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Our Best-Loved Boots

1460 original boots
Men
US$150.00
Dr. Martens
1460 original boots
Men
US$150.00
Dr. Martens
1460 Mono original boots
Men
US$150.00
Dr. Martens
558 Chelsea boots
Men
US$190.00
Blundstone
68 Chelsea boots US$190.00
Blundstone
585 Chelsea boots
Men
US$190.00
Blundstone
World Hiker boots
Men
US$120.00
Timberland
Back-to-Berkeley boots
Men
US$150.00
The North Face
Ozone Park boots
Men
US$160.00
The North Face
New
Daly waterproof boots
Men
US$130.00
Steve Madden
Alto M120 heritage boots
Men
US$370.00
Fracap x Simons
Leopard print heritage boots
Men
US$350.00 US$229.95
Fracap x Simons
ZeroGrand Explore boots US$280.00 US$159.95
Cole Haan
ØriginalGrand laced boots
Men
US$240.00 US$159.95
Cole Haan
Ketonic dressy boots US$130.00
Steve Madden
Ketonic dressy boots US$130.00
Steve Madden
Absolute boots US$120.00
Steve Madden
Chelsea suede boots US$160.00
Shoe The Bear
Chelsea suede boots US$160.00
Shoe The Bear
Insider Chelsea boot US$130.00 US$79.95
Steve Madden
Hector boots US$1,200.00 US$609.95
Dsquared2
Mountain Ski Massive ankle boots US$1,300.00 US$609.95
Dsquared2
Elegant boots US$760.00
Lemaire
New
Military ankle boots US$1,100.00
OAMC
Creeper boots US$1,500.00 US$759.95
Rick Owens
Platform boots US$1,600.00 US$989.95
Rick Owens
Chelsea boots US$465.00
The Kooples
Commando boots US$495.00
The Kooples
Bohemian boots US$290.00 US$189.95
HUGO
Canon Chelsea boots US$720.00
Paul Smith

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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