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Classic Semi-Brogue

Classic Semi-Brogue

£37.50 Was £100.00

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90% (1471)

Classic Semi-Brogue Handmade Shoes are hand crafted office shoes using open channel hand stitching.

Classic Monk Shoe

Classic Monk Shoe

£37.50 Was £100.00

Buy 2 pairs for £70

90% (1366)

Classic Monk Shoes are another traditional classic from Samuel Windsor.

Prestige Brogue - Rubber Sole

Prestige Brogue - Rubber Sole

£49.95 Was £115.00

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90% (631)

Men's Prestige Brogues, from Samuel Windsor, have been designed with instantly recognisable and traditional key features.

Prestige Kensington Boot - Rubber Sole

Prestige Kensington Boot - Rubber Sole

£52.50 Was £115.00

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90% (311)

Men's Prestige Kensington Men's Boots are part of the new Samuel Windsor Prestige range, handmade using Goodyear Welted construction. Constructed using the finest Italian leather uppers

Prestige Country Brogue - Rubber Sole

Prestige Country Brogue - Rubber Sole

£49.95 Was £115.00

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92% (279)

These are quality country brogues from Samuel Windsor. These Prestige men's brogue shoes offer serious comfort and stylish looks, and are handmade Goodyear Welted leather shoes with a no nonsense all-weather rubber sole.

Classic Penny Loafer

Classic Penny Loafer

£37.50 Was £100.00

Buy 2 pairs for £70

86% (291)

Classic Penny Loafers are classic formal shoes combined with supple easy slip on access.

Classic Deck Shoe

Classic Deck Shoe

£37.50 Was £100.00

Buy 2 pairs for £70

90% (554)

Versatile options for town or country, Classic Deck Shoes will quickly become weekend favourites.

Prestige Penny Loafer

Prestige Penny Loafer

£47.50 Was £115.00

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88% (184)

The Penny Loafer shoes from Samuel Windsor's Prestige range feature classic loafer styling with supple easy slip-on access.

Prestige Gibson Shoe - Rubber Sole

Prestige Gibson Shoe - Rubber Sole

£49.95 Was £115.00

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92% (242)

This Gibson shoe, part of the new Samuel Windsor Prestige range, is made by hand using Goodyear Welted construction.

Prestige Slip-On Boat Shoe

Prestige Slip-On Boat Shoe

£47.50 Was £115.00

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90% (240)

Prestige Slip-On Boat Shoe, exquisite design, exclusive quality and perfect workmanship, our Samuel Windsor Prestige collection of shoes are the epitome of British style and elegance.

Classic Slip-On Boat Shoe

Classic Slip-On Boat Shoe

£37.50 Was £100.00

Buy 2 pairs for £70

86% (311)

Classic Slip-On Boat Shoe, timeless, sophisticated, understated yet coolly confident – they will never go out of style.

Classic Lace-Up Boat Shoe

Classic Lace-Up Boat Shoe

£37.50 Was £100.00

Buy 2 pairs for £70

90% (128)

Classic Lace-Up Boat Shoe, timeless, sophisticated, understated yet coolly confident – they will never go out of style.

Prestige Cumbria Boot

Prestige Cumbria Boot

£49.95 Was £115.00

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92% (115)

Prestige Cumbria Boot, exquisite design, exclusive quality and perfect workmanship, our Samuel Windsor Prestige collection of shoes are the epitome of British style and elegance.

Prestige Lace-Up Boat Shoe

Prestige Lace-Up Boat Shoe

£47.50 Was £115.00

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88% (309)

Prestige Lace-Up Boat Shoe, exquisite design, exclusive quality and perfect workmanship, our Samuel Windsor Prestige collection of shoes are the epitome of British style and elegance.

Prestige Lightweight Brogue

Prestige Lightweight Brogue

£47.50 Was £115.00

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94% (16)

Prestige Lightweight Brogue, exquisite design, exclusive quality and perfect workmanship, our Samuel Windsor Prestige collection of shoes are the epitome of British style and elegance.

Prestige Deck Shoe

Prestige Deck Shoe

£47.50 Was £115.00

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90% (143)

Rugged features combined with the timeless naval style of a deck shoe, these Prestige deck shoes are supremely comfortable, and have Italian leather for that extra touch of class.

Prestige Country Boot - Rubber Sole

Prestige Country Boot - Rubber Sole

£52.50 Was £115.00

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96% (171)

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

Prestige Country Boot - Rubber Sole

Prestige Country Boot - Rubber Sole

£52.50 Was £115.00

Save £62.50

94% (126)

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

Classic Oxford Shoe

Classic Oxford Shoe

£37.50 Was £100.00

Buy 2 pairs for £70

92% (115)

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

Classic Semi-Brogue

Classic Semi-Brogue

£37.50 Was £100.00

Buy 2 pairs for £70

90% (137)

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

Classic Sandhurst Shoe

Classic Sandhurst Shoe

£37.50 Was £100.00

Buy 2 pairs for £70

88% (78)

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

Prestige Oxford Shoe

Prestige Oxford Shoe

£47.50 Was £115.00

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86% (54)

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

Prestige Belgravia Shoe

Prestige Belgravia Shoe

£49.95 Was £115.00

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92% (116)

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

Prestige Chelsea Boot

Prestige Chelsea Boot

£49.95 Was £115.00

Save £65.05

92% (207)

Men's Prestige Chelsea Boots are part of the Samuel Windsor Prestige range. These Men's Chelsea Boots are handmade from the finest Italian leather uppers, whilst Goodyear Welted construction provides longevity

Prestige Tasselled Loafer

Prestige Tasselled Loafer

£47.50 Was £115.00

Save £67.50

84% (42)

Men's Prestige Tasselled Loafers have been hand-made using Goodyear Welted construction. This range of shoes and boots is crafted from the finest Italian leather uppers for an unbeatable combination of comfort and durability.

