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Men's Shoes

  • Sold out

    Men's Timberland Davis Square Mid Shoe

    Original price $100.00
    Original price $100.00 - Original price $100.00
    Original price $100.00
    Current price $69.50
    $69.50 - $69.50
    Current price $69.50

    Defender repellent system treatment on a nubuck leather upper. ReBOTL fabric lining. OrthoLite footbed. Rubber outsole.

    Original price $100.00
    Original price $100.00 - Original price $100.00
    Original price $100.00
    Current price $69.50
    $69.50 - $69.50
    Current price $69.50
    Sold out
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    Men's Timberland Garrison Trail Hiker

    Original price $160.00
    Original price $160.00 - Original price $160.00
    Original price $160.00
    Current price $119.50
    $119.50 - $119.50
    Current price $119.50

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

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    Original price $160.00
    Original price $160.00 - Original price $160.00
    Original price $160.00
    Current price $119.50
    $119.50 - $119.50
    Current price $119.50
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  • Men's Timberland Lincoln Peak Lite Shoe

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

    Upper made with Premium Timberland® Leather and ReBOTL™ fabric. Lace-up style.  ReBOTL™ fabric lining.  Compression-molded EVA midsole. Rubber lu...

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    Original price $120.00 - Original price $120.00
    Original price
    $120.00
    $120.00 - $120.00
    Current price $120.00
  • Men's Timberland Lincoln Peak Slip On

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

    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
    $110.00 - $110.00
    Current price $110.00
  • Men's Timberland Maple Grove Chukka

    Original price $135.00 - Original price $135.00
    Original price
    $135.00
    $135.00 - $135.00
    Current price $135.00

    Upper made with Better Leather from an LWG Silver-rated tannery. Lace-up style. ReBOTL™ fabric lining. Rubber midsole. 55% rubber outsoles from f...

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    Original price $135.00 - Original price $135.00
    Original price
    $135.00
    $135.00 - $135.00
    Current price $135.00
  • Men's Timberland MT Maddsen Mid Hiker

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

    Premium full-grain waterproof leather uppers. Timber-Dry™ eco-conscious waterproof membrane. Compression-molded EVA midsole provides lightweight cu...

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    Original price $150.00 - Original price $150.00
    Original price
    $150.00
    $150.00 - $150.00
    Current price $150.00
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    Men's Timberland Solar Wave EK Shoe

    Original price $150.00
    Original price $150.00 - Original price $150.00
    Original price $150.00
    Current price $124.50
    $124.50 - $124.50
    Current price $124.50

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

    Original price $150.00
    Original price $150.00 - Original price $150.00
    Original price $150.00
    Current price $124.50
    $124.50 - $124.50
    Current price $124.50
    Save 17% Save %
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    Men's Timberland Solar Wave Mid Shoe

    Original price $150.00
    Original price $150.00 - Original price $150.00
    Original price $150.00
    Current price $119.50
    $119.50 - $119.50
    Current price $119.50

    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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    Original price $150.00
    Original price $150.00 - Original price $150.00
    Original price $150.00
    Current price $119.50
    $119.50 - $119.50
    Current price $119.50
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    Men's Timberland Tidelands Shoe

    Original price $135.00
    Original price $135.00 - Original price $135.00
    Original price $135.00
    Current price $87.00
    $87.00 - $87.00
    Current price $87.00

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

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    Original price $135.00
    Original price $135.00 - Original price $135.00
    Original price $135.00
    Current price $87.00
    $87.00 - $87.00
    Current price $87.00
    Save 36% Save %

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.