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94%
102,682 Reviews

Most Popular

  1. Classic Oxford Shoe
    £35.00 Was £100.00

  2. Classic Cheltenham Brogue
    £35.00 Was £100.00

  3. Classic Penny Loafer Shoe
    £35.00 Was £100.00

  4. Classic Kempton Shoe
    £35.00 Was £100.00

  5. Classic Oxford Shoe
    £35.00 Was £100.00

  6. Classic Deck Shoe
    £32.50 Was £100.00

  7. Classic Sandhurst Shoe
    £35.00 Was £100.00

  8. Classic Monk Shoe
    £35.00 Was £100.00

  9. Summer Weight Chino Trousers
    £20.00 Was £60.00

  10. Moleskin Jeans
    £22.50 Was £60.00

Mens ShoesFROM £20.00

Classic Driving Shoe

SALE

Classic Driving Shoe

£32.50 Was £100.00

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

Save £67.50

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94% (51 reviews)
Classic Moccasin

SALE

Classic Moccasin

£32.50 Was £100.00

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

Save £67.50

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100% (44 reviews)
Prestige Brogue

SALE

Prestige Brogue

£45.00 Was £115.00

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

Save £70.00

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90% (20 reviews)
Prestige Oxford

SALE

Prestige Oxford

£45.00 Was £115.00

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

Save £70.00

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91% (43 reviews)
Prestige Split Brogue

SALE

Prestige Split Brogue

£45.00 Was £115.00

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

Save £70.00

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100% (30 reviews)
Prestige Twin Monk

SALE

Prestige Twin Monk

£45.00 Was £115.00

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

Save £70.00

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83% (24 reviews)
Prestige Brogue

SALE

Prestige Brogue

£45.00 Was £115.00

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

Save £70.00

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95% (42 reviews)
Prestige Lightweight Brogue

SALE

Prestige Lightweight Brogue

£45.00 Was £115.00

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

Save £70.00

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100% (13 reviews)
Classic Deck Shoe

SALE

Classic Deck Shoe

£32.50 Was £100.00

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

Save £67.50

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100% (31 reviews)
Nubuck Trainer - Earth Sole

SALE

Nubuck Trainer - Earth Sole

£35.00 Was £100.00

Nubuck Trainer - Earth Sole, online from Samuel Windsor. Tailored quality at outstanding prices.

Save £65.00

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94% (32 reviews)
Casual lace-up

SALE

Casual lace-up

£35.00 Was £100.00

Casual Lace Up shoes, online from Samuel Windsor. Tailored quality at outstanding prices.

Save £65.00

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94% (16 reviews)
Prestige Tasselled Loafer

SALE

Prestige Tasselled Loafer

£45.00 Was £115.00

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

Save £70.00

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88% (17 reviews)
Prestige Deck Shoe

SALE

Prestige Deck Shoe

£45.00 Was £115.00

Rugged features combined with the timeless naval style of a deck shoe, these Prestige deck shoes are supremely comfortable, and have Italian leather for that extra touch of class.

Save £70.00

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95% (41 reviews)
Prestige Gibson Shoe

SALE

Prestige Gibson Shoe

£45.00 Was £115.00

These Goodyear Welted, Prestige Gibson shoes, featuring Italian grained leather uppers, as well as a practical rubber sole, they have country styling, and are ideal as a more subtle choice of quality men’s shoe.

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92% (25 reviews)
Prestige Dress Shoe

SALE

Prestige Dress Shoe

£45.00 Was £115.00

Finish off that formal outfit with a pair of men’s dress shoes from our Prestige range.

