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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 Derby 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 £40 or 3 for £50

Classic Oxford Shoe - Black

Classic Oxford Shoe - Black

(8339)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £144.74

Sale

Any 2 for £30

Outdoor Mule - Brown

Outdoor Mule - Brown

(1341)

£37.50 £17.50 Save £20.00

Comparable High Street Price: £59.67

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Cheltenham Brogue - Black

Classic Cheltenham Brogue - Black

(3251)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £96.75

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Penny Loafer Shoe - Black

Classic Penny Loafer Shoe - Black

(4123)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £143.50

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Oxford Shoe - Oxblood

Classic Oxford Shoe - Oxblood

(370)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £144.74

Sale

Any 2 for £30

Outdoor Mule - Black

Outdoor Mule - Black

(658)

£37.50 £17.50 Save £20.00

Comparable High Street Price: £59.67

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Cheltenham Brogue - Oxblood

Classic Cheltenham Brogue - Oxblood

(316)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £96.75

Sale

Any 2 Pairs for £45 or 3 for £60

Prestige Twin Monk - Black

Prestige Twin Monk - Black

(188)

£32.50 £25.00 Save £7.50

Comparable High Street Price: £162.49

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Deck Shoe

Classic Deck Shoe

(750)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £83.25

Sale

Any 2 Pairs for £45 or 3 for £60

Prestige Twin Monk Shoe - Oxblood

Prestige Twin Monk Shoe - Oxblood

(148)

£32.50 £25.00 Save £7.50

Comparable High Street Price: £162.49

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Penny Loafer

Classic Penny Loafer

(386)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £143.50

Sale Prestige Chelsea Boot - Black

Prestige Chelsea Boot - Black

(1488)

£39.95 £27.50 Save £12.45

Comparable High Street Price: £138.49

Sale

Any 2 for £30

Albert Slipper - Oxblood

Albert Slipper - Oxblood

(206)

£37.50 £17.50 Save £20.00

Comparable High Street Price: £28.17

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Kempton Shoe - Black

Classic Kempton Shoe - Black

(2089)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £143.50

Sale Prestige Oxford - Black

Prestige Oxford - Black

(229)

£39.95 £27.50 Save £12.45

Comparable High Street Price: £158.32

Sale

Any 2 for £30

Mule - Black

Mule - Black

(243)

£37.50 £17.50 Save £20.00

Comparable High Street Price: £28.17

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Kempton Shoe

Classic Kempton Shoe

(2654)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £143.50

Sale Prestige Whitworth Brogue

Prestige Whitworth Brogue

(187)

£39.95 £27.50 Save £12.45

Comparable High Street Price: £158.32

Sale

Any 2 for £30

Albert Slipper - Black

Albert Slipper - Black

(319)

£37.50 £17.50 Save £20.00

Comparable High Street Price: £28.17

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Cheltenham Brogue in Suede

Classic Cheltenham Brogue in Suede

(150)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £96.75

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Penny Loafer

Classic Penny Loafer

(961)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £143.50

Sale

Any 2 Pairs for £45 or 3 for £60

Prestige Oxford Dress Shoe - Black

Prestige Oxford Dress Shoe - Black

(134)

£32.50 £25.00 Save £7.50

Comparable High Street Price: £127.99

Sale

Any 2 Pairs for £45 or 3 for £60

Prestige Oxford Shoe - Black

Prestige Oxford Shoe - Black

(810)

£32.50 £25.00 Save £7.50

Comparable High Street Price: £144.74

Sale Prestige Bartlett Brogue

Prestige Bartlett Brogue

(143)

£39.95 £27.50 Save £12.45

Comparable High Street Price: £144.74

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Quarter-Brogue - Black

Classic Quarter-Brogue - Black

(1787)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £96.75

Sale Prestige Split Brogue

Prestige Split Brogue

(188)

£39.95 £27.50 Save £12.45

Comparable High Street Price: £158.32

Sale

Any 2 Pairs for £45 or 3 for £60

Prestige Tasselled Loafer - Black

Prestige Tasselled Loafer - Black

(605)

£32.50 £25.00 Save £7.50

Comparable High Street Price: £143.50

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Monk Shoe

Classic Monk Shoe

(1667)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £162.49

Sale Prestige Country Boot - Black

Prestige Country Boot - Black

(106)

£65.00 £29.00 Save £36.00

Comparable High Street Price: £176.00

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Penny Loafer

Classic Penny Loafer

(2126)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £143.50

Sale

Any 2 Pairs for £45 or 3 for £60

Prestige Dress Shoe - Black

Prestige Dress Shoe - Black

(247)

£32.50 £25.00 Save £7.50

Comparable High Street Price: £127.99

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Cheltenham Brogue In Suede - Mid Brown

Classic Cheltenham Brogue In Suede - Mid Brown

(70)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £96.75

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Chichester Shoe - Oxblood

Classic Chichester Shoe - Oxblood

(167)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £144.74

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Penny Loafer

Classic Penny Loafer

(83)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £143.50

Sale Prestige Brogue - Black

Prestige Brogue - Black

(170)

£39.95 £27.50 Save £12.45

Comparable High Street Price: £158.32

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Suede Oxford Shoe

Classic Suede Oxford Shoe

(79)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £144.74

Sale

Any 2 for £30

Grecian Slipper - Navy

Grecian Slipper - Navy

(87)

£37.50 £17.50 Save £20.00

Comparable High Street Price: £28.17

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Derby Shoe - Black

Classic Derby Shoe - Black

(58)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £138.25

Sale Prestige Belgravia Shoe

Prestige Belgravia Shoe

(225)

£59.00 £29.00 Save £30.00

Comparable High Street Price: £138.49

Sale

Any 2 for £30

Grecian Slipper - Brown

Grecian Slipper - Brown

(206)

£37.50 £17.50 Save £20.00

Comparable High Street Price: £28.17

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Slip-On Deck Shoe

Classic Slip-On Deck Shoe

(431)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £83.25

Sale

Any 2 Pairs for £45 or 3 for £60

Prestige Slip-On Deck Shoe

Prestige Slip-On Deck Shoe

(353)

£32.50 £25.00 Save £7.50

Comparable High Street Price: £116.25

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Deck Shoe - Blue

Classic Deck Shoe - Blue

(45)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £83.25

Sale

Any 2 for £30

Churchill Fleece Lined Outdoor Mule - Brown

Churchill Fleece Lined Outdoor Mule - Brown

(233)

£37.50 £17.50 Save £20.00

Comparable High Street Price: £59.67

Sale

Any 2 for £30

Albert Slipper - Brown

Albert Slipper - Brown

(275)

£37.50 £17.50 Save £20.00

Comparable High Street Price: £28.17

Sale Prestige Chelsea Boot - Rubber Sole - Black

Prestige Chelsea Boot - Rubber Sole - Black

(31)

£42.50 £29.95 Save £12.55

Comparable High Street Price: £176.00

Sale Prestige Country Boot - Rubber Sole

Prestige Country Boot - Rubber Sole

(275)

£65.00 £29.00 Save £36.00

Comparable High Street Price: £176.00

Sale

Any 2 for £30

Mule - Brown

Mule - Brown

(124)

£37.50 £17.50 Save £20.00

Comparable High Street Price: £28.17

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