Skip to main content
Free shipping over $50 for The Simons members
& Easy returns: $9.99 flat fee (exceptions may apply)

Winter Boots

Caribou™ Royal WP boots
Men
discounted price US$190.00
Sorel
Caribou™ Royal WP boots
Men
discounted price US$190.00
Sorel
Slabtown 62''™ moccasin-tip boot
Men
discounted price US$170.00
Sorel
Slabtown 62'' Caribou™ boots
Men
discounted price US$170.00
Sorel
Slabtown 62''™ Chelsea boot
Men
discounted price US$160.00
Sorel
Slabtown 62''™ Chelsea boot
Men
discounted price US$160.00
Sorel
Brown Premium 6-inch waterproof boots
Men
discounted price US$160.00
Timberland
Premium 6-inch waterproof lined boots
Men
discounted price US$160.00
Timberland
Black Premium 6-inch waterproof boots
Men
discounted price US$160.00
Timberland

New

Euro Hiker hiking boots
Men
discounted price US$130.00
Timberland

New

Britton Road boots
Men
discounted price US$140.00
Timberland
GreenStride™ Motion 6 winter ankle boots
Men
discounted price US$130.00
Timberland

New

Davis Square waterproof chukkas
Men
discounted price US$120.00
Timberland

New

Davis Square waterproof chukkas
Men
discounted price US$120.00
Timberland
Neumel Weather Hybrid boots
Men
discounted price US$210.00
UGG
Neumel Weather Hybrid boots
Men
discounted price US$210.00
UGG
Classic Mini boots
Men
discounted price US$160.00
UGG
Burleigh Chelsea boots
Men
discounted price US$170.00
UGG
Black Tasman Weather Hybrid boots
Men
discounted price US$160.00
UGG
Tasman Weather Hybrid boots
Men
discounted price US$150.00
UGG

New

Burleigh Chelsea leather boots
Men
discounted price US$170.00
UGG
Urban Glenclyffe boots
Men
discounted price US$150.00
The North Face
Back-to-Berkeley IV textile waterproof boots
Men
discounted price US$150.00
The North Face
Back-to-Berkeley IV textile waterproof boots
Men
discounted price US$150.00
The North Face
Hedgehog 3 Mid waterproof boots
Men
regular price $160.00 discounted price US$109.95
The North Face
Urban Glenclyffe boots
Men
discounted price US$150.00
The North Face
Messi Chelsea winter boot
Men
discounted price US$250.00
Pajar Canada
Fero 2.0 winter boot
Men
discounted price US$210.00
Pajar Canada
Sk8-HI GORE-TEX® booties
Men
discounted price US$180.00
Vans
Sk8-HI GORE-TEX® booties
Men
discounted price US$180.00
Vans
Kace waterproof boots
Men
discounted price US$130.00
Steve Madden
Farley lined waterproof military boots
Men
discounted price US$130.00
Steve Madden
558 Chelsea boots
Men
discounted price US$190.00
Blundstone
585 Chelsea boots
Men
discounted price US$190.00
Blundstone
1308 Chelsea boots
Men
discounted price US$200.00
Blundstone
2442 nubuck leather Chelsea boots
Men
discounted price US$210.00
Blundstone
584 Chelsea boots
Men
discounted price US$230.00
Blundstone
2429 nubuck leather boots
Men
discounted price US$220.00
Blundstone
1460 Trinity WinterGrip lace-up boots
Men
discounted price US$220.00
Dr. Martens
Leather 1460 Pascal boots
Men
discounted price US$170.00
Dr. Martens
2976 WL Chelsea boots
Men
discounted price US$170.00
Dr. Martens
Logan Chelsea boots
Men
discounted price US$260.00
Polo Ralph Lauren
Alpine suede boots
Men
discounted price US$240.00
Polo Ralph Lauren
Fabyan thick sole boots
Men
discounted price US$240.00
HUGO