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 boat shoes for the weekend.

Any 2 pairs for £75

Classic Cheltenham Brogue In Suede - Mid Brown

(28)

£39.95

Typical High Street Price: £125.99

Any 2 pairs for £75

Classic Chichester Shoe - Black

(44)

£39.95

Typical High Street Price: £132.49

Any 2 pairs for £75

Classic Sandhurst Shoe - Black

(338)

£39.95

Typical High Street Price: £125.99

Any 2 pairs for £75

Classic Cheltenham Brogue in Suede

(113)

£39.95

Typical High Street Price: £125.99

Any 2 pairs for £75

Classic Cheltenham Brogue

(136)

£39.95

Typical High Street Price: £125.99

Any 2 pairs for £75

Classic Sandhurst Shoe

(1296)

£39.95

Typical High Street Price: £125.99

Any 2 pairs for £75

Classic Cheltenham Brogue - Black

(2881)

£39.95

Typical High Street Price: £125.99

Any 2 pairs for £75

Classic Semi-Brogue

(1660)

£39.95

Typical High Street Price: £125.99

Any 2 pairs for £75

Classic Semi-Brogue - Black

(4090)

£39.95

Typical High Street Price: £125.99

Any 2 pairs for £75

Classic Quarter-Brogue - Black

(1626)

£39.95

Typical High Street Price: £125.99

Any 2 pairs for £75

Classic Cheltenham Brogue

(180)

£39.95

Typical High Street Price: £125.99

Any 2 pairs for £75

Classic Oxford Shoe

(158)

£39.95

Typical High Street Price: £132.49

Any 2 pairs for £75

Classic Suede Oxford Shoe

(55)

£39.95

Typical High Street Price: £132.49

Any 2 pairs for £75

Classic Oxford Shoe - Black

(8026)

£39.95

Typical High Street Price: £132.49

Any 2 pairs for £75

Classic Oxford Shoe

(339)

£39.95

Typical High Street Price: £132.49

Any 2 pairs for £75

Classic Oxford Shoe - Oxblood

(208)

£39.95

Typical High Street Price: £132.49

Any 2 pairs for £75

Classic Oxford Shoe

(2429)

£39.95

Typical High Street Price: £132.49

Any 2 pairs for £75

Classic Deck Shoe

(674)

£39.95

Typical High Street Price: £94.75

Any 2 pairs for £75

Classic Deck Shoe - Navy/Brown

(53)

£39.95

Typical High Street Price: £94.75

Any 2 pairs for £75

Classic Deck Shoe - Tobacco

(25)

£39.95

Typical High Street Price: £94.75

Any 2 pairs for £75

Classic Deck Shoe - Blue

(21)

£39.95

Typical High Street Price: £94.75

Any 2 pairs for £75

Classic City Shoe - Black

(2688)

£39.95

Typical High Street Price: £119.98

Any 2 pairs for £75

Classic Moccasin

(96)

£39.95

Typical High Street Price: £79.24

Any 2 pairs for £75

Classic Moccasin - Brown

(20)

£39.95

Typical High Street Price: £79.24

Any 2 pairs for £75

Classic Driving Shoe

(97)

£39.95

Typical High Street Price: £79.24

Any 2 pairs for £75

Classic Driving Shoe

(40)

£39.95

Typical High Street Price: £79.24

Any 2 pairs for £75

Classic Monk Brogue - Black

(217)

£39.95

Typical High Street Price: £128.32

Any 2 pairs for £75

Classic Slip-On Deck Shoe

(375)

£39.95

Typical High Street Price: £94.75

Any 2 pairs for £75

Classic Penny Loafer

(48)

£39.95

Typical High Street Price: £111.32

Any 2 pairs for £75

Classic Penny Loafer

(927)

£39.95

Typical High Street Price: £111.32

Any 2 pairs for £75

Classic Penny Loafer

(352)

£39.95

Typical High Street Price: £111.32

Any 2 pairs for £75

Classic Penny Loafer

(2090)

£39.95

Typical High Street Price: £111.32

Any 2 pairs for £75

Classic Kempton Shoe - Black

(1862)

£39.95

Typical High Street Price: £111.32

Any 2 pairs for £75

Classic Kempton Shoe

(2297)

£39.95

Typical High Street Price: £111.32

Any 2 pairs for £75

Classic Penny Loafer Shoe - Black

(4014)

£39.95

Typical High Street Price: £111.32

Classic Monk Shoe

(24)

£28.95

Typical High Street Price: £128.32

Any 2 pairs for £75

Classic Monk Shoe - Black

(2126)

£39.95

Typical High Street Price: £128.32

Any 2 pairs for £75

Classic Monk Shoe

(1449)

£39.95

Typical High Street Price: £128.32

Any 2 pairs for £75

Classic Durham Shoe - Black

(104)

£39.95

Typical High Street Price: £125.99

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Classic Shoes

Samuel Windsor