Anti-winter boots.
Wearing heavy, clunky boots sucks.
So we made some cute, lightweight ones that’ll
keep your feet dry and warm down to -24°C.
(That’s -11°F for our American friends)


Anti-winter boots.
Wearing heavy, clunky boots sucks.
So we made some cute, lightweight ones that’ll keep your feet dry and warm down to -24°C.
(That’s -11°F for our American friends)
They’re back.
Your babysitter wore these.
Your Mom wore these.
The kids at school wore these.
If you didn't wear them back then,
here's your chance to wear them now.
The iconic Original Pillow Boot is back in new colours.
Shop Pillow Boots

Heritage Collection
Prescott Leather Winter Boot
A classic leather ankle-height bootie with a padded sheep napa collar and tongue. Rounded toe. Functional front laces with metallic D-ring eyelets. Thermo-plastic rubber (TPR) outsole.Always WaterproofTemperature rated -30°C/-22°FFleece LiningRemovable molded foam insoleAnti-slip outsoleAvailable in Black, Butternut and Cask
Pax Leather Winter Boot
A classic leather and nylon mid-height boot with a padded shaft and quilt detail stitching. Rounded toe. Functional front laces with metallic eyelets. Thermo-plastic rubber (TPR) outsole.Always WaterproofTemperature rated -30°C/-22°FFleece LiningRemovable molded foam insoleAnti-slip outsoleShaft height: 5 inShaft circumference: 13 inMeasurements based on size 6
Original Pillow Boot
A classic leather mid-height boot with a padded shaft and quilt detail stitching. Rounded toe. Functional front laces with metallic D-ring eyelets. Thermo-plastic rubber (TPR) outsole with 1.5 inch heel.Always WaterproofTemperature rated -30°C/-22°FFleece LiningMemory molded insoleAnti-slip outsolePVC freeShaft height: 6 inShaft circumference: 13 inMeasurements based on size 6
Original Pillow Boot (Cask)
A classic cask leather mid-height boot with a padded shaft and quilt detail stitching. Rounded toe. Functional front laces with metallic D-ring eyelets. Thermo-plastic rubber (TPR) outsole.Always WaterproofTemperature rated -30°C/-22°FFleece LiningRemovable molded foam insoleAnti-slip outsoleAvailable in Tan and Cask
Dylan Suede Shearling Boot
Mid-height leather and double faced shearling boot. Rounded toe. Functional square waxy lace front closure with metallic D-ring eyelets. Low wedge 2.5 inch thermo-rubber outsole.Always WaterproofTemperature rated -24°C/-11°FPolar plush LiningRemovable molded foam insoleAnti-slip TR outsoleAvailable in Black and Pewter
Duncan Suede Shearling Boot
Tall leather and double faced shearling boot. Rounded toe. Tonal wooden toggle closure. Decorative braid detail. Low wedge 2.5 inch thermo-rubber outsole.Always WaterproofTemperature rated -24°C/-11°FPolar plush LiningRemovable molded foam insoleAnti-slip TR outsoleShaft height: 12 inShaft circumference: 14 inMeasurements based on size 6
Durand Leather Boot
Tall pull-on Leather boot. Rounded toe. Genuine fur collar and back gusset with functional back lace closure. Tonal stitching. Low wedge 2.5 inch thermo-rubber outsole.Always WaterproofTemperature rated -24°C/-11°FPolar plush LiningRemovable molded foam insoleAnti-slip TR outsoleShaft height: 12.5 inShaft circumference: 15.25 inMeasurements based on size 6
STYLE FEATURE
October 2020
The New Heritage Collection
Canada’s iconic Pillow Boot gets a reboot! This signature style, which remains a best-seller 44 years after it was launched, has inspired next-generation collections destined to become new classics.
Winter Boots
Wahoo Nylon Winter Boot with PrimaLoft®
Mid-height nylon boot with a padded shaft and quilt detail stitching. Rounded toe. Functional front laces with metallic D-ring eyelets. Lightweight Polyurethane (PU) cushion midsole with translucent Rubber outsole.Always WaterproofTemperature rated -24°C/-11°FPrimaLoft® insulationPolar Fleece LiningRemovable molded foam insoleAnti-slip Polyurethane/rubber outsoleVeganAvailable in Black/White, Black, Silver, Fuchsia and White.
Vanetta Suede Mid Boot
Mid-height suede boot with faux fur collar and tongue. Rounded toe. Front-lace closure. Lightweight Thermo-plastic rubber (TPR) outsole with contrasting Polyurethane (PU) cushion midsole.Always WaterproofTemperature rated -24°C/-11°FPolar Plush LiningRemovable molded foam insoleAnti-slip EVA outsole
Vanity Suede Winter Boot
Mid-height suede boot with faux fur collar and tongue. Rounded toe. Front-lace closure. Lightweight Thermo-plastic rubber (TPR) outsole with contrasting Polyurethane (PU) cushion midsole.Always WaterproofTemperature rated -24°C/-11°FPolar Plush LiningRemovable molded foam insoleAnti-slip TPR outsoleAvailable in Black, Pewter and Hazel
Verity Shearling Winter Boot
Mid-height leather boot with curly shearling collar and tongue. Rounded toe. Front-lace closure with ankle wrap. Lightweight Thermo-plastic rubber (TPR) outsole with contrasting Polyurethane (PU)cushion midsole.Always WaterproofTemperature rated -24°C/-11°FPolar Plush LiningRemoveable molded foam insoleAnti-slip TPR outsoleAvailable in Black and Draft
Vanity Leather Winter Boot
Mid-height leather boot with faux fur collar and tongue. Rounded toe. Tonal front-lace closure. Lightweight polyurethane cushion outsole with contrast stripe.Always WaterproofTemperature rated -24°C/-11°FPolar Plush LiningRemovable molded foam insoleAnti-slip TPR outsole
Treville Suede Shearling Boot
Mid-height suede pull-on bootie with shearling collar. Rounded toe. Functional front lace with ankle wrap. Lightweight polyurethane outsole.Always WaterproofDesigned in ItalyTemperature rated -24°C/-11°FFleece LiningRemovable molded foam insoleAnti-slip Polyurethane outsoleAvailable in Black, Smoke and Navy

Always Waterproof.
Our Always Waterproof boots are 100% water-proof, guaranteed. We use special water-proofing techniques on leather, nylon and synthetic materials to make sure you always stay comfortably dry.
Always Waterproof.
Our Always Waterproof boots are 100% water-proof, guaranteed. We use special water-proofing techniques on leather, nylon and synthetic materials to make sure you always stay comfortably dry.

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