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Classic Semi-Brogue - Black

Classic Semi-Brogue - Black

£49.95

Typical High Street Price: £128.50

ANY 2 PAIRS FOR £85

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

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(3707 reviews)
Classic Oxford Shoe - Black

Classic Oxford Shoe - Black

£49.95

Typical High Street Price: £133.25

ANY 2 PAIRS FOR £85

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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(7208 reviews)
Classic Semi-Brogue

Classic Semi-Brogue

£49.95

Typical High Street Price: £128.50

ANY 2 PAIRS FOR £85

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

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(1504 reviews)
Classic Quarter-Brogue - Black

Classic Quarter-Brogue - Black

£49.95

Typical High Street Price: £128.50

ANY 2 PAIRS FOR £85

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

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(1581 reviews)
Prestige Brogue - Rubber Sole - Black

Prestige Brogue - Rubber Sole - Black

£65.00

Typical High Street Price: £128.00

ANY 2 FOR £110

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

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(467 reviews)
Prestige Brogue - Rubber Sole

Prestige Brogue - Rubber Sole

£65.00

Typical High Street Price: £128.00

ANY 2 FOR £110

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

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(655 reviews)
Classic Sandhurst Shoe

Classic Sandhurst Shoe

£49.95

Typical High Street Price: £128.50

ANY 2 PAIRS FOR £85

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

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(1178 reviews)
Prestige Kensington Boot - Rubber Sole

Prestige Kensington Boot - Rubber Sole

£49.95

Typical High Street Price: £183.00

Save £133.05

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

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(317 reviews)
Classic Sandhurst Shoe - Black

Classic Sandhurst Shoe - Black

£35.95

Typical High Street Price: £128.50

Save £92.55

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

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(315 reviews)
Prestige Country Brogue - Rubber Sole

Prestige Country Brogue - Rubber Sole

£65.00

Typical High Street Price: £128.50

ANY 2 FOR £110

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

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(290 reviews)
Classic Deck Shoe

Classic Deck Shoe

£49.95

Typical High Street Price: £92.25

ANY 2 PAIRS FOR £85

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

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(579 reviews)
Prestige Gibson Shoe - Rubber Sole

Prestige Gibson Shoe - Rubber Sole

£65.00

Typical High Street Price: £128.00

Save £63.00

Prestige Gibson Shoe - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

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(335 reviews)
Prestige Kensington Boot - Rubber Sole - Black

Prestige Kensington Boot - Rubber Sole - Black

£39.95

Typical High Street Price: £183.00

Save £143.05

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

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(252 reviews)
Classic Deck Shoe

Classic Deck Shoe

£34.95

Typical High Street Price: £92.25

Save £57.30

Classic Deck Shoe in Navy from Samuel Windsor online. Visit us today for discount prices on top quality mens shoes and clothing.

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(69 reviews)
Prestige Oxford Shoe

Prestige Oxford Shoe

£25.95

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

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(113 reviews)
Classic Derby Shoe

Classic Derby Shoe

£49.95

Typical High Street Price: £128.00

Save £78.05

Classic Derby Shoe - Blue, online from Samuel Windsor. Tailored quality at outstanding prices.

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(318 reviews)
Prestige Oxford Shoe

Prestige Oxford Shoe

£22.00

Typical High Street Price: £133.25

Save £111.25

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

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(187 reviews)
Prestige Oxford Shoe

Prestige Oxford Shoe

£45.00

Typical High Street Price: £133.25

Save £88.25

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

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(223 reviews)
Classic Oxford Shoe

Classic Oxford Shoe

£49.95

Typical High Street Price: £133.25

ANY 2 PAIRS FOR £85

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

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(291 reviews)
Classic Lace-Up Deck Shoe

Classic Lace-Up Deck Shoe

£34.95

Typical High Street Price: £92.25

Save £57.30

Our Classic Lace-Up Boat Shoes are handmade by Samuel Windsor. These designer lace-up shoes are crafted using only the finest leathers.

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(142 reviews)
Prestige Cumbria Boot

Prestige Cumbria Boot

£59.50

Typical High Street Price: £81.50

ANY 2 FOR £110

Prestige Cumbria Boot - Mid Brown, a lace-up shoe with an exquisite design and exclusive quality, our prestige range are the epitome of British style and elegance.

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(133 reviews)
Prestige Leather Lace-Up Deck Shoe

Prestige Leather Lace-Up Deck Shoe

£55.00

Typical High Street Price: £116.00

ANY 2 PAIRS FOR £99

Prestige Leather Lace-Up Boat Shoe - exquisite design and exclusive quality, our prestige range are the epitome of British style and elegance.

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(323 reviews)
Prestige Lace-Up Deck Shoe

Prestige Lace-Up Deck Shoe

£55.00

Typical High Street Price: £116.00

ANY 2 PAIRS FOR £99

Our Prestige Lace-Up Boat Shoes with contrasting colours is the epitome of casual sophistication. Visit us now for great offers on leather deck shoes.

