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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!

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  • Men's Timberland Chillberg Mid Boot

    $170.00 - $170.00
    $170.00
    $170.00
    $170.00 - $170.00
    $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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    $170.00 - $170.00
    $170.00
    $170.00
    $170.00 - $170.00
    $170.00
  • Sold out

    Men's Timberland DWR Puffer Jacket

    $200.00
    $200.00 - $200.00
    $200.00
    $140.00
    $140.00 - $140.00
    $140.00

    Discover the Men's Durable Water Repellent (DWR) Puffer Jacket crafted with 100% Nylon fabric and a breathable, reinforced water-repellent outer la...

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    $200.00
    $200.00 - $200.00
    $200.00
    $140.00
    $140.00 - $140.00
    $140.00
    Sold out

  • Men's Timberland Emerson Street Mid Shoe

    $140.00 - $140.00
    $140.00
    $140.00
    $140.00 - $140.00
    $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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    $140.00 - $140.00
    $140.00
    $140.00
    $140.00 - $140.00
    $140.00
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    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
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  • Men's Timberland Hampton Hoodie

    $85.00 - $85.00
    $85.00
    $85.00
    $85.00 - $85.00
    $85.00

    Displaying a bold Timberland logo across the front, this comfy hoodie features a regular fit, an adjustable hood, and a kangaroo pocket to store yo...

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    $85.00 - $85.00
    $85.00
    $85.00
    $85.00 - $85.00
    $85.00

  • Men's Timberland Kennebec River Hoodie

    $85.00 - $85.00
    $85.00
    $85.00
    $85.00 - $85.00
    $85.00

    Stay warm and cozy this winter with Timberland's comfy, cotton-blend hoodie with a contrasting tree logo. It’s packed with features like an adjusta...

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    $85.00 - $85.00
    $85.00
    $85.00
    $85.00 - $85.00
    $85.00
  • Save 30% Save %

    Men's Timberland Lincoln Peak Lite Sandal

    $100.00
    $100.00 - $100.00
    $100.00
    $70.00
    $70.00 - $70.00
    $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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    $100.00
    $100.00 - $100.00
    $100.00
    $70.00
    $70.00 - $70.00
    $70.00
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  • Sold out

    Men's Timberland Lincoln Peak Lite Shoe

    $120.00
    $120.00 - $120.00
    $120.00
    $84.00
    $84.00 - $84.00
    $84.00

    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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    $120.00
    $120.00 - $120.00
    $120.00
    $84.00
    $84.00 - $84.00
    $84.00
    Sold out
  • Save 50% Save %

    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
    Save 50% Save %

  • Men's Timberland Maddsen Low Waterproof Hiking Boot

    $120.00 - $120.00
    $120.00
    $120.00
    $120.00 - $120.00
    $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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    $120.00 - $120.00
    $120.00
    $120.00
    $120.00 - $120.00
    $120.00

  • Men's Timberland Motion Access Low Waterproof Sneaker

    $150.00 - $150.00
    $150.00
    $150.00
    $150.00 - $150.00
    $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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    $150.00 - $150.00
    $150.00
    $150.00
    $150.00 - $150.00
    $150.00

  • Men's Timberland Motion Dune Sandal

    $100.00 - $100.00
    $100.00
    $100.00
    $100.00 - $100.00
    $100.00

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

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    $100.00 - $100.00
    $100.00
    $100.00
    $100.00 - $100.00
    $100.00

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

    $120.00 - $120.00
    $120.00
    $120.00
    $120.00 - $120.00
    $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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    $120.00 - $120.00
    $120.00
    $120.00
    $120.00 - $120.00
    $120.00

  • Men's Timberland Mt. Maddsen Waterproof Mid Hiking Boot

    $150.00 - $150.00
    $150.00
    $150.00
    $150.00 - $150.00
    $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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    $150.00 - $150.00
    $150.00
    $150.00
    $150.00 - $150.00
    $150.00

  • Men's Timberland Premium 6-Inch Waterproof Boot

    $200.00 - $200.00
    $200.00
    $200.00
    $200.00 - $200.00
    $200.00

    Inspired by Timberland's original 6-inch waterproof boot, this all-season style gives you tireless waterproof performance and instantly recognizab...

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    $200.00 - $200.00
    $200.00
    $200.00
    $200.00 - $200.00
    $200.00

  • Men's Timberland Redwood Falls Mid Chelsea Boot

    $150.00 - $150.00
    $150.00
    $150.00
    $150.00 - $150.00
    $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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    $150.00 - $150.00
    $150.00
    $150.00
    $150.00 - $150.00
    $150.00

  • Men's Timberland River Tree Logo Hoodie

    $85.00 - $85.00
    $85.00
    $85.00
    $85.00 - $85.00
    $85.00

    Stay warm and cozy this winter with our comfy, cotton-blend hoodie with a contrasting tree logo. It’s packed with features like an adjustable hood ...

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    $85.00 - $85.00
    $85.00
    $85.00
    $85.00 - $85.00
    $85.00

  • Men's Timberland Small Logo Print BB Hoodie

    $95.00 - $95.00
    $95.00
    $95.00
    $95.00 - $95.00
    $95.00

    Built with bold adventure in mind, this everyday essential starts with a super soft 80% cotton and 20% polyester blend. The hoodie highlights conti...

