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Most Popular

  1. Classic Oxford Shoe £35.00

  2. Prestige Chelsea Boot £45.00

  3. Classic Cheltenham Brogue £35.00

  4. Classic Penny Loafer Shoe - Black £35.00

  5. Prestige Chelsea Boot £45.00

  6. Prestige Oxford Shoe - Rubber Sole £45.00

  7. Prestige Semi-Brogue £45.00

  8. Prestige Oxford Shoe £45.00

  9. Classic Semi-Brogue £35.00

  10. Classic Penny Loafer £35.00

Black ShoesFROM £19.99

Prestige Penny Loafer More Info

Prestige Penny Loafer

£45.00 WAS £59.95

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

SAVE £14.95

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46 reviews

Prestige Monk Shoe - Rubber Sole More Info

Prestige Monk Shoe - Rubber Sole

£45.00 WAS £59.95

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

SAVE £14.95

More Info

32 reviews

Prestige Kensington Boot - Rubber Sole More Info

Prestige Kensington Boot - Rubber Sole

£45.00 WAS £59.95

Prestige Kensington Boot - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

SAVE £14.95

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65 reviews

Classic Claridge Shoe More Info

Classic Claridge Shoe

£35.00 WAS £44.95

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

SAVE £9.95

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47 reviews

Prestige Gibson Shoe More Info

Prestige Gibson Shoe

£45.00 WAS £59.95

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

SAVE £14.95

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49 reviews

Prestige Lincoln Shoe More Info

Prestige Lincoln Shoe

£45.00 WAS £59.95

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

SAVE £14.95

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25 reviews

Classic Sandhurst Shoe More Info

Classic Sandhurst Shoe

£35.00 WAS £44.95

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

SAVE £9.95

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50 reviews

Prestige Hereford Shoe More Info

Prestige Hereford Shoe

£45.00 WAS £59.95

Prestige Hereford - Slate, online from Samuel Windsor. Tailored quality at outstanding prices.

SAVE £14.95

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no reviews

Churchill Albert Leather Lined More Info

Churchill Albert Leather Lined

£30.00 WAS £34.95

Churchill Albert Leather Lined - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

SAVE £4.95

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64 reviews

Prestige Brogue - Rubber Sole More Info

Prestige Brogue - Rubber Sole

£45.00 WAS £59.95

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

SAVE £14.95

More Info

65 reviews

Prestige Tasselled Loafer More Info

Prestige Tasselled Loafer

£45.00 WAS £59.95

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

SAVE £14.95

More Info

48 reviews

Prestige Chelsea Boot More Info

Prestige Chelsea Boot

£45.00 WAS £59.95

Prestige Chelsea Boots: Black, online from Samuel Windsor. Tailored quality at outstanding prices.

SAVE £14.95

More Info

127 reviews

Classic Oxford Shoe More Info

Classic Oxford Shoe

£35.00 WAS £44.95

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 £9.95

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380 reviews

Churchill Outdoor Mule More Info

Churchill Outdoor Mule

£30.00 WAS £34.95

Churchill Outdoor Mule: Black, online from Samuel Windsor. Tailored quality at outstanding prices.

SAVE £4.95

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94 reviews

Churchill Mule Leather Lined More Info

Churchill Mule Leather Lined

£30.00 WAS £34.95

Churchill Mule Part Leather Lined - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

SAVE £4.95

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40 reviews

Classic Semi-Brogue More Info

Classic Semi-Brogue

£35.00 WAS £44.95

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

SAVE £9.95

More Info

103 reviews

Classic Quarter-Brogue More Info

Classic Quarter-Brogue

£35.00 WAS £44.95

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

SAVE £9.95

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100 reviews

Classic Monk Shoe More Info

Classic Monk Shoe

£35.00 WAS £44.95

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.

SAVE £9.95

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124 reviews

Classic Penny Loafer Shoe - Black More Info

Classic Penny Loafer Shoe - Black

£35.00 WAS £44.95

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

SAVE £9.95

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219 reviews

Classic City Shoe More Info

Classic City Shoe

£35.00 WAS £44.95

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

SAVE £9.95

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144 reviews

Prestige Oxford Shoe - Rubber Sole More Info

Prestige Oxford Shoe - Rubber Sole

£45.00 WAS £59.95

Black Oxford Shoes Rubber Sole, online from Samuel Windsor. Tailored quality at outstanding prices.

SAVE £14.95

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94 reviews

Classic Richmond Shoe More Info

Classic Richmond Shoe

£35.00 WAS £44.95

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

SAVE £9.95

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47 reviews

Classic Cheltenham Brogue More Info

Classic Cheltenham Brogue

£35.00 WAS £44.95

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

SAVE £9.95

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272 reviews

Classic Kempton Shoe More Info

Classic Kempton Shoe

£35.00 WAS £44.95

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

SAVE £9.95

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97 reviews

Prestige Oxford Shoe More Info

Prestige Oxford Shoe

£45.00 WAS £59.95

Prestige Oxford Black Shoe - Italian Leather Upper, online from Samuel Windsor. Tailored quality at outstanding prices.

SAVE £14.95

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65 reviews

Prestige Semi-Brogue More Info

Prestige Semi-Brogue

£45.00 WAS £59.95

Prestige Semi-Brogue - Black - Italian Leather Upper, online from Samuel Windsor. Tailored quality at outstanding prices.

SAVE £14.95

More Info

77 reviews

Churchill Suede Moccasin Slipper More Info

Churchill Suede Moccasin Slipper

£19.99 WAS £34.95

Churchill Suede Moccasin: Black, online from Samuel Windsor. Tailored quality at outstanding prices.

SAVE £14.96

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23 reviews

Churchill Grecian Wool Lined More Info

Churchill Grecian Wool Lined

£19.99 WAS £34.95

Black Churchill Grecian slipper from Samuel Windsor. Great value menswear online.

SAVE £14.96

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38 reviews

Samuel Windsor black shoes are available to order in sizes 5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 9.5, 10, 10.5, 11, 12, 13, and 14. Our range features classic styles including sleek black Oxford shoes, bohemian black brogues and sturdy black Chelsea boots. For a less formal look, try our selection of brown shoes - perfect for smart casual wear at weekends.