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113,853

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Most Popular

  1. Classic Oxford Shoe
    £47.95

  2. Flat Front Chino
    £15.00

  3. Classic Cheltenham Brogue
    £47.95

  4. Classic Penny Loafer Shoe
    £47.95

  5. Pleated Chino Trousers
    £15.00

  6. Classic Oxford Shoe
    £47.95

  7. Flat Front Chino
    £15.00

  8. Flat Front Chino
    £15.00

  9. Moleskin Jeans
    £20.00

  10. Long Sleeve Weekend Shirt
    £22.50

Classic Semi-Brogue

Classic Semi-Brogue

£47.95

Typical High Street Price: £130.75

ANY TWO FOR £80

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

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92% (118)
Classic Monk Shoe

Classic Monk Shoe

£47.95

Typical High Street Price: £132.67

ANY TWO FOR £80

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

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90% (153)
Prestige Brogue - Rubber Sole

Prestige Brogue - Rubber Sole

£54.95

Typical High Street Price: £107.83

Save £52.88

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

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92% (86)
Prestige Kensington Boot - Rubber Sole

Prestige Kensington Boot - Rubber Sole

£59.95

Typical High Street Price: £152.00

Save £92.05

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

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90% (50)
Prestige Country Brogue - Rubber Sole

Prestige Country Brogue - Rubber Sole

£54.95

Typical High Street Price: £130.75

Save £75.80

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

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94% (47)
Classic Penny Loafer

Classic Penny Loafer

£47.95

Typical High Street Price: £132.67

ANY TWO FOR £80

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

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86% (77)
Classic Deck Shoe

Classic Deck Shoe

£47.95

Typical High Street Price: £88.50

ANY TWO FOR £80

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

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90% (138)
Prestige Penny Loafer

Prestige Penny Loafer

£54.95

Typical High Street Price: £132.67

Save £77.72

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

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90% (71)
Prestige Gibson Shoe - Rubber Sole

Prestige Gibson Shoe - Rubber Sole

£54.95

Typical High Street Price: £107.83

Save £52.88

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

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90% (50)
Prestige Slip-On Deck Shoe

Prestige Slip-On Deck Shoe

£49.95

Typical High Street Price: £111.00

Save £61.05

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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90% (101)
Classic Lace-Up Deck Shoe

Classic Lace-Up Deck Shoe

£47.95

Typical High Street Price: £88.50

ANY TWO FOR £80

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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88% (49)
Prestige Cumbria Boot

Prestige Cumbria Boot

£54.95

Typical High Street Price: £81.00

Save £26.05

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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92% (56)
Prestige Lace-Up Deck Shoe

Prestige Lace-Up Deck Shoe

£49.95

Typical High Street Price: £111.00

Save £61.05

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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90% (121)
Prestige Lightweight Brogue

Prestige Lightweight Brogue

£49.95

Typical High Street Price: £91.32

Save £41.37

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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Prestige Leather/Canvas Brogue

SALE

Prestige Leather/Canvas Brogue

£27.50

Typical High Street Price: £130.75

Save £103.25

Leather and canvas brogues from our Prestige range are the pinnacle of versatility. Choose from a range of colours at Samuel Windsor online.

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90% (46)
Prestige Deck Shoe

Prestige Deck Shoe

£49.95

Typical High Street Price: £111.00

Save £61.05

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

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90% (77)
Prestige Country Boot - Rubber Sole

Prestige Country Boot - Rubber Sole

£59.95

Typical High Street Price: £152.00

Save £92.05

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

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92% (50)
Classic Oxford Shoe - Cigar

Classic Oxford Shoe - Cigar

£47.95

Typical High Street Price: £130.75

ANY TWO FOR £80

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

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92% (54)
Classic Semi-Brogue

Classic Semi-Brogue

£47.95

Typical High Street Price: £130.75

ANY TWO FOR £80

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

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88% (69)
Classic Quarter-Brogue

Classic Quarter-Brogue

£47.95

Typical High Street Price: £130.75

ANY TWO FOR £80

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

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92% (39)
Classic Sandhurst Shoe

Classic Sandhurst Shoe

£47.95

Typical High Street Price: £130.75

ANY TWO FOR £80

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

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92% (47)
Prestige Oxford Shoe

Prestige Oxford Shoe

£54.95

Typical High Street Price: £130.75

Save £75.80

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

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86% (26)
Prestige Belgravia Shoe

Prestige Belgravia Shoe

£54.95

Typical High Street Price: £81.00

Save £26.05

These nubuck men’s boots are a great addition to any gent’s wardrobe.