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(187 reviews)
Prestige Deck Shoe

Prestige Deck Shoe

£55.00

Typical High Street Price: £116.00

ANY 2 PAIRS FOR £99

These Prestige deck shoes are supremely comfortable, fabulously affordable and crafted using Italian leather. Visit now for great offers.

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(162 reviews)
Prestige Dress Shoe - Black

Prestige Dress Shoe - Black

£55.00

Typical High Street Price: £88.30

ANY 2 PAIRS FOR £99

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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(184 reviews)
Prestige Country Boot - Rubber Sole

Prestige Country Boot - Rubber Sole

£45.00

Typical High Street Price: £183.00

Save £138.00

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

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(193 reviews)
Prestige Country Boot - Rubber Sole

Prestige Country Boot - Rubber Sole

£45.00

Typical High Street Price: £183.00

Save £138.00

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

More Info
(154 reviews)
Classic Oxford Shoe

Classic Oxford Shoe

£49.95

Typical High Street Price: £133.25

ANY 2 PAIRS FOR £85

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

More Info
(132 reviews)
Prestige Oxford Shoe

Prestige Oxford Shoe

£39.95

Typical High Street Price: £133.25

Save £93.30

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 Oxford - Black

Prestige Oxford - Black

£59.50

Typical High Street Price: £138.00

ANY 2 FOR £110

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

More Info
(139 reviews)
Prestige Split Brogue

Prestige Split Brogue

£59.50

Typical High Street Price: £138.00

ANY 2 FOR £110

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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(124 reviews)
Prestige Brogue - Black

Prestige Brogue - Black

£59.50

Typical High Street Price: £138.00

ANY 2 FOR £110

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

More Info
(118 reviews)
Prestige Lightweight Brogue

Prestige Lightweight Brogue

£45.00

Typical High Street Price: £85.00

Save £40.00

Prestige Suede Brogues, online from Samuel Windsor. Visit us now for exceptional quality at outstanding prices.

More Info
(35 reviews)
Classic Deck Shoe

Classic Deck Shoe

£34.95

Typical High Street Price: £92.25

Save £57.30

Classic Deck Shoe from Samuel Windsor online. Visit us today for discount prices on top quality mens shoes and clothing.

More Info
(54 reviews)
Classic Cheltenham Brogue in Suede

Classic Cheltenham Brogue in Suede

£49.95

Typical High Street Price: £128.50

ANY 2 PAIRS FOR £85

Buy classic suede brogues from Samuel Windsor. Our handmade suede brogues offer a casual variation of this classic brogue design.

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(75 reviews)
Classic Cheltenham Brogue

Classic Cheltenham Brogue

£49.95

Typical High Street Price: £128.50

ANY 2 PAIRS FOR £85

Buy classic leather brogues. Our handmade tan leather brogues are stylish and comfortable, treading the line perfectly between smart and casual.

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(82 reviews)
Prestige Oxford Dress Shoe - Black

Prestige Oxford Dress Shoe - Black

£55.00

Typical High Street Price: £88.30

ANY 2 PAIRS FOR £99

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

More Info
(62 reviews)
Classic Oxford Shoe - Oxblood

Classic Oxford Shoe - Oxblood

£49.95

Typical High Street Price: £133.25

ANY 2 PAIRS FOR £85

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

More Info
(86 reviews)
Classic Cheltenham Brogue

Classic Cheltenham Brogue

£49.95

Typical High Street Price: £128.50

ANY 2 PAIRS FOR £85

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
(70 reviews)
Classic Suede Oxford Shoe

Classic Suede Oxford Shoe

£49.95

Typical High Street Price: £133.25

ANY 2 PAIRS FOR £85

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

More Info
(30 reviews)
Prestige Whitworth Brogue

Prestige Whitworth Brogue

£59.50

Typical High Street Price: £138.00

ANY 2 FOR £110

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

More Info
(46 reviews)
Prestige Whitworth Brogue - Navy

Prestige Whitworth Brogue - Navy

£45.00

Typical High Street Price: £138.00

Save £93.00

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

More Info
(22 reviews)
Prestige Whitworth Brogue - Black

Prestige Whitworth Brogue - Black

£59.50

Typical High Street Price: £138.00

ANY 2 FOR £110

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

More Info
(20 reviews)
Prestige Country Boot

Prestige Country Boot

£39.95

Typical High Street Price: £183.00

Save £143.05

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

More Info
(6 reviews)
Prestige Suede Country Boot

Prestige Suede Country Boot

£39.95

Typical High Street Price: £183.00

Save £143.05

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

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

Prestige Oxford Shoe - Rubber Sole

£65.00

Typical High Street Price: £128.00

ANY 2 FOR £110

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

More Info
(9 reviews)
Prestige Split Brogue

Prestige Split Brogue

£59.50

Typical High Street Price: £138.00

ANY 2 FOR £110

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.

