Shop Deals at Winnipeg Outfitters | Winnipeg Outfitters Skip to content
Free Shipping on all orders over $199.99*
Free Shipping on all orders over $199.99*

Deals

Filters

  • Women's Timberland Stone Street 6-Inch Waterproof Boot

    Original price $200.00
    Original price $200.00 - Original price $200.00
    Original price $200.00
    Current price $140.00
    $140.00 - $140.00
    Current price $140.00

    Head for adventure with the bold, iconic look for this classic boot silhouette featuring a waterproof premium Timberland® leather upper, seam-seal...

    View full details
    Original price $200.00
    Original price $200.00 - Original price $200.00
    Original price $200.00
    Current price $140.00
    $140.00 - $140.00
    Current price $140.00
  • Men's Timberland Redwood Falls Mid Chelsea Boot

    Original price $150.00
    Original price $150.00 - Original price $150.00
    Original price $150.00
    Current price $105.00
    $105.00 - $105.00
    Current price $105.00

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

    View full details
    Original price $150.00
    Original price $150.00 - Original price $150.00
    Original price $150.00
    Current price $105.00
    $105.00 - $105.00
    Current price $105.00
  • 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...

    View full details
    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
  • 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
  • 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 $75.00
    $75.00 - $75.00
    Current price $75.00

    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 $75.00
    $75.00 - $75.00
    Current price $75.00
  • 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...

    View full details
    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
  • Men's Timberland Motion Access Low Waterproof Sneaker

    Original price $150.00
    Original price $150.00 - Original price $150.00
    Original price $150.00
    Current price $105.00
    $105.00 - $105.00
    Current price $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...

    View full details
    Original price $150.00
    Original price $150.00 - Original price $150.00
    Original price $150.00
    Current price $105.00
    $105.00 - $105.00
    Current price $105.00
  • Men's Timberland Motion Dune 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

    Stay comfortable with the Men's Motion Dune Sandal. Crafted with an upper of ReBOTL fabric and synthetic leather, these sandals feature a convenien...

    View full details
    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
  • Women's Timberland Garrison Trail Shoe

    Original price $130.00
    Original price $130.00 - Original price $130.00
    Original price $130.00
    Current price $65.00
    $65.00 - $65.00
    Current price $65.00

    Waterproof forefoot. Upper made with ReBOLT fabric and synthetic leather. Toe bumper and heel piece made from climbing rubber. Compression molded...

    View full details
    Original price $130.00
    Original price $130.00 - Original price $130.00
    Original price $130.00
    Current price $65.00
    $65.00 - $65.00
    Current price $65.00
  • 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 $75.00
    $75.00 - $75.00
    Current price $75.00

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

    View full details
    Original price $150.00
    Original price $150.00 - Original price $150.00
    Original price $150.00
    Current price $75.00
    $75.00 - $75.00
    Current price $75.00
  • Men's Timberland Garrison Trail Hiker

    Original price $160.00
    Original price $160.00 - Original price $160.00
    Original price $160.00
    Current price $80.00
    $80.00 - $80.00
    Current price $80.00

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

    View full details
    Original price $160.00
    Original price $160.00 - Original price $160.00
    Original price $160.00
    Current price $80.00
    $80.00 - $80.00
    Current price $80.00
  • Men's Timberland Tidelands Shoe

    Original price $135.00
    Original price $135.00 - Original price $135.00
    Original price $135.00
    Current price $67.50
    $67.50 - $67.50
    Current price $67.50

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

    View full details
    Original price $135.00
    Original price $135.00 - Original price $135.00
    Original price $135.00
    Current price $67.50
    $67.50 - $67.50
    Current price $67.50
  • 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...

    View full details
    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
  • Looking for the best prices on top-quality brands? Look no further than Outfitters' Deals section! We offer a wide range of marked down clearance items from some of the most sought-after brands in the market.
  • Whether you're looking for athletic gear or outdoor apparel, we've got you covered. Our selection includes brands like FXR, Puma, New Balance, Carhartt, Adidas, DC, Columbia and many more. With such a variety of brands to choose from, you're sure to find something that fits your style and budget.
  • At Outfitters, we understand how important it is to get quality products at an affordable price. That's why we've carefully curated our selection to ensure that every item is high-quality and built to last.
  • Check out our Deals section today and take advantage of our amazing prices on top-rated brands!