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Winter Hats

  • Puffer Rain Hat with Adjustable Toggle - Scala Hats Bucket Hat Scala Hats
    Puffer Rain Hat with Adjustable Toggle - Scala Hats Bucket Hat Scala Hats
    $ 26.99
    Scala Hats

    Puffer Rain Hat with Adjustable Toggle - Scala Hats

    Soft puffer rain hat. Bucket hat style shallow crown. Downward brim, 2.75".  Adjustable fit toggle. Packable. One size, best fit 56-57 cm 100% poly...

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    $ 26.99
  • Sequoia Black Wool Felt Safari Hat - Biltmore Hats Safari Hat Biltmore Hats BF2146SEQU1 Black Small (55 cm)
    $ 89.00
    Biltmore Hats

    Sequoia Black Wool Felt Safari Hat - Biltmore Hats

    Handcrafted wool felt bubble pinch crossover hat. Teardrop crown with pinched front. Leather cord and braided leather band. Brass concho displays h...

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    $ 89.00
  • Petite Cotton Beanie Hat for Small Heads - Flipside Hats for Healing Beanie Flipside Hats 106-016C Brown
    $ 32.00
    Flipside Hats

    Petite Cotton Beanie Hat for Small Heads - Flipside Hats for Healing

    Made in America with eco-conscious materials for smaller head sizes. Soft blend of cotton and spandex provides all day comfort for any activity.  T...

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    $ 32.00
  • Pom-Pom Chenille Beret for Small Heads - Fun Day Hats Beanie Boardwalk Style Hats DA510K Grey XXS (52 cm)
    Save 75%
    Original Price $ 12.00
    Current Price $ 3.00
    Boardwalk Style Hats

    Pom-Pom Chenille Beret for Small Heads - Fun Day Hats

    Adorable little beret cap with pom-pom.  Stretchy knit band. Soft chenille. Extra-small size hat, 50-52 cm. 100% polyester

    Original Price $ 12.00
    Current Price $ 3.00
    Save 75%
  • Petite Aspen Wool Felt Safari Hat - Wallaroo Hats Safari Hat Wallaroo Hats
    Petite Aspen Wool Felt Safari Hat - Wallaroo Hats Safari Hat Wallaroo Hats PASPE-Camel Camel Small (56 cm)
    $ 68.00
    Wallaroo Hats

    Petite Aspen Wool Felt Safari Hat - Wallaroo Hats

    Soft brush wool felt hat for small heads. Fedora-like C-crown with front pinch. Criss-crossed leatherette band. Signature WALLAROO pin. Slightly f...

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    $ 68.00
  • Plaid Fedora with Button Accent for Fall - Adora Hats® Fedora Hat Adora Hats AD1200A Camel S/M (56-57 cm)
    $ 18.00
    Adora Hats

    Plaid Fedora with Button Accent for Fall - Adora Hats®

    Stylish little plaid trilby hat. C-crown with tapered crown tip and slight front pinch. Light to dark brown plaid. Wide self band with button and p...

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    $ 18.00
  • Winter Motif Kid's Fleece Snap Brim Fedora Hat - JSA Kids Hats Fedora Hat Jeanne Simmons JS1148 Black XS (53 cm)
    Save 50%
    Original Price $ 12.00
    Current Price $ 5.99
    Jeanne Simmons

    Winter Motif Kid's Fleece Snap Brim Fedora Hat - JSA Kids Hats

    Fleece fedora hat with burgundy, grey and ivory winter motif. Black ribbon band with loop. Lined inside. Crown 3.75 inch deep. Snap brim 1.25 inch ...

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    Original Price $ 12.00
    Current Price $ 5.99
    Save 50%
  • Wool Felt Cattleman Cowboy Hat for Small Heads - Karen Keith Hats Cowboy Hat Great hats by Karen Keith
    Wool Felt Cattleman Cowboy Hat for Small Heads - Karen Keith Hats Cowboy Hat Great hats by Karen Keith WF7K Brown Small (54 cm)
    $ 31.00
    Great hats by Karen Keith

    Wool Felt Cattleman Cowboy Hat for Small Heads - Karen Keith Hats

    Classic cattleman style cowboy in for small head sizes Brown structured (firm) wool felt hat. Narrow ribbon band. Leatherette sweatband. Curled bri...

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    $ 31.00
  • Petite Floppy Brim Wool Felt Safari Hat - Brooklyn Hats Safari Hat Brooklyn Hat BKN1413GY Grey Small (56 cm)
    $ 50.00
    Brooklyn Hat

    Petite Floppy Brim Wool Felt Safari Hat - Brooklyn Hats

    Wide brim wool felt safari hat with very floppy brim. Classic fedora-like crown with deep front pinch. Grosgrain ribbon band with side feather. Raw...

