Shop Winter Headwear 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 Headwear

  • Men's Hot Paws Knit Beanie

    Original price $14.00 - Original price $14.00
    Original price $14.00
    $14.00
    $14.00 - $14.00
    Current price $14.00

    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

    Original price $14.00 - Original price $14.00
    Original price $14.00
    $14.00
    $14.00 - $14.00
    Current price $14.00
  • Men's Hot Paws Basic Knit Beanie

    Original price $14.00 - Original price $14.00
    Original price $14.00
    $14.00
    $14.00 - $14.00
    Current price $14.00

    This hat made from a premium blend of cruelty-free faux mohair yarn provides extra warmth, softness, and durability. The perfect accessory to spend...

    View full details
    Original price $14.00 - Original price $14.00
    Original price $14.00
    $14.00
    $14.00 - $14.00
    Current price $14.00
  • Women's Hot Paws Faux Pompom Beanie

    Original price $15.00 - Original price $15.00
    Original price $15.00
    $15.00
    $15.00 - $15.00
    Current price $15.00

    Stay cozy and stylish with this beanie featuring a faux fur pom pom. Perfect for chilly days and adding a touch of flair to your winter wardrobe. M...

    View full details
    Original price $15.00 - Original price $15.00
    Original price $15.00
    $15.00
    $15.00 - $15.00
    Current price $15.00
  • Boy's Hot Paws Waffle Knit Beanie

    Original price $10.00
    Original price $10.00 - Original price $10.00
    Original price $10.00
    Current price $7.50
    $7.50 - $7.50
    Current price $7.50

    Boys' beanie with a waffle stitch, perfect for winter. Made with soft and durable materials, it provides warmth and comfort while being stylish. C...

    View full details
    Original price $10.00
    Original price $10.00 - Original price $10.00
    Original price $10.00
    Current price $7.50
    $7.50 - $7.50
    Current price $7.50
  • Women's Hot Paws Knit Headband

    Original price $10.00 - Original price $10.00
    Original price $10.00
    $10.00
    $10.00 - $10.00
    Current price $10.00

    Perfect to stay warm and cozy while being fashionable. Elevate both of your fall and winter outfits with this knit headband. Sherpa Lining for a f...

    View full details
    Original price $10.00 - Original price $10.00
    Original price $10.00
    $10.00
    $10.00 - $10.00
    Current price $10.00
  • Women's Lost Horizons Elenor Beanie

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

    Completely one of a kind, just like her wearer, the Eleanor Beanie combines duotone Nordic jacquard knitting with rustic folk embroidery. The overs...

    View full details
    Original price $65.00 - Original price $65.00
    Original price $65.00
    $65.00
    $65.00 - $65.00
    Current price $65.00
  • Women's Lost Horizons Ballad Beanie

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

    Stay warm and stylish this winter with the Ballad Beanie. This cozy hat features intricate flower embroidery set against a sophisticated knit backg...

    View full details
    Original price $45.00 - Original price $45.00
    Original price $45.00
    $45.00
    $45.00 - $45.00
    Current price $45.00
  • Misty Mountain Workman Toque

    Original price $16.50 - Original price $16.50
    Original price $16.50
    $16.50
    $16.50 - $16.50
    Current price $16.50

    The Misty Mountain 4-layer toque is built for the cold! 4 layers of acrylic knit means 4 layers of warmth. Adorned with a simple Misty Mountain bad...

    View full details
    Original price $16.50 - Original price $16.50
    Original price $16.50
    $16.50
    $16.50 - $16.50
    Current price $16.50
  • Misty Mountain 4-Layer Check Beanie

    Original price $16.50 - Original price $16.50
    Original price $16.50
    $16.50
    $16.50 - $16.50
    Current price $16.50

    Soft and durable polyester knit. 4 layers for super warmth. Stretches for a great fit.

