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FREE SHIPPING ON ALL PURCHASES $100+
FREE SHIPPING ON ALL PURCHASES $100+

Winter Hats

Super toasty, stylish, winter-ready hats for all your outdoor activities. Our head warmers include timeless classics crafted with the finest, coziest materials and innovative blends of popular fibres. On select designs, double your fashion fun with a reversible feature that reveals a different pattern on each side. Vivid colours, cool patterns and extra playful touches (like attachable and detachable pompoms made of yarn or ethically-sourced fur) transform these cold-weather companions into versatile additions to match your mood, look and lifestyle. 

      



  • $39.99

    Herschel Juneau Beanie

    Our warmest beanie. The Juneau beanie features a thick yarn and a double rolled cuff. Features Rib knit 100% acrylic 9.5" cuf...

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    $39.99
  • $39.99

    Herschel Juneau Beanie

    Our warmest beanie. The Juneau beanie features a thick yarn and a double rolled cuff. Features Rib knit 100% acrylic 9.5" cuf...

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    $39.99
  • $44.99

    Kooringal Winter CHAKOLA Hat

    Description This ultra-warm beanie helps you find the strength to unzip your 0 degree bag and step out into the frosty air. Design Features ...

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    $44.99
  • $49.99

    Kooringal Winter Women's Beanie - Jess

    Description Cashmere blend with faux fur pom pom. Design Features Metal Logo Badge Pom Pom - Faux Fur Classic Fit Internal Features Full...

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    $49.99
  • $54.99

    Kooringal Men's Driver Cap - Caballero

    Whether you are riding a horse or driving the Mustang 5.0, this cap gives you the true look of a gentleman. Design Features Metal Logo Badge Fold...

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    $54.99
  • $59.99

    Kooringal Winter HARLOW Beret

    Description It's hard to go wrong with something as simple as the Harlow beret. This beret is the perfect fit any fashionista's closet. Desi...

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    $59.99
  • $65.00

    Brume Ladies Cap Moutain Hat - We sell this Hat without pompom

    Clean lines. Beautiful stripes. The Mount—our beautiful mountain-to-city striped hat. A thoughtful blend of wool, cashmere and other modern fibres,...

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    $65.00
  • $65.00

    Brume Ladies Cap Moutain Hat - We sell this Hat without pompom

    Clean lines. Beautiful stripes. The Mount—our beautiful mountain-to-city striped hat. A thoughtful blend of wool, cashmere and other modern fibres,...

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    $65.00
  • $89.99

    Winter Cap with Tuck-a-Way Ear Cuffs

    Created by Göttmann of Germany, this cap is made of wool with tuck-a-way ear cuffs for added warmth. Embodying their more than 70 year commitment t...

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    $89.99
  • $119.99

    Kooringal Women's Felt Safari - Kallie

    Crafted from Australian Merino wool, the Kallie offers UPF 50+ sun protection with breathable comfort and timeless style. Its faux leather band...

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    $119.99
  • $119.99

    Wallaroo Victoria Cap Hat

    Skin Cancer Foundation Recommended  The Denver cowboy hat offers a classic western style with a wind-proof chinstrap, lightweight Flexi-Weave comfo...

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    $119.99
  • $129.00

    Tilley TTW2 TEC-WOOL HAT

    Our best selling warm winter hat. We do that by using c_change™ technology which independently reacts to changing temperatures. This is a great 3 s...

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    $129.00
  • $129.00

    Tilley TTW2 Wool Bucket Hat

    Updated from our classic T1 Wool, the Tilley Warmth Hat has added ear flaps for warmth and wind protection and features smaller grommets to keep th...

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    $129.00
  • $129.00

    Tilley TTW2 Wool Bucket Hat

    Reimagined for winter wear, our Warmth T1 is fitted with fold-out ear flaps for full wind protection and water repellent finish to stifle rain and...

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    $129.00
  • $129.00

    Tilley TTW2 TEC-WOOL HAT

    Stay warm and look sharp without overheating, our TTW2 is constructed using a c-change® membrane that retains or expels heat depending on the tempe...

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    $129.00
  • $149.99

    Wallaroo Sterling Hat

    Skin Cancer Foundation Recommended  The packable Sterling fedora features crisp navy accents, UPF 50+ coverage, Flexi-Weave fabric, and a polished ...

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    $149.99
  • $150.00

    Tilley Montana Hat

    Stay dry in the rain and snow in our stylish Montana Hat. A sophisticated structured crown along with ear warmers that can be discreetly tucked awa...

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    $150.00
  • $150.00

    Tilley Montana Hat

    Stay dry in the rain and snow in our stylish Montana Hat. A sophisticated structured crown along with ear warmers that can be discreetly tucked awa...

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    $150.00
  • $159.99

    Wallaroo Cambria Hat

    Skin Cancer Foundation Recommended  This women's wide brim hat has soft brushed felt that adds a touch of warmth to your all-season hat wardrobe. ...

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    $159.99
  • $159.99

    Wallaroo Sloan Hat

    Skin Cancer Foundation Recommended  The traditional fedora silhouette gets a modern update with trendy boho-chic styling. The soft felt finish mak...

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    $159.99
  • $164.99

    Wallaroo Aspen Hat

    Skin Cancer Foundation Recommended  Capture the essence of crisp mountain days with the Aspen Fedora, your go-to accessory for sunshine-filled aft...

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    $164.99
  • $164.99

    Wallaroo Petite Aspen Hat

    Skin Cancer Foundation Recommended  Fall mountain days bring sunshine and cool breezes. The Petite Aspen fedora hat bridges this gap with a wool fe...

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    $164.99
  • $169.99

    Wallaroo Durango Hat

    Skin Cancer Foundation Recommended. This hand-crafted wool felt hat transitions seamlessly from mountain trails to the country club. Handcrafted wi...

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    $169.99
  • $169.99

    Wallaroo Colorado Hat

    Skin Cancer Foundation Recommended  This lightweight fedora exudes rugged charm with refined elegance. It’s a timeless blend of style and durabilit...

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    $169.99
  • $169.99

    Wallaroo Denver Hat

    Skin Cancer Foundation Recommended  The Denver cowboy hat offers a classic western style with a wind-proof chinstrap, lightweight Flexi-Weave comfo...

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    $169.99
  • $169.99

    Wallaroo Greenwich Hat

    Skin Cancer Foundation Recommended  The sophisticated Greenwich hat, made with innovative Flexi-Weave fabric, offers UPF 50+ sun protection with it...

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    $169.99