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Winter Hats

  • 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
  • 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
  • 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 $ 29.99
    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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    Original Price $ 69.25
    Current Price $ 29.99
    Sale
  • Up Brim Ladies Rain Hat - Scala Collezione Hat Kettle Brim Hat Scala Hats LW750-KH Khaki OS
    Up Brim Ladies Rain Hat - Scala Collezione Hat Kettle Brim Hat Scala Hats
    $ 23.00
    Scala Hats

    Up Brim Ladies Rain Hat - Scala Collezione Hat

    Stylish up turned brim breton style rain hat. Scala collection best selling up brim hat style now made of water repellent polyester.   Dimensional ...

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    $ 23.00
  • 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
    Original Price $ 69.00
    Current Price $ 29.99
    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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    Original Price $ 69.00
    Current Price $ 29.99
    Sale
  • Large Flower Felt Cloche Winter Hat- Scala Hat Cloche Scala Hats
    Large Flower Felt Cloche Winter Hat- Scala Hat Cloche Scala Hats LF265BK Black
    $ 59.99
    Scala Hats

    Large Flower Felt Cloche Winter Hat- Scala Hat

    Carretoo wool felt cloche hat with large felt flower. Dimensional brim, 3" wide. Dome crown. Ribbon inner band with drawstring to adjust fit. 100% ...

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    $ 59.99
  • Wool Felt Cloche with Wide Ribbon Band - Scala Hat Cloche Scala Hats
    Wool Felt Cloche with Wide Ribbon Band - Scala Hat Cloche Scala Hats LF261 Red
    $ 54.00
    Scala Hats

    Wool Felt Cloche with Wide Ribbon Band - Scala Hat

    Katie Ann wool felt cloche hat. Dimensional brim, 2.5" wide. Double, stitched ribbon band pulled through crown. Dome crown. Ribbon inner band with ...

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    $ 54.00
  • 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")
    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...

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    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...

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    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...

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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
  • Petite Size Fashion Felt Capeline Hat - Scala Kids Wide Brim Hat Scala Hats CW220 Black XXS (20")
    $ 22.00
    Scala Hats

    Petite Size Fashion Felt Capeline Hat - Scala Kids

    Classic capeline style hat for small heads. Dome crown. Flat ribbon bound brim, 3" wide (not floppy). Grosgrain ribbon band with loop. Extra-small ...

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    $ 22.00
  • Structured Brim Cloche with Big Flower Accent - John Callanan Handmade Hats Cloche Callanan Hats
    Structured Brim Cloche with Big Flower Accent - John Callanan Handmade Hats Cloche Callanan Hats LV424-GREY Grey Medium (57 cm)
    Sale
    Original Price $ 62.00
    Current Price $ 39.00
    Callanan Hats

    Structured Brim Cloche with Big Flower Accent - John Callanan Handmade Hats

    A true 1920's cloche hat. Narrow structured brim on front and side. 1.5" wide downward sloping brim in back. Felt flower petal accent with contrast...

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    Original Price $ 62.00
    Current Price $ 39.00
    Sale
  • Autumn Leaf Cloche Felt Hat - John Callanan Handmade Hats Cloche Callanan Hats LV404 Black Medium (57 cm)
    Autumn Leaf Cloche Felt Hat - John Callanan Handmade Hats Cloche Callanan Hats
    Sale
    Original Price $ 42.00
    Current Price $ 24.99
    Callanan Hats

    Autumn Leaf Cloche Felt Hat - John Callanan Handmade Hats

    Stylish wool felt wide brim cloche hat designed by British milliner, John Callanan. Asymmetrical brim, 3.5" wide. Brim stiffened and curled up on r...

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    Original Price $ 42.00
    Current Price $ 24.99
    Sale
  • 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
    Current Price $ 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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    Original Price $ 42.00
    Current Price $ 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...

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    $ 62.00
  • Studded Asymmetrical Brim Wool Felt Cloche - Callanan Hats Cloche Callanan Hats
    Studded Asymmetrical Brim Wool Felt Cloche - Callanan Hats Cloche Callanan Hats LV449 Black Medium (57 cm)
    Sale
    Original Price $ 59.25
    Current Price $ 39.00
    Callanan Hats

    Studded Asymmetrical Brim Wool Felt Cloche - Callanan Hats

    Katie Ann wool felt cloche hat designed by John Callanan. Circular felt strip detail with studs. Asymmetrical brim, 2.75" wide, turned up on left s...

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    Original Price $ 59.25
    Current Price $ 39.00
    Sale
  • Wool Felt Safari Hat with Scottish Tweed Trim - Adora® Hats Safari Hat Adora Hats
    Wool Felt Safari Hat with Scottish Tweed Trim - Adora® Hats Safari Hat Adora Hats AD1121B Pecan Medium (57 cm)
    Sale
    Original Price $ 51.00
    Current Price $ 39.99
    Adora Hats

    Wool Felt Safari Hat with Scottish Tweed Trim - Adora® Hats

    Wool felt safari hat dented and pinched crown. Grosgrain ribbon trimmed brim, 3" wide. Scottish tweed brim. Grosgrain ribbon band with side bow. In...

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    Original Price $ 51.00
    Current Price $ 39.99
    Sale
  • Wool Felt Safari Hat with Suede Chin Strap - Adora® Hats Safari Hat Adora Hats AD1134A Black Medium (57 cm)
    Wool Felt Safari Hat with Suede Chin Strap - Adora® Hats Safari Hat Adora Hats AD1134B Tan Medium (57 cm)
    Sale
    Original Price $ 52.25
    Current Price $ 39.19
    Adora Hats

    Wool Felt Safari Hat with Suede Chin Strap - Adora® Hats

    Safari wool felt hat with dented and pinched crown. Multitone woven band. Faux suede chin strap. Underwelt brim, 3.75" wide. Inner drawstring to ad...

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    Original Price $ 52.25
    Current Price $ 39.19
    Sale
  • Wool Felt Cloche Hat with Embroidered Sequin Band - Adora® Hats Cloche Adora Hats AD980bk Black
    Wool Felt Cloche Hat with Embroidered Sequin Band - Adora® Hats Cloche Adora Hats AD980bn Brown
    Sale
    Original Price $ 32.00
    Current Price $ 25.89
    Adora Hats

    Wool Felt Cloche Hat with Embroidered Sequin Band - Adora® Hats

    Bucket shape hat with square crown. Downward asymmetrical brim, 3" wide on front, narrows to 2". Stunning colorful embroidered band with tiny gold ...

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    Original Price $ 32.00
    Current Price $ 25.89
    Sale

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.