Save £70.00

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96% (94 reviews)
Prestige Country Boot - Rubber Sole

SALE

Prestige Country Boot - Rubber Sole

£35.00 Was £115.00

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

Save £80.00

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99% (117 reviews)
Prestige Country Boot - Rubber Sole

SALE

Prestige Country Boot - Rubber Sole

£35.00 Was £115.00

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

Save £80.00

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100% (90 reviews)
Classic Oxford Shoe - Cigar

SALE

Classic Oxford Shoe - Cigar

£35.00 Was £100.00

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

Save £65.00

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95% (131 reviews)
Classic Semi-Brogue

SALE

Classic Semi-Brogue

£35.00 Was £100.00

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

Save £65.00

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98% (81 reviews)
Classic Quarter-Brogue

SALE

Classic Quarter-Brogue

£35.00 Was £100.00

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

Save £65.00

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95% (60 reviews)
Classic Sandhurst Shoe

SALE

Classic Sandhurst Shoe

£35.00 Was £100.00

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

Save £65.00

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98% (61 reviews)
Prestige Oxford Shoe

SALE

Prestige Oxford Shoe

£45.00 Was £115.00

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

Save £70.00

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97% (30 reviews)
Prestige Belgravia Shoe

SALE

Prestige Belgravia Shoe

£45.00 Was £115.00

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

Save £70.00

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97% (60 reviews)
Prestige Deck Boot

SALE

Prestige Deck Boot

£45.00 Was £115.00

Sturdy design meets the styling of a deck shoe in this Prestige Deck Boot.

Save £70.00

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100% (28 reviews)
Prestige Country Oxford Shoe

SALE

Prestige Country Oxford Shoe

£35.00 Was £115.00

Country style meets classic men’s shoe design in this Prestige Country Oxford Shoe from the Samuel Windsor Prestige range.

Save £80.00

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97% (59 reviews)
Prestige Chelsea Boot

SALE

Prestige Chelsea Boot

£45.00 Was £115.00

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

Save £70.00

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93% (126 reviews)
Classic Quarter-Brogue - Black

SALE

Classic Quarter-Brogue - Black

£35.00 Was £100.00

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

Save £65.00

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99% (155 reviews)
Prestige Kensington Boot - Rubber Sole

SALE

Prestige Kensington Boot - Rubber Sole

£35.00 Was £115.00

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

Save £80.00

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96% (52 reviews)
Prestige Lightweight Derby Shoe

SALE

Prestige Lightweight Derby Shoe

£45.00 Was £115.00

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

Save £70.00

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98% (45 reviews)
Classic Deck Shoe

SALE

Classic Deck Shoe

£35.00 Was £100.00

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

Save £65.00

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80% (152 reviews)
Classic Durham Shoe

SALE

Classic Durham Shoe

£35.00 Was £100.00

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

Save £65.00

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89% (65 reviews)
Prestige Penny Loafer - Black

SALE

Prestige Penny Loafer - Black

£45.00 Was £115.00

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

Save £70.00

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91% (70 reviews)
Prestige Penny Loafer

SALE

Prestige Penny Loafer

£45.00 Was £115.00

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

Save £70.00

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93% (59 reviews)
Prestige Monk Shoe - Rubber Sole - Black

SALE

Prestige Monk Shoe - Rubber Sole - Black

£35.00 Was £115.00

Prestige Monk Shoe - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

Save £80.00

More Info
94% (78 reviews)
Prestige Gibson Shoe - Rubber Sole

SALE

Prestige Gibson Shoe - Rubber Sole

£45.00 Was £115.00

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

Save £70.00

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92% (51 reviews)
Prestige Kensington Boot - Rubber Sole - Black

SALE

Prestige Kensington Boot - Rubber Sole - Black

£45.00 Was £115.00

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

Save £70.00

More Info
92% (50 reviews)
Classic Deck Shoe

SALE

Classic Deck Shoe

£32.50 Was £100.00

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

Save £67.50

More Info
99% (82 reviews)
Prestige Derby Shoe

SALE

Prestige Derby Shoe

£45.00 Was £115.00

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

Save £70.00

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99% (91 reviews)
Classic Oxford Shoe

SALE

Classic Oxford Shoe

£35.00 Was £100.00

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

Save £65.00

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98% (131 reviews)
Prestige Dealer Boot - Rubber Sole

SALE

Prestige Dealer Boot - Rubber Sole

£35.00 Was £115.00

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

Save £80.00

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88% (57 reviews)
Prestige Dealer Boot - Rubber Sole

SALE

Prestige Dealer Boot - Rubber Sole

£35.00 Was £115.00

Prestige Dealer Boot - Tobacco, online from Samuel Windsor. Tailored quality at outstanding prices.

