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115,456

Independent customer reviews

Most Popular

  1. Classic Oxford Shoe
    £37.50

  2. Classic Penny Loafer Shoe
    £37.50

  3. Classic Cheltenham Brogue
    £37.50

  4. Classic Deck Shoe
    £35.00

  5. Summer Weight Chino Trousers
    £20.00

  6. Classic Oxford Shoe
    £37.50

  7. Short Sleeve Linen Shirt
    £15.00

  8. Short Sleeve Weekend Shirt
    £15.00

  9. Suit Trousers
    £34.00

  10. Classic Kempton Shoe
    £37.50

Classic Monk Shoe - Black

SALE

Classic Monk Shoe - Black

£37.50

Typical High Street Price: £132.67

Save £95.17

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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(1992 reviews)
Classic Monk Shoe

SALE

Classic Monk Shoe

£37.50

Typical High Street Price: £132.67

Save £95.17

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

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(1337 reviews)
Prestige Tasselled Loafer - Black

SALE

Prestige Tasselled Loafer - Black

£47.50

Typical High Street Price: £132.67

Save £85.17

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

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(488 reviews)
Prestige Tasselled Suede Loafer

SALE

Prestige Tasselled Suede Loafer

£47.50

Typical High Street Price: £132.67

Save £85.17

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

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(241 reviews)
Classic Penny Loafer

SALE

Classic Penny Loafer

£37.50

Typical High Street Price: £132.67

Save £95.17

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

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(280 reviews)
Prestige Penny Loafer - Black

SALE

Prestige Penny Loafer - Black

£47.50

Typical High Street Price: £132.67

Save £85.17

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

More Info
(217 reviews)
Prestige Penny Loafer

SALE

Prestige Penny Loafer

£47.50

Typical High Street Price: £132.67

Save £85.17

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

More Info
(177 reviews)
Prestige Monk Shoe - Rubber Sole - Black

SALE

Prestige Monk Shoe - Rubber Sole - Black

£49.95

Typical High Street Price: £107.83

Save £57.88

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

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(165 reviews)
Prestige Slip-On Deck Shoe

SALE

Prestige Slip-On Deck Shoe

£47.50

Typical High Street Price: £112.25

Save £64.75

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

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(233 reviews)
Classic Slip-On Deck Shoe

SALE

Classic Slip-On Deck Shoe

£35.00

Typical High Street Price: £88.50

Save £53.50

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

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(290 reviews)
Prestige Slip-On Deck Shoe

SALE

Prestige Slip-On Deck Shoe

£47.50

Typical High Street Price: £112.25

Save £64.75

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.

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(255 reviews)
Prestige Tasselled Loafer

SALE

Prestige Tasselled Loafer

£47.50

Typical High Street Price: £132.67

Save £85.17

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

More Info
(39 reviews)
Classic Driving Shoe

SALE

Classic Driving Shoe

£35.00

Typical High Street Price: £76.13

Save £41.13

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

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(34 reviews)
Classic Moccasin

SALE

Classic Moccasin

£35.00

Typical High Street Price: £76.13

Save £41.13

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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(34 reviews)
Prestige Twin Monk

SALE

Prestige Twin Monk

£47.50

Typical High Street Price: £132.67

Save £85.17

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

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(70 reviews)
Classic Monk Brogue

SALE

Classic Monk Brogue

£37.50

Typical High Street Price: £132.67

Save £95.17

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.

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(69 reviews)
Prestige Penny Loafer Suede - Navy

SALE

Prestige Penny Loafer Suede - Navy

£47.50

Typical High Street Price: £132.67

Save £85.17

These suede Penny loafers will provide a fantastic complement to your summer casual wardrobe.

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(1 reviews)
Prestige Penny Loafer Suede - Brown

SALE

Prestige Penny Loafer Suede - Brown

£47.50

Typical High Street Price: £132.67

Save £85.17

These suede Penny loafers will provide a fantastic complement to your summer casual wardrobe.

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Prestige Penny Loafer Suede - Blue

SALE

Prestige Penny Loafer Suede - Blue

£47.50

Typical High Street Price: £132.67

Save £85.17

These suede Penny loafers will provide a fantastic complement to your summer casual wardrobe.

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Classic Penny Loafer Shoe - Black

SALE

Classic Penny Loafer Shoe - Black

£37.50

Typical High Street Price: £132.67

Save £95.17

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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(3513 reviews)
Classic Penny Loafer

SALE

Classic Penny Loafer

£37.50

Typical High Street Price: £132.67

Save £95.17

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

More Info
(1811 reviews)
Classic Kempton Shoe - Black

SALE

Classic Kempton Shoe - Black

£37.50

Typical High Street Price: £132.67

Save £95.17

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

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(1714 reviews)
Classic Kempton Shoe

SALE

Classic Kempton Shoe

£37.50

Typical High Street Price: £132.67

Save £95.17

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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(2152 reviews)
Classic Penny Loafer

SALE

Classic Penny Loafer

£37.50

Typical High Street Price: £132.67

Save £95.17

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

More Info
(824 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.