Filter

Out of stock
Product type
Down
Brand
Down
Size
Down
Sole Type
Down
Material
Down
Colour
Down
Sort by
Down

Our Range of Men’s Classic Shoes

Our collection of men’s classic shoes comprises high-quality dress shoes, suave loafers, casual boots and suit shoes to complement and complete your style. We proudly stock something for every occasion including British-made shoes, Goodyear welted shoes, stylish Chelsea boots, easy slip-on loafers and Weejuns to help you make your statement whatever the attire. Using only the highest quality leathers, the classic shoes we stock are built to last, and selected for their style, durability and comfort making up our fine range of classic shoes for men.

Oxfords 

This quintessential dress shoe features a closed lacing system and a sleek, formal silhouette. Oxford shoes are perfect for business meetings, weddings, and other formal occasions.

Derbys

Similar to Oxfords, Derbys have an open lacing system, for a slightly less formal aesthetic. A truly versatile option to be dressed up or down. Suitable for work, and weekend wear, including smart casual styles, seamlessly transitioning your outfit from work to play.

Loafers 

Our slip-on style Loafers come in a variety of styles and leathers, from the penny loafer with its signature strap across the vamp to the fun tassel loafer with decorative tassels. Both comfortable and stylish, a great option for casual wear or, dressed up for those slightly more formal occasions.

Chelsea Boots 

The classic ankle-high Chelsea boot with its signature elastic side panels makes Chelsea boots easy to slip on and off. Both a stylish and versatile options, to wear with jeans, chinos, or suits.

Chukka Boots 

The Chukka boot style consists of ankle-high boots with an open lacing system, typical of two or three pairs of eyelets, simple, fun and easy to style. One of our more casual boot options, easily worn with jeans or chinos - a little less formal than the Chelsea boot.

Shop Classic Shoes for Men with A Fine Pair of Shoes

For summer and beach weddings choose shoe styles like loafers in suede materials or choose our smart trainer shoe styles for less formal, casual weddings. With wedding shoe trainers, choose clean, smart trainer styles in neutral styles. Or opt for the Chukka boot style for a practical yet stylish option for a casual beach wedding. Shop with A Fine Pair of Shoes to find the perfect pair for the big day. Spend £40+ to receive free UK delivery, easy returns and benefit from our extended returns period of 45 days from receipt so you can settle on a fine pair of wedding shoes. 

FAQs

What factors should I consider when choosing a pair of classic men’s shoes? 

It’s best to consider your personal style and your overall, day-to-day level of formality with the way you dress. Use our shoe guide above to gauge what classic shoe style seems most fitting.

What is the difference between the Oxford and Derby styles of shoe? 

Although similar, and both dress shoes, Oxford shoes consist of a closed lace system, where the lace flaps sit under the tongue. The slightly less formal option of dress shoes, Derby shoes uses an open lace system where the lace flaps sit on the top of the tongue. 

What is the best way to take care of my classic men’s shoes?

We have an array of shoe care guides and shoe care products available to ensure your shoes stay in tip-top condition. Find the shoe care guide based on your shoe leathers here

What are the most comfortable classic men's shoes?

Finding comfortable dress shoes can be tricky due to the stiffness of the leather to begin with. Styles such as Trickers tend to have the stiffest, hardest to break in leathers. Choose suedes and loafers if you have sensitive feet. We always recommend home testing your shoes, keeping in mind they all may need a little breaking in time too.