Comfortable

358 items
358 items
Category Boots
Regular
CA$ to

Comfortable

358 items
at Holt Renfrew
La Canadienne
Lorena Suede Boots
$575
at Roots
Roots
Nordic Shoe
$278
at Stuart Weitzman
Stuart Weitzman
Stuart 75 Stretch Bootie
$543 $775
at Roots
Roots
Nordic Boot
$328
at Simons
Emu
Stinger Micro wool platform bootWomen
$158
at Roots
Roots
Nordic Boot
$328
at TOMS
Toms
Oatmeal Hadley Natural Suede Heeled Boots
$89.99 $120
at Holt Renfrew
Pajar
Galaxy Metallic Nylon Boots
$200
at Holt Renfrew
Stuart Weitzman
Vida Suede Sock Boots
$775
at Stuart Weitzman
Stuart Weitzman
Xcurve 85 Sock Bootie
$595 $850
at Simons
Emu
Brumby Lo merino wool bootsKids
$138
at TOMS
Toms
Suede Maude Black Mid-Wedge Suede Boot
$120
at Simons
Emu
Stinger Micro wool bootWomen
$148
at Simons
Emu
Outer Space Brumby merino wool bootsKids
$138
at Italist
Stuart Weitzman
Vida 100 - Zip Boot
$559.80 $817.51
at TOMS
Toms
Suede Maude Oatmeal Mid-Wedge Suede Boot
$120
at Stuart Weitzman
Stuart Weitzman
Stuart Wedge 100 Zip Bootie
$537 $895
at Holt Renfrew
Sorel
Caribou™ X Leather Boots
$230
at Roots
Roots
Nordic Shoe
$278
at Simons
Jeffrey Campbell
Capacity heeled platform bootsWomen
$225
at Simons
Emu
Stinger Mini wool bootUnisex
$158
at Simons
Emu
Wallaby Mini merino bootiesKids
$98
at Italist
Italist
CB Made in Italy Dark Tumbled Leather Boots Sirio
$849.39
at Michael Kors
Michael Kors
Culver Logo Print Nylon and Nubuck Boot
$99 $288
at Macy's
LifeStride
Gracie Dress Boots
$99.27 $141.83
at Macy's
Schutz
Women's Luizia Low Mid-Shaft Studded Moto Boots
$337.58
at Macy's
Timberland
Women's Skyla Boots from Finish Line from Finish Line
$78.01
at Stuart Weitzman
Stuart Weitzman
Ultrastuart Maverick 100 Stretch Boot
$775 $1,550
at Holt Renfrew
Moncler
Gigi Leather Ankle Boots
$1,060
at Holt Renfrew
Valentino Garavani
Rockstud Leather Platform Chelsea Boots
$2,170
at Holt Renfrew
Pajar
Henta Faux Fur-Trimmed Nylon Boots
$325
at Holt Renfrew
Loewe
Campo Leather Chelsea Boots
$1,750
at Roots
Roots
Junction Boot
$228
at Holt Renfrew
Pajar
Galaxy Lace-Up Puffer Boots
$190
at Holt Renfrew
Chloé
Marcie Leather Ankle Boots
$1,550
at TOMS
Toms
Oatmeal Natural Suede Goldie Boots
$120
at Holt Renfrew
La Canadienne
Emery Suede Shearling Lined Boots
$237 $395
at Holt Renfrew
Stuart Weitzman
Lowland Bold Suede Over-The-Knee Boots
$1,225
at Farfetch
3.1 Phillip Lim
Alexa 70mm boots
$725
at Holt Renfrew
Stuart Weitzman
5050 Lug-Sole Leather Knee-High Boots
$1,025
at Roots
Roots
TUFF Boot
$258
at TOMS
Toms
Tan Kallie Tan Leather Wedge Boots
$89.99 $120
at TOMS
Toms
Natural Leather Suede Clare Boots
$84.99 $130
at TOMS
Toms
Natural Suede Evelyn Mule Boots
$120
at Roots
Roots
TUFF Boot
$258
at Holt Renfrew
Prada
Chocolate Leather Chelsea Boots
$1,850
at TOMS
Toms
Suede Evelyn Mule Boots
$120
at Holt Renfrew
Stuart Weitzman
Yulianaland Suede Over-The-Knee Boots
$1,300
at Holt Renfrew
Loewe
Campo Leather Chelsea Boots
$1,550
at TOMS
Toms
Brown Suede Constance Boots
$119.99 $145
at TOMS
Toms
Brown Leather Cons ce Boots
$155
at TOMS
Toms
Brown Leather Rya Boots
$170
at Holt Renfrew
Aquatalia
Romea Leather Ankle Boots
$342 $685
at Roots
Roots
Junction Boot
$228
at Holt Renfrew
KHAITE
The Marfa Suede Ankle Boots
$1,960
at Holt Renfrew
La Canadienne
Clementine Suede Combat Boots
$550
at Stuart Weitzman
Stuart Weitzman
Vida 100 Knee-High Boot
$660 $1,100
at Holt Renfrew
Stuart Weitzman
Lowland Bold Leather Over-The-Knee Boots
$1,225
at Holt Renfrew
Chloé
Marcie Leather Ankle Boots
$1,550
at Holt Renfrew
STAUD
Olga Croc-Embossed Leather Riding Boots
$720
at Simons
Pajar
Gravita quilted winter bootsWomen
$230
at Holt Renfrew
La Canadienne
Benwin Leather Combat Boots
$345 $575
at TOMS
Toms
Tan Tan Brown Leather Evelyn Boots
$109.99 $155
at Holt Renfrew
Stuart Weitzman
Yulianaland Suede Over-The-Knee Boots
$1,300
at Holt Renfrew
STAUD
Wally Western Suede Ankle Boots
$575
at Stuart Weitzman
Stuart Weitzman
Kenley Fringe Boot
$705 $1,175
at Holt Renfrew
La Canadienne
Eloise Suede And Shearling Lined Boots
$255 $425
at Holt Renfrew
Aquatalia
Jasmina Suede Knee-High Boots
$425 $850
at Holt Renfrew
Mackage
Storm Leather Chelsea Boots
$690
at Farfetch
Aquazzura
Aqua Boogie 85mm knee-high boots
$885 $1,472
at TOMS
Toms
Kallie Suede Wedge Boot
$49.97 $120
at Roots
Roots
Puff Boot
$348
at Stuart Weitzman
Stuart Weitzman
5050 Bold Logo Boot
$1,025
at TOMS
Toms
Suede Brown Suede Maude Boots
$120
at Farfetch
Proenza Schouler
two-toned Chelsea boots
$1,098–1,162
at Macy's
LifeStride
X-Anita Knee High Boots
$99.27 $141.83
at Simons
UGG
Classic Mini platform bootsWomen
$200
at Simons
Blundstone
1673 leather Chelsea bootsWomen
$255
at Macy's
Franco Sarto
Giselle Square Toe Knee High Boots
$182.97
at Macy's
Teva
Women's Rowena Lace-Up Combat Boots
$255.31
Brand Directory
Looking for more inspiration?
Looking for a specific brand?
Looking for a better deal?
Looking for a specific colour?
Looking for a specific store?
Looking for a specific segment?
Brand Directory
Looking for more inspiration?
Looking for a specific brand?
Looking for a better deal?
Looking for a specific colour?
Looking for a specific store?
Looking for a specific segment?