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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!

All Men's

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  • Men's Vans Classic Hoodie

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

    The Vans Classic Pullover Hoodie is a hooded sweatshirt made with a comfortable cotton-blend fleece. The front pouch pocket is the perfect place to...

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    Original price $80.00 - Original price $80.00
    Original price $80.00
    $80.00
    $80.00 - $80.00
    Current price $80.00
  • Men's Vans Basic Relaxed Pant

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

    These sweatpants feature a relaxed fit with elastic cuffs. Designed with a classic sweatpant style, they offer a comfortable elastic waist and draw...

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    Original price $65.00 - Original price $65.00
    Original price $65.00
    $65.00
    $65.00 - $65.00
    Current price $65.00
  • Men's Carhartt Loose Fit Jacket

    Original price $134.99 - Original price $149.99
    Original price $134.99
    $134.99 - $149.99
    $134.99 - $149.99
    Current price $134.99

    Stay dry through heavy rain in this men's waterproof lightweight rain jacket. It's wind-resistant and breathable with a loose fit that allows for e...

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    Original price $134.99 - Original price $149.99
    Original price $134.99
    $134.99 - $149.99
    $134.99 - $149.99
    Current price $134.99
  • Men's Carhartt Bartlett Jacket

    Original price $229.99 - Original price $249.99
    Original price $229.99
    $229.99 - $249.99
    $229.99 - $249.99
    Current price $229.99

    Engineered For midrange warmth in moderately cold conditions, this men's sherpa-lined jacket is built to endure cold, wind, and tough days on the j...

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    Original price $229.99 - Original price $249.99
    Original price $229.99
    $229.99 - $249.99
    $229.99 - $249.99
    Current price $229.99
  • Men's Carhartt Rain Defender Full-Zip Hoodie

    Original price $109.99 - Original price $114.99
    Original price $109.99
    $109.99 - $114.99
    $109.99 - $114.99
    Current price $109.99

    Don't let a little wet weather slow you down. This men's zip-hoodie gives you the familiar comfort of a favorite sweatshirt with the added benefit ...

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    Original price $109.99 - Original price $114.99
    Original price $109.99
    $109.99 - $114.99
    $109.99 - $114.99
    Current price $109.99
  • Men's Carhartt Sleeveless Tee

    Original price $29.00 - Original price $40.00
    Original price $29.00
    $29.00 - $40.00
    $29.00 - $40.00
    Current price $29.00

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

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    Original price $29.00 - Original price $40.00
    Original price $29.00
    $29.00 - $40.00
    $29.00 - $40.00
    Current price $29.00
  • Men's Carhartt Loose Fit Logo Graphic Tee

    Original price $40.00 - Original price $45.00
    Original price $40.00
    $40.00 - $45.00
    $40.00 - $45.00
    Current price $40.00

    For generations, Carhartt has made work clothes for men and women who work hard. This men's t-shirt honors that heritage with a Carhartt logo on th...

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    Original price $40.00 - Original price $45.00
    Original price $40.00
    $40.00 - $45.00
    $40.00 - $45.00
    Current price $40.00
  • Men's Carhartt Rugged Flex Twill Mesh-Back Hat

    Original price $45.00 - Original price $45.00
    Original price $45.00
    $45.00
    $45.00 - $45.00
    Current price $45.00

    The Carhartt durability legacy runs 130 years strong. This ball cap celebrates our workwear style with a rubber logo patch. It features an odor-fig...

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    Original price $45.00 - Original price $45.00
    Original price $45.00
    $45.00
    $45.00 - $45.00
    Current price $45.00
  • Men's Carhartt Canvas Mesh Hat

    Original price $25.00 - Original price $25.00
    Original price $25.00
    $25.00
    $25.00 - $25.00
    Current price $25.00

    Sweatband is built with FastDry® technology wicks away sweat for comfort and anti-odor. Pre-curved visor with adjustable fit and plastic closure. C...

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    Original price $25.00 - Original price $25.00
    Original price $25.00
    $25.00
    $25.00 - $25.00
    Current price $25.00
  • Men's Fox Non Stop Tech Snapback Hat

    Original price $54.95 - Original price $54.95
    Original price $54.95
    $54.95
    $54.95 - $54.95
    Current price $54.95

    Focused on fit and function, the Non Stop Tech Snapback Hat is built with performance in mind. Its lightweight, stretch fabrication is paired with ...

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    Original price $54.95 - Original price $54.95
    Original price $54.95
    $54.95
    $54.95 - $54.95
    Current price $54.95
  • Men's Fox Absolute Fleece Zip Hoodie

    Original price $94.95 - Original price $94.95
    Original price $94.95
    $94.95
    $94.95 - $94.95
    Current price $94.95

    The Absolute Zip Hoodie blends the best of both worlds—a zip-up jacket for easy on/off, and a convenient hoodie for instant warmth. Made from heavy...

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    Original price $94.95 - Original price $94.95
    Original price $94.95
    $94.95
    $94.95 - $94.95
    Current price $94.95
  • Men's Fox Head Camo Windbreaker

    Original price $109.95 - Original price $109.95
    Original price $109.95
    $109.95
    $109.95 - $109.95
    Current price $109.95

    The Fox Head Camo Windbreaker will keep you dry and take the edge off a chill wind in a flash. With its simple lines and quality construction, this...

