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Fall and Winter Hats, Caps and Beanies for Women

  • 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
    $ 62.00
    $ 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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    $ 62.00
    $ 39.00
    Sale
  • Autumn Leaf Cloche Felt Hat - John Callanan Handmade Hats Cloche Callanan Hats LV404 Charcoal Medium (57 cm)
    Autumn Leaf Cloche Felt Hat - John Callanan Handmade Hats Cloche Callanan Hats LV404 Red Medium (57 cm)
    Sold out
    $ 42.00
    $ 15.00
    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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    $ 42.00
    $ 15.00
    Sold out
  • 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)
    $ 51.00
    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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    $ 51.00
  • Winter Cap Knit Wool Hat - Scala Collezione Cap Scala Hats lw693gy Grey Medium (57 cm)
    Winter Cap Knit Wool Hat - Scala Collezione Cap Scala Hats lw693nv Navy Medium (57 cm)
    Sale
    $ 16.00
    $ 5.99
    Scala Hats

    Winter Cap Knit Wool Hat - Scala Collezione

    Knit wool blend winter baseball cap for women. Fitted style ball cap with 2.75" curved bill. Round seamless crown. Knit inner band. Packable. One s...

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    $ 16.00
    $ 5.99
    Sale
  • Knitted Wool Blend Cloche with Twisted Bow - DNMC Hats Cloche Boardwalk Style Hats da3169 Camel Medium (57 cm)
    Knitted Wool Blend Cloche with Twisted Bow - DNMC Hats Cloche Boardwalk Style Hats da3169 Wine Medium (57 cm)
    Sale
    $ 38.00
    $ 19.99
    Boardwalk Style Hats

    Knitted Wool Blend Cloche with Twisted Bow - DNMC Hats

    Cloche style knitted boiled wool hat. Twisted two tone bow in marled colors Shapeable wire edge brim, 2.5" wide. Pull string with touch fastener un...

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    $ 38.00
    $ 19.99
    Sale
  • Classic Soft French Beret Wool Hat - Adora® Hats Beanie Adora Hats
    Classic Soft French Beret Wool Hat - Adora® Hats Beanie Adora Hats AD1030F Teal
    $ 17.00
    Adora Hats

    Classic Soft French Beret Wool Hat - Adora® Hats

    Classic round French beret with stalk. Soft knit wool to keep you warm and stylish. Packable. Spot clean. 100% wool.

    $ 17.00
  • Adora® Wool Hat -Soft Wool Bucket Hat with Silver Lurex Band Cloche Adora Hats
    Adora® Wool Hat -Soft Wool Bucket Hat with Silver Lurex Band Cloche Adora Hats AD1057B Grey Medium (57 cm)
    $ 32.00
    Adora Hats

    Adora® Wool Hat -Soft Wool Bucket Hat with Silver Lurex Band

    Soft wool bucket hat. Contrast inline silver lurex band. Small brim, approximately 2.5" wide. ADORA pin accent. Packable. Spot clean. 100% wool

    $ 32.00
  • Adora® Wool Hat - Wool Felt Bolero Hat with Wide Ribbon Side Bow Bolero Hat Adora Hats
    Adora® Wool Hat - Wool Felt Bolero Hat with Wide Ribbon Side Bow Bolero Hat Adora Hats ad1017c Light Grey Medium (57 cm)
    $ 46.00
    Adora Hats

    Adora® Wool Hat - Wool Felt Bolero Hat with Wide Ribbon Side Bow

    Stylish wool felt bolero hat. Telescope crown. Wide grosgrain ribbon band and side bow. Flat, wide brim 3.25" wide. Inner drawstring to adjust fit....

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    $ 46.00
  • Split Brim Cloche Wool Hat with Bow - Boardwalk Style Beanie Boardwalk Style Hats da3156bk Black Medium (57 cm)
    Split Brim Cloche Wool Hat with Bow - Boardwalk Style Beanie Boardwalk Style Hats da3156rd Red Medium (57 cm)
    Sale
    $ 26.00
    $ 15.00
    Boardwalk Style Hats

    Split Brim Cloche Wool Hat with Bow - Boardwalk Style

    Split back brim wool hat. Perfect to wear with ponytail. Deep cloche style crown. Small 2" wide brim. Bow over V-cut in back. One size. 57 cm 100% ...

