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Most Popular

  1. Classic Oxford Shoe - Black £34.95

  2. Classic Cheltenham Brogue - Black £34.95

  3. Classic Penny Loafer Shoe - Black £34.95

  4. Classic Semi-Brogue - Black £34.95

  5. Prestige Oxford Shoe - Rubber Sole - Black £45.00

  6. Classic City Shoe - Black £34.95

  7. Classic Monk Shoe - Black £34.95

  8. Classic Quarter-Brogue - Black £34.95

  9. Prestige Lightweight Derby Shoe £45.00

  10. Classic Penny Loafer £34.95

Mens Slip-On Leather ShoesFROM £27.50

Classic Driving Shoe More Info

SALE

Classic Driving Shoe

£34.95 WAS £100.00

The Classic Driving Shoe is made with nubuck grained leather uppers, they are supremely comfortable and will last for many years.

BUY 2 PAIRS FOR £60

More Info

13 reviews

Prestige Slip-On Boat Shoe More Info

SALE

Prestige Slip-On Boat Shoe

£45.00 WAS £115.00

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

SAVE £70.00

More Info

23 reviews

Classic Slip-On Boat Shoe More Info

SALE

Classic Slip-On Boat Shoe

£34.95 WAS £100.00

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

BUY 2 PAIRS FOR £60

More Info

47 reviews

Prestige Slip-On Boat Shoe More Info

SALE

Prestige Slip-On Boat Shoe

£45.00 WAS £115.00

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

SAVE £70.00

More Info

33 reviews

Prestige Moccasin More Info

SALE

Prestige Moccasin

£45.00 WAS £115.00

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

SAVE £70.00

More Info

no reviews

Prestige Dealer Boot - Rubber Sole More Info

SALE

Prestige Dealer Boot - Rubber Sole

£45.00 WAS £115.00

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

SAVE £70.00

More Info

27 reviews

Prestige Dealer Boot - Rubber Sole More Info

SALE

Prestige Dealer Boot - Rubber Sole

£45.00 WAS £115.00

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

SAVE £70.00

More Info

18 reviews

Prestige Tasselled Loafer More Info

SALE

Prestige Tasselled Loafer

£45.00 WAS £115.00

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

SAVE £70.00

More Info

27 reviews

Prestige Hereford Shoe More Info

SALE

Prestige Hereford Shoe

£27.50 WAS £115.00

Prestige Hereford Shoes - Navy Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

SAVE £87.50

More Info

24 reviews

Prestige Pembroke Shoe More Info

SALE

Prestige Pembroke Shoe

£27.50 WAS £115.00

Prestige Pembroke Shoe - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

SAVE £87.50

More Info

19 reviews

Prestige Penny Loafer - Black More Info

SALE

Prestige Penny Loafer - Black

£45.00 WAS £115.00

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

SAVE £70.00

More Info

49 reviews

Prestige Penny Loafer More Info

SALE

Prestige Penny Loafer

£45.00 WAS £115.00

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

SAVE £70.00

More Info

44 reviews

Prestige Monk Shoe - Rubber Sole - Black More Info

SALE

Prestige Monk Shoe - Rubber Sole - Black

£45.00 WAS £115.00

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

SAVE £70.00

More Info

30 reviews

Classic Penny Loafer More Info

SALE

Classic Penny Loafer

£34.95 WAS £100.00

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

BUY 2 PAIRS FOR £60

More Info

75 reviews

Classic Claridge Shoe - Black More Info

SALE

Classic Claridge Shoe - Black

£34.95 WAS £100.00

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

BUY 2 PAIRS FOR £60

More Info

46 reviews

Prestige Hereford Shoe More Info

SALE

Prestige Hereford Shoe

£27.50 WAS £115.00

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

SAVE £87.50

More Info

19 reviews

Prestige Lincoln Shoe - Black More Info

SALE

Prestige Lincoln Shoe - Black

£45.00 WAS £115.00

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

SAVE £70.00

More Info

19 reviews

Prestige Tasselled Loafer More Info

SALE

Prestige Tasselled Loafer

£45.00 WAS £115.00

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

SAVE £70.00

More Info

49 reviews

Prestige Hereford Shoe - Black More Info

SALE

Prestige Hereford Shoe - Black

£27.50 WAS £115.00

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

SAVE £87.50

More Info

14 reviews

Prestige Belgravia Boot More Info

SALE

Prestige Belgravia Boot

£45.00 WAS £115.00

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

SAVE £70.00

More Info

43 reviews

Prestige Monk Shoe - Rubber Sole More Info

SALE

Prestige Monk Shoe - Rubber Sole

£45.00 WAS £115.00

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

SAVE £70.00

More Info

32 reviews

Prestige Tasselled Loafer - Black More Info

SALE

Prestige Tasselled Loafer - Black

£45.00 WAS £115.00

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

SAVE £70.00

More Info

51 reviews

Classic Penny Loafer More Info

SALE

Classic Penny Loafer

£34.95 WAS £100.00

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

BUY 2 PAIRS FOR £60

More Info

73 reviews

Classic Monk Shoe - Black More Info

SALE

Classic Monk Shoe - Black

£34.95 WAS £100.00

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.

BUY 2 PAIRS FOR £60

More Info

117 reviews

Classic Monk Shoe More Info

SALE

Classic Monk Shoe

£34.95 WAS £100.00

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

BUY 2 PAIRS FOR £60

More Info

79 reviews

Classic Penny Loafer Shoe - Black More Info

SALE

Classic Penny Loafer Shoe - Black

£34.95 WAS £100.00

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

BUY 2 PAIRS FOR £60

More Info

226 reviews

Classic Penny Loafer More Info

SALE

Classic Penny Loafer

£34.95 WAS £100.00

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

BUY 2 PAIRS FOR £60

More Info

98 reviews

Classic Kempton Shoe - Black More Info

SALE

Classic Kempton Shoe - Black

£34.95 WAS £100.00

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

BUY 2 PAIRS FOR £60

More Info

101 reviews

Classic Kempton Shoe More Info

SALE

Classic Kempton Shoe

£34.95 WAS £100.00

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.

BUY 2 PAIRS FOR £60

More Info

114 reviews

These handmade leather slip-on 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. This range includes tasselled loafers, driving shoes, and moccasins. Why not order a pair with our mens jumbo cord trousers and a long sleeve cotton twill shirt?

Our 'was' pricing refers to the original selling prices offered on our website www.swshoes.co.uk, and in our retail store between May 21 2015 and August 22 2015 (items sold at 'was' prices represent the lower proportion of sales).