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Winter Hats

  • Summit Safari Wool and Leather Hat, Sangria - American Outback Safari Hat Head'N'Home Hats
    Summit Safari Wool and Leather Hat, Sangria - American Outback Safari Hat Head'N'Home Hats summitBO Sangria M (57-58 cm)
    $ 187.00
    Head'N'Home Hats

    Summit Safari Wool and Leather Hat, Sangria - American Outback

    A timeless classic fedora hat from the American Outback Collection. Beautiful deep color wool felt and luxurious full grain American cowhide leathe...

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    $ 187.00
  • 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...

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    Original Price $ 72.00
    Current Price $ 39.99
    Sale
  • 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...

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    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 $ 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
    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, ...

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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
  • Wool Bucket Hat with Crochet Flower Beanie Jeanne Simmons
    Wool Bucket Hat with Crochet Flower Beanie Jeanne Simmons js7140kg Green
    $ 22.00
    Jeanne Simmons

    Wool Bucket Hat with Crochet Flower

    Boiled wool beanie hat with contrast color trim and accent. Large crochet flower. One size fits most. 100% wool.

    $ 22.00
  • Small Boiled Wool Hat Beanie Jeanne Simmons
    Small Boiled Wool Hat Beanie Jeanne Simmons WWBW272AP Apricot
    $ 22.00
    Jeanne Simmons

    Small Boiled Wool Hat

    2" wide brim with plastic edge. Two flower accent with stitching. One size fits most. 100% boiled wool.

    $ 22.00
  • Large Floppy Brim Wool Felt Fedora Hat - Jeanne Simmons Hats Fedora Hat Jeanne Simmons WWWF267GY Grey
    Large Floppy Brim Wool Felt Fedora Hat - Jeanne Simmons Hats Fedora Hat Jeanne Simmons
    $ 43.00
    Jeanne Simmons

    Large Floppy Brim Wool Felt Fedora Hat - Jeanne Simmons Hats

    A stunning hat! Paisley band. 4" wide brim. Elastic drawstring in satin band inside. C-crown, slight pinch. One size fits most. 100% wool felt.

    $ 43.00
  • 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
  • Wool Blend Newsboy Cap Cap Jeanne Simmons WWPO207BN Brown
    Wool Blend Newsboy Cap Cap Jeanne Simmons WWPO207GY Grey
    Sale
    Original Price $ 15.00
    Current Price $ 1.99
    Jeanne Simmons

    Wool Blend Newsboy Cap

    Faux suede band with button. Houndstooth-like pattern. 2" wide bill. Fully lined. One size fits most. 70% polyester, 30% wool.

    Original Price $ 15.00
    Current Price $ 1.99
    Sale
  • Two Tone Boiled Wool Cloche Beanie Jeanne Simmons WWBW240CL Charcoal
    Two Tone Boiled Wool Cloche Beanie Jeanne Simmons js7586rd Red
    $ 22.00
    Jeanne Simmons

    Two Tone Boiled Wool Cloche

    Cozy and stylish beanie for women. Small, wired, 1.5" wide brim. Large black flower accent. 4" deep crown. One size fits most. 100% boiled wool.

    $ 22.00
  • Boiled Wool Fuchsia Beanie with Bow by JSA for Women Beanie Jeanne Simmons
    Boiled Wool Fuchsia Beanie with Bow by JSA for Women Beanie Jeanne Simmons WWBW243FC Fuchsia
    $ 23.00
    Jeanne Simmons

    Boiled Wool Fuchsia Beanie with Bow by JSA for Women

    Small 1.5" wide brim with wire. Bow accent. 4" deep crown. One size fits most. 100% boiled wool

    $ 23.00
  • Little Two Tone Cloche with Bow Beanie Jeanne Simmons WWBW253Gn Grey / Brown
    Little Two Tone Cloche with Bow Beanie Jeanne Simmons js7585RD Red
    $ 22.00
    Jeanne Simmons

    Little Two Tone Cloche with Bow

    Small, 1.5" wide brim. Contrast color mid crown. Bow accent. Crown 4" deep. One size fits most. 100% wool

    $ 22.00
  • 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
  • Wool Felt Cloche with Stitched Flower - JSA Cloche Jeanne Simmons js7431rd Red OS (22.5")
    Wool Felt Cloche with Stitched Flower - JSA Cloche Jeanne Simmons js7431nv Navy OS (22.5")
    $ 37.00
    Jeanne Simmons

    Wool Felt Cloche with Stitched Flower - JSA

    Cute cloche hat with zig-zag stitching detail Large multi layer felt flower with stitching detail. Wool felt band. Brim 1.75" wide. One size fits m...

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    $ 37.00
  • Wool Felt Wide Brim Hat for Women Wide Brim Sun Hat Boardwalk Style Hats WWWF264GY Light grey Medium (57 cm)
    Wool Felt Wide Brim Hat for Women Wide Brim Sun Hat Boardwalk Style Hats
    Sale
    Original Price $ 28.00
    Current Price $ 19.99
    Boardwalk Style Hats

    Wool Felt Wide Brim Hat for Women

    Stylish eclectic boho look for all year round. Wool felt wide brim floppy hat, 4.5" wide brim. Grosgrain ribbon band. One size fits most. Wool felt...

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    Original Price $ 28.00
    Current Price $ 19.99
    Sale
  • Flower Beret Wool Hat - Boardwalk Style Hat Beanie Boardwalk Style Hats
    Flower Beret Wool Hat - Boardwalk Style Hat Beanie Boardwalk Style Hats
    Sale
    Original Price $ 21.00
    Current Price $ 10.99
    Boardwalk Style Hats

    Flower Beret Wool Hat - Boardwalk Style Hat

    Soft boiled wool beret. Large flower accent, can be worn on front, side or back. Flower is accented with contrast color stitching. One size fits mo...

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    Original Price $ 21.00
    Current Price $ 10.99
    Sale
  • 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...

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    Original Price $ 32.00
    Current Price $ 15.00
    Sale
  • Curled Brim Slanted Cloche Wool Hat with Velvet Bow - Scala Hats Cloche Scala Hats
    Curled Brim Slanted Cloche Wool Hat with Velvet Bow - Scala Hats Cloche Scala Hats lf170pc Pecan
    $ 54.99
    Scala Hats

    Curled Brim Slanted Cloche Wool Hat with Velvet Bow - Scala Hats

    Best selling winter cloche hat. Wool felt asymmetrical brim cloche. Wide velvet band. Asymmetrical brim 3" wide on right left side, left side turne...

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    $ 54.99
  • Bucket Style Boiled Wool Hat with Large Flower Accent - JSA Cloche Jeanne Simmons
    Bucket Style Boiled Wool Hat with Large Flower Accent - JSA Cloche Jeanne Simmons js7484cr Cream
    $ 34.00
    Jeanne Simmons

    Bucket Style Boiled Wool Hat with Large Flower Accent - JSA

    Soft and warm boiled wool two tone bucket hat. Accented with three two tone flowers placed over contrast color leaves. Twisted black and cream tie ...

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    $ 34.00

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.