Put away the boat shoes and sandals and stand out this fall with a sophisticated pair of leather boots for men. Whether you’re looking to polish up an old pair so they’re looking shiny new or you’re on the hunt for something new, tackle the fall fashion trends with style. From lace-up styles to slip on’s, we’ve got a variety of models from your favourite brands. Dress up a sleek pair of lace-up boots for a late-night dinner date or go for a stroll in the woods with your best four-legged companion in the rugged Chisel Toe. Whichever style you choose, we’ve got the leather boot for you.

Red Wing Shoes 6-Inch Iron Ranger

6-inch iron ranger6-inch iron ranger

High-quality boots that you can rely on, the 6-Inch Iron Ranger by Red Wing Shoes is a sophisticated classic. Crafted from Black Harness premium leather with Goodyear triple-stitch construction and chrome details, these boots are robust and durable enough for all your urban fall adventures. For a classic look as durable as it is sleek, the 6-Inch Iron Ranger is sure to please.

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The North Face Back-To-Berkeley Redux



Old school meets new school in the stylish, retro Back-To-Berkeley Redux men’s leather boots by The North Face. They’re waterproof, insulated, with a grip outsole and a cushioned footbed. Best of all they bring that timeless cool to every step you take and every place you go. At such a nice price you might want to cop two pairs.

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Grenson Fred Commando Boots

Think tailored, refined, sophisticated footwear and you’re probably thinking of the Grenson Fred Commando boots. A brogue-style boot with hand-painted leather and chunky split welting gives an aura of distinction, whether strolling the Main or on the bar patio. Footwear tells a story, and nothing recounts a tale quite like these.

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Red Wing Shoes Classic Chukka

classic chukkaclassic chukka

Durable style that is also lightweight, it’s no surprise that the Classic Chukka is a Red Wing Shoes favourite. Designed for working inside, these boots are crafted with a flexible, Atlas Tred outsole. The Classic Chukka is the perfect boot for the gentleman who likes to keep his boots until the end. made from premium leather that is water, stain and perspiration resistant, you can keep these boots looking sleek for many years with the proper leather boot care.

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leather boots for men

Blundstone Chisel Toe

chisel toechisel toe

Designed to be as comfortable in the dirt as on the pavement, the Chisel Toe by Blundstone is a versatile boot that can easily be dressed up or dressed down. A thermo-polyurethane sole makes these boots ideal for the cold winters that we experience in Canada. Simply add the Sheepskin Footbeds for added insulation and you’ve got the perfect winterized boot.

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UGG Australia Seton TL

seton tlseton tl

Style and function come together as one in UGG‘s Seton TL boot. Fully waterproof with sealed seams and a natural wool interior to boot, the Seton TL is a sure win for any gentleman looking for versatile leather boots for men. The wool interior adds enough added warmth that the wearer can wear these boots in temperatures as low as -20°C. Pair that with the Treadlite by UGG outsole offering superior traction and you’ve got a sleek winter boot that can do it all.

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Wolverine 1000 Mile boots

1000 mile boots1000 mile boots

Known as the Wolverine legend, the 1000 Mile boots have become part of the Heritage collection since their first edition came out in 1914. The inspiration behind the name is that these boots are designed to be durable enough to be worn through 1000 miles. Strut mile after mile in style with the Horween Chomecel original leather, the Charles F. Suede and the ultra-durable outsole.

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Timberland Rugged 6″ Waterproof

rugged waterproof

Whether you’re dressing to impress or simply hanging out by the campfire, the Rugged 6″ Waterproof boots by Timberland do it all. Crafted with premium full-grain waterproof leather from a silver-rated tannery, these boots look sharp and keep your feet dry. Get all-day comfort from the exclusive anti-fatigue comfort technology and traction you can count on from Timberland’s exclusive Gripstick outsole.

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Toms Ashland Waterproof Hiker-Inspired

Toms does things right, and they bring their do-good attitude and better footwear making to the Ashland Waterproof Hiker-Inspired boots. Leather, padded, lined and with a removable insole, these have comfort and durability anywhere they take you. The best thing is that comfort comes with a clean, sophisticated look that works on any occasion.

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Viberg Service Boots

How many things from 1931 still work today? Timeless, luxurious comfort and construction make Canada’s heritage Viberg Service boots a serious piece for the serious gentleman. Full-grain leather and a refined look make for a feel that is absolutely unbeatable, and a distinct look that somehow is both standout and discreet all at once.

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There you have it, a selection of 10 stylish leather boots for men to choose from. Whether you want a special pair solely for important occasions or you’re looking for a versatile leather boot that does everything, we are sure to have what you need.