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115,719

Independent customer reviews

Most Popular

  1. Classic Oxford Shoe
    £37.50

  2. Classic Penny Loafer Shoe
    £37.50

  3. Classic Cheltenham Brogue
    £37.50

  4. Classic Deck Shoe
    £35.00

  5. Classic Oxford Shoe
    £37.50

  6. Summer Weight Chino Trousers
    £20.00

  7. Suit Trousers
    £29.00

  8. Suit Trousers
    £29.00

  9. Short Sleeve Linen Shirt
    £15.00

  10. Classic Kempton Shoe
    £37.50

Classic Semi-Brogue - Black

SALE

Classic Semi-Brogue - Black

£37.50

Typical High Street Price: £130.75

Save £93.25

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

More Info
(3627 reviews)
Classic Oxford Shoe - Black

SALE

Classic Oxford Shoe - Black

£37.50

Typical High Street Price: £130.75

Save £93.25

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.

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(6869 reviews)
Classic Quarter-Brogue - Black

SALE

Classic Quarter-Brogue - Black

£37.50

Typical High Street Price: £130.75

Save £93.25

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

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(1528 reviews)
Classic Monk Shoe - Black

SALE

Classic Monk Shoe - Black

£37.50

Typical High Street Price: £132.67

Save £95.17

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.

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(1996 reviews)
Prestige Tasselled Loafer - Black

SALE

Prestige Tasselled Loafer - Black

£47.50

Typical High Street Price: £132.67

Save £85.17

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

More Info
(490 reviews)
Churchill Suede Moccasin Slipper

SALE

Churchill Suede Moccasin Slipper

£25.00

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

More Info
(204 reviews)
Prestige Brogue - Rubber Sole - Black

SALE

Prestige Brogue - Rubber Sole - Black

£49.95

Typical High Street Price: £107.83

Save £57.88

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

More Info
(440 reviews)
Classic Sandhurst Shoe - Black

SALE

Classic Sandhurst Shoe - Black

£37.50

Typical High Street Price: £130.75

Save £93.25

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

More Info
(279 reviews)
Prestige Penny Loafer - Black

SALE

Prestige Penny Loafer - Black

£47.50

Typical High Street Price: £132.67

Save £85.17

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

More Info
(220 reviews)
Prestige Monk Shoe - Rubber Sole - Black

SALE

Prestige Monk Shoe - Rubber Sole - Black

£49.95

Typical High Street Price: £107.83

Save £57.88

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

More Info
(165 reviews)
Prestige Kensington Boot - Rubber Sole - Black

SALE

Prestige Kensington Boot - Rubber Sole - Black

£52.50

Typical High Street Price: £152.00

Save £99.50

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

More Info
(230 reviews)
Prestige Dress Shoe

SALE

Prestige Dress Shoe

£47.50

Typical High Street Price: £105.00

Save £57.50

Shopping for men's dress shoes? Add the finishing touch to your formal outfit with Samuel Windsor prestige dress shoes, made from fine Italian leather.

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(148 reviews)
Prestige Semi Brogue

SALE

Prestige Semi Brogue

£47.50

Typical High Street Price: £130.75

Save £83.25

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

More Info
(64 reviews)
Prestige Oxford

SALE

Prestige Oxford

£49.95

Typical High Street Price: £136.33

Save £86.38

Prestige Oxford Shoe, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(89 reviews)
Prestige Twin Monk

SALE

Prestige Twin Monk

£47.50

Typical High Street Price: £132.67

Save £85.17

Prestige Twin Monk, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(72 reviews)
Prestige Brogue

SALE

Prestige Brogue

£49.95

Typical High Street Price: £136.33

Save £86.38

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

More Info
(90 reviews)
Classic Durham Shoe

SALE

Classic Durham Shoe

£37.50

Typical High Street Price: £130.75

Save £93.25

Classic Durham Shoe, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(57 reviews)
Classic Monk Brogue

SALE

Classic Monk Brogue

£37.50

Typical High Street Price: £132.67

Save £95.17

These monk brogue shoes have been producted using the finest Italian leathers and using a goodyear welted construction which offers and unbeatable combination of durability and comfort and an exceptional price.

