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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!

Spring '25 - Men's

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  • Men's Adidas Essentials 3-Stripes Windbreaker

    Original price $95.00 - Original price $95.00
    Original price $95.00
    $95.00
    $95.00 - $95.00
    Current price $95.00

    This adidas windbreaker is designed to handle whatever comes your way. The plain weave build is smooth and lightweight, and a mesh lining adds extr...

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    Original price $95.00 - Original price $95.00
    Original price $95.00
    $95.00
    $95.00 - $95.00
    Current price $95.00
  • Men's Adidas Ultimate 3 Hat

    Original price $32.00 - Original price $32.00
    Original price $32.00
    $32.00
    $32.00 - $32.00
    Current price $32.00

    Keep it comfortable. Keep it classic. A trusty cap never goes out of style. Head to the game or hang with friends, no matter what's on your schedul...

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    Original price $32.00 - Original price $32.00
    Original price $32.00
    $32.00
    $32.00 - $32.00
    Current price $32.00
  • Men's Timberland Small Logo Print BB Hoodie

    Original price $95.00 - Original price $95.00
    Original price $95.00
    $95.00
    $95.00 - $95.00
    Current price $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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    Original price $95.00 - Original price $95.00
    Original price $95.00
    $95.00
    $95.00 - $95.00
    Current price $95.00
  • Men's Timberland River Tree Logo Hoodie

    Original price $85.00 - Original price $85.00
    Original price $85.00
    $85.00
    $85.00 - $85.00
    Current price $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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    Original price $85.00 - Original price $85.00
    Original price $85.00
    $85.00
    $85.00 - $85.00
    Current price $85.00
  • Unisex Timberland Small Logo Print S/S Tee

    Original price $32.00 - Original price $32.00
    Original price $32.00
    $32.00
    $32.00 - $32.00
    Current price $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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    Original price $32.00 - Original price $32.00
    Original price $32.00
    $32.00
    $32.00 - $32.00
    Current price $32.00
  • Men's Timberland Emerson Street Mid Shoe

    Original price $140.00 - Original price $140.00
    Original price $140.00
    $140.00
    $140.00 - $140.00
    Current price $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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    Original price $140.00 - Original price $140.00
    Original price $140.00
    $140.00
    $140.00 - $140.00
    Current price $140.00
  • Men's Timberland Premium 6-Inch Waterproof Boot

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

    Original price $150.00 - Original price $150.00
    Original price $150.00
    $150.00
    $150.00 - $150.00
    Current price $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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    Original price $150.00 - Original price $150.00
    Original price $150.00
    $150.00
    $150.00 - $150.00
    Current price $150.00
  • Men's Timberland Mt. Maddsen Slip-On Shoe

    Original price $120.00 - Original price $120.00
    Original price $120.00
    $120.00
    $120.00 - $120.00
    Current price $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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    Original price $120.00 - Original price $120.00
    Original price $120.00
    $120.00
    $120.00 - $120.00
    Current price $120.00
  • Men's Timberland Motion Access Low Waterproof Sneaker

    Original price $150.00 - Original price $150.00
    Original price $150.00
    $150.00
    $150.00 - $150.00
    Current price $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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    Original price $150.00 - Original price $150.00
    Original price $150.00
    $150.00
    $150.00 - $150.00
    Current price $150.00
  • Men's Timberland Motion Dune Sandal

    Original price $100.00 - Original price $100.00
    Original price $100.00
    $100.00
    $100.00 - $100.00
    Current price $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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    Original price $100.00 - Original price $100.00
    Original price $100.00
    $100.00
    $100.00 - $100.00
    Current price $100.00
  • Sold out

    Men's Columbia Transverse Hike Shoe

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

    Lasting comfort from switchbacks to summit. This durable, waterproof-breathable hiker is built to grip tough trails and keep your feet dry and happ...

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    Original price $130.00 - Original price $130.00
    Original price $130.00
    $130.00
    $130.00 - $130.00
    Current price $130.00
    Sold out
  • Men's Columbia 2 Strap Sandal

    Original price $85.00 - Original price $85.00
    Original price $85.00
    $85.00
    $85.00 - $85.00
    Current price $85.00

    A no-nonsense traditional sandal with amazing comfort, fit, and traction. A plush footbed delivers extra support, while a wet-traction outsole keep...

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    Original price $85.00 - Original price $85.00
    Original price $85.00
    $85.00
    $85.00 - $85.00
    Current price $85.00
  • Men's Columbia Ascender II Hooded Softshell Jacket

    Original price $129.99 - Original price $129.99
    Original price $129.99
    $129.99
    $129.99 - $129.99
    Current price $129.99

    Layer up with this wind-and-water resistant softshell. With lightweight warmth and a durable construction, this spring or fall jacket has a simple,...

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    Original price $129.99 - Original price $129.99
    Original price $129.99
    $129.99
    $129.99 - $129.99
    Current price $129.99
  • Men's Columbia Glennaker Lake II Rain Jacket

    Original price $89.99 - Original price $89.99
    Original price $89.99
    $89.99
    $89.99 - $89.99
    Current price $89.99

    Your go-to light-rain layer. This jacket keeps you comfortable from trail to town and packs down into its own hand pocket to keep you ready for sur...