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    $ 50.00
  • Peruvian Hand Knit Pigtail Beanie Hat Trapper Hat Peruvian Trading Co
    Peruvian Hand Knit Pigtail Beanie Hat Trapper Hat Peruvian Trading Co PIGTAIL Pink
    $ 59.00
    Peruvian Trading Co

    Peruvian Hand Knit Pigtail Beanie Hat

    Fun and warm trapper style hat with ear flap. Mauve and pink color combination. Hand knit by Peruvian artisans. Curly pigtails with bow detail. One...

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    $ 59.00
  • 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
  • Satipo Wool Felt Fedora Hat with Raw Edge, up to 2XL - Indiana Jones Hat Fedora Hat Indiana Jones Hats
    Satipo Wool Felt Fedora Hat with Raw Edge, up to 2XL - Indiana Jones Hat Fedora Hat Indiana Jones Hats IJ551-BRN1 Brown Small (54.5 cm)
    $ 69.00
    Indiana Jones Hats

    Satipo Wool Felt Fedora Hat with Raw Edge, up to 2XL - Indiana Jones Hat

    Indiana Jones Satipo fedora hat. Structured C-crown and pinched front. Raw edge 2.5" wide brim. Grosgrain band with side bow and Indiana Jones pin....

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    $ 69.00
  • Raider Small Heads Felt Fedora Hat - Indiana Jones Hat Fedora Hat Indiana Jones Hats
    Raider Small Heads Felt Fedora Hat - Indiana Jones Hat Fedora Hat Indiana Jones Hats 551B-BRN Brown Jr. Small (52 cm)
    $ 52.00
    Indiana Jones Hats

    Raider Small Heads Felt Fedora Hat - Indiana Jones Hat

    Indiana Jones Raiders of the Lost Ark fedora hat for small head sizes. Crushable wool felt fedora hat with C-crown and pinched front. Bound 3" wide...

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    $ 52.00
  • 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%
  • 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
  • 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
  • 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
  • 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 crusherBBM Brown Medium
    $ 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. ...

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    $ 157.00
  • Raw Denim  LIL'BRIMS - Blue Cap Ultra Sport
    Raw Denim  LIL'BRIMS - Blue Cap Ultra Sport lbfa1820m Dark Denim Medium/Large
    Save 85%
    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 ...

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    Original Price $ 33.00
    Current Price $ 5.00
    Save 85%
  • Quilted  LIL'BRIMS - Black Cap Ultra Sport
    Quilted  LIL'BRIMS - Black Cap Ultra Sport lbfa1834m Black Medium/Large
    Save 85%
    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...

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    Original Price $ 33.00
    Current Price $ 5.00
    Save 85%
  • No Donut  LIL'BRIMS - Black Cap Ultra Sport
    No Donut  LIL'BRIMS - Black Cap Ultra Sport
    Save 85%
    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...

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    Original Price $ 33.00
    Current Price $ 5.00
    Save 85%
  • 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
    $ 24.00
    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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    $ 24.00
  • 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
  • Girl's Cheetah Print Winter Fedora Hat - JSA Kids Hats Fedora Hat Jeanne Simmons
    Girl's Cheetah Print Winter Fedora Hat - JSA Kids Hats Fedora Hat Jeanne Simmons Cjs1146CTH Cheetah
    Sold out
    $ 12.00
    Jeanne Simmons

    Girl's Cheetah Print Winter Fedora Hat - JSA Kids Hats

    Animal print acrylic blend fedora hat for girls. Red satin band with bow. Lined inside. Crown 4 inch deep. Brim 1.5 inch wide. Fits up to 54cm, 6 3...

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    $ 12.00
  • Flower Beret Wool Hat - Boardwalk Style Hat Beanie Boardwalk Style Hats
    Flower Beret Wool Hat - Boardwalk Style Hat Beanie Boardwalk Style Hats
    Save 48%
    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
    Save 48%
  • Girl's Black and Ivory Houndstooth Fedora Hat - JSA Kids Hats Fedora Hat Jeanne Simmons
    Girl's Black and Ivory Houndstooth Fedora Hat - JSA Kids Hats Fedora Hat Jeanne Simmons
    Save 58%
    Original Price $ 12.00
    Current Price $ 5.00
    Jeanne Simmons

    Girl's Black and Ivory Houndstooth Fedora Hat - JSA Kids Hats

    Houndstooth pattern black and ivory trilby for girls. Red satin band with bow accent. Lined inside. Crown 3.75 inch deep. Brim 1 inch wide. Extra-s...

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    Original Price $ 12.00
    Current Price $ 5.00
    Save 58%

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.