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96%
99,328 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. Prestige Lace-Up Boat Shoe
    £45.00 Was £115.00

  5. Classic Oxford Shoe
    £35.00 Was £100.00

  6. Classic Deck Shoe
    £35.00 Was £100.00

  7. Classic Monk Shoe
    £35.00 Was £100.00

  8. Classic Sandhurst Shoe
    £35.00 Was £100.00

  9. Prestige Slip-On Boat Shoe
    £45.00 Was £115.00

  10. Classic Penny Loafer
    £35.00 Was £100.00

Mens ShoesFROM £20.00

Classic Driving Shoe

NEW

Classic Driving Shoe

£35.00 Was £100.00

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

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92% (13 reviews)
Classic Moccasin

NEW

Classic Moccasin

£35.00 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.

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100% (6 reviews)
Prestige Brogue

NEW

Prestige Brogue

£45.00 Was £115.00

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

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100% (4 reviews)
Prestige Oxford

NEW

Prestige Oxford

£45.00 Was £115.00

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

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82% (17 reviews)
Prestige Split Brogue

NEW

Prestige Split Brogue

£45.00 Was £115.00

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

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100% (17 reviews)
Prestige Twin Monk

NEW

Prestige Twin Monk

£45.00 Was £115.00

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

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87% (15 reviews)
Prestige Brogue

NEW

Prestige Brogue

£45.00 Was £115.00

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

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100% (15 reviews)
Prestige Lightweight Brogue

NEW

Prestige Lightweight Brogue

£45.00 Was £115.00

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

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100% (4 reviews)
Classic Deck Shoe

NEW

Classic Deck Shoe

£35.00 Was £100.00

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

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100% (9 reviews)
Nubuck Trainer - Earth Sole

NEW

Nubuck Trainer - Earth Sole

£35.00 Was £100.00

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

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100% (8 reviews)
Casual lace-up

NEW

Casual lace-up

£35.00 Was £100.00

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

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100% (4 reviews)
Prestige Tasselled Loafer

Prestige Tasselled Loafer

£45.00 Was £115.00

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

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90% (10 reviews)
Prestige Deck Shoe

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.

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91% (23 reviews)
Prestige Gibson Shoe

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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88% (16 reviews)
Prestige Dress Shoe

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.

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96% (69 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.

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99% (116 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.

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100% (79 reviews)
Classic Oxford Shoe - Cigar

Classic Oxford Shoe - Cigar

£35.00 Was £100.00

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

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95% (148 reviews)
Classic Semi-Brogue

Classic Semi-Brogue

£35.00 Was £100.00

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

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96% (94 reviews)
Classic Quarter-Brogue

Classic Quarter-Brogue

£35.00 Was £100.00

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

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93% (75 reviews)
Classic Sandhurst Shoe

Classic Sandhurst Shoe

£35.00 Was £100.00

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

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96% (75 reviews)
Prestige Oxford Shoe

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.

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96% (26 reviews)
Prestige Belgravia Shoe

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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98% (52 reviews)
Prestige Deck Boot

Prestige Deck Boot

£45.00 Was £115.00

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

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100% (23 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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95% (39 reviews)
Prestige Chelsea Boot

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% (113 reviews)
Classic Quarter-Brogue - Black

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.

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99% (148 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.

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94% (49 reviews)
Prestige Lightweight Derby Shoe

Prestige Lightweight Derby Shoe

£45.00 Was £115.00

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

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96% (55 reviews)
Classic Deck Shoe

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

Classic Durham Shoe

£35.00 Was £100.00

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

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88% (58 reviews)
Prestige Penny Loafer - Black

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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92% (64 reviews)
Prestige Penny Loafer

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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90% (50 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

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93% (72 reviews)
Prestige Gibson Shoe - Rubber Sole

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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94% (48 reviews)
Prestige Kensington Boot - Rubber Sole - Black

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

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88% (42 reviews)
Classic Deck Shoe

Classic Deck Shoe

£35.00 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 £65.00

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99% (70 reviews)
Prestige Derby Shoe

Prestige Derby Shoe

£45.00 Was £115.00

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

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99% (87 reviews)
Classic Oxford Shoe

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% (98 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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87% (53 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% (43 reviews)
Prestige Brogue - Blue/Grey

SALE

Prestige Brogue - Blue/Grey

£27.50 Was £115.00

Prestige Pull-up Brogue - Blue Grey, online from Samuel Windsor. Tailored quality at outstanding prices.

