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Winnipeg Outfitters will resume shipping to all areas in Canada including PO Boxes. Thank you for your patience!
Winnipeg Outfitters will resume shipping to all areas in Canada including PO Boxes. Thank you for your patience!

Winter Sale 2025

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    Women's Timberland Everleigh Chelsea Boot

    Original price $190.00
    Original price $190.00 - Original price $190.00
    Original price $190.00
    Current price $133.00
    $133.00 - $133.00
    Current price $133.00

    A durable and stylish addition to your wardrobe, these Everleigh Chelsea boots feature a pull-on style with dual stretch gore, an OrthoLite® footbe...

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    Original price $190.00
    Original price $190.00 - Original price $190.00
    Original price $190.00
    Current price $133.00
    $133.00 - $133.00
    Current price $133.00
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  • Women's Baffin Ice Hero (STP)

    Original price $320.00 - Original price $320.00
    Original price $320.00
    $320.00
    $320.00 - $320.00
    Current price $320.00

    Designed specifically for comfort, durability and protection for technical and emergency services, ICE HERO thrives when every second counts. With ...

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    Original price $320.00 - Original price $320.00
    Original price $320.00
    $320.00
    $320.00 - $320.00
    Current price $320.00
  • Women's Baffin Impact Boot

    Original price $270.00 - Original price $270.00
    Original price $270.00
    $270.00
    $270.00 - $270.00
    Current price $270.00

    Tested at both the North and South Poles, IMPACT performs flawlessly under the most demanding conditions. IMPACT is appropriate for extended period...

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    Original price $270.00 - Original price $270.00
    Original price $270.00
    $270.00
    $270.00 - $270.00
    Current price $270.00
  • Women's Baffin Zermatt Boot

    Original price $190.00 - Original price $190.00
    Original price $190.00
    $190.00
    $190.00 - $190.00
    Current price $190.00

    Inspired by the journey to reach the highest elevation, whether by scaling the tallest mountains or taking on the skyscrapers dotting the city st...

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    Original price $190.00 - Original price $190.00
    Original price $190.00
    $190.00
    $190.00 - $190.00
    Current price $190.00
  • Women's Baffin Yellowknife Boot

    Original price $190.00 - Original price $190.00
    Original price $190.00
    $190.00
    $190.00 - $190.00
    Current price $190.00

    There are few things as unpredictable as Canada's climate, which is why YELLOWKNIFE was created to be adaptable through the most diverse weather co...

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    Original price $190.00 - Original price $190.00
    Original price $190.00
    $190.00
    $190.00 - $190.00
    Current price $190.00
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    Men's Columbia Granite Trail Mid Boot

    Original price $140.00
    Original price $140.00 - Original price $140.00
    Original price $140.00
    Current price $98.00
    $98.00 - $98.00
    Current price $98.00

    A durable hiking boot built for comfort and protection rain or shine. Crafted with waterproof-breathable tech, responsive cushioning, and all-terra...

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    Original price $140.00
    Original price $140.00 - Original price $140.00
    Original price $140.00
    Current price $98.00
    $98.00 - $98.00
    Current price $98.00
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    Women's Columbia Granite Trail Waterproof Shoe

    Original price $130.00
    Original price $130.00 - Original price $130.00
    Original price $130.00
    Current price $91.00
    $91.00 - $91.00
    Current price $91.00

    A durable and versatile hiking shoe that’s built to keep you comfortable and protected wherever you roam. Advanced waterproof-breathable tech keeps...

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    Original price $130.00
    Original price $130.00 - Original price $130.00
    Original price $130.00
    Current price $91.00
    $91.00 - $91.00
    Current price $91.00
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    Women's Columbia Drainmaker XTR Shoe

    Original price $120.00
    Original price $120.00 - Original price $120.00
    Original price $120.00
    Current price $84.00
    $84.00 - $84.00
    Current price $84.00

    An ultra-lightweight and grippy water-ready shoe built with a vented midsole for airflow and drainage underfoot, so you can go in and out of the wa...

