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Classic Shoes

Here at Samuel Windsor, our collection of men's classic shoes features footwear made only from premium grade leather and suede. Constructed using traditional methods, our classic collection offers a comfortable shoe for every occasion – from formal men's Oxford shoes through to relaxed monk shoes for the weekend.

2 for £75

Classic Oxford Shoe - Black

Classic Oxford Shoe - Black

£39.95

Typical High Street Price: £134.74

2 for £75

Classic Cheltenham Brogue - Black

Classic Cheltenham Brogue - Black

£39.95

Typical High Street Price: £125.99

2 for £75

Classic Oxford Shoe - Oxblood

Classic Oxford Shoe - Oxblood

£39.95

Typical High Street Price: £134.74

2 for £75

Classic Penny Loafer Shoe - Black

Classic Penny Loafer Shoe - Black

£39.95

Typical High Street Price: £124.33

2 for £75

Classic Monk Shoe - Black

Classic Monk Shoe - Black

£39.95

Typical High Street Price: £124.33

2 for £75

Classic Penny Loafer

Classic Penny Loafer

£39.95

Typical High Street Price: £124.33

2 for £75

Classic Cheltenham Brogue in Suede

Classic Cheltenham Brogue in Suede

£39.95

Typical High Street Price: £125.99

2 for £75

Classic Cheltenham Brogue

Classic Cheltenham Brogue

£39.95

Typical High Street Price: £125.99

2 for £75

Classic Kempton Shoe

Classic Kempton Shoe

£39.95

Typical High Street Price: £124.33

2 for £75

Classic Deck Shoe

Classic Deck Shoe

£39.95

Typical High Street Price: £94.75

2 for £75

Classic Kempton Shoe - Black

Classic Kempton Shoe - Black

£39.95

Typical High Street Price: £124.33

2 for £75

Classic Sandhurst Shoe

Classic Sandhurst Shoe

£39.95

Typical High Street Price: £125.99

2 for £75

Classic Oxford Shoe

Classic Oxford Shoe

£39.95

Typical High Street Price: £134.74

2 for £75

Classic Semi-Brogue - Black

Classic Semi-Brogue - Black

£39.95

Typical High Street Price: £125.99

2 for £75

Classic Cheltenham Brogue

Classic Cheltenham Brogue

£39.95

Typical High Street Price: £125.99

2 for £75

Classic Semi-Brogue

Classic Semi-Brogue

£39.95

Typical High Street Price: £125.99

New

2 for £75

Classic Chichester Shoe - Black

Classic Chichester Shoe - Black

£39.95

Typical High Street Price: £134.74

2 for £75

Classic Quarter-Brogue - Black

Classic Quarter-Brogue - Black

£39.95

Typical High Street Price: £125.99

2 for £75

Classic Suede Oxford Shoe

Classic Suede Oxford Shoe

£39.95

Typical High Street Price: £134.74

New

2 for £75

Classic Cheltenham Brogue In Suede - Mid Brown

Classic Cheltenham Brogue In Suede - Mid Brown

£39.95

Typical High Street Price: £125.99

2 for £75

Classic Deck Shoe - Navy/Brown

Classic Deck Shoe - Navy/Brown

£39.95

Typical High Street Price: £94.75

2 for £75

Classic City Shoe - Black

Classic City Shoe - Black

£39.95

Typical High Street Price: £129.98

2 for £75

Classic Monk Shoe

Classic Monk Shoe

£39.95

Typical High Street Price: £124.33

2 for £75

Classic Monk Brogue - Black

Classic Monk Brogue - Black

£39.95

Typical High Street Price: £124.33

2 for £75

Classic Penny Loafer

Classic Penny Loafer

£39.95

Typical High Street Price: £124.33

2 for £75

Classic Penny Loafer

Classic Penny Loafer

£39.95

Typical High Street Price: £124.33

2 for £75

Classic Penny Loafer

Classic Penny Loafer

£39.95

Typical High Street Price: £124.33

2 for £75

Classic Slip-On Deck Shoe

Classic Slip-On Deck Shoe

£39.95

Typical High Street Price: £94.75

2 for £75

Classic Durham Shoe - Black

Classic Durham Shoe - Black

£39.95

Typical High Street Price: £125.99

2 for £75

Classic Oxford Shoe

Classic Oxford Shoe

£39.95

Typical High Street Price: £134.74

2 for £75

Classic Oxford Shoe

Classic Oxford Shoe

£39.95

Typical High Street Price: £134.74

Classic Deck Shoe - Blue

£26.50

Typical High Street Price: £94.75

Classic Driving Shoe

£25.50

Typical High Street Price: £76.74

Classic Moccasin - Brown

£25.50

Typical High Street Price: £76.74

2 for £75

Classic Sandhurst Shoe - Black

Classic Sandhurst Shoe - Black

£39.95

Typical High Street Price: £125.99

Classic Deck Shoe - Tobacco

£26.50

Typical High Street Price: £94.75

Classic Driving Shoe

£25.50

Typical High Street Price: £76.74

Classic Moccasin

£25.50

Typical High Street Price: £76.74

Classic Monk Shoe

£28.95

Typical High Street Price: £124.33