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    $95.00 - $95.00
    $95.00
    $95.00
    $95.00 - $95.00
    $95.00
  • Save 50% Save %

    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
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  • Save 50% Save %

    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
    Save 50% Save %
  • Sold out

    Men's Timberland TBL Originals Ultra Boot

    $190.00
    $190.00 - $190.00
    $190.00
    $95.00
    $95.00 - $95.00
    $95.00

    Upper made with leather. ReBOTL™ fabric lining. Anti-fatigue removable footbed. GreenStride™ comfort sole. TimberDry™ waterproof membrane. Rubber...

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    $190.00
    $190.00 - $190.00
    $190.00
    $95.00
    $95.00 - $95.00
    $95.00
    Sold out
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    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
    Save 50% Save %

  • Unisex Timberland Small Logo Print S/S Tee

    $32.00 - $32.00
    $32.00
    $32.00
    $32.00 - $32.00
    $32.00

    This comfy 100% cotton T-Shirt features a fresh design and pigment print Timberland branding. 100% Cotton Center Back Length: 28" (71.12 cm) Weigh...

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    $32.00 - $32.00
    $32.00
    $32.00
    $32.00 - $32.00
    $32.00
  • Sold out

    Women's Timberland Corina Valley Boot

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

    Upper made with Better Leather from an LWG Silver-rated tannery. Pull-on style with dual stretch gore. ReBOTL™ fabric lining.  GreenStride™ sole....

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    $160.00
    $160.00 - $160.00
    $160.00
    $80.00
    $80.00 - $80.00
    $80.00
    Sold out
  • Save 30% Save %

    Women's Timberland Everleigh Chelsea Boot

    $190.00
    $190.00 - $190.00
    $190.00
    $133.00
    $133.00 - $133.00
    $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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    $190.00
    $190.00 - $190.00
    $190.00
    $133.00
    $133.00 - $133.00
    $133.00
    Save 30% Save %
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    Women's Timberland Garrison Trail Shoe

    $130.00
    $130.00 - $130.00
    $130.00
    $65.00
    $65.00 - $65.00
    $65.00

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

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    $130.00
    $130.00 - $130.00
    $130.00
    $65.00
    $65.00 - $65.00
    $65.00
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  • Women's Timberland Greyfield Sandal

    $95.00 - $95.00
    $95.00
    $95.00
    $95.00 - $95.00
    $95.00

    Take your warm weather style to new heights with the Greyfield strap sandals. This pair features premium Timberland leather, adjustable straps, an...

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    $95.00 - $95.00
    $95.00
    $95.00
    $95.00 - $95.00
    $95.00
  • Sold out

    Women's Timberland Kinsley 6" Boot

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

    It features the classic style and durability of Timberland's original boot, but designed with a feminine silhouette. The upper is made with waterpr...

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    $160.00
    $160.00 - $160.00
    $160.00
    $80.00
    $80.00 - $80.00
    $80.00
    Sold out
  • Sold out

    Women's Timberland Kinsley Boot

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

    Upper made with waterproof Better Leather from an LWG Silver-rated tannery. Lace-up style. Padded collar. ReBOTL™ fabric lining. OrthoLite® Impre...

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    $160.00
    $160.00 - $160.00
    $160.00
    $80.00
    $80.00 - $80.00
    $80.00
    Sold out

  • Women's Timberland Laurel Court Low Sneaker

    $95.00 - $95.00
    $95.00
    $95.00
    $95.00 - $95.00
    $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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    $95.00 - $95.00
    $95.00
    $95.00
    $95.00 - $95.00
    $95.00

  • Women's Timberland Motion Access Waterproof Sneaker

    $160.00 - $160.00
    $160.00
    $160.00
    $160.00 - $160.00
    $160.00

    Help get your style on with the Motion Access Mid Waterproof Sneaker, featuring a Premium Timberland leather upper and a ReBOTL fabric lining conta...

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    $160.00 - $160.00
    $160.00
    $160.00
    $160.00 - $160.00
    $160.00
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    Women's Timberland Newport Bay Oxford

    $60.00
    $60.00 - $60.00
    $60.00
    $30.00
    $30.00 - $30.00
    $30.00

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

    $60.00
    $60.00 - $60.00
    $60.00
    $30.00
    $30.00 - $30.00
    $30.00
    Save 50% Save %

  • Women's Timberland Roxie Lane Mid Boot

    $160.00 - $160.00
    $160.00
    $160.00
    $160.00 - $160.00
    $160.00

    Gear up for a full day outdoors in Timberland's mid-lace-up boots. The TimberGrip lug outsoles help provide superior traction and movement, while t...

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    $160.00 - $160.00
    $160.00
    $160.00
    $160.00 - $160.00
    $160.00
  • Sold out

    Women's Timberland Skyla Bay Shoe

    $80.00
    $80.00 - $80.00
    $80.00
    $40.00
    $40.00 - $40.00
    $40.00

    Upper made with Better Leather from an LWG Silver-rated tannery. Convenient slip-on style. ReBOTL™ fabric faux fur lining. EVA footbed. Rubber ra...

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    $80.00
    $80.00 - $80.00
    $80.00
    $40.00
    $40.00 - $40.00
    $40.00
    Sold out

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

    $200.00 - $200.00
    $200.00
    $200.00
    $200.00 - $200.00
    $200.00

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

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    $200.00 - $200.00
    $200.00
    $200.00
    $200.00 - $200.00
    $200.00

  • Women's Timberland Stone Street Warm Lined Boot

    $210.00 - $210.00
    $210.00
    $210.00
    $210.00 - $210.00
    $210.00

    Inspired by Timberland's original waterproof boots, the women's Stone Street boots take those icons up a notch with their faux fur collars, comfort...

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    $210.00 - $210.00
    $210.00
    $210.00
    $210.00 - $210.00
    $210.00