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Winter Hats

  • 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
  • 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
  • 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)
    Save 38%
    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
    Save 38%
  • 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
  • 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
  • Scottish Woolen Flat Cap - Epoch Hats Flat Cap Epoch Hats
    Scottish Woolen Flat Cap - Epoch Hats Flat Cap Epoch Hats iv1933m Khaki Medium
    $ 19.00
    Epoch Hats

    Scottish Woolen Flat Cap - Epoch Hats

    Flat caps are a men’s hat style staple. Dogtooth pattern tweed wool flat cap. Sewn bill, 2” wide. Plaid cotton flannel lining. 50% wool, 50% cotton...

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    $ 19.00
  • Herringbone Check Patchwork Wool Ivy Cap - Epoch Hats Flat Cap Epoch Hats iv3010M Grey M (22 3/8")
    $ 19.50
    Epoch Hats

    Herringbone Check Patchwork Wool Ivy Cap - Epoch Hats

    Men's driving cap for cold weather. Shades of grey herringbone pattern patchwork. Snap bill, 2" wide. Quilted inner lining. 100% wool.

    $ 19.50
  • 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...

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    $ 26.00
  • Crushable Water Repellent Wool Felt Ascot - Stafford, Scala Hats Flat Cap Scala Hats df5CLm Charcoal Small/Medium
    $ 25.00
    Scala Hats

    Crushable Water Repellent Wool Felt Ascot - Stafford, Scala Hats

    This classic molded wool felt ascot cap made of crushable wool felt. Round, 1.75" padded bill. Packable, water repellent. 100% wool felt

    $ 25.00
  • Stacy Adams Snap Brim Fedora Hat - Ivory Fedora Hat Stacy Adams Hats MWsaw624IVL Ivory L
    Save 47%
    Original Price $ 38.00
    Current Price $ 19.99
    Stacy Adams Hats

    Stacy Adams Snap Brim Fedora Hat - Ivory

    Stiff wool felt snap brim fedora. 2.25" wide brim. Grosgrain ribbon band. Feather and pin accent. Full satin lining.  

    Original Price $ 38.00
    Current Price $ 19.99
    Save 47%
  • Four Seasons Wool Felt Outback Hat - Scala Collection Hats Safari Hat Scala Hats MWDF144BNM Brown M
    Four Seasons Wool Felt Outback Hat - Scala Collection Hats Safari Hat Scala Hats
    $ 47.00
    Scala Hats

    Four Seasons Wool Felt Outback Hat - 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, ...

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    $ 47.00
  • Stacy Adams Stitched Brim Classic Fedora Hat Fedora Hat Stacy Adams Hats MWWF989GYM Grey M
    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...

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    $ 45.00
  • 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 ...

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    $ 42.00

Warm winter hat styles to keep you protected from the elements. Flat caps, wool beanies, trapper hats with fleece lining and fur trim. Water repellent winter rain hats. Timeless winter hat styles for the whole family.