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94% (62)
Prestige Chelsea Boot

Prestige Chelsea Boot

£54.95

Typical High Street Price: £152.00

Save £97.05

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

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94% (86)
Prestige Tasselled Loafer

Prestige Tasselled Loafer

£54.95

Typical High Street Price: £132.67

Save £77.72

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

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76% (25)
Classic Driving Shoe

Classic Driving Shoe

£47.95

Typical High Street Price: £76.13

ANY TWO FOR £80

Classic Driving Shoe are comfortable to wear which is perfect for the summer.

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84% (5)
Prestige Brogue

Prestige Brogue

£64.95

Typical High Street Price: £130.75

Save £65.80

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

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92% (35)
Prestige Split Brogue

Prestige Split Brogue

£54.95

Typical High Street Price: £136.33

Save £81.38

Make an entrance with Samuel Windsor Prestige Split Brogues. Its two-tone style and punch detailing make for an outstanding finish.

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90% (64)
Classic Deck Shoe

Classic Deck Shoe

£47.95

Typical High Street Price: £88.50

ANY TWO FOR £80

Classic Deck Shoe from Samuel Windsor online. Visit us today for discount prices on top quality mens shoes and clothing.

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88% (10)
Classic Cheltenham Brogue

Classic Cheltenham Brogue

£47.95

Typical High Street Price: £130.75

ANY TWO FOR £80

Buy classic suede brogues from Samuel Windsor. Our handmade suede brogues offer a casual variation of this classic brogue design.

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94% (33)
Prestige Chukka Boot - Rubber Sole

Prestige Chukka Boot - Rubber Sole

£54.95

Typical High Street Price: £81.00

Save £26.05

Buy Prestige Chukka Boots from Samuel Windsor. Rubber soles and Italian leather suede make this classic boot the perfect choice for a smart casual outfit.

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92% (28)
Prestige Balham Boot - Brown

NEW

Prestige Balham Boot - Brown

£54.95

Typical High Street Price: £81.00

Save £26.05

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

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80% (1)
Classic Penny Loafer

Classic Penny Loafer

£47.95

Typical High Street Price: £132.67

ANY TWO FOR £80

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

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90% (189)
Classic Oxford Shoe

Classic Oxford Shoe

£47.95

Typical High Street Price: £130.75

ANY TWO FOR £80

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

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94% (294)
Nubuck Trainer

SALE

Nubuck Trainer

£27.50

Nubuck Trainer, online from Samuel Windsor. Tailored quality at outstanding prices.

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88% (62)
Casual lace-up

SALE

Casual lace-up

£25.00

Casual Lace Up shoes, online from Samuel Windsor. Tailored quality at outstanding prices.

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88% (53)
Churchill Fleece Lined Outdoor Mule - Brown

SALE

Churchill Fleece Lined Outdoor Mule - Brown

£25.00

Typical High Street Price: £48.50

Save £23.50

Churchill Fleece Lined Outdoor Mule - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

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92% (55)
Outdoor Mule - Brown

Outdoor Mule - Brown

£37.50

Typical High Street Price: £48.50

ANY 2 FOR £65

Handmade using the finest nappa leathers these slippers are perfect for a day lazing around the house in your dressing gown.

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92% (278)
Churchill Suede Moccasin

SALE

Churchill Suede Moccasin

£25.00

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

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88% (65)
Albert Slipper - Brown

Albert Slipper - Brown

£37.50

Typical High Street Price: £62.50

ANY 2 FOR £65

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

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88% (95)
Grecian Slipper - Brown

SALE

Grecian Slipper - Brown

£25.00

Typical High Street Price: £62.50

Save £37.50

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

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84% (35)
Mule - Brown

Mule - Brown

£37.50

Typical High Street Price: £62.50

ANY 2 FOR £65

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

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90% (30)
Prestige Suede Chelsea Boot

Prestige Suede Chelsea Boot

£54.95

Typical High Street Price: £152.00

Save £97.05

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

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94% (75)

Samuel Windsor handmade brown shoes are available in a wide range of styles. Our Prestige leather shoes feature Goodyear welted construction for outstanding durability and comfort. Our brown brogues are perfect for a smart casual look. Order your brown shoes today, available in UK sizes 5 to 14.