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Autumn 2016 collection

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95%
105,277 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 Chelsea Boot
    £64.95

  8. Prestige Oxford Shoe
    £64.95

  9. Classic Monk Shoe
    £47.95

  10. Classic Monk Brogue
    £47.95

Samuel Windsor Boots | Mens Leather BootsFROM £27.50

Prestige Chelsea Brogue Boot - Rubber Sole

NEW

Prestige Chelsea Brogue Boot - Rubber Sole

£64.95

Typical High Street Price: £149.25

Prestige Chelsea Brogue Boot - Rubber Sole is made by hand using Goodyear Welted construction.

BUY 2 PAIRS FOR £99

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100% (1 reviews)
Prestige Chukka Boot - Rubber Sole

NEW

Prestige Chukka Boot - Rubber Sole

£64.95

Typical High Street Price: £84.00

Prestige Chukka Boot - Rubber Sole, online from Samuel Windsor. Tailored quality at outstanding prices.

BUY 2 PAIRS FOR £99

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100% (3 reviews)
Prestige Chukka Boot - Rubber Sole

NEW

Prestige Chukka Boot - Rubber Sole

£64.95

Typical High Street Price: £84.00

Prestige Chukka Boot - Rubber Sole, online from Samuel Windsor. Tailored quality at outstanding prices.

BUY 2 PAIRS FOR £99

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no reviews
Prestige Country Boot - Rubber Sole

Prestige Country Boot - Rubber Sole

£64.95

Typical High Street Price: £149.25

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

BUY 2 PAIRS FOR £99

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99% (117 reviews)
Prestige Country Boot - Rubber Sole

Prestige Country Boot - Rubber Sole

£64.95

Typical High Street Price: £149.25

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

BUY 2 PAIRS FOR £99

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100% (91 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% (66 reviews)
Prestige Deck Boot

Prestige Deck Boot

£27.50

Typical High Street Price: £111.00

Sturdy design meets the styling of a deck shoe in this Prestige Deck Boot.

Save £83.50

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100% (30 reviews)
Prestige Chelsea Boot

Prestige Chelsea Boot

£64.95

Typical High Street Price: £149.25

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

BUY 2 PAIRS FOR £99

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93% (129 reviews)
Prestige Cumbria Boot

Prestige Cumbria Boot

£64.95

Typical High Street Price: £84.00

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.

BUY 2 PAIRS FOR £99

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97% (61 reviews)
Prestige Dealer Boot - Rubber Sole

Prestige Dealer Boot - Rubber Sole

£64.95

Typical High Street Price: £149.25

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: £149.25

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

Save £121.75

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92% (51 reviews)
Prestige Kensington Boot - Rubber Sole - Black

Prestige Kensington Boot - Rubber Sole - Black

£64.95

Typical High Street Price: £149.25

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

BUY 2 PAIRS FOR £99

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93% (45 reviews)
Prestige Kensington Boot - Rubber Sole

Prestige Kensington Boot - Rubber Sole

£64.95

Typical High Street Price: £149.25

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

BUY 2 PAIRS FOR £99

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98% (48 reviews)
Prestige Chelsea Boot - Black

Prestige Chelsea Boot - Black

£64.95

Typical High Street Price: £149.25

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

BUY 2 PAIRS FOR £99

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97% (189 reviews)
Prestige Suede Chelsea Boot

Prestige Suede Chelsea Boot

£64.95

Typical High Street Price: £149.25

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

BUY 2 PAIRS FOR £99

More Info
95% (100 reviews)
Samuel Windsor boots are handmade from premium leather and suede. They are available to order in all sizes (including half sizes) from 5 to 14. Our selection includes classics such as desert boots and chukka boots. All of our high quality leather boots can be found in our Prestige range.