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Over 210,000

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Classic Semi-Brogue - Black

SALE

Classic Semi-Brogue - Black

£39.50

Typical High Street Price: £120.75

ANY 2 PAIRS FOR £75

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

More Info
(3691 reviews)
Classic Oxford Shoe - Black

SALE

Classic Oxford Shoe - Black

£39.50

Typical High Street Price: £120.75

ANY 2 PAIRS FOR £75

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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(7151 reviews)
Classic Semi-Brogue

SALE

Classic Semi-Brogue

£39.50

Typical High Street Price: £120.75

ANY 2 PAIRS FOR £75

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

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(1496 reviews)
Classic Quarter-Brogue - Black

SALE

Classic Quarter-Brogue - Black

£39.50

Typical High Street Price: £120.75

ANY 2 PAIRS FOR £75

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

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(1572 reviews)
Classic Monk Shoe - Black

SALE

Classic Monk Shoe - Black

£39.50

Typical High Street Price: £119.33

ANY 2 PAIRS FOR £75

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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(2057 reviews)
Classic Monk Shoe

SALE

Classic Monk Shoe

£39.50

Typical High Street Price: £119.33

ANY 2 PAIRS FOR £75

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

More Info
(1395 reviews)
Prestige Brogue - Rubber Sole

SALE

Prestige Brogue - Rubber Sole

£54.95

Typical High Street Price: £128.00

ANY 2 PAIRS £99

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

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

SALE

Prestige Kensington Boot - Rubber Sole

£56.95

Typical High Street Price: £133.75

ANY 2 PAIRS £99

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

More Info
(316 reviews)
Classic Penny Loafer

SALE

Classic Penny Loafer

£39.50

Typical High Street Price: £102.67

ANY 2 PAIRS FOR £75

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

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

SALE

Prestige Kensington Boot - Rubber Sole - Black

£56.95

Typical High Street Price: £133.75

ANY 2 PAIRS £99

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

More Info
(241 reviews)
Classic Oxford Shoe

SALE

Classic Oxford Shoe

£39.50

Typical High Street Price: £120.75

ANY 2 PAIRS FOR £75

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

More Info
(283 reviews)
Prestige Dress Shoe - Black

SALE

Prestige Dress Shoe - Black

£52.50

Typical High Street Price: £88.30

ANY 2 PAIRS FOR £90

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.

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

SALE

Prestige Country Boot - Rubber Sole

£56.95

Typical High Street Price: £133.75

ANY 2 PAIRS £99

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

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

SALE

Prestige Country Boot - Rubber Sole

£56.95

Typical High Street Price: £133.75

ANY 2 PAIRS £99

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

More Info
(137 reviews)
Classic Oxford Shoe

SALE

Classic Oxford Shoe

£39.50

Typical High Street Price: £120.75

ANY 2 PAIRS FOR £75

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

More Info
(129 reviews)
Prestige Oxford Shoe

SALE

Prestige Oxford Shoe

£30.00

Typical High Street Price: £120.75

Save £90.75

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

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(83 reviews)
Prestige Chelsea Boot

SALE

Prestige Chelsea Boot

£52.50

Typical High Street Price: £133.75

ANY 2 PAIRS FOR £90

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

More Info
(239 reviews)
Prestige Oxford - Black

SALE

Prestige Oxford - Black

£52.50

Typical High Street Price: £136.33

ANY 2 PAIRS FOR £90

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

More Info
(130 reviews)
Prestige Split Brogue

SALE

Prestige Split Brogue

£52.50

Typical High Street Price: £136.33

ANY 2 PAIRS FOR £90

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

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(117 reviews)
Prestige Twin Monk - Black

SALE

Prestige Twin Monk - Black

£52.50

Typical High Street Price: £119.33

ANY 2 PAIRS FOR £90

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

More Info
(96 reviews)
Prestige Brogue - Black

SALE

Prestige Brogue - Black

£52.50

Typical High Street Price: £136.33

ANY 2 PAIRS FOR £90

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

More Info
(113 reviews)
Classic Durham Shoe - Black

SALE

Classic Durham Shoe - Black

£39.50

Typical High Street Price: £120.75

ANY 2 PAIRS FOR £75

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

More Info
(91 reviews)
Prestige Oxford Dress Shoe - Black

SALE

Prestige Oxford Dress Shoe - Black

£52.50

Typical High Street Price: £88.30

ANY 2 PAIRS FOR £90

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

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

SALE

Prestige Chelsea Brogue Boot - Rubber Sole

£52.50

Typical High Street Price: £133.75

ANY 2 PAIRS FOR £90

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

More Info
(61 reviews)
Classic Oxford Shoe - Oxblood

SALE

Classic Oxford Shoe - Oxblood

£39.50

Typical High Street Price: £120.75

ANY 2 PAIRS FOR £75

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

More Info
(58 reviews)
Classic Monk Shoe

SALE

Classic Monk Shoe

£39.50

Typical High Street Price: £119.33

ANY 2 PAIRS FOR £75

These handmade Monk Shoes are another traditional classic from Samuel Windsor, painstakingly constructed from over 50 natural components.

More Info
(14 reviews)
Classic Cheltenham Brogue

SALE

Classic Cheltenham Brogue

£39.50

Typical High Street Price: £120.75

ANY 2 PAIRS FOR £75

Buy classic black brogues from Samuel Windsor. Our handmade brogues offer Goodyear welted construction for long lasting quality. Visit now for great offers.

More Info
(50 reviews)
Classic Suede Oxford Shoe

SALE

Classic Suede Oxford Shoe

£39.50

Typical High Street Price: £120.75

ANY 2 PAIRS FOR £75

Classic Suede Oxford Shoes in black from Samuel Windsor. Visit now for outstanding quality and fantastic offers.

