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94%
102,670 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 Classic Leather ShoesFROM £32.50

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.

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93% (487 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.

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97% (919 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.

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93% (217 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.

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93% (215 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.

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97% (359 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.

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95% (531 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.

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96% (256 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.

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95% (253 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.

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98% (131 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.

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97% (136 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.

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96% (179 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.

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98% (61 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.

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93% (135 reviews)
Classic Slip-On Deck Shoe

SALE

Classic Slip-On Deck Shoe

£32.50 Was £100.00

These Classic Slip-On Boat Shoes are handmade by Samuel Windsor. These designer slip-on shoes are crafted using only the finest leathers.

Save £67.50

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88% (125 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.

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91% (32 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.

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95% (131 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.

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99% (82 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.

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95% (60 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.

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100% (44 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.

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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.

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94% (16 reviews)
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.

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96% (50 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.

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89% (66 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.

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86% (111 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

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97% (137 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 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

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94% (111 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

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93% (114 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

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97% (234 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)
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.

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90% (103 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.

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95% (212 reviews)
Our classic shoes collection features both formal and casual designs. Samuel Windsor's traditional shoe styles include classic tan Sandhurst shoes, formal chestnut brown Oxfords, brown suede penny loafers and casual blue deck shoes. Order your classic leather and suede shoes today in sizes 5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 9.5, 10, 10.5, 11, 12, 13, and 14.

Our 'was' pricing refers to the original selling prices offered on our website www.swshoes.co.uk, and in our retail store between April 19 2016 and July 21 2016 (items sold at 'was' prices represent the lower proportion of sales).