSA for Men Bowler Hat Jeanne Simmons
    Classic Soft Wool Felt Bowler Hat - JSA for Men Bowler Hat Jeanne Simmons js6829GYL Grey Large (59 cm)
    $ 42.00
    Jeanne Simmons

    Classic Soft Wool Felt Bowler Hat - JSA for Men

    Classic round crown bowler hat. Soft, crushable wool felt. Grosgrain ribbon band with side bow. Ribbon bound brim, 1.5" wide. Choose from a unique ...

    View full details
    $ 42.00
  • Greek Fisherman Hat - Nautical Cap Flat Cap Aegean Caps
    Greek Fisherman Hat - Nautical Cap Flat Cap Aegean Caps AEG100-BRN7 Brown 7 3/8
    Sale
    Original Price $ 32.00
    Current Price $ 15.00
    Aegean Caps

    Greek Fisherman Hat - Nautical Cap

    The real Aagean Greek Fisherman Hat. Beautiful embroidered detail on bill. Made of 85% wool, 15% nylon. Composite leather sweatband. Red satin line...

    View full details
    Original Price $ 32.00
    Current Price $ 15.00
    Sale


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.