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Our Best-Loved Boots

Bellevue sneaker boots
Men
Can$159.00
Point Zero
Combs nylon boots Can$130.00
Dr. Martens
Chelsea Circle boots
Men
Can$250.00
OA non-fashion

Braided Chelsea Circle boots
Men
Can$295.00
OA non-fashion
558 Chelsea boots
Men
Can$230.00
Blundstone
68 Chelsea boots Can$230.00
Blundstone
585 Chelsea boots
Men
Can$230.00
Blundstone
584 Chelsea boots
Men
Can$260.00
Blundstone
1460 original boots
Men
Can$200.00
Dr. Martens
1460 Snowplow boots Can$200.00
Dr. Martens
2976 Snowplow Chelsea boots Can$210.00
Dr. Martens
Absolute boots Can$150.00
Steve Madden
Chelsea suede boots Can$195.00
Shoe The Bear
Enzo boots
Men
Can$290.00
Shoe The Bear
Classic galoshes Can$125.00
Swims
Classic galoshes Can$125.00
Swims
High Top boots Can$875.00
Ami Alexandre Mattiussi
Elegant boots Can$950.00
Lemaire
Mega Bozo Tractor Beetle boots Can$1,400.00
Rick Owens
Larry Bozo Tractor Beetle boots Can$1,450.00
Rick Owens
Chelsea boots Can$575.00
The Kooples
Suede Jodhpur boots
Men
Can$600.00
The Kooples
Chelsea boots Can$750.00
Ami Alexandre Mattiussi
Canon Chelsea boots Can$895.00
Paul Smith
Western-style boots Can$395.00
The Last
Square-toe ankle boots Can$395.00
The Last

Men's boots from Simons


As the cold weather rolls in, your footwear needs could change on a dime. That's why every man should have a quality pair of boots in his closet. Luckily, Simons stocks a range of men's boots that are both stylish and functional. Not only will they keep your feet warm and dry through the rain, slush and snow, but they'll look great on the hiking trail or paired with jeans when you head out for Sunday brunch. Browse through our selection and pick out a pair or two that reflects your style and guarantees you'll make it through the winter with as few soakers as possible.  

Stay warm and on-trend


Depending on where you live, the winter months might call for a pair of rubber, waterproof boots. Autumn, on the other hand, is the perfect time for a stylish pair of suede chelsea boots. Wear them to work, out on a date, or to a farmer's market to make a strong statement with your low-key, timeless sense of style. Don't forget to stock up on shoe protector and shoe cleaner to make sure your boots make it through the season sans salt stains and continue to be that wardrobe staple you need them to be for years to come. 

Brands you love


With a range of styles from different brands available, Simons has something for everyone. Prevent slips on icy sidewalks with a pair of lace up Timberlands or SORELs, or for a classic look opt for Dr. Martens Original 1460 boots. For a quality pair of chelsea boots to polish off your look, you can't go wrong with Hudson, Steve Madden, or Hugo. If you're looking for a pair of unique designer boots to invest in, Emporio Armani, DSquared2, and Paul Smith make footwear with high-end materials, expert construction, and finishing touches that will make sure your boots make a statement.  

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