Classic Driving Shoe

Classic Driving Shoe

£37.50 Was £100.00

Buy 2 pairs for £70

90% (48)

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

Prestige Split Brogue

Prestige Split Brogue

£49.95 Was £115.00

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90% (99)

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

Classic Cheltenham Brogue

Classic Cheltenham Brogue

£37.50 Was £100.00

Buy 2 pairs for £70

94% (58)

Cheltenham Half Brogues mens leather shoes, formal shoes or office shoes, mens brogue shoes which retain the elegant craftmanship personified by hand-stitching.

Prestige Chukka Boot - Rubber Sole

Prestige Chukka Boot - Rubber Sole

£49.95 Was £115.00

Save £65.05

94% (41)

Prestige Chukka Boot - Rubber Sole feature suede Italian leather uppers and are part of the Samuel Windsor Prestige range. Elegantly styled, these Men's Boots are perfect for most occasions

Prestige Chukka Boot - Rubber Sole

Prestige Chukka Boot - Rubber Sole

£49.95 Was £115.00

Save £65.05

96% (32)

Prestige Chukka Boot - Rubber Sole feature suede Italian leather uppers and are part of the Samuel Windsor Prestige range. Elegantly styled, these Men's Boots are perfect for most occasions

Prestige Cheltenham Brogue

Prestige Cheltenham Brogue

£47.50 Was £115.00

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96% (31)

Cheltenham Half Brogues mens leather shoes, formal shoes or office shoes, mens brogue shoes which retain the elegant craftmanship personified by hand-stitching.

Prestige Balham Boot

Prestige Balham Boot

£49.95 Was £115.00

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78% (8)

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

Prestige Penny Loafer Suede

Prestige Penny Loafer Suede

£47.50 Was £115.00

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96% (5)

These suede Penny loafers will provide a fantastic complement to your summer casual wardrobe.

Classic Monk Shoe

Classic Monk Shoe

£37.50 Was £100.00

Save £62.50

no reviews

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

Prestige Country Boot

Prestige Country Boot

£49.50 Was £115.00

Save £65.50

no reviews

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

Classic Penny Loafer

Classic Penny Loafer

£37.50 Was £100.00

Buy 2 pairs for £70

90% (1845)

Classic Penny Loafer Shoe, are a handmade classic dress style combined with easy slip-on access. The Penny Loafer Shoe's accommodating leather upper has been handcrafted, raising it to the highest level of shoe quality.

Classic Oxford Shoe

Classic Oxford Shoe

£37.50 Was £100.00

Buy 2 pairs for £70

92% (2112)

Using time honoured shoe making techniques, these handmade five-eyelet Classic Oxford Shoes with sleek polished quarters and a definitive cap toe, are a gentleman's classic.

Outdoor Lined Mule - Brown

Outdoor Lined Mule - Brown

£32.50 Was £60.00

Save £27.50

92% (105)

These luxurious Churchill outdoor mules are handsewn using the finest leather uppers, with a rugged hard-wearing sole and are fleece lined for extra winter warmth!

Outdoor Mule - Brown

Outdoor Mule - Brown

£32.50 Was £60.00

Save £27.50

94% (469)

Men's Churchill Outdoor Leather Mule Slippers have been handcrafted using the finest Napa leathers and are the perfect accompaniment to a dressing gown or loungewear.

Churchill Suede Moccasin

Churchill Suede Moccasin

£32.50 Was £60.00

Save £27.50

88% (476)

Men's Churchill Moccasin Slippers have been handcrafted with a rugged hard-wearing sole and a fully padded insole, making them ideal for wearing outdoors or indoors.

Albert Slipper - Brown

Albert Slipper - Brown

£32.50 Was £60.00

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88% (154)

Churchill Albert Leather Lined Men's Slippers have been hand-crafted using the finest Napa leathers for maximum comfort and a truly luxurious look and feel. Napa leather upper and a leather sole create a premium softness and durability.

Grecian Slipper - Brown

Grecian Slipper - Brown

£32.50 Was £60.00

Save £27.50

84% (94)

These Churchill Grecian Wool Lined slippers have been hand-crafted using the finest Napa leathers for a premium softness and enhanced durability.

Mule - Brown

Mule - Brown

£32.50 Was £60.00

Save £27.50

90% (49)

Churchill Mule Style Men's Slippers make the perfect gift for him. Hand crafted and part leather lined, using the finest Napa leathers, these premium Men's Slippers offer maximum comfort

Prestige Chelsea Boot

Prestige Chelsea Boot

£49.95 Was £115.00

Save £65.05

90% (617)

Men's Prestige Chelsea Men's Boots are part of the Samuel Windsor Prestige range. These Men's Chelsea Boots are handmade from the finest Italian leather uppers.

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