/ 
New look,
no compromises.
Our iconic bestseller has inspired a new collection.
We’ve taken the best styles from the past and updated them with the latest hardware and construction techniques.
Check out the all–new Heritage Collection.
New look,
no compromises.
Our iconic bestseller has inspired a new collection.
We’ve taken the best styles from the past and updated them with the latest hardware and construction techniques.
Check out the all–new Heritage Collection.
Style for your closet.
Watch Canadian style expert Alexis Honce review the new Pillow Boot Collection [01:41]
Heritage Collection
Prescott Leather Winter Boot
A classic textured calf-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 textured calf-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 outsoleAvailable in Black, White and Silver
Original Pillow Boot
A classic textured calf-leather mid-height boot with a padded shaft and quilt detail stitching. Rounded toe. Functional front laces with metallic D-ring eyelets. TPR outsole with 1.5 inch heel.Always WaterproofTemperature rated -30°C/-22°FFleece LiningMemory molded insoleAnti-slip outsolePVC freeAvailable in Black, Tan, Red and Mocha
Original Pillow Boot (Cask)
A classic textured 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 outsole.Always WaterproofTemperature rated -30°C/-22°FFleece LiningRemovable molded foam insoleAnti-slip outsoleAvailable in Tan and Cask
Blackout Leather Winter Boot
A classic textured calf-leather mid-height boot with a padded shaft and quilt detail stitching. Rounded toe. Functional front laces with metallic D-ring eyelets. TPR outsole with 1.5 inch heel.Always WaterproofTemperature rated -30°C/-22°FFleece LiningMemory molded insoleAnti-slip outsolePVC free
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 outsoleAvailable in Black and Draft
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 outsoleAvailable in Black and Cask
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.
Fall Hikers
Gwen Patent Ankle Boot
Mid-height patent leather boot with a padded lycra collar. Rounded toe. Front lace closure with second pair of black laces included. Thermo-plastic rubber (TPR) outsole.Always WaterproofPolar Plush LiningRemovable molded foam insoleAnti-slip TPR outsole
Gwen Leather Ankle Boot
Mid-height leather boot with a padded lycra collar. Rounded toe. Front lace closure with second pair of black laces included. Thermo-plastic rubber (TPR) outsole.Always WaterproofPolar Plush LiningRemovable molded foam insoleAnti-slip TPR outsole
Nash Leather Ankle Boot
Mid-height leather hiker boot. Rounded toe. Padded collar detail. Front lace closure. Tonal hardware and stitching. Rubber outsole with contrast faux leather welt and 1.25 inch block heel.Always WaterproofMicronylex LiningRemovable molded foam insoleAnti-slip Rubber outsoleAvailable in Black, White and Silver
Dixon Leather Ankle Boot with PrimaLoft®
Ankle-height leather hiker boot with metallic collar detail. Rounded toe. Front lace closure with inside zip. Tonal stitching. Thermo-plastic rubber (TPR) outsole with faux leather welt and 2.25 inch stacked heel.Always WaterproofTemperature rated -24°C/-11°FPrimaLoft® insulationPolar plush LiningRemovable foam insoleAnti-slip TPR outsoleAvailable in Black and Mushroom
Donna Leather Heeled Hiker Boot
Mid-calf leather Chelsea hiker boot. Rounded toe. Double elastic gore closure. Tonal stitching. Thermo-plastic rubber outsole with faux leather welt and 2.25 inch stacked heel.Always WaterproofTemperature rated -24°C/-11°FPolar plush LiningRemovable foam insoleAnti-slip TPR outsoleAvailable in Black and Cask
Delson Leather Heeled Hiker Boot
Mid-calf leather and suede hiker boot. Almond toe. Padded suede collar detail. Front lace closure. Tonal hardware and stitching. Thermo-plastic rubber outsole with faux leather welt and 2.25 inch stacked heel.Always WaterproofTemperature rated -24°C/-11°FPolar plush LiningRemovable foam insoleAnti-slip TPR outsoleAvailable in Black and Cask
Swerve Leather Hiker Boot
Ankle-height leather hiker. Rounded toe. Padded suede collar detail. Front lace closure. Tonal hardware and stitching. Thermo-rubber sport outsole.Always WaterproofMade in ItalyTemperature rated -10°C/14°FCastex LiningRemovable molded foam insoleAnti-slip thermo-rubber outsoleAvailable in Black Camel, Navy and Taupe
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.
#cougarshoes
We've got some stylish followers.
Follow and tag us to get featured!