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  1. Black Oxford Shoes £44.95

  2. Classic Cheltenham Brogues - Black £44.95

  3. Classic Penny Loafer Shoe - Black £44.95

  4. Classic Sandhurst Shoe - Tan £44.95

  5. Classic City Shoe - Black £44.95

  6. Classic Oxford Shoes - Chestnut Brown £44.95

  7. Prestige Semi-Brogue - Black - Italian Leather Upper £59.95

  8. Moleskin Jacket - Tan £59.00

  9. Classic Penny Loafer Suede £44.95

  10. Classic Deck Shoe - Brown £44.95

Prestige Chelsea Boots: Brown Suede More Info

Prestige Chelsea Boots: Brown Suede

£59.95 WAS £115

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

Buy any 2 pairs for £90

More Info

81 reviews

Prestige Chelsea Boot: Brown More Info

Prestige Chelsea Boot: Brown

£59.95 WAS £115

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

Buy any 2 pairs for £90

More Info

130 reviews

Prestige Chelsea Boots: Black More Info

Prestige Chelsea Boots: Black

£59.95 WAS £115

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

Buy any 2 pairs for £90

More Info

180 reviews

Prestige Chukka Boots: Brown Suede More Info

Prestige Chukka Boots: Brown Suede

£59.95 WAS £115

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

Buy any 2 pairs for £90

More Info

68 reviews

Prestige Brown Dealer Boot - Rubber Sole More Info

Prestige Brown Dealer Boot - Rubber Sole

£59.95 WAS £115

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

Buy any 2 pairs for £90

More Info

93 reviews

Prestige Kensington Boot - Black More Info

Prestige Kensington Boot - Black

£59.95 WAS £115

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

Buy any 2 pairs for £90

More Info

67 reviews

Prestige Kensington Boot - Brown More Info

Prestige Kensington Boot - Brown

£59.95 WAS £115

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

Buy any 2 pairs for £90

More Info

80 reviews

Prestige Chukka Boots: French Blue More Info

Prestige Chukka Boots: French Blue

£59.95 WAS £115

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

Buy any 2 pairs for £90

More Info

60 reviews

Prestige Cumbria Boot - Dark Brown More Info

Prestige Cumbria Boot - Dark Brown

£59.95 WAS £115

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

Buy any 2 pairs for £90

More Info

44 reviews

Prestige Belgravia Boot More Info

Prestige Belgravia Boot

£59.95 WAS £115

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

Buy any 2 pairs for £90

More Info

100 reviews

Prestige Chukka Boots: Tobacco More Info

Prestige Chukka Boots: Tobacco

£59.95 WAS £115

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

Buy any 2 pairs for £90

More Info

36 reviews

Prestige Cumbria Boot - Tan More Info

Prestige Cumbria Boot - Tan

£59.95 WAS £115

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

Buy any 2 pairs for £90

More Info

28 reviews

Prestige Solent Boots More Info

Prestige Solent Boots

£59.95 WAS £115

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

Buy any 2 pairs for £90

More Info

30 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 and chukka boots. All of our high quality leather boots can be found in our Prestige range.