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    Original price $120.00
    Original price $120.00 - Original price $120.00
    Original price $120.00
    Current price $84.00
    $84.00 - $84.00
    Current price $84.00
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    Women's Columbia Bethany Shoe

    Original price $120.00
    Original price $120.00 - Original price $120.00
    Original price $120.00
    Current price $84.00
    $84.00 - $84.00
    Current price $84.00

    A versatile shoe with flexible forefoot zones, suede overlays, and our Omni-MAX™ underfoot system combining advanced cushioning, stability, and tra...

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    Original price $120.00
    Original price $120.00 - Original price $120.00
    Original price $120.00
    Current price $84.00
    $84.00 - $84.00
    Current price $84.00
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  • Women's Timberland Laurel Court Low Sneaker

    Original price $95.00 - Original price $95.00
    Original price $95.00
    $95.00
    $95.00 - $95.00
    Current price $95.00

    Comfortable, reliable sneakers are a necessity in everyone's shoe closet. These shoes feature an upper made with Premium Timberland leather and a R...

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    Original price $95.00 - Original price $95.00
    Original price $95.00
    $95.00
    $95.00 - $95.00
    Current price $95.00
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    Men's Timberland Lincoln Peak Lite Sandal

    Original price $100.00
    Original price $100.00 - Original price $100.00
    Original price $100.00
    Current price $70.00
    $70.00 - $70.00
    Current price $70.00

    Upper made with Premium Timberland®Leather and ReBOTL™ fabric. Convenient hook-and-loop closure. ReBOTL™ fabric lining. Compression-molded EVA mi...

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    Original price $100.00
    Original price $100.00 - Original price $100.00
    Original price $100.00
    Current price $70.00
    $70.00 - $70.00
    Current price $70.00
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  • Men's Timberland Mt. Maddsen Waterproof Mid Hiking Boot

    Original price $150.00 - Original price $150.00
    Original price $150.00
    $150.00
    $150.00 - $150.00
    Current price $150.00

    Experience rugged, trail-worthy performance with the Mt. Maddsen mid-hiker boot. The anti-fatigue comfort technology provides all-day comfort and s...

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    Original price $150.00 - Original price $150.00
    Original price $150.00
    $150.00
    $150.00 - $150.00
    Current price $150.00
  • Men's Irish Setter MudTrek Chore Boot

    Original price $180.00 - Original price $180.00
    Original price $180.00
    $180.00
    $180.00 - $180.00
    Current price $180.00

    Handle tough treks in mucky, sloppy conditions with this MudTrek Chore 15-inch pull-on black rubber boot. The durable outsole provides great tracti...

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    Original price $180.00 - Original price $180.00
    Original price $180.00
    $180.00
    $180.00 - $180.00
    Current price $180.00
  • Men's Irish Setter Fifty Boot

    Original price $229.99 - Original price $229.99
    Original price $229.99
    $229.99
    $229.99 - $229.99
    Current price $229.99

    The 6-inch leather Setter Fifty boot is inspired by the original Irish Setter that became a top-seller in the 1950s. Fully updated for a new era, i...

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    Original price $229.99 - Original price $229.99
    Original price $229.99
    $229.99
    $229.99 - $229.99
    Current price $229.99
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    Women's Irish Setter Fifty Boot

    Original price $229.99
    Original price $229.99 - Original price $229.99
    Original price $229.99
    Current price $160.99
    $160.99 - $160.99
    Current price $160.99

    The 6-inch Setter Fifty leather boot has a retro-inspired design that is fully updated for a new generation, making it the right choice for complet...

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    Original price $229.99
    Original price $229.99 - Original price $229.99
    Original price $229.99
    Current price $160.99
    $160.99 - $160.99
    Current price $160.99
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    Women's Baffin Jasper Boot

    Original price $180.00
    Original price $180.00 - Original price $180.00
    Original price $180.00
    Current price $126.00
    $126.00 - $126.00
    Current price $126.00

    There are few things as unpredictable as Canada's climate, which is why JASPER was created to be adaptable through the most diverse weather conditi...