Save £87.50

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90% (110 reviews)
Prestige Brogue

SALE

Prestige Brogue

£27.50 Was £115.00

Prestige Pull-up Brogue - Tobacco, online from Samuel Windsor. Tailored quality at outstanding prices.

Save £87.50

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93% (69 reviews)
Prestige Slip-On Boat Shoe

Prestige Slip-On Boat 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.

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89% (71 reviews)
Prestige Slip-On Boat Shoe

Prestige Slip-On Boat 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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96% (78 reviews)
Classic Lace-Up Boat Shoe

Classic Lace-Up Boat Shoe

£35.00 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 £65.00

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92% (37 reviews)
Prestige Cumbria Boot

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.

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98% (52 reviews)
Prestige Lace-Up Boat Shoe

Prestige Lace-Up Boat 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% (109 reviews)
Prestige Lace-Up Boat Shoe

Prestige Lace-Up Boat 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

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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99% (86 reviews)
Prestige Chelsea Boot - Black

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

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97% (156 reviews)
Prestige Suede Chelsea Boot

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% (116 reviews)
Prestige Leather/Canvas Brogue

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.

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93% (29 reviews)
Prestige Leather/Canvas Brogue

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% (46 reviews)
Classic Semi-Brogue - Black

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

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96% (223 reviews)
Classic Semi-Brogue

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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98% (104 reviews)
Classic Monk Shoe - Black

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.

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96% (203 reviews)
Classic Monk Shoe

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

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96% (149 reviews)
Prestige Tasselled Loafer - Black

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

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96% (80 reviews)
Prestige Brogue - Rubber Sole - Black

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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99% (68 reviews)
Prestige Brogue - Rubber Sole

Prestige Brogue - Rubber Sole

£45.00 Was £115.00

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

Save £70.00

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97% (70 reviews)
Classic Sandhurst Shoe

Classic Sandhurst Shoe

£35.00 Was £100.00

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

Save £65.00

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92% (177 reviews)
Classic Sandhurst Shoe - Black

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

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93% (101 reviews)
Prestige Tasselled Suede Loafer

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

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91% (68 reviews)
Prestige Country Brogue - Rubber Sole

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

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100% (37 reviews)
Classic Penny Loafer

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% (94 reviews)
Classic Deck Shoe

Classic Deck Shoe

£35.00 Was £100.00

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

Save £65.00

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96% (116 reviews)
Classic Penny Loafer

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% (168 reviews)
Classic Oxford Shoe

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% (193 reviews)
Classic City Shoe - Black

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% (134 reviews)
Prestige Oxford Shoe - Rubber Sole - Black

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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95% (128 reviews)
Classic Richmond Shoe - Black

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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89% (89 reviews)
Classic Cheltenham Brogue - Black

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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94% (431 reviews)
Classic Kempton Shoe - Black

Classic Kempton Shoe - Black

£35.00 Was £100.00

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

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94% (181 reviews)
Classic Kempton Shoe

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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98% (261 reviews)
Prestige Oxford Shoe - Black

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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92% (89 reviews)
Prestige Semi-Brogue - Black

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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91% (85 reviews)
Prestige Semi-Brogue

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

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91% (23 reviews)
Classic Penny Loafer

Classic Penny Loafer

£35.00 Was £100.00

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

Save £65.00

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95% (92 reviews)
Classic Oxford Shoe - Black

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% (770 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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91% (35 reviews)
Prestige Deck Shoe

SALE

Prestige Deck Shoe

£27.50 Was £115.00

Prestige Deck Shoe - Tan, online from Samuel Windsor. Tailored quality at outstanding prices.

Save £87.50

More Info
92% (84 reviews)
Classic Penny Loafer Shoe - Black

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

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94% (407 reviews)

Our 'was' pricing refers to the original selling prices offered on our website www.swshoes.co.uk, and in our retail store between February 14 2016 and May 17 2016 (items sold at 'was' prices represent the lower proportion of sales).