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    Original price $89.99 - Original price $89.99
    Original price $89.99
    $89.99
    $89.99 - $89.99
    Current price $89.99
  • Men's Columbia Rebel Roamer II Pant

    Original price $79.99 - Original price $79.99
    Original price $79.99
    $79.99
    $79.99 - $79.99
    Current price $79.99

    Get ready to roam comfortably, rain or shine, in these waterproof-breathable, fully seam-sealed pants with adjustable details throughout for your p...

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    Original price $79.99 - Original price $79.99
    Original price $79.99
    $79.99
    $79.99 - $79.99
    Current price $79.99
  • Men's Columbia Watertight II Jacket

    Original price $119.00 - Original price $119.00
    Original price $119.00
    $119.99
    $119.99 - $119.99
    Current price $119.99

    A waterproof, breathable, self-packable rain shell with full seam sealing, breathable mesh lining, and classic, versatile style. Omni-Tech™ fully ...

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    Original price $119.00 - Original price $119.00
    Original price $119.00
    $119.99
    $119.99 - $119.99
    Current price $119.99
  • Men's Carhartt Graphic Long Sleeve Tee

    Original price $44.99 - Original price $54.99
    Original price $44.99
    $44.99 - $54.99
    $44.99 - $54.99
    Current price $44.99

    Since 1889, Carhartt has made durable workwear you can count on as you tackle the toughest jobs. This men's long-sleeve t-shirt bears the name prou...

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    Original price $44.99 - Original price $54.99
    Original price $44.99
    $44.99 - $54.99
    $44.99 - $54.99
    Current price $44.99
  • Men's Carhartt Canvas Utility Short

    Original price $59.99 - Original price $59.99
    Original price $59.99
    $59.99
    $59.99 - $59.99
    Current price $59.99

    These men's shorts are made with all the durability you'd expect from a pair of Carhartts while giving you the flex and stretch to stay comfortable...

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    Original price $59.99 - Original price $59.99
    Original price $59.99
    $59.99
    $59.99 - $59.99
    Current price $59.99
  • Save 6% Save %

    Men's Bates Tactical Sport 2 Tall Boot

    Original price $170.00
    Original price $170.00 - Original price $170.00
    Original price $170.00
    Current price $160.00
    $160.00 - $170.00
    Current price $160.00

    For over a decade, Tactical Sport has stepped up to extreme expectations - and now it just got better. The completely re-booted Tactical Sport 2 ta...

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    Original price $170.00
    Original price $170.00 - Original price $170.00
    Original price $170.00
    Current price $160.00
    $160.00 - $170.00
    Current price $160.00
    Save 6% Save %
  • Men's Bates Tactical Sport 2 Mid Boot

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

    For over a decade, Tactical Sport has stepped up to extreme expectations - and now it just got better. The completely re-booted Tactical Sport 2 ta...

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    Original price $150.00 - Original price $150.00
    Original price $150.00
    $150.00
    $150.00 - $150.00
    Current price $150.00
  • Men's CAT Trademark Banner Pullover

    Original price $55.20 - Original price $75.00
    Original price $55.20
    $55.20 - $75.00
    $55.20 - $75.00
    Current price $55.20

    Classic and iconic, the Banner series is a great way to show off the CAT brand. Fabric content: 70% cotton / 30% polyester fleece S3 cord managemen...

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    Original price $55.20 - Original price $75.00
    Original price $55.20
    $55.20 - $75.00
    $55.20 - $75.00
    Current price $55.20
  • Save up to 45% Save %

    Unisex ATC Premium RingSpun Hoody

    Original price $54.99 - Original price $64.99
    Original price $54.99 - Original price $64.99
    Original price $54.99
    $29.99 - $36.00
    $29.99 - $36.00
    Current price $29.99

    15.7-oz, 75/25 cotton/polyester fleece Combed and RING SPUN cotton 3-end fleece 100% cotton jersey lined hood with contrast drawstring Tear away l...

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    Original price $54.99 - Original price $64.99
    Original price $54.99 - Original price $64.99
    Original price $54.99
    $29.99 - $36.00
    $29.99 - $36.00
    Current price $29.99
    Save up to 45% Save %
  • Save up to 35% Save %

    Men's Puma Ess Big Logo Pullover

    Original price $65.00
    Original price $65.00 - Original price $65.00
    Original price $65.00
    $42.00 - $65.00
    $42.00 - $65.00
    Current price $42.00

    Rock a classic that's as timeless as it is everyday-ready in the Essentials Big Logo Hoodie. Made from 100% sustainably-sourced cotton, with bold b...

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    Original price $65.00
    Original price $65.00 - Original price $65.00
    Original price $65.00
    $42.00 - $65.00
    $42.00 - $65.00
    Current price $42.00
    Save up to 35% Save %