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.

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Sale

Any 2 Pairs for £70

Classic Oxford Shoe - Black

(8328)

£37.50

Comparable High Street Price: £108.99

Sale

Any 2 Pairs for £70

Classic Cheltenham Brogue - Black

(3243)

£37.50

Comparable High Street Price: £118.00

Sale

Any 2 Pairs for £70

Classic Penny Loafer Shoe - Black

(4123)

£39.50

Comparable High Street Price: £143.50

Sale

Any 2 Pairs for £70

Classic Oxford Shoe - Oxblood

(351)

£37.50

Comparable High Street Price: £108.99

Sale

Any 2 Pairs for £70

Classic Oxford Shoe

(2525)

£37.50

Comparable High Street Price: £108.99

Sale

Any 2 Pairs for £70

Classic Cheltenham Brogue - Oxblood

(313)

£37.50

Comparable High Street Price: £118.00

Sale

Any 2 Pairs for £70

Classic Deck Shoe

(751)

£37.50

Comparable High Street Price: £63.49

Sale

Any 2 Pairs for £70

Classic Penny Loafer

(384)

£39.50

Comparable High Street Price: £143.50

Sale

Any 2 Pairs for £70

Classic Monk Shoe - Black

(2433)

£37.50

Comparable High Street Price: £152.49

Sale

Any 2 Pairs for £70

Classic Kempton Shoe - Black

(2089)

£39.50

Comparable High Street Price: £143.50

Sale

Any 2 Pairs for £70

Classic Deck Shoe - Navy/Brown

(128)

£37.50

Comparable High Street Price: £63.49

Sale

Any 2 Pairs for £70

Classic Semi-Brogue - Black

(4134)

£37.50

Comparable High Street Price: £118.00

Sale

Any 2 Pairs for £70

Classic Kempton Shoe

(2653)

£39.50

Comparable High Street Price: £143.50

Sale

Any 2 Pairs for £70

Classic Chichester Shoe - Black

(155)

£37.50

Comparable High Street Price: £108.99

Sale

Any 2 Pairs for £70

Classic Cheltenham Brogue in Suede

(150)

£37.50

Comparable High Street Price: £118.00

Sale

Any 2 Pairs for £70

Classic Penny Loafer

(958)

£39.50

Comparable High Street Price: £143.50

Sale

Any 2 Pairs for £70

Classic Monk Brogue - Black

(281)

£37.50

Comparable High Street Price: £152.49

Sale

Any 2 Pairs for £70

Classic Quarter-Brogue - Black

(1785)

£37.50

Comparable High Street Price: £118.00

Sale

Classic Cheltenham Brogue

(178)

~~£39.95~~ £27.50 Save £12.45

Comparable High Street Price: £118.00

Sale

Any 2 Pairs for £70

Classic Penny Loafer

(2125)

£39.50

Comparable High Street Price: £143.50

Sale

Classic Sandhurst Shoe

(1332)

~~£39.95~~ £27.50 Save £12.45

Comparable High Street Price: £118.00

Sale

Classic City Shoe - Black

(2950)

~~£39.95~~ £25.00 Save £14.95

Comparable High Street Price: £139.50

Sale

Classic Cheltenham Brogue In Suede - Mid Brown

(68)

~~£39.95~~ £35.00 Save £4.95

Comparable High Street Price: £118.00

Any 2 Pairs for £70

Classic Penny Loafer

(79)

£39.50

Comparable High Street Price: £143.50

Sale

Classic Suede Oxford Shoe

(79)

~~£39.95~~ £27.50 Save £12.45

Comparable High Street Price: £108.99

Sale

Any 2 Pairs for £70

Classic Monk Shoe

(1667)

£37.50

Comparable High Street Price: £152.49

Sale

Any 2 Pairs for £70

Classic Derby Shoe - Black

(48)

£39.50

Comparable High Street Price: £139.50

Sale

Classic Leather Driving Shoe

(85)

~~£39.95~~ £25.00 Save £14.95

Comparable High Street Price: £83.75

Sale

Classic Oxford Shoe

(400)

~~£39.95~~ £35.00 Save £4.95

Comparable High Street Price: £108.99

Sale

Any 2 Pairs for £70

Classic Slip-On Deck Shoe

(428)

£37.50

Comparable High Street Price: £63.49

Sale

Any 2 Pairs for £70

Classic Chichester Shoe - Oxblood

(155)

£37.50

Comparable High Street Price: £108.99

Sale

Classic Durham Shoe - Black

(150)

~~£39.95~~ £27.50 Save £12.45

Comparable High Street Price: £118.00

Sale

Classic Lightweight Brogue - Navy

(43)

~~£39.95~~ £29.95 Save £10.00

Comparable High Street Price: £73.49

Sale

Any 2 Pairs for £70

Classic Deck Shoe - Blue

(42)

£37.50

Comparable High Street Price: £63.49

Sale

Classic Sandhurst Shoe - Black

(370)

~~£39.95~~ £27.50 Save £12.45

Comparable High Street Price: £118.00

Sale

Classic Moccasin

(119)

~~£39.95~~ £35.00 Save £4.95

Comparable High Street Price: £83.75

Sale

Any 2 Pairs for £70

Classic Deck Shoe - Tobacco

(45)

£37.50

Comparable High Street Price: £63.49

Sale

Classic Lightweight Brogue - Sand

(41)

~~£39.95~~ £29.95 Save £10.00

Comparable High Street Price: £73.49

Sale

Classic Driving Shoe

(110)

~~£39.95~~ £35.00 Save £4.95

Comparable High Street Price: £83.75

Any 2 Pairs for £70

Classic Derby Shoe - Suede

(9)

£39.50

Comparable High Street Price: £139.50

Any 2 Pairs for £70

Classic Derby Shoe - Black Suede

(16)

£39.50

Comparable High Street Price: £139.50

Sale

Classic Slip-On Deck Shoe - Camel

(428)

~~£39.95~~ £25.00 Save £14.95

Comparable High Street Price: £63.49

Sale

Classic Slip-On Deck Shoe - Navy/Brown

(428)

~~£39.95~~ £25.00 Save £14.95

Comparable High Street Price: £63.49

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