    Original price $16.50 - Original price $16.50
    Original price $16.50
    $16.50
    $16.50 - $16.50
    Current price $16.50
  • Oakley Fine Knit Hat

    Original price $30.00 - Original price $30.00
    Original price $30.00
    $30.00
    $30.00 - $30.00
    Current price $30.00

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

    View full details
    Original price $30.00 - Original price $30.00
    Original price $30.00
    $30.00
    $30.00 - $30.00
    Current price $30.00
  • Oakley O-Shiesty Beanie

    Original price $50.00 - Original price $50.00
    Original price $50.00
    $50.00
    $50.00 - $50.00
    Current price $50.00

    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...

    View full details
    Original price $50.00 - Original price $50.00
    Original price $50.00
    $50.00
    $50.00 - $50.00
    Current price $50.00
  • Oakley Back Bone 2.0 Beanie

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

    Slouchy or cuffed. Outdoors or in. The acrylic Back Bone Beanie 2.0 is made with 50% recycled acrylic for sustainable style and cold-weather cool. ...

    View full details
    Original price $25.00 - Original price $25.00
    Original price $25.00
    $25.00
    $25.00 - $25.00
    Current price $25.00
  • Striker Retro Pom Toque

    Original price $39.99 - Original price $39.99
    Original price $39.99
    $39.99
    $39.99 - $39.99
    Current price $39.99

    The 1970’s may be long passed, but that doesn’t mean you can’t rock a retro look. The Striker Pom Hat features the oldies pom style with some added...

    View full details
    Original price $39.99 - Original price $39.99
    Original price $39.99
    $39.99
    $39.99 - $39.99
    Current price $39.99
  • Women's UA Halftime Beanie

    Original price $30.00
    Original price $30.00 - Original price $30.00
    Original price $30.00
    Current price $21.00
    $21.00 - $21.00
    Current price $21.00

    This beanie will be your new cold-weather staple. It's engineered with ribbed knit fabric that's super-soft for all-day comfort and warmth. You're ...

    View full details
    Original price $30.00
    Original price $30.00 - Original price $30.00
    Original price $30.00
    Current price $21.00
    $21.00 - $21.00
    Current price $21.00
  • Girl's UA Halftime Cozy Beanie

    Original price $35.00
    Original price $35.00 - Original price $35.00
    Original price $35.00
    Current price $24.50
    $24.50 - $24.50
    Current price $24.50

    Light, soft, warm, and sweat-wicking with a classic cuffed fit. Everything you want for all-day wear or between the big plays. Brushed knit fabric...

    View full details
    Original price $35.00
    Original price $35.00 - Original price $35.00
    Original price $35.00
    Current price $24.50
    $24.50 - $24.50
    Current price $24.50
  • Girl's UA Beanie & Gloves Set

    Original price $35.00
    Original price $35.00 - Original price $35.00
    Original price $35.00
    Current price $24.50
    $24.50 - $24.50
    Current price $24.50

    A set built to keep you warm and ready when you're working in the cold. Includes one pair of gloves & a matching cuff beanie Soft acrylic knit ...

    View full details
    Original price $35.00
    Original price $35.00 - Original price $35.00
    Original price $35.00
    Current price $24.50
    $24.50 - $24.50
    Current price $24.50
  • Boy's UA Beanie & Gloves Set

    Original price $35.00
    Original price $35.00 - Original price $35.00
    Original price $35.00
    Current price $24.50
    $24.50 - $24.50
    Current price $24.50

    A set built to keep you warm and ready when you're working in the cold. Includes one pair of gloves & a matching cuff beanie Soft acrylic knit ...

    View full details
    Original price $35.00
    Original price $35.00 - Original price $35.00
    Original price $35.00
    Current price $24.50
    $24.50 - $24.50
    Current price $24.50
  • Women's UA Halftime Cable Knit Beanie

    Original price $35.00
    Original price $35.00 - Original price $35.00
    Original price $35.00
    Current price $24.50
    $24.50 - $24.50
    Current price $24.50

    This beanie is light, soft and warm. It's engineered with a ribbed, cable knit exterior and a brushed fleece lining to keep you comfortable all day...

