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116,801

Independent customer reviews

Most Popular

  1. Classic Oxford Shoe
    £37.50

  2. Classic Cheltenham Brogue
    £37.50

  3. Classic Penny Loafer Shoe
    £37.50

  4. Classic Oxford Shoe
    £37.50

  5. Outdoor Mule
    £32.50

  6. Classic Kempton Shoe
    £37.50

  7. Classic Kempton Shoe
    £37.50

  8. Moleskin Trousers
    £20.00

  9. Classic Deck Shoe
    £37.50

  10. Classic Monk Shoe
    £37.50

Classic Semi-Brogue - Black

SALE

Classic Semi-Brogue - Black

£37.50

Typical High Street Price: £130.75

ANY 2 FOR £70

Classic Semi-Brogues - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(3638 reviews)
Classic Oxford Shoe - Black

SALE

Classic Oxford Shoe - Black

£37.50

Typical High Street Price: £130.75

ANY 2 FOR £70

The Samuel Windsor commitment to quality ensures these handmade Classic black Oxford shoes will prove to be the finest, most comfortable and hardest wearing men's leather shoes you will ever invest in.

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(6924 reviews)
Classic Semi-Brogue

SALE

Classic Semi-Brogue

£37.50

Typical High Street Price: £130.75

ANY 2 FOR £70

Classic Suede Semi-Brogues - Brown Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(1466 reviews)
Classic Quarter-Brogue - Black

SALE

Classic Quarter-Brogue - Black

£37.50

Typical High Street Price: £130.75

ANY 2 FOR £70

Classic Plain Toe Cap Quarter Brogue - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(1536 reviews)
Classic Monk Shoe - Black

SALE

Classic Monk Shoe - Black

£37.50

Typical High Street Price: £132.67

ANY 2 FOR £70

These handmade Monk Shoes is another traditional classic from Samuel Windsor, painstakingly constructed from over 50 natural components. The monk strap leather design is powerful in appearance.

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(2008 reviews)
Classic Monk Shoe

SALE

Classic Monk Shoe

£37.50

Typical High Street Price: £132.67

ANY 2 FOR £70

Classic Monk Shoes - Chestnut Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(1358 reviews)
Prestige Brogue - Rubber Sole

SALE

Prestige Brogue - Rubber Sole

£49.95

Typical High Street Price: £107.83

Save £57.88

Prestige Brogue: Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(629 reviews)
Prestige Kensington Boot - Rubber Sole

SALE

Prestige Kensington Boot - Rubber Sole

£52.50

Typical High Street Price: £152.00

Save £99.50

Prestige Kensington Boot - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(310 reviews)
Classic Durham Shoe

SALE

Classic Durham Shoe

£29.95

Typical High Street Price: £130.75

Save £100.80

Classic Durham Shoe - Tan, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(222 reviews)
Classic Penny Loafer

SALE

Classic Penny Loafer

£37.50

Typical High Street Price: £132.67

ANY 2 FOR £70

Classic Penny Loafer - Dark Brown Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(284 reviews)
Prestige Kensington Boot - Rubber Sole - Black

SALE

Prestige Kensington Boot - Rubber Sole - Black

£52.50

Typical High Street Price: £152.00

Save £99.50

Prestige Kensington Boot - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(232 reviews)
Prestige Derby Shoe

SALE

Prestige Derby Shoe

£47.50

Typical High Street Price: £83.32

Save £35.82

Prestige Derby Shoe - Navy Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

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(17 reviews)
Prestige Oxford Shoe

SALE

Prestige Oxford Shoe

£29.95

Prestige Oxford Shoe - Nubuck, online from Samuel Windsor. Tailored quality at outstanding prices.

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(110 reviews)
Prestige Canvas Shoe

SALE

Prestige Canvas Shoe

£29.95

Prestige Canvas Shoe, online from Samuel Windsor. Tailored quality at outstanding prices.