More Info
(17 reviews)
Prestige Whitworth Brogue

SALE

Prestige Whitworth Brogue

£52.50

Typical High Street Price: £136.33

ANY 2 PAIRS FOR £90

For a truly contemporary take on the tradition and heritage of the brogue, look no further than our Whitworth styles.

More Info
(38 reviews)
Prestige Whitworth Brogue - Navy

SALE

Prestige Whitworth Brogue - Navy

£52.50

Typical High Street Price: £136.33

ANY 2 PAIRS FOR £90

Prestige Whitworth Brogue in Navy from Samuel Windsor. Visit now for quality brogues at outstanding prices.

More Info
(14 reviews)
Prestige Whitworth Brogue - Black

SALE

Prestige Whitworth Brogue - Black

£52.50

Typical High Street Price: £136.33

ANY 2 PAIRS FOR £90

Prestige Whitworth Brogue in Black from Samuel Windsor. Visit now for quality brogues at outstanding prices.

More Info
(16 reviews)
Prestige Country Boot

SALE

Prestige Country Boot

£56.95

Typical High Street Price: £133.75

ANY 2 PAIRS £99

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

More Info
(4 reviews)
Prestige Suede Country Boot

SALE

Prestige Suede Country Boot

£56.95

Typical High Street Price: £133.75

ANY 2 PAIRS £99

Prestige Suede Country Boot - Brown, available online from Samuel Windsor. Premium quality at outstanding prices. Visit now for great offers.

More Info
(12 reviews)
Prestige Twin Monk Shoe - Oxblood

SALE

Prestige Twin Monk Shoe - Oxblood

£52.50

Typical High Street Price: £119.33

ANY 2 PAIRS FOR £90

Suave and sophisticated; the wonderfully hand crafted Prestige Oxblood Twin Monk.

More Info
(19 reviews)
Prestige Oxford Shoe - Rubber Sole

SALE

Prestige Oxford Shoe - Rubber Sole

£54.95

Typical High Street Price: £128.00

ANY 2 PAIRS £99

Classic Oxford shoe with rubber sole. Goodyear Welted men’s shoes made from Italian leather. Visit now for great offers.

More Info
(6 reviews)
Prestige Split Brogue

SALE

Prestige Split Brogue

£52.50

Typical High Street Price: £136.33

ANY 2 PAIRS FOR £90

For a truly contemporary take on the tradition and heritage of the brogue, look no further. These split brogues, offer two contrasting shades, making them just as perfect for formal events, as they are for more casual wear.

More Info
(20 reviews)
Prestige Bartlett Brogue

SALE

Prestige Bartlett Brogue

£54.95

Typical High Street Price: £128.00

ANY 2 PAIRS £99

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

More Info
(20 reviews)
Prestige Suede Bartlett Brogue

SALE

Prestige Suede Bartlett Brogue

£54.95

Typical High Street Price: £128.00

ANY 2 PAIRS £99

Prestige Suede Bartlett Brogue available online from Samuel Windsor. Premium quality at outstanding prices. Visit now for great offers.

More Info
(6 reviews)
Prestige Oxford Boot

SALE

Prestige Oxford Boot

£56.95

Typical High Street Price: £133.75

ANY 2 PAIRS £99

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

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

SALE

Classic Penny Loafer Shoe - Black

£39.50

Typical High Street Price: £102.67

ANY 2 PAIRS FOR £75

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

More Info
(3630 reviews)
Classic Penny Loafer

SALE

Classic Penny Loafer

£39.50

Typical High Street Price: £102.67

ANY 2 PAIRS FOR £75

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

More Info
(1878 reviews)
Classic Oxford Shoe

SALE

Classic Oxford Shoe

£39.50

Typical High Street Price: £120.75

ANY 2 PAIRS FOR £75

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
(2172 reviews)
Classic City Shoe - Black

SALE

Classic City Shoe - Black

£39.50

Typical High Street Price: £128.00

ANY 2 PAIRS FOR £75

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

More Info
(2650 reviews)
Prestige Oxford Shoe - Rubber Sole - Black

SALE

Prestige Oxford Shoe - Rubber Sole - Black

£54.95

Typical High Street Price: £128.00

ANY 2 PAIRS £99

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

More Info
(2008 reviews)
Classic Kempton Shoe - Black

SALE

Classic Kempton Shoe - Black

£39.50

Typical High Street Price: £102.67

ANY 2 PAIRS FOR £75

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

More Info
(1789 reviews)
Classic Kempton Shoe

SALE

Classic Kempton Shoe

£39.50

Typical High Street Price: £102.67

ANY 2 PAIRS FOR £75

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
(2227 reviews)
Prestige Oxford Shoe - Black

SALE

Prestige Oxford Shoe - Black

£52.50

Typical High Street Price: £120.75

ANY 2 PAIRS FOR £90

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

More Info
(697 reviews)
Prestige Chelsea Boot - Black

SALE

Prestige Chelsea Boot - Black

£52.50

Typical High Street Price: £133.75

ANY 2 PAIRS FOR £90

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

More Info
(1201 reviews)
Prestige Suede Chelsea Boot

SALE

Prestige Suede Chelsea Boot

£52.50

Typical High Street Price: £133.75

ANY 2 PAIRS FOR £90

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

More Info
(636 reviews)
Prestige Semi-Brogue

SALE

Prestige Semi-Brogue

£52.50

Typical High Street Price: £120.75

ANY 2 PAIRS FOR £90

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

More Info
(534 reviews)
Classic Penny Loafer

SALE

Classic Penny Loafer

£39.50

Typical High Street Price: £102.67

ANY 2 PAIRS FOR £75

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

More Info
(859 reviews)