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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

More Info
(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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(7207 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.

More Info
(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.

More Info
(1581 reviews)
Classic Monk Shoe - Black

Classic Monk Shoe - Black

£49.95

Typical High Street Price: £136.00

ANY 2 PAIRS FOR £85

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.

More Info
(2072 reviews)
Classic Monk Shoe

Classic Monk Shoe

£49.95

Typical High Street Price: £136.00

ANY 2 PAIRS FOR £85

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

More Info
(1404 reviews)
Prestige Tasselled Loafer - Black

Prestige Tasselled Loafer - Black

£55.00

Typical High Street Price: £119.33

ANY 2 PAIRS FOR £99

Prestige Tasselled Loafer - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(522 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

More Info
(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.

More Info
(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.

More Info
(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.

More Info
(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.

More Info
(315 reviews)
Prestige Tasselled Suede Loafer

Prestige Tasselled Suede Loafer

£55.00

Typical High Street Price: £119.33

ANY 2 PAIRS FOR £99

Prestige Tasselled Loafer - Blue Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(253 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.

More Info
(290 reviews)
Classic Penny Loafer

Classic Penny Loafer

£49.95

Typical High Street Price: £119.33

ANY 2 PAIRS FOR £85

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

More Info
(311 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.

More Info
(579 reviews)
Prestige Penny Loafer - Black

Prestige Penny Loafer - Black

£55.00

Typical High Street Price: £119.33

ANY 2 PAIRS FOR £99

Prestige Penny Loafer - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(246 reviews)
Prestige Penny Loafer

Prestige Penny Loafer

£55.00

Typical High Street Price: £119.33

ANY 2 PAIRS FOR £99

Prestige Penny Loafer - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(197 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.

More Info
(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.

More Info
(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.

More Info
(69 reviews)
Prestige Oxford Shoe

Prestige Oxford Shoe

£25.95

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

More Info
(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.

More Info
(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.

More Info
(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.

More Info
(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.

More Info
(291 reviews)
Prestige Slip-On Deck Shoe

Prestige Slip-On Deck Shoe

£55.00

Typical High Street Price: £116.00

ANY 2 PAIRS FOR £99

Prestige Leather Slip-On Boat Shoe - made with the finest Italian leather uppers or a luxury finish and unbeatable comfort and durability.

More Info
(261 reviews)
Prestige Slip-On Deck Shoe

Prestige Slip-On Deck Shoe

£55.00

Typical High Street Price: £116.00

ANY 2 PAIRS FOR £99

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

More Info
(285 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.

More Info
(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.

More Info
(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.

More Info
(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.

More Info
(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.

More Info
(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.

More Info
(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.

More Info
(83 reviews)
Prestige Belgravia Shoe

Prestige Belgravia Shoe

£59.50

Typical High Street Price: £81.50

ANY 2 FOR £110

These nubuck men’s boots are a great addition to any gent’s wardrobe.

More Info
(151 reviews)
Prestige Chelsea Boot

Prestige Chelsea Boot

£59.50

Typical High Street Price: £183.00

ANY 2 FOR £110

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

More Info
(245 reviews)
Classic Driving Shoe

Classic Driving Shoe

£49.95

Typical High Street Price: £75.00

ANY 2 PAIRS FOR £85

Classic Driving Shoe are comfortable to wear which is perfect for the summer.

More Info
(71 reviews)
Classic Moccasin

Classic Moccasin

£49.95

Typical High Street Price: £75.00

ANY 2 PAIRS FOR £85

Made from the finest, soft Italian leather, our Classic moccasins are carefully hand stitched, creating a wonderfully comfortable and durable casual shoe.

More Info
(68 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.

More Info
(124 reviews)
Prestige Twin Monk - Black

Prestige Twin Monk - Black

£55.00

Typical High Street Price: £136.00

ANY 2 PAIRS FOR £99

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

More Info
(99 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 Monk Brogue - Black

Classic Monk Brogue - Black

£49.95

Typical High Street Price: £136.00

ANY 2 PAIRS FOR £85

These monk brogue shoes have been producted using the finest Italian leathers and using a goodyear welted construction which offers and unbeatable combination of durability and comfort and an exceptional price.

More Info
(160 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.

More Info
(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.

More Info
(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)
Prestige Chelsea Brogue Boot - Rubber Sole

Prestige Chelsea Brogue Boot - Rubber Sole

£44.95

Typical High Street Price: £183.00

Save £138.05

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

More Info
(61 reviews)
Prestige Balham Boot

Prestige Balham Boot

£39.95

Typical High Street Price: £81.50

Save £41.55

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

More Info
(27 reviews)
Prestige Balham Boot - Black

Prestige Balham Boot - Black

£39.95

Typical High Street Price: £81.50

Save £41.55

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

More Info
(39 reviews)
Prestige Penny Loafer Suede - Navy

Prestige Penny Loafer Suede - Navy

£59.50

Typical High Street Price: £119.33

ANY 2 FOR £110

Classic Black Suede Penny loafers from Samuel Windsor. Visit now for outstanding offers.