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(93 reviews)
Classic Oxford Shoe

SALE

Classic Oxford Shoe

£37.50

Typical High Street Price: £130.75

ANY 2 FOR £70

Classic Oxford Shoes - Tan, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(258 reviews)
Prestige Lightweight Brogue

SALE

Prestige Lightweight Brogue

£47.50

Typical High Street Price: £83.32

Save £35.82

Prestige Lightweight Brogue - Tobacco, a brogue shoe with an exquisite design and exclusive quality, our prestige range are the epitome of British style and elegance.

More Info
(10 reviews)
Prestige Dress Shoe

SALE

Prestige Dress Shoe

£47.50

Typical High Street Price: £101.50

Save £54.00

Shopping for men's dress shoes? Add the finishing touch to your formal outfit with Samuel Windsor prestige dress shoes, made from fine Italian leather.

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(156 reviews)
Prestige Country Boot - Rubber Sole

SALE

Prestige Country Boot - Rubber Sole

£52.50

Typical High Street Price: £152.00

Save £99.50

Prestige Country Boot - Antique Tan, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(167 reviews)
Prestige Country Boot - Rubber Sole

SALE

Prestige Country Boot - Rubber Sole

£52.50

Typical High Street Price: £152.00

Save £99.50

Prestige Country Boot, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(124 reviews)
Classic Oxford Shoe - Cigar

SALE

Classic Oxford Shoe - Cigar

£37.50

Typical High Street Price: £130.75

ANY 2 FOR £70

Classic Oxford Shoes - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(111 reviews)
Classic Semi-Brogue

SALE

Classic Semi-Brogue

£29.95

Typical High Street Price: £130.75

Save £100.80

Classic Semi-Brogues - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(137 reviews)
Classic Sandhurst Shoe

SALE

Classic Sandhurst Shoe

£29.95

Typical High Street Price: £130.75

Save £100.80

Classic Sandhurst Shoe - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(77 reviews)
Prestige Oxford Shoe

SALE

Prestige Oxford Shoe

£47.50

Typical High Street Price: £130.75

Save £83.25

Featuring a classic Oxford shoe design, these Goodyear Welted men’s shoes offer all the luxury you could ask for.

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(53 reviews)
Prestige Chelsea Boot

SALE

Prestige Chelsea Boot

£49.95

Typical High Street Price: £152.00

Save £102.05

Prestige Chelsea Boot, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(205 reviews)
Prestige Semi Brogue

SALE

Prestige Semi Brogue

£47.50

Typical High Street Price: £130.75

Save £83.25

Prestige Brogue, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(64 reviews)
Prestige Oxford

SALE

Prestige Oxford

£49.95

Typical High Street Price: £113.00

Save £63.05

Prestige Oxford Shoe, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(101 reviews)
Prestige Split Brogue

SALE

Prestige Split Brogue

£49.95

Typical High Street Price: £113.00

Save £63.05

Make an entrance with Samuel Windsor Prestige Split Brogues. Its two-tone style and punch detailing make for an outstanding finish.

More Info
(98 reviews)
Prestige Twin Monk

SALE

Prestige Twin Monk

£47.50

Typical High Street Price: £132.67

Save £85.17

Prestige Twin Monk, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(76 reviews)
Prestige Brogue

SALE

Prestige Brogue

£49.95

Typical High Street Price: £113.00

Save £63.05

Prestige Black Brogues, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(92 reviews)
Classic Durham Shoe

SALE

Classic Durham Shoe

£37.50

Typical High Street Price: £130.75

ANY 2 FOR £70

Classic Durham Shoe, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(61 reviews)
Prestige Oxford Dress Shoe

SALE

Prestige Oxford Dress Shoe

£47.50

Typical High Street Price: £101.50

Save £54.00

Shopping for mens dress shoes? Add the finishing touch to your formal outfit with prestige Oxford dress shoes, from Samuel Windsor online.

More Info
(35 reviews)
Prestige Chelsea Brogue Boot - Rubber Sole

SALE

Prestige Chelsea Brogue Boot - Rubber Sole

£52.50

Typical High Street Price: £152.00

Save £99.50

Prestige Chelsea Brogue Boot - Rubber Sole is made by hand using Goodyear Welted construction.