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    $ 26.00
    $ 15.00
    Sale
  • Ponytail Hole Knit Slouchy Beanie - Karen Keith Beanie Great hats by Karen Keith
    Ponytail Hole Knit Slouchy Beanie - Karen Keith Beanie Great hats by Karen Keith bean1tn Tan
    $ 12.00
    Great hats by Karen Keith

    Ponytail Hole Knit Slouchy Beanie - Karen Keith

    Knit messy bun beanie cap with elastic ponytail hole. Cuffed beanie hat. Karen Keith leatherette patch. One size. 100% acrylic

    $ 12.00
  • Ponytail Crochet Visor Beanie Beanie Epoch Hats bn3031rd Red
    Ponytail Crochet Visor Beanie Beanie Epoch Hats bn3031lv Lavender
    $ 12.00
    Epoch Hats

    Ponytail Crochet Visor Beanie

    Criss cross crocheted radar messy bun, ponytail beanie. Elasticized toggle. Small, curved bill, 2.25" One size. 100% acrylic

    $ 12.00
  • Fleece Winter Flexible Ski Face Mask - Elysiumland Beanie Epoch Hats msk1983cl Charcoal
    Fleece Winter Flexible Ski Face Mask - Elysiumland Beanie Epoch Hats msk1986bk Black
    $ 9.00
    Epoch Hats

    Fleece Winter Flexible Ski Face Mask - Elysiumland

    Multi function balaclava hood. Shape into beanie, scarf, partial or full face mask, or hood. Adjustable toggles for hood and mask. Polar fleece pro...

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    $ 9.00
  • Unisex Classic French Wool Beret - Angela & William Beanie Epoch Hats ww004nv Navy
    Unisex Classic French Wool Beret - Angela & William Beanie Epoch Hats ww004rd Red
    $ 12.00
    Epoch Hats

    Unisex Classic French Wool Beret - Angela & William

    Classic beret hat with stalk for men and women. Soft pure wool. 11" diameter round crown. One size, fits up to 59 cm, (23 1/4") 100% wool.

    $ 12.00
  • Packable Rain Hat with Zipper Pocket - Angela & William Bucket Hat Epoch Hats cl3056mt Mint
    Packable Rain Hat with Zipper Pocket - Angela & William Bucket Hat Epoch Hats
    $ 15.00
    Epoch Hats

    Packable Rain Hat with Zipper Pocket - Angela & William

    Bucket style waterproof rain hat for women. Lightweight hat for transitional weather. Zipper closure pocket inside to fold away hat. Satin lining. ...

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    $ 15.00
  • Shimmery Satin Fashion Baseball Cap - DNMC Cap Boardwalk Style Hats da7035 Silver M/L (58 cm)
    Shimmery Satin Fashion Baseball Cap - DNMC Cap Boardwalk Style Hats da7035 Navy M/L (58 cm)
    $ 10.00
    Boardwalk Style Hats

    Shimmery Satin Fashion Baseball Cap - DNMC

    Textured satin fashion cap for women. Bohemian inspired shimmery velvet. Beautiful deep colors. Slider closure. One size. Fits up to large, 59 cm. ...

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    $ 10.00
  • Textured Velvet Fashion Baseball Cap - DNMC Cap Boardwalk Style Hats da7037 Grey M/L (58 cm)
    Textured Velvet Fashion Baseball Cap - DNMC Cap Boardwalk Style Hats da7037 Olive M/L (58 cm)
    $ 15.50
    Boardwalk Style Hats

    Textured Velvet Fashion Baseball Cap - DNMC

    Bohemian inspired textured velvet cap. Beautiful deep colors. Six panel cap with button top. Curved bill,  2.5" wide. Adjustable Velcro© closure. O...

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    $ 15.50
  • Satin Lined Quilted Rain Hat - Scala Collezione Bucket Hat Scala Hats lw654bk Black
    Satin Lined Quilted Rain Hat - Scala Collezione Bucket Hat Scala Hats lw654gy Grey
    $ 21.00
    Scala Hats

    Satin Lined Quilted Rain Hat - Scala Collezione

    Classic bucket style quilted rain hat. Water repellent hat with satin lining.  Adjustable fit toggle. Shapeable brim, 2".  Burgundy satin inner lin...

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    $ 21.00
  • Contrast Trim Boiled Wool Pleated Beanie - Scala Collection Hats Beanie Scala Hats lw637GY Grey
    Contrast Trim Boiled Wool Pleated Beanie - Scala Collection Hats Beanie Scala Hats lw637bl Blue
    $ 24.00
    Scala Hats

    Contrast Trim Boiled Wool Pleated Beanie - Scala Collection Hats

    Scala winter beanie hats for women. Small boiled wool black cloche style beanie hat. Pleated crown. Contrast color trim. Wired edge small brim, 1.2...

