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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1 2 3

Sale

Any 2 Pairs for £45 or 3 for £60

Classic Oxford Shoe - Black

(8338)

~~£27.50~~ £25.00 Save £2.50

Comparable High Street Price: £144.74

Sale

Outdoor Mule - Brown

(1340)

~~£37.50~~ £20.00 Save £17.50

Comparable High Street Price: £81.67

Sale

Any 2 Pairs for £45 or 3 for £60

Classic Cheltenham Brogue - Black

(3251)

~~£27.50~~ £25.00 Save £2.50

Comparable High Street Price: £96.75

Sale

Any 2 Pairs for £45 or 3 for £60

Classic Penny Loafer Shoe - Black

(4123)

~~£27.50~~ £25.00 Save £2.50

Comparable High Street Price: £143.50

Sale

Prestige Oxford Shoe - Rubber Sole - Black

(2330)

~~£39.95~~ £29.95 Save £10.00

Comparable High Street Price: £144.74

Sale

Any 2 Pairs for £45 or 3 for £60

Classic Oxford Shoe - Oxblood

(369)

~~£27.50~~ £25.00 Save £2.50

Comparable High Street Price: £144.74

Sale

Any 2 Pairs for £45 or 3 for £60

Classic Oxford Shoe

(2527)

~~£27.50~~ £25.00 Save £2.50

Comparable High Street Price: £144.74

Sale

Any 2 Pairs for £45 or 3 for £60

Classic Cheltenham Brogue - Oxblood

(316)

~~£27.50~~ £25.00 Save £2.50

Comparable High Street Price: £96.75

Sale

Outdoor Mule - Black

(658)

~~£37.50~~ £20.00 Save £17.50

Comparable High Street Price: £81.67

Sale

Any 2 Pairs for £45 or 3 for £60

Classic Penny Loafer

(386)

~~£27.50~~ £25.00 Save £2.50

Comparable High Street Price: £143.50

Sale

Any 2 Pairs for £45 or 3 for £60

Classic Deck Shoe - Navy/Brown

(131)

~~£27.50~~ £25.00 Save £2.50

Comparable High Street Price: £89.25

Sale

Any 2 Pairs for £45 or 3 for £60

Classic Deck Shoe

(750)

~~£27.50~~ £25.00 Save £2.50

Comparable High Street Price: £89.25

Sale

Prestige Chelsea Boot - Black

(1488)

~~£39.95~~ £29.95 Save £10.00

Comparable High Street Price: £143.99

Sale

Any 2 Pairs for £50 or 3 for £70

Prestige Twin Monk Shoe - Oxblood

(148)

~~£32.50~~ £27.50 Save £5.00

Comparable High Street Price: £169.99

Sale

Any 2 Pairs for £50 or 3 for £70

Prestige Twin Monk - Black

(188)

~~£32.50~~ £27.50 Save £5.00

Comparable High Street Price: £169.99

Sale

Any 2 Pairs for £45 or 3 for £60

Classic Monk Shoe - Black

(2439)

~~£27.50~~ £25.00 Save £2.50

Comparable High Street Price: £169.99

Sale

Any 2 Pairs for £45 or 3 for £60

Classic Kempton Shoe - Black

(2089)

~~£27.50~~ £25.00 Save £2.50

Comparable High Street Price: £143.50

Sale

Prestige Oxford - Black

(229)

~~£39.95~~ £29.95 Save £10.00

Comparable High Street Price: £158.32

Sale

Any 2 Pairs for £45 or 3 for £60

Classic Kempton Shoe

(2654)

~~£27.50~~ £25.00 Save £2.50

Comparable High Street Price: £143.50

Sale

Any 2 Pairs for £45 or 3 for £60

Classic Chichester Shoe - Black

(167)

~~£27.50~~ £25.00 Save £2.50

Comparable High Street Price: £144.74

Sale

Any 2 Pairs for £45 or 3 for £60

Classic Semi-Brogue - Black

(4135)

~~£27.50~~ £25.00 Save £2.50

Comparable High Street Price: £96.75

Sale

Mule - Black

(243)

~~£37.50~~ £20.00 Save £17.50

Comparable High Street Price: £39.83

Sale

Albert Slipper - Oxblood

(206)

~~£37.50~~ £20.00 Save £17.50

Comparable High Street Price: £39.83

Sale

Prestige Whitworth Brogue

(187)

