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Autumn 2016 collection

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95%
105,137 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. Prestige Oxford Shoe
    £64.95

  7. Classic Semi-Brogue
    £47.95

  8. Cotton/Cashmere Jumper
    £25.00

  9. Classic Monk Shoe
    £47.95

  10. Prestige Oxford Shoe
    £64.95

Mens Slip-On Leather ShoesFROM £27.50

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% (2 reviews)
Classic Driving Shoe

Classic Driving Shoe

£27.50

Typical High Street Price: £62.50

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

Save £35.00

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92% (77 reviews)
Classic Moccasin

Classic Moccasin

£27.50

Typical High Street Price: £62.50

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

Save £35.00

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100% (63 reviews)
Prestige Twin Monk

Prestige Twin Monk

£64.95

Typical High Street Price: £131.00

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

BUY 2 PAIRS FOR £99

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83% (35 reviews)
Prestige Moccasin

SALE

Prestige Moccasin

£27.50

Typical High Street Price: £62.50

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

Save £35.00

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90% (21 reviews)
Prestige Tasselled Loafer

Prestige Tasselled Loafer

£64.95

Typical High Street Price: £127.67

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

BUY 2 PAIRS FOR £99

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85% (20 reviews)
Prestige Belgravia Shoe

Prestige Belgravia Shoe

£64.95

Typical High Street Price: £84.00

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

BUY 2 PAIRS FOR £99

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97% (67 reviews)
Prestige Slip-On Deck Shoe

Prestige Slip-On Deck Shoe

£64.95

Typical High Street Price: £109.74

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

BUY 2 PAIRS FOR £99

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92% (103 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% (129 reviews)
Prestige Slip-On Deck Shoe

Prestige Slip-On Deck Shoe

£64.95

Typical High Street Price: £109.74

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.

BUY 2 PAIRS FOR £99

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94% (110 reviews)
Prestige Moccasin

SALE

Prestige Moccasin

£27.50

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

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no reviews
Prestige Dealer Boot - Rubber Sole

Prestige Dealer Boot - Rubber Sole

£64.95

Typical High Street Price: £138.00

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

BUY 2 PAIRS FOR £99

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

SALE

Prestige Dealer Boot - Rubber Sole

£27.50

Typical High Street Price: £138.00

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

Save £110.50

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92% (51 reviews)
Prestige Penny Loafer - Black

Prestige Penny Loafer - Black

£64.95

Typical High Street Price: £127.67

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

BUY 2 PAIRS FOR £99

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94% (79 reviews)
Prestige Penny Loafer

Prestige Penny Loafer

£64.95

Typical High Street Price: £127.67

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

BUY 2 PAIRS FOR £99

More Info
93% (61 reviews)
Prestige Monk Shoe - Rubber Sole - Black

Prestige Monk Shoe - Rubber Sole - Black

£64.95

Typical High Street Price: £131.00

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

BUY 2 PAIRS FOR £99

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93% (74 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% (106 reviews)
Prestige Tasselled Suede Loafer

Prestige Tasselled Suede Loafer

£64.95

Typical High Street Price: £127.67

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

BUY 2 PAIRS FOR £99

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91% (67 reviews)
Prestige Tasselled Loafer - Black

Prestige Tasselled Loafer - Black

£64.95

Typical High Street Price: £127.67

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

BUY 2 PAIRS FOR £99

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95% (82 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

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no 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% (269 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% (184 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% (513 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% (230 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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95% (220 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% (405 reviews)
These luxury leather slip-on shoes are available to order in sizes from 5 to 14. Find a pair for every occasion, there's tasselled loafers for going out in town and leather slippers for lounging about at home. Need shoes for more formal occasions? Don't miss our Oxford shoes, Brogues and Derbys plus many more in the Samuel Windsor lace ups collection.