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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

Men's Leather BootsFROM £27.50

Prestige Cumbria Boot More Info

Prestige Cumbria Boot

£45.00 WAS £59.95

Prestige Cumbria Boot - Mid Brown, a lace-up shoe with an exquisite design and exclusive quality, our prestige range are the epitome of British style and elegance.

SAVE £14.95

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3 reviews

Prestige Chukka Boot More Info

Prestige Chukka Boot

£45.00 WAS £59.95

Prestige Chukka Boot - Whisky,; a summer shoe with an exquisite design and exclusive quality, our prestige range are the epitome of British style and elegance.

SAVE £14.95

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2 reviews

Prestige Chukka Boot - Ochre More Info

Prestige Chukka Boot - Ochre

£45.00 WAS £59.95

Prestige Chukka Boot - Ochre, a shoe with an exquisite design and exclusive quality, our prestige range are the epitome of British style and elegance.

SAVE £14.95

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no reviews

Prestige Dealer Boot - Rubber Sole More Info

Prestige Dealer Boot - Rubber Sole

£45.00 WAS £59.95

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

SAVE £14.95

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21 reviews

Prestige Dealer Boot - Rubber Sole More Info

Prestige Dealer Boot - Rubber Sole

£45.00 WAS £59.95

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

SAVE £14.95

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no reviews

Prestige Kensington Boot - Rubber Sole More Info

Prestige Kensington Boot - Rubber Sole

£45.00 WAS £59.95

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

SAVE £14.95

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13 reviews

Prestige Kensington Boot - Rubber Sole More Info

Prestige Kensington Boot - Rubber Sole

£45.00 WAS £59.95

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

SAVE £14.95

More Info

15 reviews

Prestige Chukka Boot More Info

Prestige Chukka Boot

£45.00 WAS £59.95

Prestige Chukka Boots: Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

SAVE £14.95

More Info

16 reviews

Prestige Chukka Boot More Info

Prestige Chukka Boot

£45.00 WAS £59.95

Prestige Chukka Boots: Gold, online from Samuel Windsor. Tailored quality at outstanding prices.

SAVE £14.95

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5 reviews

Prestige Country Boot - Rubber Sole More Info

Prestige Country Boot - Rubber Sole

£45.00 WAS £59.95

Prestige Country Boot - Antique Tan, online from Samuel Windsor. Tailored quality at outstanding prices.

SAVE £14.95

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57 reviews

Prestige Country Boot - Rubber Sole More Info

Prestige Country Boot - Rubber Sole

£45.00 WAS £59.95

Prestige Country Boot - Burgundy, online from Samuel Windsor. Tailored quality at outstanding prices.

SAVE £14.95

More Info

44 reviews

Prestige Desert Boot More Info

Prestige Desert Boot

£45.00 WAS £59.95

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

SAVE £14.95

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15 reviews

Prestige Desert Boot More Info

Prestige Desert Boot

£45.00 WAS £59.95

Prestige Desert Boot - Navy, online from Samuel Windsor. Tailored quality at outstanding prices.

SAVE £14.95

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8 reviews

Prestige Winter Chukka Boot More Info

Prestige Winter Chukka Boot

£27.50 WAS £59.95

Prestige Winter Chukka Boot - Royal, online from Samuel Windsor. Tailored quality at outstanding prices.

SAVE £32.45

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no reviews

Prestige Desert Boot Puma More Info

Prestige Desert Boot Puma

£45.00 WAS £59.95

Prestige Desert Boot Puma - Mushroom, online from Samuel Windsor. Tailored quality at outstanding prices.

SAVE £14.95

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no reviews

Prestige Cumbria Boot More Info

Prestige Cumbria Boot

£27.50 WAS £59.95

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

SAVE £32.45

More Info

25 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

More Info

65 reviews

Prestige Solent Boots More Info

Prestige Solent Boots

£45.00 WAS £59.95

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

SAVE £14.95

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23 reviews

Prestige Belgravia Boot More Info

Prestige Belgravia Boot

£45.00 WAS £59.95

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

SAVE £14.95

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42 reviews

Prestige Kensington Boot - Rubber Sole More Info

Prestige Kensington Boot - Rubber Sole

£45.00 WAS £59.95

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

SAVE £14.95

More Info

25 reviews

Prestige Chukka Boot More Info

Prestige Chukka Boot

£45.00 WAS £59.95

Prestige Chukka Boots: French Blue, online from Samuel Windsor. Tailored quality at outstanding prices.

SAVE £14.95

More Info

18 reviews

Prestige Chelsea Boot More Info

Prestige Chelsea Boot

£45.00 WAS £59.95

Prestige Chelsea Boot: Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

SAVE £14.95

More Info

87 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

126 reviews

Prestige Chelsea Boot More Info

Prestige Chelsea Boot

£45.00 WAS £59.95

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

SAVE £14.95

More Info

43 reviews

Samuel Windsor leather boots are handmade from fine Italian leather and feature Goodyear Welted soles. They 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 selection of boots include classics such as Chelsea boots and chukka boots. All of our high quality leather boots can be found in our Prestige range.