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(22 reviews)
Prestige Bartlett Brogue

Prestige Bartlett Brogue

£65.00

Typical High Street Price: £128.00

ANY 2 FOR £110

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

More Info
(29 reviews)
Prestige Bartlett Brogue

Prestige Bartlett Brogue

£65.00

Typical High Street Price: £128.00

ANY 2 FOR £110

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

More Info
(8 reviews)
Prestige Oxford Boot

Prestige Oxford Boot

£60.00

Typical High Street Price: £183.00

Save £123.00

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

More Info
(31 reviews)
Classic Deck Shoe - Tobacco

NEW

Classic Deck Shoe - Tobacco

£49.95

Typical High Street Price: £92.25

ANY 2 PAIRS FOR £85

Classic Deck Shoe from Samuel Windsor online. Visit us today for discount prices on top quality mens shoes and clothing.

More Info
(1 reviews)
Classic Deck Shoe - Blue

NEW

Classic Deck Shoe - Blue

£49.95

Typical High Street Price: £92.25

ANY 2 PAIRS FOR £85

Classic Deck Shoe from Samuel Windsor online. Visit us today for discount prices on top quality mens shoes and clothing.

More Info
(3 reviews)
Classic Deck Shoe - Navy/Brown

NEW

Classic Deck Shoe - Navy/Brown

£49.95

Typical High Street Price: £92.25

ANY 2 PAIRS FOR £85

Classic Deck Shoe from Samuel Windsor online. Visit us today for discount prices on top quality mens shoes and clothing.

More Info
(6 reviews)
Prestige Lightweight Oxford - Brown

NEW

Prestige Lightweight Oxford - Brown

£55.00

Typical High Street Price: £85.00

ANY 2 PAIRS FOR £99

These Lightweight Prestige Collection summer shoes feature an exceptionally light and comfortable sole

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Prestige Lightweight Brogue - Navy

NEW

Prestige Lightweight Brogue - Navy

£55.00

Typical High Street Price: £85.00

ANY 2 PAIRS FOR £99

These Lightweight Prestige Collection summer shoes feature an exceptionally light and comfortable sole

More Info
(3 reviews)
Prestige Lightweight Brogue - Sand

NEW

Prestige Lightweight Brogue - Sand

£55.00

Typical High Street Price: £85.00

ANY 2 PAIRS FOR £99

These Lightweight Prestige Collection summer shoes feature an exceptionally light and comfortable sole

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(2 reviews)
Prestige Lightweight Derby - Tan

NEW

Prestige Lightweight Derby - Tan

£55.00

Typical High Street Price: £85.00

ANY 2 PAIRS FOR £99

These Lightweight Prestige Collection summer shoes feature an exceptionally light and comfortable sole

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(4 reviews)
Classic Oxford Shoe

Classic Oxford Shoe

£49.95

Typical High Street Price: £133.25

ANY 2 PAIRS FOR £85

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
(2180 reviews)
Classic City Shoe - Black

Classic City Shoe - Black

£49.95

Typical High Street Price: £128.00

ANY 2 PAIRS FOR £85

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

More Info
(2655 reviews)
Prestige Oxford Shoe - Rubber Sole - Black

Prestige Oxford Shoe - Rubber Sole - Black

£65.00

Typical High Street Price: £128.00

ANY 2 FOR £110

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

More Info
(2013 reviews)
Classic Cheltenham Brogue - Black

Classic Cheltenham Brogue - Black

£49.95

Typical High Street Price: £128.50

ANY 2 PAIRS FOR £85

Buy classic black brogues. A staple shoe for the modern man, our handmade classic cheltenham brogues are the perfect shoe for formal and casual occasions.

More Info
(2739 reviews)
Prestige Oxford Shoe - Black

Prestige Oxford Shoe - Black

£55.00

Typical High Street Price: £133.25

ANY 2 PAIRS FOR £99

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

More Info
(704 reviews)
Prestige Semi-Brogue - Black

Prestige Semi-Brogue - Black

£55.00

Typical High Street Price: £128.50

ANY 2 PAIRS FOR £99

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

More Info
(795 reviews)
Prestige Semi-Brogue

Prestige Semi-Brogue

£55.00

Typical High Street Price: £128.50

ANY 2 PAIRS FOR £99

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

More Info
(536 reviews)

Our comprehensive lace-up shoe collection features formal and casual styles in variety of colours. From two-tone brogues to clean-cut classic Oxfords, our lace-up shoes suit all occasions. Our collection offers styles in UK men's sizes from 5 to 14.
Fed up with tying laces? Buy a pair of leather slip on shoes. Slip-ons are available in a range of formal and casual styles from tassled loafers to deck shoes. Treat yourself, you won't regret it.