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Fall & Winter Hats

When temperatures drop, the right hat keeps you warm without sacrificing style. Our fall and winter hats collection brings together cold-weather essentials — wool felt fedoras, cozy knit beanies, tweed flat caps, fur-felt western hats, and earflap trappers — from trusted makers like Stetson, Bailey, and Kangol. Whether you need everyday warmth or a polished finish for the season, you'll find a men's or women's winter hat built to handle the chill.

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Bailey Reeder Diamond Crown Fedora

The Bailey Reeder is a masterclass in refined craftsmanship and timeless sophistication. Made in the USA from 100% wool, this hat features Bailey’s elite...
$311.00

More sizes available

Bellissimo Stud Fur Felt Fedora - Black and Red

*This is a made to order item if not in stock; please allow up to 3 to 4 weeks to ship if pre-order/not on...
$648.00

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Bellissimo Fox Fedora - Two Tone Antique Rose/Powder Blue

*This is a made to order item if not in stock; please allow up to 3 to 4 weeks to ship if pre-order/not on...
$572.00

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Kangol Twist Stripe 504 Ivy Cap

Unleash your urban flair with the Kangol Twist Stripe 504 Ivy Cap, an embodiment of contemporary style and comfort. Crafted from a high-quality polyester...
$109.00

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Biltmore Rebel Heart Women's Flat Brim Fedora

Elevate your style with the Biltmore Rebel Heart Women's Fedora, a true embodiment of elegance and flair. Crafted from 100% wool felt, this hat...
$166.00

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Kangol Wool Big Apple Cap

The Kangol Big Apple Newsboy Cap is the perfect fusion of timeless design and modern comfort. Made from a high-quality wool blend, this cap...
$130.00

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Bailey Sprake Wool Felt Fedora

Introducing the Bailey Sprake, a fedora that effortlessly combines timeless style with modern sophistication. Crafted from 100% Wool Felt, this hat exudes quality and...
$267.00

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Bullhide Spiffy Leather Outback Cowboy Hat

If you are looking to do your best Crocodile Dundee impression, this is the hat for you. The Spiffy from Bullhide is an Australian...
$188.00

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KANGOL Wool Ushanka

Never feel a chill with our Kangol Wool Ushanka hat. This trapper has a luxurious wool and faux fur design, and is lined in...
$138.00

Bellissimo El Capo Fedora - Sapphire Blue

*This is a made to order item if not in stock; please allow up to 3 to 4 weeks to ship if pre-order/not on...
$507.00

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Bellissimo Tuscana Fedora - Black

*This is a made to order item if not in stock; please allow up to 3 to 4 weeks to ship if pre-order/not on...
$505.00

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Kangol Faux Fur Beanie

Introducing the Kangol Faux Fur Beanie, a must-have accessory for those seeking both warmth and style. Crafted from 100% Nylon Faux Fur, this beanie...
$87.00

Biltmore The Bones Flat Brim Fedora

Introducing The Bones from Biltmore, the epitome of timeless elegance and sophistication. This women's flat brim fedora is meticulously crafted from luxurious wool felt,...
$166.00

Scala Sonora Floppy Wide Brim Wool Felt Hat

The Scala Sonora Wide Brim Floppy Hat is the perfect blend of elegance and comfort, designed to make a stylish statement for any occasion....
$101.00

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Bailey of Hollywood Billy Stingy Brim

$138.00

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Scala Grand Canyon Mesh Covered Safari Hat

$101.00

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Bailey of Hollywood Curtis Indy Fedora

$217.00

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