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    Original price $180.00
    Original price $180.00 - Original price $180.00
    Original price $180.00
    Current price $126.00
    $126.00 - $126.00
    Current price $126.00
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  • Women's Baffin Cloud Boot

    Original price $200.00 - Original price $200.00
    Original price $200.00
    $200.00
    $200.00 - $200.00
    Current price $200.00

    A featherlight winter boot, CLOUD is a must-have for comfort and safety on both frozen and snow-covered terrains. Recommended during moderate to hi...

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    Original price $200.00 - Original price $200.00
    Original price $200.00
    $200.00
    $200.00 - $200.00
    Current price $200.00
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    Women's Timberland Newport Bay Oxford

    Original price $60.00
    Original price $60.00 - Original price $60.00
    Original price $60.00
    Current price $30.00
    $30.00 - $30.00
    Current price $30.00

    Canvas upper. EVA footbed. Rubber rand. Vulcanized construction. Rubber outsole.

    Original price $60.00
    Original price $60.00 - Original price $60.00
    Original price $60.00
    Current price $30.00
    $30.00 - $30.00
    Current price $30.00
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    Men's Timberland Lincoln Peak Slip On

    Original price $110.00
    Original price $110.00 - Original price $110.00
    Original price $110.00
    Current price $55.00
    $55.00 - $55.00
    Current price $55.00

    Upper made with waterproof Better Leather from an LWG Silver-rated tannery and ReBOTL™ fabric. Convenient slip-on style. ReBOTL™ fabric lining. C...

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    Original price $110.00
    Original price $110.00 - Original price $110.00
    Original price $110.00
    Current price $55.00
    $55.00 - $55.00
    Current price $55.00
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    Women's Columbia Via Sandal

    Original price $90.00
    Original price $90.00 - Original price $90.00
    Original price $90.00
    Current price $45.00
    $45.00 - $45.00
    Current price $45.00

    Crafted for adventures big and small, this sandal features adjustable textile straps and a tough outsole. Webbing sandal with 2 adjustable hook an...

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    Original price $90.00
    Original price $90.00 - Original price $90.00
    Original price $90.00
    Current price $45.00
    $45.00 - $45.00
    Current price $45.00
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  • Women's Timberland Pro Endurance 8-Inch CSA Boot

    Original price $270.00 - Original price $270.00
    Original price $270.00
    $270.00
    $270.00 - $270.00
    Current price $270.00

    Built specifically for a comfortable women's fit, the Endurance 8-inch waterproof comp-toe boots take on any terrain and any job with rugged outsol...

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    Original price $270.00 - Original price $270.00
    Original price $270.00
    $270.00
    $270.00 - $270.00
    Current price $270.00
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    Men's CAT Streamline CSA Mesh Shoe

    Original price $170.00
    Original price $170.00 - Original price $170.00
    Original price $170.00
    Current price $119.00
    $119.00 - $119.00
    Current price $119.00

    When all you know is all-in, you need shoes that deliver. The Streamline 2.0 Composite Toe CSA Work Shoe seamlessly shifts between active work and ...

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    Original price $170.00
    Original price $170.00 - Original price $170.00
    Original price $170.00
    Current price $119.00
    $119.00 - $119.00
    Current price $119.00
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  • Women's Timberland Pro Radius Low CSA Shoe

    Original price $155.00 - Original price $155.00
    Original price $155.00
    $155.00
    $155.00 - $155.00
    Current price $155.00

    Designed with a women's fit, the Timberland PRO's Radius ladies composite toe work shoes feature a breathable, durable mesh upper with abrasion-res...

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    Original price $155.00 - Original price $155.00
    Original price $155.00
    $155.00
    $155.00 - $155.00
    Current price $155.00
  • Timberland Pro Radius Low CSA Shoe
    Timberland Pro Radius Low CSA Shoe

    Men's Timberland Pro Radius Low CSA Shoe

    Original price $155.00 - Original price $155.00
    Original price $155.00
    $155.00
    $155.00 - $155.00
    Current price $155.00

    Asymmetrical composite safety toe. Electrical shock protection. Metal and mutilation free.Timberland PRO® Flex Technology outsole featuring anato...

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    Original price $155.00 - Original price $155.00
    Original price $155.00
    $155.00
    $155.00 - $155.00
    Current price $155.00