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Autumn 2016 collection

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95%
105,289 Reviews

Most Popular

  1. Classic Oxford Shoe
    £47.95

  2. Classic Penny Loafer Shoe
    £47.95

  3. Classic Cheltenham Brogue
    £47.95

  4. Moleskin Jeans
    £18.00

  5. Classic Oxford Shoe
    £47.95

  6. Classic Semi-Brogue
    £47.95

  7. Prestige Oxford Shoe
    £64.95

  8. Prestige Chelsea Boot
    £64.95

  9. Classic Monk Shoe
    £47.95

  10. Classic Monk Brogue
    £47.95

Mens Classic Leather ShoesFROM £27.50

Classic Durham Shoe

NEW

Classic Durham Shoe

£47.95

Typical High Street Price: £134.75

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

BUY 2 PAIRS FOR £80

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100% (1 reviews)
Classic Monk Brogue

NEW

Classic Monk Brogue

£47.95

Typical High Street Price: £131.00

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.

BUY 2 PAIRS FOR £80

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100% (3 reviews)
Classic Cheltenham Brogue

NEW

Classic Cheltenham Brogue

£47.95

Typical High Street Price: £134.75

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

BUY 2 PAIRS FOR £80

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100% (2 reviews)
Classic Cheltenham Brogue

NEW

Classic Cheltenham Brogue

£47.95

Typical High Street Price: £134.75

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

BUY 2 PAIRS FOR £80

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100% (1 reviews)
Classic Penny Loafer Shoe - Black

Classic Penny Loafer Shoe - Black

£47.95

Typical High Street Price: £127.67

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

BUY 2 PAIRS FOR £80

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93% (509 reviews)
Classic Oxford Shoe - Black

Classic Oxford Shoe - Black

£47.95

Typical High Street Price: £124.75

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.

BUY 2 PAIRS FOR £80

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96% (973 reviews)
Classic Penny Loafer

Classic Penny Loafer

£47.95

Typical High Street Price: £127.67

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

BUY 2 PAIRS FOR £80

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91% (226 reviews)
Classic Sandhurst Shoe

Classic Sandhurst Shoe

£47.95

Typical High Street Price: £134.75

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

BUY 2 PAIRS FOR £80

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93% (233 reviews)
Classic Kempton Shoe

Classic Kempton Shoe

£47.95

Typical High Street Price: £127.67

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.

BUY 2 PAIRS FOR £80

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97% (402 reviews)
Classic Cheltenham Brogue - Black

Classic Cheltenham Brogue - Black

£47.95

Typical High Street Price: £134.75

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

BUY 2 PAIRS FOR £80

More Info
95% (543 reviews)
Classic Oxford Shoe

Classic Oxford Shoe

£47.95

Typical High Street Price: £124.75

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

BUY 2 PAIRS FOR £80

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96% (278 reviews)
Classic Monk Shoe - Black

Classic Monk Shoe - Black

£47.95

Typical High Street Price: £131.00

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.

BUY 2 PAIRS FOR £80

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95% (270 reviews)
Classic Oxford Shoe

Classic Oxford Shoe

£47.95

Typical High Street Price: £124.75

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

BUY 2 PAIRS FOR £80

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98% (131 reviews)
Classic Semi-Brogue

Classic Semi-Brogue

£47.95

Typical High Street Price: £134.75

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

BUY 2 PAIRS FOR £80

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98% (135 reviews)
Classic Monk Shoe

Classic Monk Shoe

£47.95

Typical High Street Price: £131.00

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

BUY 2 PAIRS FOR £80

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95% (182 reviews)
Classic Sandhurst Shoe

Classic Sandhurst Shoe

£47.95

Typical High Street Price: £134.75

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

BUY 2 PAIRS FOR £80

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98% (49 reviews)
Classic City Shoe - Black

Classic City Shoe - Black

£47.95

Typical High Street Price: £117.67

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

BUY 2 PAIRS FOR £80

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93% (124 reviews)
Classic Slip-On Deck Shoe

Classic Slip-On Deck Shoe

£47.95

Typical High Street Price: £88.50

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

BUY 2 PAIRS FOR £80

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89% (131 reviews)
Classic Lace-Up Deck Shoe

Classic Lace-Up Deck Shoe

£27.50

Typical High Street Price: £88.50

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

Save £61.00

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91% (32 reviews)
Classic Oxford Shoe - Cigar

Classic Oxford Shoe - Cigar

£47.95

Typical High Street Price: £124.75

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

BUY 2 PAIRS FOR £80

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95% (121 reviews)
Classic Deck Shoe

SALE

Classic Deck Shoe

£27.50

Typical High Street Price: £88.50

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

Save £61.00

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99% (81 reviews)
Classic Semi-Brogue

Classic Semi-Brogue

£47.95

Typical High Street Price: £134.75

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

BUY 2 PAIRS FOR £80

More Info
97% (71 reviews)
Classic Quarter-Brogue

Classic Quarter-Brogue

£47.95

Typical High Street Price: £134.75

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

BUY 2 PAIRS FOR £80

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96% (51 reviews)
Classic Moccasin

Classic Moccasin

£27.50

Typical High Street Price: £58.74

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

Save £31.24

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100% (63 reviews)
Classic Deck Shoe

Classic Deck Shoe

£27.50

Typical High Street Price: £88.50

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

Save £61.00

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100% (49 reviews)
Nubuck Trainer - Earth Sole

SALE

Nubuck Trainer - Earth Sole

£27.50

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

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94% (47 reviews)
Casual lace-up

SALE

Casual lace-up

£27.50

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

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90% (29 reviews)
Classic Driving Shoe

Classic Driving Shoe

£27.50

Typical High Street Price: £58.74

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

Save £31.24

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92% (77 reviews)
Classic Durham Shoe

Classic Durham Shoe

£47.95

Typical High Street Price: £134.75

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

BUY 2 PAIRS FOR £80

More Info
89% (64 reviews)
Classic Penny Loafer

Classic Penny Loafer

£47.95

Typical High Street Price: £127.67

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

BUY 2 PAIRS FOR £80

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86% (104 reviews)
Classic Deck Shoe

Classic Deck Shoe

£47.95

Typical High Street Price: £88.50

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

BUY 2 PAIRS FOR £80

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96% (145 reviews)
Classic Deck Shoe

Classic Deck Shoe

£47.95

Typical High Street Price: £88.50

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

BUY 2 PAIRS FOR £80

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80% (152 reviews)
Classic Sandhurst Shoe - Black

Classic Sandhurst Shoe - Black

£47.95

Typical High Street Price: £134.75

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

BUY 2 PAIRS FOR £80

More Info
93% (115 reviews)
Classic Penny Loafer

Classic Penny Loafer

£47.95

Typical High Street Price: £127.67

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

BUY 2 PAIRS FOR £80

More Info
no reviews
Classic Semi-Brogue - Black

Classic Semi-Brogue - Black

£47.95

Typical High Street Price: £134.75

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

BUY 2 PAIRS FOR £80

More Info
97% (225 reviews)
Classic Quarter-Brogue - Black

Classic Quarter-Brogue - Black

£47.95

Typical High Street Price: £134.75

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

BUY 2 PAIRS FOR £80

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98% (166 reviews)
Classic Richmond Shoe - Black

Classic Richmond Shoe - Black

£47.95

Typical High Street Price: £117.67

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

BUY 2 PAIRS FOR £80

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89% (98 reviews)
Classic Kempton Shoe - Black

Classic Kempton Shoe - Black

£47.95

Typical High Street Price: £127.67

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

BUY 2 PAIRS FOR £80

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96% (216 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.