Shop Winter Footwear at Winnipeg Outfitters | Winnipeg Outfitters Skip to content
Free Shipping on all orders over $199.99*
Free Shipping on all orders over $199.99*

Winter Footwear

  • Women's Skechers On-the-GO Stellar - Sweet Boot

    Original price $150.00
    Original price $150.00 - Original price $150.00
    Original price $150.00
    Current price $75.00
    $75.00 - $75.00
    Current price $75.00

    Enjoy the classic coziness of a classic shearling style boot with premium Skechers comfort wearing Skechers On-the-GO Stellar - Sweet. This pull-on...

    View full details
    Original price $150.00
    Original price $150.00 - Original price $150.00
    Original price $150.00
    Current price $75.00
    $75.00 - $75.00
    Current price $75.00
  • Women's Timberland Pro Endurance 8-Inch CSA Boot

    Original price $270.00 - Original price $270.00
    Original price $270.00
    $270.00
    $270.00 - $270.00
    Current price $270.00

    Built specifically for a comfortable women's fit, the Endurance 8-inch waterproof comp-toe boots take on any terrain and any job with rugged outso...

    View full details
    Original price $270.00 - Original price $270.00
    Original price $270.00
    $270.00
    $270.00 - $270.00
    Current price $270.00
  • Women's Bearpaw Elle Boot

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

    The best-selling Bearpaw Women's Elle Short 8 inch classic suede boot features a slimmed down construction with the great fit BEARPAW is known for....

    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
  • Women's Sorel Whitney Tall Boot

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

    City style and mountain ruggedness meet to make the unbeatable Whitney Tall. A perfect blend of style and functionality for all-weather wear. UP...

    View full details
    Original price $170.00 - Original price $170.00
    Original price $170.00
    $170.00
    $170.00 - $170.00
    Current price $170.00
  • 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 $127.50
    $127.50 - $127.50
    Current price $127.50

    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...

    View full details
    Original price $170.00
    Original price $170.00 - Original price $170.00
    Original price $170.00
    Current price $127.50
    $127.50 - $127.50
    Current price $127.50
  • Men's RWD Gryphon Hiker Boot

    Original price $105.00
    Original price $105.00 - Original price $105.00
    Original price $105.00
    Current price $78.75
    $78.75 - $78.75
    Current price $78.75

    Men's high-top hiking boot Waterproof to 3 hours Grip moulded outsole suitable for any terrain Heel pull loop Padded ankle Reinforced heel s...

    View full details
    Original price $105.00
    Original price $105.00 - Original price $105.00
    Original price $105.00
    Current price $78.75
    $78.75 - $78.75
    Current price $78.75
  • Women's Sorel Out'N About Classic Boot

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

    When it pours, the Out N About III Classic shines. This SOREL best seller features waterproof construction and an all-day comfort footbed. A thick ...

    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
  • Women's Skechers Slip-Ins Easy Going Boot

    Original price $125.00
    Original price $125.00 - Original price $125.00
    Original price $125.00
    Current price $93.75
    $93.75 - $93.75
    Current price $93.75

    Explore the outdoors in effortless cozy comfort with Skechers Hands Free Slip-ins Relaxed Fit: Easy Going - Cozy Weather 2. Designed with our exclu...

    View full details
    Original price $125.00
    Original price $125.00 - Original price $125.00
    Original price $125.00
    Current price $93.75
    $93.75 - $93.75
    Current price $93.75
  • Men's Merrell Coldpack 3 Thermo Tall Zip Mid Boot - WIDE

    Original price $260.00 - Original price $260.00
    Original price $260.00
    $260.00
    $260.00 - $260.00
    Current price $260.00

    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...

    View full details
    Original price $260.00 - Original price $260.00
    Original price $260.00
    $260.00
    $260.00 - $260.00
    Current price $260.00
  • Women's Columbia Minx Xtra Shorty Boot

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

    Comfy, cozy, and capable, these insulated shorty boots have a faux fur interior and thermal-reflective lining for extra warmth, and plenty of grip ...

