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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 Semi-Brogue

SALE

Classic Semi-Brogue

£37.50

Typical High Street Price: £130.75

Save £93.25

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

More Info
(1464 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.

More Info
(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.

More Info
(1996 reviews)
Classic Monk Shoe

SALE

Classic Monk Shoe

£37.50

Typical High Street Price: £132.67

Save £95.17

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

More Info
(1342 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)
Classic Durham Shoe

SALE

Classic Durham Shoe

£37.50

Typical High Street Price: £130.75

Save £93.25

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

More Info
(222 reviews)
Classic Penny Loafer

SALE

Classic Penny Loafer

£37.50

Typical High Street Price: £132.67

Save £95.17

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

More Info
(281 reviews)
Classic Deck Shoe

SALE

Classic Deck Shoe

£35.00

Typical High Street Price: £88.50

Save £53.50

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

More Info
(526 reviews)
Prestige Derby Shoe

SALE

Prestige Derby Shoe

£47.50

Typical High Street Price: £91.32

Save £43.82

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

More Info
(13 reviews)
Classic Oxford Shoe

SALE

Classic Oxford Shoe

£37.50

Typical High Street Price: £130.75

Save £93.25

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

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

SALE

Prestige Slip-On Deck Shoe

£47.50

Typical High Street Price: £112.25

Save £64.75

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

More Info
(236 reviews)
Classic Slip-On Deck Shoe

SALE

Classic Slip-On Deck Shoe

£35.00

Typical High Street Price: £88.50

Save £53.50

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

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

SALE

Prestige Slip-On Deck Shoe

£47.50

Typical High Street Price: £112.25

Save £64.75

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.

More Info
(256 reviews)
Classic Lace-Up Deck Shoe

SALE

Classic Lace-Up Deck Shoe

£35.00

Typical High Street Price: £88.50

Save £53.50

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

More Info
(119 reviews)
Prestige Cumbria Boot

SALE

Prestige Cumbria Boot

£49.95

Typical High Street Price: £85.75

Save £35.80

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.

More Info
(112 reviews)
Prestige Lace-Up Deck Shoe

SALE

Prestige Lace-Up Deck Shoe

£47.50

Typical High Street Price: £112.25

Save £64.75

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

More Info
(301 reviews)
Prestige Lace-Up Deck Shoe

SALE

Prestige Lace-Up Deck Shoe

£47.50

Typical High Street Price: £112.25

Save £64.75

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.

More Info
(145 reviews)
Prestige Lightweight Brogue

SALE

Prestige Lightweight Brogue

£47.50

Typical High Street Price: £91.32

Save £43.82

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.

More Info
(8 reviews)
Prestige Deck Shoe

SALE

Prestige Deck Shoe

£47.50

Typical High Street Price: £112.25

Save £64.75

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

More Info
(126 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.

More Info
(148 reviews)
Classic Semi-Brogue

SALE

Classic Semi-Brogue

£37.50

Typical High Street Price: £130.75

Save £93.25

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

More Info
(137 reviews)
Classic Quarter-Brogue

SALE

Classic Quarter-Brogue

£37.50

Typical High Street Price: £130.75

Save £93.25

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

More Info
(76 reviews)
Classic Sandhurst Shoe

SALE

Classic Sandhurst Shoe

£37.50

Typical High Street Price: £130.75

Save £93.25

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

More Info
(77 reviews)
Prestige Oxford Shoe

SALE

Prestige Oxford Shoe

£47.50

Typical High Street Price: £130.75

Save £83.25

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

More Info
(51 reviews)
Prestige Chelsea Boot

SALE

Prestige Chelsea Boot

£49.95

Typical High Street Price: £152.00

Save £102.05

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

More Info
(200 reviews)
Prestige Tasselled Loafer

SALE

Prestige Tasselled Loafer

£47.50

Typical High Street Price: £132.67

Save £85.17

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

More Info
(40 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)
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 Chelsea Brogue Boot - Rubber Sole

SALE

Prestige Chelsea Brogue Boot - Rubber Sole

£52.50

Typical High Street Price: £152.00

Save £99.50

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

More Info
(46 reviews)
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 Penny Loafer

SALE

Classic Penny Loafer

£37.50

Typical High Street Price: £132.67

Save £95.17

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

More Info
(1815 reviews)
Classic Oxford Shoe

SALE

Classic Oxford Shoe

£37.50

Typical High Street Price: £130.75

Save £93.25

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
(2070 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 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)
Classic Kempton Shoe

SALE

Classic Kempton Shoe

£37.50

Typical High Street Price: £132.67

Save £95.17

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.

More Info
(2159 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

SALE

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
(526 reviews)
Classic Penny Loafer

SALE

Classic Penny Loafer

£37.50

Typical High Street Price: £132.67

Save £95.17

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

More Info
(825 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.