Skip to content
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!

All Men's

Filters

  • 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...

    View full details
    $120.00 - $120.00
    $120.00
    $120.00
    $120.00 - $120.00
    $120.00

  • 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...

    View full details
    $85.00 - $85.00
    $85.00
    $85.00
    $85.00 - $85.00
    $85.00

  • 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...

    View full details
    $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...

    View full details
    $95.00 - $95.00
    $95.00
    $95.00
    $95.00 - $95.00
    $95.00

  • 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 ...

    View full details
    $85.00 - $85.00
    $85.00
    $85.00
    $85.00 - $85.00
    $85.00

  • 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...

    View full details
    $32.00 - $32.00
    $32.00
    $32.00
    $32.00 - $32.00
    $32.00

  • 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 ...

    View full details
    $140.00 - $140.00
    $140.00
    $140.00
    $140.00 - $140.00
    $140.00

  • 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...

    View full details
    $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...

    View full details
    $150.00 - $150.00
    $150.00
    $150.00
    $150.00 - $150.00
    $150.00

  • 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...

    View full details
    $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...

    View full details
    $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...

    View full details
    $100.00 - $100.00
    $100.00
    $100.00
    $100.00 - $100.00
    $100.00
  • 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...

    View full details
    $200.00
    $200.00 - $200.00
    $200.00
    $140.00
    $140.00 - $140.00
    $140.00
    Sold out
  • 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...

    View full details
    $100.00
    $100.00 - $100.00
    $100.00
    $70.00
    $70.00 - $70.00
    $70.00
    Save 30% Save %

  • 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...

    View full details
    $150.00 - $150.00
    $150.00
    $150.00
    $150.00 - $150.00
    $150.00
  • 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...

    View full details
    $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...

    View full details
    $110.00
    $110.00 - $110.00
    $110.00
    $55.00
    $55.00 - $55.00
    $55.00
    Save 50% Save %

  • 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...

    View full details
    $170.00 - $170.00
    $170.00
    $170.00
    $170.00 - $170.00
    $170.00
  • 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...

    View full details
    $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...

    View full details
    $190.00
    $190.00 - $190.00
    $190.00
    $95.00
    $95.00 - $95.00
    $95.00
    Sold out
  • Save 50% Save %

    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...

    View full details
    $160.00
    $160.00 - $160.00
    $160.00
    $80.00
    $80.00 - $80.00
    $80.00
    Save 50% Save %
  • 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
    Save 50% Save %
  • Save 50% Save %

    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...

    View full details
    $135.00
    $135.00 - $135.00
    $135.00
    $67.50
    $67.50 - $67.50
    $67.50
    Save 50% Save %