    View full details
    Original price $110.00 - Original price $110.00
    Original price $110.00
    $110.00
    $110.00 - $110.00
    Current price $110.00
  • Women's Merrell Bravada 2 Thermo Mid Boot

    Original price $200.00
    Original price $200.00 - Original price $200.00
    Original price $200.00
    Current price $100.00
    $100.00 - $100.00
    Current price $100.00

    Winter-capable and trail-ready, the Bravada 2 Thermo is a women's specific hiker that fits like a sneaker and hugs the ankle with added insulation ...

    View full details
    Original price $200.00
    Original price $200.00 - Original price $200.00
    Original price $200.00
    Current price $100.00
    $100.00 - $100.00
    Current price $100.00
  • Women's Baffin Zermatt Boot

    Original price $190.00 - Original price $190.00
    Original price $190.00
    $190.00
    $190.00 - $190.00
    Current price $190.00

    Inspired by the journey to reach the highest elevation, whether by scaling the tallest mountains or taking on the skyscrapers dotting the city st...

    View full details
    Original price $190.00 - Original price $190.00
    Original price $190.00
    $190.00
    $190.00 - $190.00
    Current price $190.00
  • Men's Dryshod SteadYeti Boot

    Original price $240.00 - Original price $240.00
    Original price $240.00
    $240.00
    $240.00 - $240.00
    Current price $240.00

    Superior waterproof protection from extreme-cold and icy conditions featuring an extra-rugged super grip outsole! 100% Waterproof! Genuine direct-...

    View full details
    Original price $240.00 - Original price $240.00
    Original price $240.00
    $240.00
    $240.00 - $240.00
    Current price $240.00
  • Women's Baffin Jasper Boot

    Original price $180.00
    Original price $180.00 - Original price $180.00
    Original price $180.00
    Current price $126.00
    $126.00 - $126.00
    Current price $126.00

    There are few things as unpredictable as Canada's climate, which is why JASPER was created to be adaptable through the most diverse weather conditi...

    View full details
    Original price $180.00
    Original price $180.00 - Original price $180.00
    Original price $180.00
    Current price $126.00
    $126.00 - $126.00
    Current price $126.00
  • Men's DC Peary Boot

    Original price $140.00
    Original price $140.00 - Original price $140.00
    Original price $140.00
    Current price $98.00
    $98.00 - $98.00
    Current price $98.00

    Experience ultimate comfort and durability with DC Shoes Peary Tr Leather Boots. Featuring heavy-duty leather upper fabric rubber cupsole construct...

    View full details
    Original price $140.00
    Original price $140.00 - Original price $140.00
    Original price $140.00
    Current price $98.00
    $98.00 - $98.00
    Current price $98.00
  • Women's Bearpaw Alyssa Boot

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

    The 5 inch women's Alyssa ankle boot is the perfect winter boot to show off your stylish socks or tights. So easy to pull on and off, you could wea...

    View full details
    Original price $114.99 - Original price $114.99
    Original price $114.99
    $114.99
    $114.99 - $114.99
    Current price $114.99
  • Men's Timberland Redwood Falls Mid Chelsea Boot

    Original price $150.00
    Original price $150.00 - Original price $150.00
    Original price $150.00
    Current price $105.00
    $105.00 - $105.00
    Current price $105.00

    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
    Original price $150.00
    Current price $105.00
    $105.00 - $105.00
    Current price $105.00
  • Women's Timberland Everleigh Chelsea Boot

    Original price $190.00
    Original price $190.00 - Original price $190.00
    Original price $190.00
    Current price $133.00
    $133.00 - $133.00
    Current price $133.00

    A durable and stylish addition to your wardrobe, these Everleigh Chelsea boots feature a pull-on style with dual stretch gore, an OrthoLite® footbe...

    View full details
    Original price $190.00
    Original price $190.00 - Original price $190.00
    Original price $190.00
    Current price $133.00
    $133.00 - $133.00
    Current price $133.00
  • Women's Dryshod Arctic Storm Boot

    Original price $225.00 - Original price $225.00
    Original price $225.00
    $225.00
    $225.00 - $225.00
    Current price $225.00

    With the Dryshod Women's Arctic Storm High Boot, you can conquer winter's hardships and embrace fascinating adventures in the great outdoors. DS1 ...

