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The Essentials: Top 5 Shoes Every Canadian Man Needs for Cool Classic Style

The realm of classic menswear is timeless, distinguished by its attention to quality, durability, and style. In Canada, where the seasons bring diverse weather conditions, choosing the right footwear is not just a matter of style but also of practicality and comfort. This article explores the top five shoes that every Canadian man should have in his wardrobe. These selections are based on their versatility, durability, and ability to withstand Canadian climates, without compromising on style.

Cap Toe Oxford: The Quintessential Classic

  • The Cap Toe Oxford is a staple in men’s formalwear. Ideal for business and formal events, this shoe features a sleek design with a capped toe that adds a touch of sophistication.
  • When choosing an Oxford, look for full-grain leather, which is the highest quality leather, known for its durability and ability to age gracefully.
  • Opt for a Goodyear welt construction. This allows for repeated resoling, ensuring your shoes withstand the test of time and Canadian weather.
  • For the Canadian climate, consider a pair with a Lug, Vibram, or Dainite sole, known for excellent traction and resistance to wear.
ImageProductFeaturesPrice
Our Pick
9.8
Allen Edmonds Mens Park Avenue Cap Toe Oxford Dress Shoe Lug Sole (Black)
  • Full Grain Leather
  • Balmoral Lace-up
  • Cork insoles
  • Lug Outsoles
  • Goodyear Welt
  • Handcrafted in US
Our pick
9.8
Allen Edmonds Mens Park Avenue Cap Toe Oxford Dress Shoe Lug Sole (Brown)
  • Full Grain Leather
  • Balmoral Lace-up
  • Cork insoles
  • Lug Outsoles
  • Goodyear Welt
  • Handcrafted in US

Brogue Boots: Versatile and Weather-Ready

  • Brogue boots, with their distinctive perforations and sturdy build, are perfect for transitioning between seasons.
  • The high-top style provides extra ankle support, crucial for navigating snowy or uneven terrains.
  • Look for a pair with storm welts and waterproof leather to endure the rainy and snowy months.
  • A rubber outsole, like Vibram, offers essential grip on icy and wet surfaces.

Chelsea Boots: Sleek and Functional

  • A pair of leather Chelsea boots offers a seamless blend of elegance and practicality. They slip on easily, thanks to their elastic side panels.
  • Choose a pair with a robust sole for winter wear, and opt for water-resistant leather to keep your feet dry.
  • The versatility of Chelsea boots makes them suitable for both casual and formal settings.
Our Pick

Thursday Boot Company Chelsea Boot

$279 CAD
  • Goodyear Welt Construction
  • Durable Studded Rubber Outsoles
  • Chrome Leather
  • Fully Lined Supple Glove Leather Interior
  • Cork-Bed Midsoles

Derby Shoes: Casual Elegance

  • Derby’s are characterized by their open-lacing system, which offers a more relaxed fit and makes them suitable for a variety of foot shapes.
  • They pair well with everything from suits to casual jeans.
  • For the Canadian outdoors, select a pair with a durable sole and weather-resistant upper.
Good Choice

Cole Haan Mens Lenox Hill

Rubber outsole, Leather Upper and responsive cushioning. A great value for its price. Though there are some sacrifices on leather and construction at this price point. Despite that, they do generally hold up.

Loafers: Refined Yet Relaxed

  • Loafers are a great option for spring and summer. They provide comfort and ease without sacrificing style.
  • Opt for loafers made from high-quality leather to ensure longevity.
  • While they are more casual, loafers can easily be dressed up for business casual environments.

Investing in these five types of shoes ensures that you are prepared for any occasion and season in Canada. Remember, when selecting footwear, prioritize quality materials like full-grain leather, construction methods like Goodyear welts, and practical soles like Vibram to ensure your investment not only elevates your style but also stands the test of Canadian seasons and time.



Check out our other articles to have you step up your style.

1 Our Pick
Allen Edmonds Randolph Loafer
  • Goodyear Welt (Bench Welt) Construction
  • CustomCork insole
  • Single oak leather sole
  • Handcrafted in Port Washington
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