Save £80.00

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91% (46 reviews)
Prestige Slip-On Deck Shoe

SALE

Prestige Slip-On Deck Shoe

£45.00 Was £115.00

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

Save £70.00

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89% (99 reviews)
Prestige Slip-On Deck Shoe

SALE

Prestige Slip-On Deck Shoe

£45.00 Was £115.00

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

Save £70.00

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93% (106 reviews)
Classic Lace-Up Deck Shoe

SALE

Classic Lace-Up Deck Shoe

£32.50 Was £100.00

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

Save £67.50

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91% (32 reviews)
Prestige Cumbria Boot

SALE

Prestige Cumbria Boot

£45.00 Was £115.00

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.

Save £70.00

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97% (60 reviews)
Prestige Lace-Up Deck Shoe

SALE

Prestige Lace-Up Deck Shoe

£45.00 Was £115.00

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

Save £70.00

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96% (145 reviews)
Prestige Lace-Up Deck Shoe

SALE

Prestige Lace-Up Deck Shoe

£45.00 Was £115.00

Prestige Lace-Up Boat Shoe - Ingido, a designer shoe with an exquisite design and exclusive quality, our prestige range are the epitome of British style and elegance.

Save £70.00

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86% (51 reviews)
Prestige Lightweight Brogue

SALE

Prestige Lightweight Brogue

£45.00 Was £115.00

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.

Save £70.00

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98% (102 reviews)
Prestige Chelsea Boot - Black

SALE

Prestige Chelsea Boot - Black

£45.00 Was £115.00

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

Save £70.00

More Info
97% (175 reviews)
Prestige Suede Chelsea Boot

SALE

Prestige Suede Chelsea Boot

£45.00 Was £115.00

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

Save £70.00

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94% (108 reviews)
Prestige Leather/Canvas Brogue

SALE

Prestige Leather/Canvas Brogue

£45.00 Was £115.00

Leather and canvas brogues from our Prestige range are the pinnacle of versatility. Choose from a range of colours at Samuel Windsor online.

Save £70.00

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91% (32 reviews)
Prestige Leather/Canvas Brogue

SALE

Prestige Leather/Canvas Brogue

£45.00 Was £115.00

Prestige Leather/Canvas Brogue from our Prestige range are the pinnacle of versatility.

Save £70.00

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96% (55 reviews)
Classic Semi-Brogue - Black

SALE

Classic Semi-Brogue - Black

£35.00 Was £100.00

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

Save £65.00

More Info
97% (234 reviews)
Classic Semi-Brogue

SALE

Classic Semi-Brogue

£35.00 Was £100.00

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

Save £65.00

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97% (136 reviews)
Classic Monk Shoe - Black

SALE

Classic Monk Shoe - Black

£35.00 Was £100.00

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.

Save £65.00

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95% (254 reviews)
Classic Monk Shoe

SALE

Classic Monk Shoe

£35.00 Was £100.00

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

Save £65.00

More Info
96% (180 reviews)
Prestige Tasselled Loafer - Black

SALE

Prestige Tasselled Loafer - Black

£45.00 Was £115.00

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

Save £70.00

More Info
94% (82 reviews)
Prestige Brogue - Rubber Sole - Black

SALE

Prestige Brogue - Rubber Sole - Black

£45.00 Was £115.00

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

Save £70.00

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96% (78 reviews)
Prestige Brogue - Rubber Sole

