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Fall and Winter Hats

  • 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

    Men's Safari Style Rain Hat - Stetson Hats

    $ 44.00

    Embrace adventure in this water-resistant cotton blend safari hat that keeps you dry without sacrificing style. The structured 2" brim slopes gentl...

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    $ 44.00
  • Black Cloche Hat with Grey Floral Trim - Adora® Hats Cloche Adora Hats ad973A Black Medium (57 cm)

    Black Cloche Hat with Grey Floral Trim - Adora® Hats

    $ 39.00

    Elevate your vintage-inspired collection with this exquisite Black Cloche Hat, a timeless piece that captures the elegance of classic 1920s style. ...

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    $ 39.00
  • Galway Weathered Leather Flat Cap - Scala Men's Hats Flat Cap Scala Hats
    Galway Weathered Leather Flat Cap - Scala Men's Hats Flat Cap Scala Hats SL200-BRN2 Brown Medium

    Galway Weathered Leather Flat Cap - Scala Men's Hats

    $ 76.00

    Experience timeless style with the Galway Weathered Leather Flat Cap. This distinguished flat cap features authentic weathered leather that develop...

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    $ 76.00
  • Leven Suede Leather Flat Cap - Scala Hat Flat Cap Scala Hats
    Leven Suede Leather Flat Cap - Scala Hat Flat Cap Scala Hats SL46-TAN2 Taupe Medium

    Leven Suede Leather Flat Cap - Scala Hat

    $ 68.00

    The Leven represents a refined approach to classic flat cap design, featuring premium suede leather construction with meticulous craftsmanship. Thi...

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    $ 68.00
  • Talese Harris Tweed Wool Baseball Cap - Stetson Hat Cap Stetson Hats
    Talese Harris Tweed Wool Baseball Cap - Stetson Hat Cap Stetson Hats STW366-GREY Grey OSFM
    Sale

    Talese Harris Tweed Wool Baseball Cap - Stetson Hat

    Original Price $ 54.00
    Current Price $ 37.80

    Crafted from iconic handwoven Harris tweed wool, this baseball cap embodies timeless sophistication and uncompromising quality. The rounded crown o...

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    Original Price $ 54.00
    Current Price $ 37.80
    Sale
  • Edison Weathered Leather Newsboy Cap - Scala Hats Flat Cap Scala Hats
    Edison Weathered Leather Newsboy Cap - Scala Hats Flat Cap Scala Hats SL199-BLK2 Black Medium

    Edison Weathered Leather Newsboy Cap - Scala Hats

    $ 76.00

    Step back into classic style with the Edison Weathered Leather Newsboy Cap by Scala Hats. This eight-panel design features authentic distressed sue...

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    $ 76.00
  • 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

    Up Brim Ladies Rain Hat - Scala Collezione Hat

    $ 29.00

    Weather the rain with personality in this beloved Scala Collezione up-brim hat. The classic breton silhouette gets a modern twist with water-repell...

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    $ 29.00
  • Crushable Water Repellent Wool Felt Fedora Hat - Scala Hat Fedora Hat Scala Hats
    Crushable Water Repellent Wool Felt Fedora Hat - Scala Hat Fedora Hat Scala Hats DF109-BLK1 Black Small (55 cm)

    Crushable Water Repellent Wool Felt Fedora Hat - Scala Hat

    $ 70.00

    This timeless wool felt fedora combines sophisticated style with practical functionality. Crafted from 100% wool felt, it features a distinctive pi...

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    $ 70.00
  • 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

    Finlay Felt Hat with Bound Wide Brim - Stacy Adams Hat

    Original Price $ 69.00
    Current Price $ 48.30

    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 $ 48.30
    Sale
  • Boiled Wool Beanie with Rosette - Scala Hat Beanie Scala Hats LW616-DENIM Denim OS
    Boiled Wool Beanie with Rosette - Scala Hat Beanie Scala Hats

    Boiled Wool Beanie with Rosette - Scala Hat

    $ 60.00

    Discover timeless elegance with this charming boiled wool beanie featuring a sophisticated cloche silhouette. The pleated crown is beautifully ador...

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    $ 60.00
  • Large Flower Felt Cloche Winter Hat- Scala Hat Cloche Scala Hats
    Large Flower Felt Cloche Winter Hat- Scala Hat Cloche Scala Hats LF265BK Black

    Large Flower Felt Cloche Winter Hat- Scala Hat

    $ 59.99

    Embrace timeless elegance with this stunning wool felt cloche, featuring an eye-catching dimensional flower that commands attention. The generously...

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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 Grey

    Wool Felt Cloche with Wide Ribbon Band - Scala Hat

    $ 54.00

    Elevate your style with this sophisticated wool felt cloche, designed for the woman who commands attention. The dimensional brim frames your face b...

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    $ 54.00
  • 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)
    Sale

    Authentic Basque French Wool Beret - Heritage Par Laulhere

    Original Price $ 89.00
    Current Price $ 47.65

    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")

    Water Repellent Poplin Bucket Rain Hat - Stetson Hats

    $ 31.00

    Meet your new rainy day hero—a timeless Stetson bucket hat that keeps you dry without sacrificing style. Built from water-repellent poplin with a g...

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    $ 31.00
  • Tweed Patchwork Flat Cap - Dorfman Hats Flat Cap Dorfman Hat Co.
    Tweed Patchwork Flat Cap - Dorfman Hats Flat Cap Dorfman Hat Co. MW231-SM Brown Small/Medium

    Tweed Patchwork Flat Cap - Dorfman Hats

    $ 30.00

    Crafted from a balanced wool and polyester blend, this distinguished flat cap showcases an elegant patchwork design in rich blue and brown tweed to...

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    $ 30.00
  • 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 Burgundy Medium (57 cm)
    Sale

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

    Original Price $ 62.00
    Current Price $ 39.00

    Step back in time with this charming 1920s-inspired cloche that brings vintage glamour to any outfit. Featuring a sleek, structured brim that frame...

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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
    Autumn Leaf Cloche Felt Hat - John Callanan Handmade Hats Cloche Callanan Hats LV404 Black Medium (57 cm)
    Sale

    Autumn Leaf Cloche Felt Hat - John Callanan Handmade Hats

    Original Price $ 42.00
    Current Price $ 24.99

    Discover the charm of this handcrafted wool felt cloche by renowned British milliner John Callanan. Featuring a playfully asymmetrical 3.5" brim wi...

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    Original Price $ 42.00
    Current Price $ 24.99
    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.