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    All Men's Shoes

    Discover handmade men's shoes at incredible prices, here at Samuel Windsor. Made from the finest leather and suede, our high quality men's shoes are available in a wide choice of styles and colours. Need some formal shoes? Our smart leather Oxfords take you everywhere from the office to black tie events. Something more sturdy? Check out our Prestige men's boots with non-slip rubber soles for rugged, hardwearing comfort.

    Black Shoes Boots Brogues Brown Shoes Chelsea Boots Classic Shoes Deck Shoes Formal Shoes Leather Slippers Loafers Monk Shoes Oxblood Shoes Oxford Shoes Prestige Shoes Tan Shoes Read More
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    Sale

    Any 2 Pairs for £50

    Classic Oxford Shoe - Black

    Classic Oxford Shoe - Black

    (8333)

    £30.00

    Comparable High Street Price: £132.24

    Sale Outdoor Mule - Brown

    Outdoor Mule - Brown

    (1332)

    £37.50 £32.50 Save £5.00

    Comparable High Street Price: £67.00

    Sale

    Any 2 Pairs for £50

    Classic Cheltenham Brogue - Black

    Classic Cheltenham Brogue - Black

    (3246)

    £30.00

    Comparable High Street Price: £94.25

    Sale

    Any 2 Pairs for £50

    Classic Penny Loafer Shoe - Black

    Classic Penny Loafer Shoe - Black

    (4123)

    £30.00

    Comparable High Street Price: £139.75

    Sale Prestige Oxford Shoe - Rubber Sole - Black

    Prestige Oxford Shoe - Rubber Sole - Black

    (2329)

    £42.50

    Comparable High Street Price: £144.74

    Sale

    Any 2 Pairs for £50

    Classic Oxford Shoe - Oxblood

    Classic Oxford Shoe - Oxblood

    (360)

    £30.00

    Comparable High Street Price: £132.24

    Sale

    Any 2 Pairs for £50

    Classic Oxford Shoe

    Classic Oxford Shoe

    (2525)

    £30.00

    Comparable High Street Price: £132.24

    Sale

    Any 2 Pairs for £50

    Classic Cheltenham Brogue - Oxblood

    Classic Cheltenham Brogue - Oxblood

    (313)

    £30.00

    Comparable High Street Price: £94.25

    Sale

    Any 2 Pairs for £50

    Classic Penny Loafer

    Classic Penny Loafer

    (384)

    £30.00

    Comparable High Street Price: £139.75

    Sale

    Any 2 Pairs for £50

    Classic Deck Shoe

    Classic Deck Shoe

    (750)

    £30.00

    Comparable High Street Price: £88.25

    Sale Prestige Chelsea Boot - Black

    Prestige Chelsea Boot - Black

    (1486)

    £59.00 £45.00 Save £14.00

    Comparable High Street Price: £132.74

    Sale Outdoor Mule - Black

    Outdoor Mule - Black

    (652)

    £37.50 £32.50 Save £5.00

    Comparable High Street Price: £67.00

    Any 2 for £60

    Prestige Twin Monk - Black

    Prestige Twin Monk - Black

    (187)

    £35.00

    Comparable High Street Price: £167.49

    Sale

    Any 2 for £60

    Prestige Twin Monk Shoe - Oxblood

    Prestige Twin Monk Shoe - Oxblood

    (144)

    £35.00

    Comparable High Street Price: £167.49

    Sale

    Any 2 Pairs for £50

    Classic Monk Shoe - Black

    Classic Monk Shoe - Black

    (2438)

    £30.00

    Comparable High Street Price: £167.49

    Sale

    Any 2 Pairs for £50

    Classic Kempton Shoe - Black

    Classic Kempton Shoe - Black

    (2090)

    £30.00

    Comparable High Street Price: £139.75

    Sale

    Any 2 Pairs for £50

    Classic Deck Shoe - Navy/Brown

    Classic Deck Shoe - Navy/Brown

    (130)

    £30.00

    Comparable High Street Price: £88.25

    Sale Prestige Oxford - Black

    Prestige Oxford - Black

    (229)

    £42.50

    Comparable High Street Price: £158.32

    Sale

    Any 2 Pairs for £50

    Classic Kempton Shoe

    Classic Kempton Shoe

    (2652)

    £30.00

    Comparable High Street Price: £139.75

    Sale

    Any 2 Pairs for £50

    Classic Chichester Shoe - Black

    Classic Chichester Shoe - Black

    (162)

    £30.00

    Comparable High Street Price: £132.24

    Sale

    Any 2 Pairs for £50

    Classic Semi-Brogue - Black

    Classic Semi-Brogue - Black

    (4135)

    £30.00

    Comparable High Street Price: £94.25

    Sale Mule - Black

    Mule - Black

    (240)

