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Classic Shoes

Classic Semi-Brogue - Black

Classic Semi-Brogue - Black

£47.95 Was £100.00

Buy Any 2 Pairs for £80

94% (160)

Classic Semi-Brogues, designed by craftsmen at Samuel Windsor, allow the foot to flex in its most natural way, ensuring maximum comfort.

Classic Oxford Shoe - Black

Classic Oxford Shoe - Black

£47.95 Was £100.00

Buy Any 2 Pairs for £80

92% (859)

Oxford Shoes have been designed using time honoured shoe making techniques. These handmade five-eyelet Men's Classic Oxford Shoes, with sleek polished quarters and a definitive cap toe, are a gentleman's classic.

Classic Semi-Brogue

Classic Semi-Brogue

£47.95 Was £100.00

Buy Any 2 Pairs for £80

92% (121)

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

Classic Quarter-Brogue - Black

Classic Quarter-Brogue - Black

£47.95 Was £100.00

Buy Any 2 Pairs for £80

92% (129)

Classic Plain Toe Cap Quarter Brogues boast stitched quarters, and a definitive cap toe and are suitable for all occasions.

Classic Monk Shoe - Black

Classic Monk Shoe - Black

£47.95 Was £100.00

Buy Any 2 Pairs for £80

94% (248)

Classic Monk Shoes are another traditional classic from Samuel Windsor. Intricately constructed from over 50 natural components; from the polished leather sole to the full leather lining.

Classic Monk Shoe

Classic Monk Shoe

£47.95 Was £100.00

Buy Any 2 Pairs for £80

90% (158)

Classic Monk Shoes are another traditional classic from Samuel Windsor.

Classic Sandhurst Shoe

Classic Sandhurst Shoe

£47.95 Was £100.00

Buy Any 2 Pairs for £80

92% (204)

Classic Sandhurst Shoe, are handmade by Samuel Windsor craftsmen using Goodyear Welted construction and the finest, premium grade leathers. Timeless sophisticated, and understated

Classic Sandhurst Shoe - Black

Classic Sandhurst Shoe - Black

£47.95 Was £100.00

Buy Any 2 Pairs for £80

90% (71)

Classic Sandhurst Shoes will serve you for many years to come.

Classic Durham Shoe

Classic Durham Shoe

£47.95 Was £100.00

Buy Any 2 Pairs for £80

90% (60)

The Classic Durham Shoes offer the unique combination of unrivalled comfort and rugged wearability.

Classic Penny Loafer

Classic Penny Loafer

£47.95 Was £100.00

Buy Any 2 Pairs for £80

86% (79)

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

Classic Deck Shoe

Classic Deck Shoe

£47.95 Was £100.00

Buy Any 2 Pairs for £80

90% (151)

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

Classic Deck Shoe

Classic Deck Shoe

£47.95 Was £100.00

Buy Any 2 Pairs for £80

no reviews

Handmade from beautiful leather, the Classic Deck Shoes are enhanced by simple stitch detailing, contrasting leather laces and completed with a man-made slip resistant sole.

Classic Derby Shoe

Classic Derby Shoe

£47.95 Was £100.00

Buy Any 2 Pairs for £80

90% (64)

The Classic Derby Shoe features stylish yet subtle detailing.

Classic Oxford Shoe

Classic Oxford Shoe

£47.95 Was £100.00

Buy Any 2 Pairs for £80

94% (111)

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

Classic Slip-On Boat Shoe

Classic Slip-On Boat Shoe

£47.95 Was £100.00

Buy Any 2 Pairs for £80

86% (160)

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

£47.95 Was £100.00

Buy Any 2 Pairs for £80

90% (58)

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

Classic Oxford Shoe - Cigar

Classic Oxford Shoe - Cigar

£47.95 Was £100.00

Buy Any 2 Pairs for £80

92% (62)

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

Classic Semi-Brogue

Classic Semi-Brogue

£47.95 Was £100.00

Buy Any 2 Pairs for £80

86% (68)

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

Classic Quarter-Brogue

Classic Quarter-Brogue

£47.95 Was £100.00

Buy Any 2 Pairs for £80

92% (41)

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

Classic Sandhurst Shoe

Classic Sandhurst Shoe

£47.95 Was £100.00

Buy Any 2 Pairs for £80

90% (48)

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

Classic Driving Shoe

Classic Driving Shoe

£47.95 Was £100.00

Buy Any 2 Pairs for £80

100% (1)

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

Classic Moccasin

Classic Moccasin

£47.95 Was £100.00

Buy Any 2 Pairs for £80

100% (2)

Made from the finest, soft Italian leather, our Classic moccasins are carefully hand stitched, creating a wonderfully comfortable and durable casual shoe.

Classic Deck Shoe

Classic Deck Shoe

£47.95 Was £100.00

Buy Any 2 Pairs for £80

80% (2)

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

Classic Durham Shoe

Classic Durham Shoe

£47.95 Was £100.00

Buy Any 2 Pairs for £80

88% (43)

The Classic Durham Shoes offer the unique combination of unrivalled comfort and rugged wearability.

Classic Monk Brogue

Classic Monk Brogue

£47.95 Was £100.00

Buy Any 2 Pairs for £80

90% (48)

Handmade using a Goodyear Welted construction, this monk brogue shoes have been produced using the finest Italian leather uppers which offer an unbeatable combination of comfort and durability representing outstanding quality at an exceptional price.

Classic Cheltenham Brogue

Classic Cheltenham Brogue

£47.95 Was £100.00

Buy Any 2 Pairs for £80

94% (29)

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

Classic Cheltenham Brogue

Classic Cheltenham Brogue

£47.95 Was £100.00

Buy Any 2 Pairs for £80

94% (39)

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

Classic Penny Loafer Shoe - Black

Classic Penny Loafer Shoe - Black

£47.95 Was £100.00

Buy Any 2 Pairs for £80

90% (418)

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 Penny Loafer

Classic Penny Loafer

£47.95 Was £100.00

Buy Any 2 Pairs for £80

90% (195)

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

£47.95 Was £100.00

Buy Any 2 Pairs for £80

94% (288)

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.

Classic City Shoe - Black

Classic City Shoe - Black

£47.95 Was £100.00

Buy Any 2 Pairs for £80

86% (104)

Classic City Shoe is ideal for the work place.

Classic Richmond Shoe - Black

Classic Richmond Shoe - Black

£47.95 Was £100.00

Buy Any 2 Pairs for £80

88% (71)

Classic Kempton Slip-On Shoe will instantly add a touch of class to your work wardrobe. Part of an extensive selection of Men's Footwear, now available at Mail Shop.

Classic Cheltenham Brogue - Black

Classic Cheltenham Brogue - Black

£47.95 Was £100.00

Buy Any 2 Pairs for £80

92% (486)

Classic Cheltenham Brogues retain the elegant craftsmanship personified by hand-stitching and make a very smart and highly traditional pair of Men's Shoes.

Classic Kempton Shoe - Black

Classic Kempton Shoe - Black

£47.95 Was £100.00

Buy Any 2 Pairs for £80

92% (176)

Classic Kempton Slip-On Shoes are designed to look as good as formal shoes, office shoes or with casual wear.

Classic Kempton Shoe

Classic Kempton Shoe

£47.95 Was £100.00

Buy Any 2 Pairs for £80

94% (341)

Classic Kempton Slip-On Shoes are designed to look as good as formal shoes, office shoes or with casual wear.

Classic Penny Loafer

Classic Penny Loafer

£47.95 Was £100.00

Buy Any 2 Pairs for £80

90% (105)

Classic Penny Loafer, 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. The Goodyear

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