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117,700

Independent customer reviews

Most Popular

  1. Classic Oxford Shoe
    £37.50

  2. Classic Cheltenham Brogue
    £37.50

  3. Classic Penny Loafer Shoe
    £37.50

  4. Classic Oxford Shoe
    £37.50

  5. Classic Kempton Shoe
    £37.50

  6. Prestige Gibson Shoe
    £26.95

  7. Classic Monk Shoe
    £37.50

  8. Prestige Oxford Shoe
    £49.95

  9. Outdoor Mule
    £32.50

  10. Classic Semi-Brogue
    £37.50

Classic Semi-Brogue - Black

Classic Semi-Brogue - Black

£37.50

Typical High Street Price: £130.75

ANY 2 FOR £70

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

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(3644 reviews)
Classic Oxford Shoe - Black

Classic Oxford Shoe - Black

£37.50

Typical High Street Price: £130.75

ANY 2 FOR £70

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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(6984 reviews)
Classic Semi-Brogue

Classic Semi-Brogue

£37.50

Typical High Street Price: £130.75

ANY 2 FOR £70

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

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(1471 reviews)
Classic Quarter-Brogue - Black

Classic Quarter-Brogue - Black

£37.50

Typical High Street Price: £130.75

ANY 2 FOR £70

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

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(1545 reviews)
Classic Monk Shoe - Black

Classic Monk Shoe - Black

£37.50

Typical High Street Price: £132.67

ANY 2 FOR £70

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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(2016 reviews)
Classic Monk Shoe

Classic Monk Shoe

£37.50

Typical High Street Price: £132.67

ANY 2 FOR £70

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

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(1367 reviews)
Prestige Tasselled Loafer - Black

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
(500 reviews)
Classic Penny Loafer

Classic Penny Loafer

£37.50

Typical High Street Price: £132.67

ANY 2 FOR £70

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

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(291 reviews)
Classic Deck Shoe

Classic Deck Shoe

£37.50

Typical High Street Price: £88.50

ANY 2 FOR £70

Classic Deck Shoe - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

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(554 reviews)
Prestige Derby Shoe

SALE

Prestige Derby Shoe

£25.95

Typical High Street Price: £77.07

Save £51.12

Prestige Derby Shoe - Navy Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

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(21 reviews)
Classic Oxford Shoe

Classic Oxford Shoe

£37.50

Typical High Street Price: £130.75

ANY 2 FOR £70

Classic Oxford Shoes - Tan, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(263 reviews)
Prestige Slip-On Deck Shoe

Prestige Slip-On Deck Shoe

£47.50

Typical High Street Price: £114.75

Save £67.25

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

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(240 reviews)
Classic Slip-On Deck Shoe

Classic Slip-On Deck Shoe

£37.50

Typical High Street Price: £88.50

ANY 2 FOR £70

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

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(311 reviews)
Prestige Slip-On Deck Shoe

Prestige Slip-On Deck Shoe

£47.50

Typical High Street Price: £114.75

Save £67.25

Our Prestige Slip-on Boat Shoes with contrasting colours is the epitome of casual sophistication. Visit us now for great offers on leather deck shoes.

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(270 reviews)
Classic Lace-Up Deck Shoe

SALE

Classic Lace-Up Deck Shoe

£23.50

Typical High Street Price: £88.50

Save £65.00

Our Classic Lace-Up Boat Shoes are handmade by Samuel Windsor. These designer lace-up shoes are crafted using only the finest leathers.

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(128 reviews)
Prestige Cumbria Boot

Prestige Cumbria Boot

£49.95

Typical High Street Price: £87.25

Save £37.30

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.

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(116 reviews)
Prestige Lace-Up Deck Shoe

Prestige Lace-Up Deck Shoe

£47.50

Typical High Street Price: £114.75

Save £67.25

Prestige Leather Lace-Up Boat Shoe - exquisite design and exclusive quality, our prestige range are the epitome of British style and elegance.

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(309 reviews)
Prestige Lace-Up Deck Shoe

SALE

Prestige Lace-Up Deck Shoe

£23.95

Typical High Street Price: £114.75

Save £90.80

Our Prestige Lace-Up Boat Shoes with contrasting colours is the epitome of casual sophistication. Visit us now for great offers on leather deck shoes.

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(154 reviews)
Prestige Lightweight Brogue

SALE

Prestige Lightweight Brogue

£25.95

Typical High Street Price: £77.07

Save £51.12

Prestige Lightweight Brogue - Tobacco, a brogue shoe with an exquisite design and exclusive quality, our prestige range are the epitome of British style and elegance.

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(16 reviews)
Prestige Deck Shoe

Prestige Deck Shoe

£47.50

Typical High Street Price: £114.75

Save £67.25

These Prestige deck shoes are supremely comfortable, fabulously affordable and crafted using Italian leather. Visit now for great offers.

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(143 reviews)
Prestige Dress Shoe - Black

Prestige Dress Shoe - Black

£47.50

Typical High Street Price: £104.75

Save £57.25

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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(161 reviews)
Prestige Oxford Shoe

SALE

Prestige Oxford Shoe

£25.95

Typical High Street Price: £130.75

Save £104.80

Featuring a classic Oxford shoe design, these Goodyear Welted men’s shoes offer all the luxury you could ask for.

