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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!

$100 to $200

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  • Men's Timberland Chillberg Mid Boot

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

    Feel confident stepping out in all cold weather conditions. The Chillberg hiking boot features cushiony midsoles, warm insulation, rubber lug outso...

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    Original price $170.00 - Original price $170.00
    Original price $170.00
    $170.00
    $170.00 - $170.00
    Current price $170.00
  • Men's Timberland Emerson Street Mid Shoe

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

    Feel confident on the go with these mid lace-up sneakers made with Premium Timberland Leather and ReBOTL fabric lining containing 50% recycled PET ...

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    Original price $140.00 - Original price $140.00
    Original price $140.00
    $140.00
    $140.00 - $140.00
    Current price $140.00
  • Men's Timberland Maddsen Low Waterproof Hiking Boot

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

    The Men's Mt. Maddsen Waterproof Hiking Boot offers durable performance and all-day comfort. The upper is crafted from waterproof premium Timberlan...

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    Original price $120.00 - Original price $120.00
    Original price $120.00
    $120.00
    $120.00 - $120.00
    Current price $120.00
  • Men's Timberland Motion Access Low Waterproof Sneaker

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

    Waterproof performance in a trail-ready sneaker crafted for confidence. Modern style on the outside made with Premium Timberland Leather and an inn...

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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 Timberland Mt. Maddsen Slip-On Shoe

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

    Why waste time with laces? This convenient and comfortable slip on features a ReBOTL fabric lining containing at least 50% recycled plastic, an ant...

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    Original price $120.00 - Original price $120.00
    Original price $120.00
    $120.00
    $120.00 - $120.00
    Current price $120.00
  • 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
  • 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
  • Men's Timberland Redwood Falls Mid Chelsea Boot

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

    These comfy pull-on boots feature Gripstick™ rubber outsoles and our exclusive multi-directional L7 Traction Lug technology for superior traction w...

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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
  • Women's CAT Abbey ST CSA Boot

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

    The stylish, slip-on Abbey boot is designed with a ladies fit and is an ideal choice for women working in industrial environments such as carpentry...

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    Original price $170.00 - Original price $170.00
    Original price $170.00
    $170.00
    $170.00 - $170.00
    Current price $170.00
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    Women's Merrell Harper Boot

    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

    Venture into this season’s challenges with this style-forward, comfortable, and reliable women’s boot. Designed for urban and outdoor exploration, ...

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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 New Balance Fresh Foam 680 v8 Shoe

    Original price $119.99 - Original price $119.99
    Original price $119.99
    $119.99
    $119.99 - $119.99
    Current price $119.99

    Durable, comfortable, and built to keep up with you whether you’re running miles or running errands. Fresh Foam midsole foam cushioning with appro...

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    Original price $119.99 - Original price $119.99
    Original price $119.99
    $119.99
    $119.99 - $119.99
    Current price $119.99
  • Women's Puma Carina Street Shoe

    Original price $105.00 - Original price $105.00
    Original price $105.00
    $105.00
    $105.00 - $105.00
    Current price $105.00

    Streetwear-inspired design and a slightly elevated platform make these Carina's perfect for everyday outfits. SOFTFOAM+: Step-in comfort sockliner...

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    Original price $105.00 - Original price $105.00
    Original price $105.00
    $105.00
    $105.00 - $105.00
    Current price $105.00
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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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