More Info
(52 reviews)
Prestige Chukka Boot - Rubber Sole

SALE

Prestige Chukka Boot - Rubber Sole

£49.95

Typical High Street Price: £82.25

Save £32.30

Buy Prestige Chukka Boots from Samuel Windsor. Rubber soles and Italian leather suede make this classic boot the perfect choice for a smart casual outfit.

More Info
(41 reviews)
Prestige Chukka Boot - Rubber Sole

SALE

Prestige Chukka Boot - Rubber Sole

£49.95

Typical High Street Price: £82.25

Save £32.30

Buy Burgundy Chukka Boots from Samuel Windsor. Rubber soles and Italian leather suede make this classic boot the perfect choice for a smart casual outfit.

More Info
(31 reviews)
Classic Penny Loafer Shoe - Black

SALE

Classic Penny Loafer Shoe - Black

£37.50

Typical High Street Price: £132.67

ANY 2 FOR £70

These black Penny Loafer men's leather shoes from Samuel Windsor are classic formal shoes combined with supple, easy slip-on access.

More Info
(3550 reviews)
Classic Penny Loafer

SALE

Classic Penny Loafer

£37.50

Typical High Street Price: £132.67

ANY 2 FOR £70

Classic Penny Loafer Shoe - Chestnut Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(1834 reviews)
Classic Oxford Shoe

SALE

Classic Oxford Shoe

£37.50

Typical High Street Price: £130.75

ANY 2 FOR £70

Crafted using time honoured shoe making techniques, these Samuel Windsor Classic Oxford Shoes in chestnut brown are classic formal shoes or office shoes.

More Info
(2089 reviews)
Classic City Shoe - Black

SALE

Classic City Shoe - Black

£37.50

Typical High Street Price: £128.00

ANY 2 FOR £70

Classic City Shoe - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(2630 reviews)
Prestige Oxford Shoe - Rubber Sole - Black

SALE

Prestige Oxford Shoe - Rubber Sole - Black

£49.95

Typical High Street Price: £107.83

Save £57.88

Black Oxford Shoes Rubber Sole, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(1965 reviews)
Classic Richmond Shoe - Black

SALE

Classic Richmond Shoe - Black

£29.95

Typical High Street Price: £128.00

Save £98.05

Great office shoes, these Samuel Windsor Richmond Classics mens black shoes are handmade, incorporating a leather lining which is both breathable and seamless.

More Info
(1629 reviews)
Classic Kempton Shoe - Black

SALE

Classic Kempton Shoe - Black

£37.50

Typical High Street Price: £132.67

ANY 2 FOR £70

Classic Kempton Black Shoe - Slip-On, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(1732 reviews)
Classic Kempton Shoe

SALE

Classic Kempton Shoe

£37.50

Typical High Street Price: £132.67

ANY 2 FOR £70

Designed to look good with formal or casual wear, these Samuel Windsor real leather Kempton men's leather shoes, men's brown shoes, are an essential addition to any gentleman's wardrobe.

More Info
(2182 reviews)
Prestige Oxford Shoe - Black

SALE

Prestige Oxford Shoe - Black

£47.50

Typical High Street Price: £130.75

Save £83.25

Prestige Oxford Black Shoe - Italian Leather Upper, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(673 reviews)
Prestige Chelsea Boot - Black

SALE

Prestige Chelsea Boot - Black

£49.95

Typical High Street Price: £152.00

Save £102.05

Prestige Chelsea Boots: Black, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(1148 reviews)
Prestige Suede Chelsea Boot

SALE

Prestige Suede Chelsea Boot

£49.95

Typical High Street Price: £152.00

Save £102.05

Prestige Chelsea Boots: Brown Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(613 reviews)
Prestige Semi-Brogue

SALE

Prestige Semi-Brogue

£47.50

Typical High Street Price: £130.75

Save £83.25

Prestige Semi-Brogue - Tan - Italian Leather Upper, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(528 reviews)
Classic Penny Loafer

SALE

Classic Penny Loafer

£37.50

Typical High Street Price: £132.67

ANY 2 FOR £70

Classic Penny Loafer Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(828 reviews)