~~£39.95~~ £29.95 Save £10.00

Comparable High Street Price: £158.32

Sale

Any 2 Pairs for £50 or 3 for £70

Prestige Leather Lace-Up Deck Shoe

(409)

~~£32.50~~ £27.50 Save £5.00

Comparable High Street Price: £116.25

Sale

Any 2 Pairs for £45 or 3 for £60

Classic Penny Loafer

(961)

~~£27.50~~ £25.00 Save £2.50

Comparable High Street Price: £143.50

Sale

Any 2 Pairs for £45 or 3 for £60

Classic Cheltenham Brogue in Suede

(150)

~~£27.50~~ £25.00 Save £2.50

Comparable High Street Price: £96.75

Sale

Any 2 Pairs for £50 or 3 for £70

Prestige Oxford Dress Shoe - Black

(134)

~~£32.50~~ £27.50 Save £5.00

Comparable High Street Price: £127.99

Sale

Prestige Chelsea Boot

(345)

~~£59.00~~ £29.95 Save £29.05

Comparable High Street Price: £143.99

Sale

Prestige Suede Chelsea Boot

(764)

~~£59.00~~ £29.95 Save £29.05

Comparable High Street Price: £143.99

Sale

Prestige Bartlett Brogue

(143)

~~£39.95~~ £29.95 Save £10.00

Comparable High Street Price: £144.74

Sale

Any 2 Pairs for £50 or 3 for £70

Prestige Oxford Shoe - Black

(810)

~~£32.50~~ £27.50 Save £5.00

Comparable High Street Price: £144.74

Sale

Albert Slipper - Black

(319)

~~£37.50~~ £20.00 Save £17.50

Comparable High Street Price: £39.83

Sale

Any 2 Pairs for £45 or 3 for £60

Classic Monk Brogue - Black

(285)

~~£27.50~~ £25.00 Save £2.50

Comparable High Street Price: £169.99

Sale

Any 2 Pairs for £45 or 3 for £60

Classic Quarter-Brogue - Black

(1786)

~~£27.50~~ £25.00 Save £2.50

Comparable High Street Price: £96.75

Sale

Any 2 Pairs for £50 or 3 for £70

Prestige Deck Shoe

(313)

~~£32.50~~ £27.50 Save £5.00

Comparable High Street Price: £116.25

Sale

Any 2 Pairs for £50 or 3 for £70

Prestige Dress Shoe - Black

(247)

~~£32.50~~ £27.50 Save £5.00

Comparable High Street Price: £127.99

Sale

Any 2 Pairs for £45 or 3 for £60

Classic Penny Loafer

(2126)

~~£27.50~~ £25.00 Save £2.50

Comparable High Street Price: £143.50

Sale

Prestige Split Brogue

(188)

~~£39.95~~ £29.95 Save £10.00

Comparable High Street Price: £158.32

Sale

Any 2 Pairs for £45 or 3 for £60

Classic Cheltenham Brogue

(179)

~~£27.50~~ £25.00 Save £2.50

Comparable High Street Price: £96.75

Sale

Any 2 Pairs for £45 or 3 for £60

Classic Sandhurst Shoe

(1334)

~~£27.50~~ £25.00 Save £2.50

Comparable High Street Price: £96.75

Sale

Prestige Country Boot - Black

(106)

~~£65.00~~ £29.00 Save £36.00

Comparable High Street Price: £171.00

Sale

Any 2 Pairs for £45 or 3 for £60

Classic Cheltenham Brogue In Suede - Mid Brown

(70)

~~£27.50~~ £25.00 Save £2.50

Comparable High Street Price: £96.75

Sale

Any 2 Pairs for £50 or 3 for £70

Prestige Tasselled Loafer - Black

(605)

~~£32.50~~ £27.50 Save £5.00

Comparable High Street Price: £143.50

Sale

Prestige Belgravia Shoe

(225)

~~£59.00~~ £29.00 Save £30.00

Comparable High Street Price: £143.99

Sale

Any 2 Pairs for £45 or 3 for £60

Classic Monk Shoe

(1667)

~~£27.50~~ £25.00 Save £2.50

Comparable High Street Price: £169.99

Sale

Prestige Chelsea Boots - Rubber Sole - Tan

(34)

~~£42.50~~ £32.50 Save £10.00

Comparable High Street Price: £171.00

Sale

Any 2 Pairs for £45 or 3 for £60

Classic Penny Loafer

(83)

~~£27.50~~ £25.00 Save £2.50

Comparable High Street Price: £143.50

1 2 3

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