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(54 reviews)
Prestige Chelsea Boot

Prestige Chelsea Boot

£49.95

Typical High Street Price: £155.50

Save £105.55

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

More Info
(208 reviews)
Prestige Tasselled Loafer

SALE

Prestige Tasselled Loafer

£28.95

Typical High Street Price: £132.67

Save £103.72

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

More Info
(42 reviews)
Classic Durham Shoe - Black

Classic Durham Shoe - Black

£37.50

Typical High Street Price: £130.75

ANY 2 FOR £70

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

More Info
(67 reviews)
Prestige Oxford Dress Shoe - Black

Prestige Oxford Dress Shoe - Black

£47.50

Typical High Street Price: £104.75

Save £57.25

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

More Info
(37 reviews)
Prestige Chelsea Brogue Boot - Rubber Sole

Prestige Chelsea Brogue Boot - Rubber Sole

£52.50

Typical High Street Price: £155.50

Save £103.00

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

More Info
(52 reviews)
Classic Monk Shoe

NEW

Classic Monk Shoe

£37.50

Typical High Street Price: £132.67

ANY 2 FOR £70

These handmade Monk Shoes are another traditional classic from Samuel Windsor, painstakingly constructed from over 50 natural components.

More Info
(1 reviews)
Prestige Whitworth Brogue

NEW

Prestige Whitworth Brogue

£49.95

Typical High Street Price: £113.00

Save £63.05

For a truly contemporary take on the tradition and heritage of the brogue, look no further than our Whitworth styles.

More Info
(6 reviews)
Prestige Whitworth Brogue

NEW

Prestige Whitworth Brogue

£49.95

Typical High Street Price: £113.00

Save £63.05

For a truly contemporary take on the tradition and heritage of the brogue, look no further than our Whitworth styles.

More Info
(2 reviews)
Prestige Whitworth Brogue - Black

NEW

Prestige Whitworth Brogue - Black

£49.95

Typical High Street Price: £113.00

Save £63.05

For a truly contemporary take on the tradition and heritage of the brogue, look no further than our Whitworth styles.

More Info
Prestige Country Boot

NEW

Prestige Country Boot

£52.50

Typical High Street Price: £155.50

Save £103.00

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

More Info
Prestige Country Boot

NEW

Prestige Country Boot

£52.50

Typical High Street Price: £155.50

Save £103.00

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

More Info
Prestige Oxford Shoe

NEW

Prestige Oxford Shoe

£49.95

Typical High Street Price: £128.00

Save £78.05

Featuring a classic Oxford shoe design, these Goodyear Welted men’s shoes offer all the luxury you could ask for.

More Info
(1 reviews)
Classic Penny Loafer Shoe - Black

Classic Penny Loafer Shoe - Black

£37.50

Typical High Street Price: £132.67

ANY 2 FOR £70

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

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(3564 reviews)
Classic Penny Loafer

Classic Penny Loafer

£37.50

Typical High Street Price: £132.67

ANY 2 FOR £70

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

More Info
(1845 reviews)
Classic Oxford Shoe

Classic Oxford Shoe

£37.50

Typical High Street Price: £130.75

ANY 2 FOR £70

Crafted using time honoured shoe making techniques, these Samuel Windsor Classic Oxford Shoes in chestnut brown are classic formal shoes or office shoes.

More Info
(2113 reviews)
Classic City Shoe - Black

Classic City Shoe - Black

£37.50

Typical High Street Price: £128.00

ANY 2 FOR £70

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

More Info
(2633 reviews)
Prestige Oxford Shoe - Rubber Sole - Black

Prestige Oxford Shoe - Rubber Sole - Black

£49.95

Typical High Street Price: £128.00

Save £78.05

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

More Info
(1975 reviews)
Classic Kempton Shoe - Black

Classic Kempton Shoe - Black

£37.50

Typical High Street Price: £132.67

ANY 2 FOR £70

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

More Info
(1745 reviews)
Classic Kempton Shoe

Classic Kempton Shoe

£37.50

Typical High Street Price: £132.67

ANY 2 FOR £70

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.

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(2191 reviews)
Prestige Oxford Shoe - Black

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
(677 reviews)
Prestige Chelsea Boot - Black

Prestige Chelsea Boot - Black

£49.95

Typical High Street Price: £155.50

Save £105.55

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

More Info
(1161 reviews)
Prestige Semi-Brogue

Prestige Semi-Brogue

£47.50

Typical High Street Price: £130.75

Save £83.25

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

More Info
(529 reviews)
Classic Penny Loafer

Classic Penny Loafer

£37.50

Typical High Street Price: £132.67

ANY 2 FOR £70

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

More Info
(833 reviews)

We hope you've found the perfect gentlemen's leather shoe for you. We pride ourselves on having an extensive selection of colours, sizes and styles, from luxury formal shoes to comfortable casual shoes. For the ultimate in comfortable footwear, be sure to browse our quality collection of men's leather slippers. If you can't find what you're looking for please contact us.