    View full details
    Original price $225.00 - Original price $225.00
    Original price $225.00
    $225.00
    $225.00 - $225.00
    Current price $225.00
  • Women's Cloutier Snowshoe Boot

    Original price $290.99 - Original price $290.99
    Original price $290.99
    $290.99
    $290.99 - $290.99
    Current price $290.99

    These moccasin style snowshoe boots are sure to turn heads while keeping you warm and comfortable all winter long. They are Canadian handmade from ...

    View full details
    Original price $290.99 - Original price $290.99
    Original price $290.99
    $290.99
    $290.99 - $290.99
    Current price $290.99
  • Women's Sorel Winter Carnival Boot

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

    The Carnival is a cozy nylon boot with 6mm recycled felt lining keeps you toasty warm. The inner boot is removable, washable and replaceable. Water...

    View full details
    Original price $170.00 - Original price $170.00
    Original price $170.00
    $170.00
    $170.00 - $170.00
    Current price $170.00
  • Women's Lugz Convoy Fur Boot

    Original price $123.30 - Original price $123.30
    Original price $123.30
    $123.30
    $123.30 - $123.30
    Current price $123.30

    Inspired by the classic 6 inch boot, but sporting a a feminine twist, you can style the Convoy Fur with just about anything - from leggings and jea...

    View full details
    Original price $123.30 - Original price $123.30
    Original price $123.30
    $123.30
    $123.30 - $123.30
    Current price $123.30
  • Men's Dryshod Mudcat Hi Boot

    Original price $185.00
    Original price $185.00 - Original price $185.00
    Original price $185.00
    Current price $138.75
    $138.75 - $138.75
    Current price $138.75

    Bring on the chores! A hard-working durable boot with a superlight outsole that doesn’t weigh you down! 100% Waterproof! Superlight outsole – weig...

    View full details
    Original price $185.00
    Original price $185.00 - Original price $185.00
    Original price $185.00
    Current price $138.75
    $138.75 - $138.75
    Current price $138.75
  • Women's Skechers Street Uno Rugged - Fall Air Boot

    Original price $114.00
    Original price $114.00 - Original price $114.00
    Original price $114.00
    Current price $57.00
    $57.00 - $57.00
    Current price $57.00

    Step into stylish hiker vibes with Skechers Street Uno Rugged - Fall Air. This lace-up fashion sneaker boot features a perforated synthetic upper w...

    View full details
    Original price $114.00
    Original price $114.00 - Original price $114.00
    Original price $114.00
    Current price $57.00
    $57.00 - $57.00
    Current price $57.00
  • Men's Dryshod Shredder MXT Boot

    Original price $200.00
    Original price $200.00 - Original price $200.00
    Original price $200.00
    Current price $140.00
    $140.00 - $140.00
    Current price $140.00

    With the DRYSHOD Shredder MXT hunting boots, you'll be ready to shred through toughest terrain. With an improved outsole for increased grip and tra...

    View full details
    Original price $200.00
    Original price $200.00 - Original price $200.00
    Original price $200.00
    Current price $140.00
    $140.00 - $140.00
    Current price $140.00
  • Women's Dryshod Sod Buster Boot

    Original price $170.00
    Original price $170.00 - Original price $170.00
    Original price $170.00
    Current price $127.50
    $127.50 - $127.50
    Current price $127.50

    The Dryshod Women's Sod Buster Black Garden Boots will keep your feet dry and comfy in warm weather. These boots have a WIXIT Cool-Clad airmesh lin...

    View full details
    Original price $170.00
    Original price $170.00 - Original price $170.00
    Original price $170.00
    Current price $127.50
    $127.50 - $127.50
    Current price $127.50
  • Men's Columbia Bugaboot Celsius Boot - Wide

    Original price $200.00 - Original price $200.00
    Original price $200.00
    $200.00
    $200.00 - $200.00
    Current price $200.00

    This legacy boot just keeps on getting better. Take on winter’s worst in the reimagined classic, built with waterproof tech, a durable shell, advan...

    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 Lugz Fringe Moc Toe Boot

    Original price $90.00
    Original price $90.00 - Original price $90.00
    Original price $90.00
    Current price $67.50
    $67.50 - $67.50
    Current price $67.50

    The Fringe is a stylish boot that offers steady traction from the start of your day until the end. With a moc toe design, this boot features a dura...