More Info
(35 reviews)
Prestige Penny Loafer Suede - Brown

Prestige Penny Loafer Suede - Brown

£59.50

Typical High Street Price: £119.33

ANY 2 FOR £110

Classic Brown Suede Penny loafers from Samuel Windsor. Visit now for outstanding offers.

More Info
(30 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 Monk Shoe

Classic Monk Shoe

£49.95

Typical High Street Price: £136.00

ANY 2 PAIRS FOR £85

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

More Info
(16 reviews)
Classic Penny Loafer

Classic Penny Loafer

£49.95

Typical High Street Price: £119.33

ANY 2 PAIRS FOR £85

More Info
(22 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
(69 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
(21 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 Twin Monk Shoe - Oxblood

Prestige Twin Monk Shoe - Oxblood

£55.00

Typical High Street Price: £136.00

ANY 2 PAIRS FOR £99

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

More Info
(24 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.

More Info
(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 Driving Shoe

NEW

Classic Driving Shoe

£49.95

Typical High Street Price: £75.00

ANY 2 PAIRS FOR £85

Classic Driving Shoe are comfortable to wear which is perfect for the summer.

More Info
(2 reviews)
Classic Moccasin - Brown

NEW

Classic Moccasin - Brown

£49.95

Typical High Street Price: £75.00

ANY 2 PAIRS FOR £85

Made from the finest, soft Italian leather, our Classic moccasins are carefully hand stitched, creating a wonderfully comfortable and durable casual shoe.

More Info
(1 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
(5 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

More Info
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

More Info
(2 reviews)
Prestige Penny Loafer - Suede - Black

NEW

Prestige Penny Loafer - Suede - Black

£59.50

Typical High Street Price: £119.33

ANY 2 FOR £110

Classic Black Suede Penny loafers from Samuel Windsor. Visit now for outstanding offers.

More Info
Prestige Tasselled Loafer - Sand

NEW

Prestige Tasselled Loafer - Sand

£55.00

Typical High Street Price: £119.33

ANY 2 PAIRS FOR £99

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

More Info
(1 reviews)
Prestige Suede Chelsea Boot - Navy

NEW

Prestige Suede Chelsea Boot - Navy

£59.50

Typical High Street Price: £81.50

ANY 2 FOR £110

These stylish suede Chelsea Boots from Samuel Windsor will provide a fantastic complement to your summer casual wardrobe.

More Info
(2 reviews)
Prestige Suede Chelsea Boot - Sand

NEW

Prestige Suede Chelsea Boot - Sand

£59.50

Typical High Street Price: £81.50

ANY 2 FOR £110

These stylish Prestige Suede Chelsea Boot - Sand, from Samuel Windsor will provide a fantastic complement to your summer casual wardrobe.

More Info
(1 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

More Info
(4 reviews)
Prestige Driving Shoe - Navy/Brown

NEW

Prestige Driving Shoe - Navy/Brown

£55.00

Typical High Street Price: £116.00

ANY 2 PAIRS FOR £99

Made from the finest, super-soft Italian Nubuck leather, our two-tone Prestige driving shoes are carefully handmade using genuine moccasin stitching

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

Classic Penny Loafer Shoe - Black

£49.95

Typical High Street Price: £119.33

ANY 2 PAIRS FOR £85

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

More Info
(3649 reviews)
Classic Penny Loafer

Classic Penny Loafer

£49.95

Typical High Street Price: £119.33

ANY 2 PAIRS FOR £85

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

More Info
(1887 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
(2738 reviews)
Classic Kempton Shoe - Black

Classic Kempton Shoe - Black

£49.95

Typical High Street Price: £119.33

ANY 2 PAIRS FOR £85

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

More Info
(1797 reviews)
Classic Kempton Shoe

Classic Kempton Shoe

£49.95

Typical High Street Price: £119.33

ANY 2 PAIRS FOR £85

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
(2234 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
(703 reviews)
Prestige Chelsea Boot - Black

Prestige Chelsea Boot - Black

£59.50

Typical High Street Price: £183.00

ANY 2 FOR £110

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

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(1214 reviews)
Prestige Suede Chelsea Boot

Prestige Suede Chelsea Boot

£59.50

Typical High Street Price: £183.00

ANY 2 FOR £110

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

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(646 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.

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(794 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.

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(536 reviews)
Classic Penny Loafer

Classic Penny Loafer

£49.95

Typical High Street Price: £119.33

ANY 2 PAIRS FOR £85

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

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(864 reviews)

Too many shoes to choose from? Ask yourself a few questions, and refine your choice. Are you looking for brown or black shoes? Do you want lace up or slip-on shoes? Are you looking for a particular style, maybe Oxfords, Brogues, Chelsea boots or leather loafers? If you know the answer to any of these questions, click the main menu at the top, choose shoes, and select the colour or style you're searching for.