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WINTER SALE - FREE SHIPPING ON ORDERS $100+
WINTER SALE - FREE SHIPPING ON ORDERS $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. 

      



  • $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
  • $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 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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    $159.99
  • $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 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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    $159.99
  • $159.99

    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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    $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
  • $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