Winter Sale '26

No matter the weather, we all need a basic soft knit hat in our wardrobe to keep our heads warm during winter. Classic Fit 100% Acrylic

Stay warm and dry with these men's waterproof winter gloves lined with warm faux shearling lining. Designed with a bungee cord for a secure cuff, t...

Perfect for casual dressing, The Icon Jogger is made from a cotton and spandex blend and elastic waistband for a comfortable fit. Straight fit Ela...

The Hurley Box Fleece Pullover is mindfully constructed for a flattering fit and pure comfort. Made from a cotton-poly brushed fleece with screenpr...

The Hurley Warner trucker cap features an H20-DRI sweatband to help keep you dry and comfortable during a long day in the sun. H2O-DRI sweatband S...

This jacket offers full weather protection with a versatile 3-in-1 design. It features a waterproof outer shell with taped seams and a removable pa...

If you thought all sweatshirts were made equally, you thought wrong. A 100% cotton construction and on-trend, relaxed fit set this sweatshirt apart...

Because sometimes you need a reliable, no-frills hoodie. The Relaxed Fit Graphic Hoodie is kept simple with a versatile fit and a classic Levi's gr...

An homage to the motifs used by First Nations Cowichan people, the front of this sweater is adorned with a pair of eagles, an iconic image that sym...

The perfect everyday shoe does exist. Looking for a sneaker that will go with just about anything? Enter the Challenge, a cupsole sneaker bolstered...

The Speed Strike 2 Mid Waterproof provides the comfort and weather protection you want of a waterproof hiking boot, while also delivering a faster,...

A versatile winter boot to keep you dry and delivers traction in any conditions mother nature can throw at you. 200 grams synthetic lightweight, lo...

Waterproof breathable softshell outer. Quilted polytek insulation with 2 zipper pockets and 2 zippered pockets on the left arm and one on the right...

The 997H is a progressive, next-generation sidekick to the cult-classic 997, newly streamlined for those ready to set themselves apart with a moder...

With soft fabric and a relaxed fit, this hoodie delivers comfort. Relaxed, roomy fit, designed to fit loosely around the body Hooded Long sleeves E...

With soft fabric and a relaxed fit, this full-zip layer delivers comfort. Relaxed fit crafted to drape loosely from the chest, waist and hip — buil...

The Tektrel was built to run the trail less travelled with confidence thanks to an aggressive lug design, dynamic midsole and stylized upper. Sued...

Gunnar is the perfect fusion of practicality and cool, ensuring you stay stylishly warm throughout winter. Its cropped cut exudes a streetwear-insp...

A classic, but make it cooler. The Duality B1B PO Hoodie is a stylish update on your everyday go-to. We made it with 100% cotton that supports sust...

So cool. So comfy. Meet the super-soft sweats made for chilling out and looking good. Part of our fresh Soho collection, this cotton-poly blend pie...

The Caven 2.0 is a subtle spin on a classic 1980s basketball silhouette for a look that's a bona fide classic – courtside and beyond. Combining fee...

Meet the ground with ultimate performance comfort wearing Skechers Max Cushioning Endeavour. This lace-up running shoe features an engineered mesh ...

Keep going in any condition with comfort and rugged style in Skechers Relaxed Fit: Relment - Pelmo. This lace-up hiking boot features a waterproof ...

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...

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...

The Men's Mt. Maddsen Waterproof Hiking Boot offers durable performance and all-day comfort. The upper is crafted from waterproof premium Timberlan...

This is Under Armour's go-to down jacket for Winter. It's crazy-warm, light, and still lets you move like an athlete. UA Storm technology repels w...

This gear keeps you warmed up and ready for pretty much everything you do -- it's light, comfy, and super-soft on the inside. Ultra-soft cotton-ble...

This hoodie keeps you warmed up and ready for pretty much everything you do—it's light, comfy, and super-soft on the inside. Featuring a colorblock...

These are your new favorite warm-up pants for pretty much everything you do—they're light, comfy, and have a classic straight leg fit. Loose, fulle...

The Vans Ashwood Hi Decon High-top Shoes combine functionality and durability. Padded ankle support keeps you protected while our signature rubber ...

With an effortless pullover design and front kanga pocket, the Crestline Pullover Hoodie blends essentials and comfort so you're ready for anything...

Face the elements in the Dover Thermal Zip Hoodie, featuring thermal lining to help reduce heat transfer to keep you warm. With a camo print inter...

The Scripted Vans Pullover Hoodie still has the effortless pullover design you expect, plus the added coverage of long sleeves and super soft brush...

Aviator hat made from Black Beaver

These are very nice gauntlets. Genuine sheepskin lined. Natural black beaver fur. Leather palm. Exceptional quality. Very warm gauntlets.

Sizes S-M-L-XL-2XL

Brand New Hat! Exclusive to Winnipeg Outfitters. Fully Lined with fold down ear flaps.

Elevating performance in cold and snow comes standard in the Oakley B1B Glove designed for almost anything winter throws your way. A water repellen...

Classic style merges with functional comfort in this Fine Knit Beanie with embroidered Oakley logo. An all-acrylic fabric and fine-gauge weave offe...

This 2-in-1 design combines a beanie with a balaclava for a stylish streetwear-inspired addition to your winter wardrobe that will keep you nice an...

Take on storm days and whipping wind with total warmth. The Printed Pile Balaclava is made with super-stretchy, moisture-wicking polyester knit. De...

Heavy quality rabbit skins, with dyed pink tips.

Heavy quality rabbit skins, with dyed purple tips.

Meet your new fuzzy sidekick! This adorable keychain features genuine rex rabbit fur that's impossibly soft and irresistibly touchable. The handy c...

Meet your new fuzzy sidekick! This adorable keychain features genuine rex rabbit fur that's impossibly soft and irresistibly touchable. The handy c...

Meet your new fuzzy sidekick! This adorable keychain features genuine rex rabbit fur that's impossibly soft and irresistibly touchable. The handy c...

Meet your new fuzzy sidekick! This adorable keychain features genuine rex rabbit fur that's impossibly soft and irresistibly touchable. The handy c...