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    Original price $109.95 - Original price $109.95
    Original price $109.95
    $109.95
    $109.95 - $109.95
    Current price $109.95
  • Men's Fox Absolute Tee

    Original price $39.95 - Original price $39.95
    Original price $39.95
    $39.95
    $39.95 - $39.95
    Current price $39.95

    Combining classic Fox style with supreme comfort, the Absolute Premium Tee is lightweight and soft, while its side-seam construction is key to help...

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    Original price $39.95 - Original price $39.95
    Original price $39.95
    $39.95
    $39.95 - $39.95
    Current price $39.95
  • Men's Puma Park Lifestyle SK8 Shoe

    Original price $110.00 - Original price $110.00
    Original price $110.00
    $110.00
    $110.00 - $110.00
    Current price $110.00

    Step into skate-inspired style with these sneakers. Featuring a suede upper, synthetic details, and rubber sole, they're built for all-day adventur...

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    Original price $110.00 - Original price $110.00
    Original price $110.00
    $110.00
    $110.00 - $110.00
    Current price $110.00
  • Men's Puma Softride Symmetry Shoe

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

    Charged with energy, push your performance further. SOFTRIDE Symmetry Fuzion running shoes propel you to speeds beyond imagining. Targeted support ...

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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
  • Sold out

    Men's Puma RBD Game Shoe

    Original price $110.00 - Original price $110.00
    Original price $110.00
    $110.00
    $110.00 - $110.00
    Current price $110.00

    Drawing inspiration from basketball, classics and pop culture, these sneakers are here to shake up the status quo. Whether on the court or hanging ...

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    Original price $110.00 - Original price $110.00
    Original price $110.00
    $110.00
    $110.00 - $110.00
    Current price $110.00
    Sold out
  • Men's Puma Tech Tee

    Original price $40.00 - Original price $40.00
    Original price $40.00
    $40.00
    $40.00 - $40.00
    Current price $40.00

    Step into comfort in this PUMA tee. Featuring a high-density CAT logo, graphic print on the sleeve, and raglan sleeves with an extra cutline on the...

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    Original price $40.00 - Original price $40.00
    Original price $40.00
    $40.00
    $40.00 - $40.00
    Current price $40.00
  • Men's Puma Class Striped Crew

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

    Featuring an all-over print and graphic rubber details, this PUMA crew brings vibrant energy to your wardrobe. Rib cuffs add a touch of classic sty...

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    Original price $80.00 - Original price $80.00
    Original price $80.00
    $80.00
    $80.00 - $80.00
    Current price $80.00
  • Men's Puma Tech Pant

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

    Embrace every move with PUMA's track pants. Featuring a Cat Logo high-density print, graphic print on the leg, and an elastic waistband with an ext...

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    Original price $80.00 - Original price $80.00
    Original price $80.00
    $80.00
    $80.00 - $80.00
    Current price $80.00
  • Men's Puma Tech Shorts

    Original price $55.00 - Original price $55.00
    Original price $55.00
    $55.00
    $55.00 - $55.00
    Current price $55.00

    Featuring a high-density Puma Cat logo and graphic print, these Puma shorts are designed for those who want both style and functionality. The elast...

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    Original price $55.00 - Original price $55.00
    Original price $55.00
    $55.00
    $55.00 - $55.00
    Current price $55.00
  • Sold out

    Men's Adidas Essentials FeelCozy Fleece Hoodie

    Original price $70.00 - Original price $70.00
    Original price $70.00
    $70.00
    $70.00 - $70.00
    Current price $70.00

    When the weather calls for something cozy, this adidas hoodie answers. It's made from soft fleece that keeps you comfortable whether you're out for...

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    Original price $70.00 - Original price $70.00
    Original price $70.00
    $70.00
    $70.00 - $70.00
    Current price $70.00
    Sold out
  • Men's Adidas Essentials FeelCozy Fleece Pant

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

    No matter what's on your schedule, these adidas pants are up to the task. Fleece keeps you warm and cosy, whether you're out-and-about or lounging ...

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    Original price $65.00 - Original price $65.00
    Original price $65.00
    $65.00
    $65.00 - $65.00
    Current price $65.00
  • Men's Adidas Codes Camo Graphic T-Shirt

    Original price $40.00 - Original price $40.00
    Original price $40.00
    $40.00
    $40.00 - $40.00
    Current price $40.00

    Bold and edgy, this adidas tee draws inspiration from classic European camouflages. The outdoor-inspired 3 Bar Logo creates a sense of adventure, m...

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    Original price $40.00 - Original price $40.00
    Original price $40.00
    $40.00
    $40.00 - $40.00
    Current price $40.00
  • Men's Adidas Essentials SL Jersey Tee

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

    The perfect tee for any occasion, this adidas t-shirt is an essential addition to your wardrobe. It's made from soft single jersey fabric that feel...

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    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 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 ...

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    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...

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    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...

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    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 ...

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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 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
  • 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...

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    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
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    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 %