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    $ 24.00
  • Fleece Lined Quilted Rain Hat - Scala Collezione Hats Bucket Hat Scala Hats LW655RD Red
    Fleece Lined Quilted Rain Hat - Scala Collezione Hats Bucket Hat Scala Hats LW655TL Teal
    $ 31.99
    Scala Hats

    Fleece Lined Quilted Rain Hat - Scala Collezione Hats

    Classic bucket style quilted rain hat. Water repellent hat with warm fleece lining.  Adjustable fit toggle. Shapeable brim, 3".  One size. 100% pol...

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    $ 31.99
  • Checkered Trimmed Texting Gloves with Bow Accent Gloves Jeanne Simmons js7660GY Grey
    $ 18.00
    Jeanne Simmons

    Checkered Trimmed Texting Gloves with Bow Accent

    Jersey knit glove with black and white checkered trim and bow accent. Two texting finger. One size. 100% polyester

    $ 18.00
  • Boiled Wool Pleated Beanie with Bow by JSA for Women Beanie Jeanne Simmons
    Boiled Wool Pleated Beanie with Bow by JSA for Women Beanie Jeanne Simmons js7568PP Eggplant
    $ 22.00
    Jeanne Simmons

    Boiled Wool Pleated Beanie with Bow by JSA for Women

    Pleated crown beanie with bow accent. Small wired brim, 1.5". Packs flat. Spot clean. One size fits most. 100% boiled wool.

    $ 22.00
  • Boiled Wool Beanie Pleated with Rosette - Scala Hats Cloche Scala Hats lw635GY Grey
    Boiled Wool Beanie Pleated with Rosette - Scala Hats Cloche Scala Hats lw635BK Black
    $ 24.00
    Scala Hats

    Boiled Wool Beanie Pleated with Rosette - Scala Hats

    Small cloche style hat. Pleated crown. Wired brim, 1.25". Two tone fleece and ribbon flowers with bead center. One size. 100% boiled wool.

    $ 24.00
  • Pleated Rose Cloche Beanie Hat by JSA for Women Beanie Jeanne Simmons js7561CL Charcoal
    Pleated Rose Cloche Beanie Hat by JSA for Women Beanie Jeanne Simmons
    $ 22.00
    Jeanne Simmons

    Pleated Rose Cloche Beanie Hat by JSA for Women

    Small cloche style beanie cap with wired brim. Pleated crown with rose accent. 100% Boiled wool. One size.

    $ 22.00
  • Knitted Panama Hat with Gold Band - Grey Safari Hat Boardwalk Style Hats
    Knitted Panama Hat with Gold Band - Grey Safari Hat Boardwalk Style Hats WWda3124GY Grey
    Sale
    $ 20.00
    $ 10.00
    Boardwalk Style Hats

    Knitted Panama Hat with Gold Band - Grey

    Downtown Style. Dented, pinched crown. Flat, slightly down sloping brim. Lightweight, great for fall weather. Inner drawstring to adjust size. One ...

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    $ 20.00
    $ 10.00
    Sale
  • 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
  • Fleece Beanie with Colorful Thread Accent by JSA for Women Beanie Jeanne Simmons js7368RD Red
    Fleece Beanie with Colorful Thread Accent by JSA for Women Beanie Jeanne Simmons js7368GY Grey
    $ 25.00
    Jeanne Simmons

    Fleece Beanie with Colorful Thread Accent by JSA for Women

    Thick double layer super soft polar fleece hat. Multicolor twisted thread overlay on crown. Rose accent. Wired brim. One size fits most. 100% polye...

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    $ 25.00
  • 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 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
    $ 28.00
    $ 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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    $ 28.00
    $ 19.99
    Sale

women's fall and winter wool hats

Be stylish and stay warm this winter season with the latest fashion hat styles. This fall season wider brim hats are in, such as safari, floppy, bolero hats made from beautiful merino wool.  Earth tone colors dominate, from cream to reach browns, olive green and navy. Though beanies, ponytail beanies, French berets, pillbox hats and newsboy caps are available in a variety of vibrant colors. The timeless hat styles, such as cloche and fedora hats have wider brims this year and are embellished with monotone bands and rosettes. Soft fleece and faux fur lined trapper hats will keep you cozy as ever.