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 £50

Classic Oxford Shoe - Black

(8333)

£30.00

Comparable High Street Price: £132.24

Sale

Any 2 Pairs for £50

Classic Cheltenham Brogue - Black

(3246)

£30.00

Comparable High Street Price: £94.25

Sale

Any 2 Pairs for £50

Classic Penny Loafer Shoe - Black

(4123)

£30.00

Comparable High Street Price: £139.75

Sale

Any 2 Pairs for £50

Classic Oxford Shoe - Oxblood

(360)

£30.00

Comparable High Street Price: £132.24

Sale

Any 2 Pairs for £50

Classic Oxford Shoe

(2525)

£30.00

Comparable High Street Price: £132.24

Sale

Any 2 Pairs for £50

Classic Cheltenham Brogue - Oxblood

(313)

£30.00

Comparable High Street Price: £94.25

Sale

Any 2 Pairs for £50

Classic Penny Loafer

(384)

£30.00

Comparable High Street Price: £139.75

Sale

Any 2 Pairs for £50

Classic Deck Shoe

(750)

£30.00

Comparable High Street Price: £88.25

Sale

Any 2 Pairs for £50

Classic Monk Shoe - Black

(2438)

£30.00

Comparable High Street Price: £167.49

Sale

Any 2 Pairs for £50

Classic Kempton Shoe - Black

(2090)

£30.00

Comparable High Street Price: £139.75

Sale

Any 2 Pairs for £50

Classic Deck Shoe - Navy/Brown

(130)

£30.00

Comparable High Street Price: £88.25

Sale

Any 2 Pairs for £50

Classic Kempton Shoe

(2652)

£30.00

Comparable High Street Price: £139.75

Sale

Any 2 Pairs for £50

Classic Chichester Shoe - Black

(162)

£30.00

Comparable High Street Price: £132.24

Sale

Any 2 Pairs for £50

Classic Semi-Brogue - Black

(4135)

£30.00

Comparable High Street Price: £94.25

Sale

Any 2 Pairs for £50

Classic Cheltenham Brogue in Suede

(150)

£30.00

Comparable High Street Price: £94.25

Sale

Any 2 Pairs for £50

Classic Penny Loafer

(958)

£30.00

Comparable High Street Price: £139.75

Sale

Any 2 Pairs for £50

Classic Monk Brogue - Black

(282)

£30.00

Comparable High Street Price: £167.49

Sale

Any 2 Pairs for £50

Classic Quarter-Brogue - Black

(1786)

£30.00

Comparable High Street Price: £94.25

Sale

Classic Cheltenham Brogue

(178)

~~£39.95~~ £22.50 Save £17.45

Comparable High Street Price: £94.25

Sale

Any 2 Pairs for £50

Classic Penny Loafer

(2125)

£30.00

Comparable High Street Price: £139.75

Sale

Any 2 Pairs for £50

Classic Sandhurst Shoe

(1332)

~~£49.99~~ £30.00 Save £19.99

Comparable High Street Price: £94.25

Sale

Any 2 Pairs for £50

Classic Cheltenham Brogue In Suede - Mid Brown

(69)

£30.00

Comparable High Street Price: £94.25

Any 2 Pairs for £50

Classic Penny Loafer

(79)

£30.00

Comparable High Street Price: £139.75

Sale

Any 2 Pairs for £50

Classic Monk Shoe

(1666)

£30.00

Comparable High Street Price: £167.49

Sale

Any 2 Pairs for £50

Classic Suede Oxford Shoe

(79)

~~£49.99~~ £30.00 Save £19.99

Comparable High Street Price: £132.24

Sale

Any 2 Pairs for £50

Classic Derby Shoe - Black

(53)

£30.00

Comparable High Street Price: £135.75

Sale

Any 2 Pairs for £50

Classic Slip-On Deck Shoe

(431)

£30.00

Comparable High Street Price: £88.25

Sale

Classic Leather Driving Shoe

(86)

~~£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: £132.24

Sale

Any 2 Pairs for £50

Classic Chichester Shoe - Oxblood

(162)

£30.00

Comparable High Street Price: £132.24

Sale

Any 2 Pairs for £50

Classic Deck Shoe - Blue

(42)

£30.00

Comparable High Street Price: £88.25

Sale

Classic Lightweight Brogue - Navy

(43)

~~£39.95~~ £30.00 Save £9.95

Comparable High Street Price: £73.49

Sale

Any 2 Pairs for £50

Classic Moccasin

(119)

£30.00

Comparable High Street Price: £83.75

Sale

Classic Sandhurst Shoe - Black

(370)

~~£39.95~~ £27.50 Save £12.45

Comparable High Street Price: £94.25

Sale

Any 2 Pairs for £50

Classic Deck Shoe - Tobacco

(45)

£30.00

Comparable High Street Price: £88.25

Sale

Any 2 Pairs for £50

Classic Driving Shoe

(110)

£30.00

Comparable High Street Price: £83.75

Any 2 Pairs for £50

Classic Derby Shoe - Suede

(10)

£30.00

Comparable High Street Price: £135.75

Any 2 Pairs for £50

Classic Derby Shoe - Black Suede

(17)

£30.00

Comparable High Street Price: £135.75

Sale

Classic Slip-On Deck Shoe - Camel

(431)

~~£39.95~~ £25.00 Save £14.95

Comparable High Street Price: £88.25

Sale

Classic Slip-On Deck Shoe - Navy/Brown

(431)

~~£39.95~~ £25.00 Save £14.95

Comparable High Street Price: £88.25

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