    £37.50 £32.50 Save £5.00

    Comparable High Street Price: £39.83

    Sale Albert Slipper - Oxblood

    Albert Slipper - Oxblood

    (200)

    £37.50 £32.50 Save £5.00

    Comparable High Street Price: £39.83

    Sale Prestige Chelsea Boot

    Prestige Chelsea Boot

    (346)

    £59.00 £45.00 Save £14.00

    Comparable High Street Price: £132.74

    Sale

    Any 2 Pairs for £50

    Classic Cheltenham Brogue in Suede

    Classic Cheltenham Brogue in Suede

    (150)

    £30.00

    Comparable High Street Price: £94.25

    Sale Prestige Whitworth Brogue

    Prestige Whitworth Brogue

    (187)

    £45.00 £42.50 Save £2.50

    Comparable High Street Price: £158.32

    Sale Prestige Suede Chelsea Boot

    Prestige Suede Chelsea Boot

    (763)

    £59.00 £45.00 Save £14.00

    Comparable High Street Price: £132.74

    Sale

    Any 2 Pairs for £50

    Classic Penny Loafer

    Classic Penny Loafer

    (958)

    £30.00

    Comparable High Street Price: £139.75

    Sale

    Any 2 for £60

    Prestige Oxford Dress Shoe - Black

    Prestige Oxford Dress Shoe - Black

    (133)

    £35.00

    Comparable High Street Price: £127.99

    Sale

    Any 2 for £60

    Prestige Leather Lace-Up Deck Shoe

    Prestige Leather Lace-Up Deck Shoe

    (406)

    £35.00

    Comparable High Street Price: £115.00

    Sale

    Any 2 for £60

    Prestige Oxford Shoe - Black

    Prestige Oxford Shoe - Black

    (806)

    £35.00

    Comparable High Street Price: £132.24

    Sale Albert Slipper - Black

    Albert Slipper - Black

    (317)

    £37.50 £32.50 Save £5.00

    Comparable High Street Price: £39.83

    Sale Prestige Bartlett Brogue

    Prestige Bartlett Brogue

    (143)

    £59.00 £42.50 Save £16.50

    Comparable High Street Price: £144.74

    Sale

    Any 2 Pairs for £50

    Classic Monk Brogue - Black

    Classic Monk Brogue - Black

    (282)

    £30.00

    Comparable High Street Price: £167.49

    Sale

    Any 2 Pairs for £50

    Classic Quarter-Brogue - Black

    Classic Quarter-Brogue - Black

    (1786)

    £30.00

    Comparable High Street Price: £94.25

    Sale Classic Cheltenham Brogue

    Classic Cheltenham Brogue

    (178)

    £39.95 £22.50 Save £17.45

    Comparable High Street Price: £94.25

    Sale

    Any 2 for £60

    Prestige Dress Shoe - Black

    Prestige Dress Shoe - Black

    (246)

    £35.00

    Comparable High Street Price: £127.99

    Sale

    Any 2 for £60

    Prestige Deck Shoe

    Prestige Deck Shoe

    (311)

    £35.00

    Comparable High Street Price: £115.00

    Sale Prestige Country Boot - Black

    Prestige Country Boot - Black

    (104)

    £65.00 £39.95 Save £25.05

    Comparable High Street Price: £164.75

    Sale Prestige Belgravia Shoe

    Prestige Belgravia Shoe

    (225)

    £59.00 £35.00 Save £24.00

    Comparable High Street Price: £132.74

    Sale Prestige Split Brogue

    Prestige Split Brogue

    (185)

    £42.50

    Comparable High Street Price: £158.32

    Sale

    Any 2 Pairs for £50

    Classic Penny Loafer

    Classic Penny Loafer

    (2125)

    £30.00

    Comparable High Street Price: £139.75

    Sale Classic Sandhurst Shoe

    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

    Classic Cheltenham Brogue In Suede - Mid Brown

    (69)

    £30.00

    Comparable High Street Price: £94.25

    Sale

    Any 2 for £60

    Prestige Tasselled Loafer - Black

    Prestige Tasselled Loafer - Black

    (605)

    £35.00

    Comparable High Street Price: £139.75

    Any 2 Pairs for £50

    Classic Penny Loafer

    Classic Penny Loafer

    (79)

    £30.00

    Comparable High Street Price: £139.75

    Sale

    Any 2 Pairs for £50

    Classic Monk Shoe

    Classic Monk Shoe

    (1666)

    £30.00

    Comparable High Street Price: £167.49

    Sale Classic Suede Oxford Shoe

    Classic Suede Oxford Shoe

    (79)

    £49.99 £30.00 Save £19.99

    Comparable High Street Price: £132.24

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