    View full details
    Original price $90.00
    Original price $90.00 - Original price $90.00
    Original price $90.00
    Current price $67.50
    $67.50 - $67.50
    Current price $67.50
  • Women's Skechers BOBS Skipper Wave - Grand Leap Boot

    Original price $110.00
    Original price $110.00 - Original price $110.00
    Original price $110.00
    Current price $55.00
    $55.00 - $55.00
    Current price $55.00

    Vegan Leather Quilted Boot-Memory Foam, Vegan, Winter Lining Redefine winter chic and warm comfort wearing BOBS from Skechers Bobs Skipper Wave - G...

    View full details
    Original price $110.00
    Original price $110.00 - Original price $110.00
    Original price $110.00
    Current price $55.00
    $55.00 - $55.00
    Current price $55.00
  • Girl's Sorel Whitney Short Boot

    Original price $110.00
    Original price $110.00 - Original price $110.00
    Original price $110.00
    Current price $77.00
    $77.00 - $77.00
    Current price $77.00

    WHITNEY II Short Boot combines style and function with waterproof construction and 200g insulation for ultimate warmth and comfort. UPPER: Avail...

    View full details
    Original price $110.00
    Original price $110.00 - Original price $110.00
    Original price $110.00
    Current price $77.00
    $77.00 - $77.00
    Current price $77.00
  • Women's Merrell Bravada Edge 2 Thermo Boot

    Original price $170.00
    Original price $170.00 - Original price $170.00
    Original price $170.00
    Current price $85.00
    $85.00 - $85.00
    Current price $85.00

    You are winter-ready in this women-specific hiker featuring a waterproof membrane, fleece lining, and low-bulk insulation all atop a mountain-grade...

    View full details
    Original price $170.00
    Original price $170.00 - Original price $170.00
    Original price $170.00
    Current price $85.00
    $85.00 - $85.00
    Current price $85.00
  • Men's Timberland Mt. Maddsen Waterproof Mid Hiking Boot

    Original price $150.00
    Original price $150.00 - Original price $150.00
    Original price $150.00
    Current price $112.50
    $112.50 - $112.50
    Current price $112.50

    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
    Original price $150.00
    Original price $150.00 - Original price $150.00
    Original price $150.00
    Current price $112.50
    $112.50 - $112.50
    Current price $112.50
  • Sold out

    Men's Merrell MQM 3 Mid Hiker

    Original price $210.00
    Original price $210.00 - Original price $210.00
    Original price $210.00
    Current price $105.00
    $105.00 - $105.00
    Current price $105.00

    GORE-TEX® waterproof membrane, exceptional breathability and waterproof performance. Breathable mesh and TPU upper. 100% recycled breathable mesh l...

    View full details
    Original price $210.00
    Original price $210.00 - Original price $210.00
    Original price $210.00
    Current price $105.00
    $105.00 - $105.00
    Current price $105.00
    Sold out
  • Toddler Sorel Snow Commander Boot

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

    Waterproof synthetic textile upper with 200g insulation. Keeps feet warm and dry with excellent traction for playing in snow, mud, and grass. UP...

    View full details
    Original price $80.00 - Original price $80.00
    Original price $80.00
    $80.00
    $80.00 - $80.00
    Current price $80.00
  • Toddler's Kamik Snowbug 7 Boot

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

    Ready for endless winter smiles? The Snowbug 7 toddler winter boots are designed to keep those little feet cozy and dry, so there's no reason for f...

    View full details
    Original price $54.99 - Original price $54.99
    Original price $54.99
    $54.99
    $54.99 - $54.99
    Current price $54.99
  • Men's Merrell Thermo Kiruna 2 Boot

    Original price $220.00 - Original price $220.00
    Original price $220.00
    $220.00
    $220.00 - $220.00
    Current price $220.00

    Take on the harsh winter trails with ease in the Thermo Kiruna 2 Tall Waterproof boot from Merrell. With an improved tall upper coated in Merrell p...

    View full details
    Original price $220.00 - Original price $220.00
    Original price $220.00
    $220.00
    $220.00 - $220.00
    Current price $220.00