More Info
(75 reviews)
Prestige Oxford Dress Shoe

SALE

Prestige Oxford Dress Shoe

£47.50

Typical High Street Price: £105.00

Save £57.50

Shopping for mens dress shoes? Add the finishing touch to your formal outfit with prestige Oxford dress shoes, from Samuel Windsor online.

More Info
(30 reviews)
Prestige Balham Boot - Black

SALE

Prestige Balham Boot - Black

£49.95

Typical High Street Price: £85.75

Save £35.80

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

More Info
Classic Penny Loafer Shoe - Black

SALE

Classic Penny Loafer Shoe - Black

£37.50

Typical High Street Price: £132.67

Save £95.17

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

More Info
(3519 reviews)
Classic City Shoe - Black

SALE

Classic City Shoe - Black

£37.50

Typical High Street Price: £128.00

Save £90.50

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

More Info
(2620 reviews)
Prestige Oxford Shoe - Rubber Sole - Black

SALE

Prestige Oxford Shoe - Rubber Sole - Black

£49.95

Typical High Street Price: £107.83

Save £57.88

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

More Info
(1958 reviews)
Classic Richmond Shoe - Black

SALE

Classic Richmond Shoe - Black

£37.50

Typical High Street Price: £128.00

Save £90.50

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

More Info
(1628 reviews)
Classic Cheltenham Brogue - Black

SALE

Classic Cheltenham Brogue - Black

£37.50

Typical High Street Price: £130.75

Save £93.25

Buy classic black brogues. A staple shoe for the modern man, our handmade classic cheltenham brogues are the perfect shoe for formal and casual occasions.

More Info
(2586 reviews)
Classic Kempton Shoe - Black

SALE

Classic Kempton Shoe - Black

£37.50

Typical High Street Price: £132.67

Save £95.17

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

More Info
(1716 reviews)
Outdoor Mule - Black

SALE

Outdoor Mule - Black

£32.50

Typical High Street Price: £51.00

Save £18.50

Handmade using the finest nappa leathers these slippers are the perfect accompaniment to a dressing gown and a day lazing around the house.

More Info
(249 reviews)
Albert Slipper - Black

SALE

Albert Slipper - Black

£32.50

Typical High Street Price: £62.50

Save £30.00

Handmade Black Churchill Albert Leather Lined Slippers, hand-crafted using the finest nappa leathers. Visit Samuel Windsor now for amazing offers.

More Info
(142 reviews)
Grecian Slipper - Black

SALE

Grecian Slipper - Black

£25.00

Typical High Street Price: £62.50

Save £37.50

These Black Churchill Grecian Wool Lined Slippers have been hand-crafted using the finest nappa leathers. Visit Samuel Windsor online for great offers.

More Info
(94 reviews)
Mule - Black

SALE

Mule - Black

£32.50

Typical High Street Price: £62.50

Save £30.00

Handmade Black Churchill Mule Part Leather Lined Slippers, hand-crafted using the finest nappa leathers. Visit Samuel Windsor online now for amazing offers.

More Info
(69 reviews)
Prestige Gibson Shoe

SALE

Prestige Gibson Shoe

£49.95

Typical High Street Price: £107.83

Save £57.88

These Goodyear Welted, Prestige Gibson shoes, featuring Italian grained leather uppers, as well as a practical rubber sole, they have country styling, and are ideal as a more subtle choice of quality men’s shoe.

More Info
(63 reviews)
Shearling Mule - Black

SALE

Shearling Mule - Black

£25.00

Typical High Street Price: £61.75

Save £36.75

Shearling Mule - Black - Winter mules, the ultimate slipper. Soft, supple and warm water-resistant leather, at that time of year when you need it most.

More Info
(6 reviews)
Prestige Oxford Shoe - Black

SALE

Prestige Oxford Shoe - Black

£47.50

Typical High Street Price: £130.75

Save £83.25

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

More Info
(666 reviews)
Prestige Chelsea Boot - Black

SALE

Prestige Chelsea Boot - Black

£49.95

Typical High Street Price: £152.00

Save £102.05

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

More Info
(1143 reviews)
Prestige Semi-Brogue - Black

SALE

Prestige Semi-Brogue - Black

£47.50

Typical High Street Price: £130.75

Save £83.25

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

More Info
(775 reviews)

Samuel Windsor black shoes are available to order in sizes 5 to 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.