Skip to main content
The Simons members:
free shipping over $50 and free returns (exceptions may apply)

Men's Winter Boots

Featured

1964 Pac™ nylon winter boots
Men
regular price $170.00 discounted price Can$129.95
Sorel
Caribou™ winter boots
Men
regular price $230.00 discounted price Can$179.95
Sorel
Caribou™ winter boots
Men
regular price $230.00 discounted price Can$179.95
Sorel
1964 Pac™ nylon winter boots
Men
regular price $170.00 discounted price Can$129.95
Sorel
2976 Blizzard WP Chelsea boots
Men
regular price $260.00 discounted price Can$199.95
Dr. Martens
GreenStride™ Originals Ultra waterproof boots
Men
regular price $190.00 discounted price Can$149.95
Timberland


Shop In-Demand Brands

1460 WinterGrip lace-up boots
Men
regular price $260.00 discounted price Can$199.95
Dr. Martens
584 Chelsea boots
Men
discounted price Can$290.00
Blundstone
558 Chelsea boots
Men
discounted price Can$240.00
Blundstone
585 Chelsea boots
Men
discounted price Can$240.00
Blundstone
2029 Chelsea boots
Men
discounted price Can$265.00
Blundstone
1308 Chelsea boots
Men
discounted price Can$250.00
Blundstone
Premium 6-inch waterproof boots
Men
discounted price Can$200.00
Timberland
Premium 6-inch waterproof lined boots
Men
discounted price Can$210.00
Timberland
GreenStride™ Originals Ultra waterproof boots
Men
regular price $190.00 discounted price Can$149.95
Timberland
Classic Mini boots
Men
regular price $200.00 discounted price Can$149.95
UGG
UltraRange EXO Hi GORE-TEX MTE-3 boots
Men
discounted price Can$260.00
Vans
Fireburst winter boots
Men
discounted price Can$235.00
Pajar Canada
Online only
Fireburst winter boots
Men
discounted price Can$235.00
Pajar Canada
Online only
Fireburst winter boots
Men
discounted price Can$235.00
Pajar Canada
Online only
Fero winter boots
Men
discounted price Can$225.00
Pajar Canada
Online only
Flag of the United States

Are you in the United States?

Visit simons.com