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Men's Shoes

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  • Men's Timberland Killington Trekker Mid Sneaker

    $160.00
    $160.00 - $160.00
    $160.00
    $120.00
    $120.00 - $120.00
    $120.00

    These sneakers were built to be comfortable and durable, with a design full of fresh style. It features Premium Timberland leather uppers and ReBOT...

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    $160.00
    $160.00 - $160.00
    $160.00
    $120.00
    $120.00 - $120.00
    $120.00

  • Men's Timberland Mt. Maddsen Slip-On Shoe

    $120.00
    $120.00 - $120.00
    $120.00
    $90.00
    $90.00 - $90.00
    $90.00

    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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    $120.00
    $120.00 - $120.00
    $120.00
    $90.00
    $90.00 - $90.00
    $90.00

  • Men's Timberland Emerson Street Mid Shoe

    $140.00
    $140.00 - $140.00
    $140.00
    $105.00
    $105.00 - $105.00
    $105.00

    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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    $140.00
    $140.00 - $140.00
    $140.00
    $105.00
    $105.00 - $105.00
    $105.00

  • Men's Timberland Motion Access Low Waterproof Sneaker

    $150.00
    $150.00 - $150.00
    $150.00
    $105.00
    $105.00 - $105.00
    $105.00

    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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    $150.00
    $150.00 - $150.00
    $150.00
    $105.00
    $105.00 - $105.00
    $105.00

  • Men's Timberland Lincoln Peak Slip On

    $110.00
    $110.00 - $110.00
    $110.00
    $55.00
    $55.00 - $55.00
    $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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    $110.00
    $110.00 - $110.00
    $110.00
    $55.00
    $55.00 - $55.00
    $55.00

  • Men's Timberland Solar Wave Mid Shoe

    $150.00
    $150.00 - $150.00
    $150.00
    $75.00
    $75.00 - $75.00
    $75.00

    ReBOTL™ fabric upper. Lace-up style. Fully gusseted tongue. ReBOTL™ fabric lining. Footbed made from 70% bio-based material. GreenStride™ sole. D...

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    $150.00
    $150.00 - $150.00
    $150.00
    $75.00
    $75.00 - $75.00
    $75.00

  • Men's Timberland Garrison Trail Hiker

    $160.00
    $160.00 - $160.00
    $160.00
    $80.00
    $80.00 - $80.00
    $80.00

    Upper made with ReBOTL™ fabric and synthetic leather. Fully gusseted tongue. ReBOTL™ fabric lining. Compression-molded EVA midsole. TimberDry™ wa...

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    $160.00
    $160.00 - $160.00
    $160.00
    $80.00
    $80.00 - $80.00
    $80.00

  • Men's Timberland Solar Wave EK Shoe

    $150.00
    $150.00 - $150.00
    $150.00
    $75.00
    $75.00 - $75.00
    $75.00

    Leather sourced from farms that use regenerative agriculture practices. ReBOTL fabric upper. GreenStride sole. Responsible natural rubber outsole.

    $150.00
    $150.00 - $150.00
    $150.00
    $75.00
    $75.00 - $75.00
    $75.00

  • Men's Timberland Tidelands Shoe

    $135.00
    $135.00 - $135.00
    $135.00
    $67.50
    $67.50 - $67.50
    $67.50

    Premium suede upper, durable outsole made with 34% recycled rubber. Sensor Flex technology delivers underfoot support, independent suspension and g...

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    $135.00
    $135.00 - $135.00
    $135.00
    $67.50
    $67.50 - $67.50
    $67.50

Winnipeg Outfitters is home to a variety of casual footwear that can be paired with many other items from the Winnipeg Outfitters athletic and casual and outdoor wear. From popular brands such as Adidas, DC, Columbia and New Balance.