    View full details
    Original price $35.00
    Original price $35.00 - Original price $35.00
    Original price $35.00
    Current price $24.50
    $24.50 - $24.50
    Current price $24.50
  • UA Halftime Pom Beanie

    Original price $35.00
    Original price $35.00 - Original price $35.00
    Original price $35.00
    Current price $24.50
    $24.50 - $24.50
    Current price $24.50

    Light, soft, warm, and sweat-wicking with a classic top pom. Everything you want for all-day wear or between the big plays. Ribbed acrylic knit fa...

    View full details
    Original price $35.00
    Original price $35.00 - Original price $35.00
    Original price $35.00
    Current price $24.50
    $24.50 - $24.50
    Current price $24.50
  • Boy's UA Halftime Cuff Beanie

    Original price $25.00
    Original price $25.00 - Original price $25.00
    Original price $25.00
    Current price $17.50
    $17.50 - $17.50
    Current price $17.50

    Light, soft, warm, and sweat-wicking—this is your go-to beanie. Everything you want for all-day wear or between the big plays. Ribbed acrylic knit...

    View full details
    Original price $25.00
    Original price $25.00 - Original price $25.00
    Original price $25.00
    Current price $17.50
    $17.50 - $17.50
    Current price $17.50
  • UA Halftime Knit Beanie

    Original price $30.00
    Original price $30.00 - Original price $30.00
    Original price $30.00
    Current price $21.00
    $21.00 - $21.00
    Current price $21.00

    Yeah, this beanie will keep your head warm...but it also wicks sweat and dries fast to keep you warm, dry, and light when you work out. Ribbed acry...

    View full details
    Original price $30.00
    Original price $30.00 - Original price $30.00
    Original price $30.00
    Current price $21.00
    $21.00 - $21.00
    Current price $21.00
  • Grey Fox Davy Crockett Hat

    Original price $339.50 - Original price $339.50
    Original price $339.50
    $339.50
    $339.50 - $339.50
    Current price $339.50

    Grey Fox Davy Crockett hat with a tail only. Small - 21 1/2" - 21 7/8" Medium - 22 1/4" - 22 5/8" Large - 23" - 23 1/2" XL - 23 7/8" - 24 1/2" XXL ...

    View full details
    Original price $339.50 - Original price $339.50
    Original price $339.50
    $339.50
    $339.50 - $339.50
    Current price $339.50
  • Natural Black Beaver Aviator Hat

    Original price $349.99 - Original price $349.99
    Original price $349.99
    $349.99
    $349.99 - $349.99
    Current price $349.99

    Aviator hat made from Black Beaver

    Original price $349.99 - Original price $349.99
    Original price $349.99
    $349.99
    $349.99 - $349.99
    Current price $349.99
  • Natural Black Beaver Mountie Hat

    Original price $259.99 - Original price $259.99
    Original price $259.99
    $259.99
    $259.99 - $259.99
    Current price $259.99

    Sizes S-M-L-XL-2XL

    Original price $259.99 - Original price $259.99
    Original price $259.99
    $259.99
    $259.99 - $259.99
    Current price $259.99

Welcome to Winnipeg Outfitters Inc., where winter headwear takes center stage in our carefully curated collection, ensuring you find the perfect toques, fur hats, and fur headbands to keep you cozy and stylish. As the chill sets in, embrace the warmth of our collection, featuring a wide array of winter headwear options—from classic winter toques to luxurious fur hats and fur headbands. Elevate your winter style with beaver fur hats, fur aviator hats, and even parkas with fur hoods for that extra touch of elegance.

Seamless shopping is a promise—choose the convenience of direct shipping or opt for our efficient store pickup option to save on processing time. Searching for the ideal winter gift? Our versatile gift cards are perfect for every occasion, allowing your loved ones to embrace winter warmth in style. Don't miss our amazing value discounts, ensuring your winter style remains budget-friendly.

Feel at home with Winnipeg Outfitters Inc., a Canadian Heritage Company, as we invite you to celebrate winter fashion and embrace the comfort and style of our exclusive winter headwear collection. Let's make this winter cozy and fabulous together!