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 Adidas Essential 3 Stripes Jersey Tee

    Original price $35.00 - Original price $35.00
    Original price $35.00
    $35.00
    $35.00 - $35.00
    Current price $35.00

    Introducing the Essential Three Stripes Single Jersey Tee, a staple for any man's wardrobe. This regular fit, knit t-shirt, made with recycled and ...

    View full details
    Original price $35.00 - Original price $35.00
    Original price $35.00
    $35.00
    $35.00 - $35.00
    Current price $35.00
  • Men's Adidas Cozy Short

    Original price $60.00 - Original price $60.00
    Original price $60.00
    $60.00
    $60.00 - $60.00
    Current price $60.00

    Whether you’re running errands or just lounging around the house, these adidas cargo shorts are perfect for when you’re looking for a no-fuss styl...

    View full details
    Original price $60.00 - Original price $60.00
    Original price $60.00
    $60.00
    $60.00 - $60.00
    Current price $60.00
  • Men's Adidas Grand Court 2.0 Shoe

    Original price $90.00 - Original price $90.00
    Original price $90.00
    $90.00
    $90.00 - $90.00
    Current price $90.00

    If you could only have one pair of sneakers, this could be them. These adidas Grand Court shoes with the classic 3-Stripes keep your sneaker game s...

    View full details
    Original price $90.00 - Original price $90.00
    Original price $90.00
    $90.00
    $90.00 - $90.00
    Current price $90.00
  • Men's Adidas Ultradream DNA Shoe

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

    The adidas Ultradream DNA shoes are all about combining casual style with sporty features. Inspired by the iconic Ultraboost silhouette, this pair ...

    View full details
    Original price $120.00 - Original price $120.00
    Original price $120.00
    $120.00
    $120.00 - $120.00
    Current price $120.00
  • 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...

    View full details
    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...

    View full details
    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...

    View full details
    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 ...

    View full details
    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...

    View full details
    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 ...

    View full details
    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...

    View full details
    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...

    View full details
    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...

    View full details
    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...

    View full details
    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...

    View full details
    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...

    View full details
    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...

    View full details
    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,...

    View full details
    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...

    View full details
    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...

    View full details
    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 ...

    View full details
    Original price $119.00 - Original price $119.00
    Original price $119.00
    $119.99
    $119.99 - $119.99
    Current price $119.99
  • Save up to 30% Save %

    Men's C&C Everyday Is Pay Day Sweat Pant

    Original price $70.00 - Original price $78.00
    Original price $70.00 - Original price $78.00
    Original price $70.00
    $49.00 - $54.60
    $49.00 - $54.60
    Current price $49.00

    Every Day Is Pay Day Sweatpants feature new Crooks & Castles pyramid logo printed at front in green. Elasticized waistband and drawstrings. Pai...

    View full details
    Original price $70.00 - Original price $78.00
    Original price $70.00 - Original price $78.00
    Original price $70.00
    $49.00 - $54.60
    $49.00 - $54.60
    Current price $49.00
    Save up to 30% Save %
  • Men's C&C Block Cap

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

    The Core Logo Baseball Hat features our iconic core Crooks & Castles logo embroidered on the front of the hat.

    Original price $32.00 - Original price $32.00
    Original price $32.00
    $32.00
    $32.00 - $32.00
    Current price $32.00
  • Save 30% Save %

    Men's Columbia Watertight II Jacket

    Original price $115.00
    Original price $115.00 - Original price $115.00
    Original price $115.00
    Current price $80.50
    $80.50 - $80.50
    Current price $80.50

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

    View full details
    Original price $115.00
    Original price $115.00 - Original price $115.00
    Original price $115.00
    Current price $80.50
    $80.50 - $80.50
    Current price $80.50
    Save 30% Save %