SALE

Prestige Brogue - Rubber Sole

£45.00 Was £115.00

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

Save £70.00

More Info
95% (80 reviews)
Classic Sandhurst Shoe

SALE

Classic Sandhurst Shoe

£35.00 Was £100.00

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

Save £65.00

More Info
94% (216 reviews)
Classic Sandhurst Shoe - Black

SALE

Classic Sandhurst Shoe - Black

£35.00 Was £100.00

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

Save £65.00

More Info
94% (111 reviews)
Prestige Tasselled Suede Loafer

SALE

Prestige Tasselled Suede Loafer

£45.00 Was £115.00

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

Save £70.00

More Info
92% (64 reviews)
Prestige Country Brogue - Rubber Sole

SALE

Prestige Country Brogue - Rubber Sole

£45.00 Was £115.00

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

Save £70.00

More Info
100% (44 reviews)
Classic Penny Loafer

SALE

Classic Penny Loafer

£35.00 Was £100.00

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

Save £65.00

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85% (110 reviews)
Classic Deck Shoe

SALE

Classic Deck Shoe

£32.50 Was £100.00

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

Save £67.50

More Info
97% (137 reviews)
Classic Penny Loafer

SALE

Classic Penny Loafer

£35.00 Was £100.00

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

Save £65.00

More Info
93% (217 reviews)
Classic Oxford Shoe

SALE

Classic Oxford Shoe

£35.00 Was £100.00

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

Save £65.00

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96% (256 reviews)
Classic City Shoe - Black

SALE

Classic City Shoe - Black

£35.00 Was £100.00

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

Save £65.00

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93% (135 reviews)
Prestige Oxford Shoe - Rubber Sole - Black

SALE

Prestige Oxford Shoe - Rubber Sole - Black

£45.00 Was £115.00

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

Save £70.00

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96% (135 reviews)
Classic Richmond Shoe - Black

SALE

Classic Richmond Shoe - Black

£35.00 Was £100.00

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

Save £65.00

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90% (103 reviews)
Classic Cheltenham Brogue - Black

SALE

Classic Cheltenham Brogue - Black

£35.00 Was £100.00

Cheltenham Half Brogues mens leather shoes, formal shoes or office shoes, mens brogue shoes which retain the elegant craftmanship personified by hand-stitching.

Save £65.00

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95% (531 reviews)
Classic Kempton Shoe - Black

SALE

Classic Kempton Shoe - Black

£35.00 Was £100.00

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

Save £65.00

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95% (211 reviews)
Classic Kempton Shoe

SALE

Classic Kempton Shoe

£35.00 Was £100.00

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.

Save £65.00

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97% (358 reviews)
Prestige Oxford Shoe - Black

SALE

Prestige Oxford Shoe - Black

£45.00 Was £115.00

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

Save £70.00

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91% (93 reviews)
Prestige Semi-Brogue - Black

SALE

Prestige Semi-Brogue - Black

£45.00 Was £115.00

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

Save £70.00

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92% (75 reviews)
Prestige Semi-Brogue

SALE

Prestige Semi-Brogue

£45.00 Was £115.00

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

Save £70.00

More Info
93% (28 reviews)
Classic Penny Loafer

SALE

Classic Penny Loafer

£35.00 Was £100.00

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

Save £65.00

More Info
93% (114 reviews)
Classic Oxford Shoe - Black

SALE

Classic Oxford Shoe - Black

£35.00 Was £100.00

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.

Save £65.00

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97% (921 reviews)
Prestige Hereford Shoe

SALE

Prestige Hereford Shoe

£20.00 Was £115.00

Prestige Hereford - Sand, online from Samuel Windsor. Tailored quality at outstanding prices.

Save £95.00

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94% (34 reviews)
Classic Penny Loafer Shoe - Black

SALE

Classic Penny Loafer Shoe - Black

£35.00 Was £100.00

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

Save £65.00

More Info
93% (487 reviews)

Our 'was' pricing refers to the original selling prices offered on our website www.swshoes.co.uk, and in our retail store between April 20 2016 and July 22 2016 (items sold at 'was' prices represent the lower proportion of sales).