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92%
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Most Popular

  1. Classic Oxford Shoe
    £47.95

  2. Classic Cheltenham Brogue
    £47.95

  3. Classic Penny Loafer Shoe
    £47.95

  4. Pleated Chino Trousers
    £17.50

  5. Classic Oxford Shoe
    £47.95

  6. Moleskin Jeans
    £20.00

  7. Flat Front Chino
    £17.50

  8. Classic Monk Shoe
    £47.95

  9. Prestige Oxford Shoe
    £64.95

  10. Classic Semi-Brogue
    £47.95

Classic Semi-Brogue - Black

Classic Semi-Brogue - Black

£47.95

Typical High Street Price: £129.50

ANY 2 PAIRS £80

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

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94% (163)
Classic Semi-Brogue

Classic Semi-Brogue

£47.95

Typical High Street Price: £129.50

ANY 2 PAIRS £80

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

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92% (123)
Classic Quarter-Brogue - Black

Classic Quarter-Brogue - Black

£47.95

Typical High Street Price: £129.50

ANY 2 PAIRS £80

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

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92% (129)
Prestige Brogue - Rubber Sole - Black

Prestige Brogue - Rubber Sole - Black

£64.95

Typical High Street Price: £106.17

ANY 2 PAIRS £99

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

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92% (75)
Prestige Brogue - Rubber Sole

Prestige Brogue - Rubber Sole

£64.95

Typical High Street Price: £106.17

ANY 2 PAIRS £99

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

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92% (86)
Classic Sandhurst Shoe

Classic Sandhurst Shoe

£47.95

Typical High Street Price: £129.50

ANY 2 PAIRS £80

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

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90% (25)
Classic Sandhurst Shoe - Black

Classic Sandhurst Shoe - Black

£47.95

Typical High Street Price: £129.50

ANY 2 PAIRS £80

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

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90% (71)
Prestige Country Brogue - Rubber Sole

Prestige Country Brogue - Rubber Sole

£64.95

Typical High Street Price: £129.50

ANY 2 PAIRS £99

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

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94% (49)
Classic Durham Shoe

Classic Durham Shoe

£47.95

Typical High Street Price: £129.50

ANY 2 PAIRS £80

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

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90% (60)
Prestige Lightweight Brogue

Prestige Lightweight Brogue

£64.95

Typical High Street Price: £129.50

ANY 2 PAIRS £99

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

£25.00

Typical High Street Price: £129.50

Save £104.50

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% (47)
Prestige Leather/Canvas Brogue

SALE

Prestige Leather/Canvas Brogue

£25.00

Typical High Street Price: £129.50

Save £104.50

Prestige Leather/Canvas Brogue from our Prestige range are the pinnacle of versatility.

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96% (81)
Classic Semi-Brogue

Classic Semi-Brogue

£47.95

Typical High Street Price: £129.50

ANY 2 PAIRS £80

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

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86% (68)
Classic Quarter-Brogue

Classic Quarter-Brogue

£47.95

Typical High Street Price: £129.50

ANY 2 PAIRS £80

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

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92% (41)
Classic Sandhurst Shoe

Classic Sandhurst Shoe

£47.95

Typical High Street Price: £129.50

ANY 2 PAIRS £80

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

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90% (48)
Prestige Brogue

Prestige Brogue

£64.95

Typical High Street Price: £129.50

ANY 2 PAIRS £99

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

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92% (35)
Prestige Semi Brogue

Prestige Semi Brogue

£64.95

Typical High Street Price: £129.50

ANY 2 PAIRS £99

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

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96% (35)
Prestige Split Brogue

Prestige Split Brogue

£64.95

Typical High Street Price: £129.50

ANY 2 PAIRS £99

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% (70)
Prestige Brogue

Prestige Brogue

£64.95

Typical High Street Price: £129.50

ANY 2 PAIRS £99

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

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94% (78)
Prestige Lightweight Brogue

Prestige Lightweight Brogue

£64.95

Typical High Street Price: £129.50

ANY 2 PAIRS £99

Prestige Suede Brogues, online from Samuel Windsor. Visit us now for exceptional quality at outstanding prices.

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80% (1)
Classic Durham Shoe

Classic Durham Shoe

£47.95

Typical High Street Price: £129.50

ANY 2 PAIRS £80

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

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88% (43)
Classic Monk Brogue

Classic Monk Brogue

£47.95

Typical High Street Price: £131.00

ANY 2 PAIRS £80

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.

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90% (48)
Classic Cheltenham Brogue

Classic Cheltenham Brogue

£47.95

Typical High Street Price: £129.50

ANY 2 PAIRS £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% (29)
Classic Cheltenham Brogue

Classic Cheltenham Brogue

£47.95

Typical High Street Price: £129.50

ANY 2 PAIRS £80

Buy classic leather brogues. Our handmade tan leather brogues are stylish and comfortable, treading the line perfectly between smart and casual.

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94% (39)
Prestige Split Brogue

Prestige Split Brogue

£64.95

Typical High Street Price: £129.50

ANY 2 PAIRS £99

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

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80% (10)
Prestige Split Brogue Oxblood

Prestige Split Brogue Oxblood

£64.95

Typical High Street Price: £129.50

ANY 2 PAIRS £99

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

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96% (22)
Prestige Cheltenham Brogue

Prestige Cheltenham Brogue

£64.95

Typical High Street Price: £129.50

ANY 2 PAIRS £99

Buy premium brogues online from Samuel Windsor. Stand out from the crowd in our premium suede brogues, handmade to provide style, elegance and comfort.

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88% (7)
Classic Cheltenham Brogue - Black

Classic Cheltenham Brogue - Black

£47.95

Typical High Street Price: £129.50

ANY 2 PAIRS £80

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.

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92% (485)
Prestige Semi-Brogue - Black

Prestige Semi-Brogue - Black

£64.95

Typical High Street Price: £129.50

ANY 2 PAIRS £99

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

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86% (36)
Prestige Semi-Brogue

Prestige Semi-Brogue

£64.95

Typical High Street Price: £129.50

ANY 2 PAIRS £99

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

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92% (36)

Samuel Windsor brogues are quality shoes for men: they're the perfect blend of comfort, style and durability. Our range of suede and leather brogues are available in sizes from 5 - 14, so you can always find a pair that fit. Whether you prefer brown, black or even blue, our Goodyear welted brogues are built to last. If your love for all things brogue knows no bounds, check out our blog for a guide on how to wear men's brogues.