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All Men's Shoes

Discover handmade men's shoes at incredible prices, here at Samuel Windsor. Made from the finest leather and suede, our high quality men's shoes are available in a wide choice of styles and colours. Need some formal shoes? Our smart leather Oxfords take you everywhere from the office to black tie events. Something more sturdy? Check out our Prestige men's boots with non-slip rubber soles for rugged, hardwearing comfort.

Black Shoes Boots Brogues Brown Shoes Chelsea Boots Chukka Boots Classic Shoes Crepe Sole Boots Deck Shoes Derby Shoes Formal Shoes Leather Slippers Lightweight Shoes Loafers Oxford Shoes Prestige Shoes Sandals Tan Shoes Trainers Read More
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Sale

Any 2 for £30

Grecian Slipper - Black

Grecian Slipper - Black

(207)

£37.50 £17.50 Save £20.00

Comparable High Street Price: £28.17

Sale

Any 2 Pairs for £45 or 3 for £60

Prestige Deck Shoe - Tan

Prestige Deck Shoe - Tan

(410)

£32.50 £25.00 Save £7.50

Comparable High Street Price: £116.25

Sale Prestige Davington Brogue - Tan

Prestige Davington Brogue - Tan

(27)

£39.95 £27.50 Save £12.45

Comparable High Street Price: £144.74

Sale Prestige Semi-Brogue

Prestige Semi-Brogue

(592)

£49.95

Comparable High Street Price: £96.75

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Moccasin

Classic Moccasin

(119)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £83.75

Sale Prestige Chiltern Boot - Brown

Prestige Chiltern Boot - Brown

(47)

£59.00 £29.95 Save £29.05

Comparable High Street Price: £138.49

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Deck Shoe - Tobacco

Classic Deck Shoe - Tobacco

(46)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £83.25

Sale Prestige Chukka Boots - Tan

Prestige Chukka Boots - Tan

(33)

£65.00 £39.00 Save £26.00

Comparable High Street Price: £176.00

Sale Prestige Bartlett Brogue In Tweed

Prestige Bartlett Brogue In Tweed

(46)

£65.00 £35.00 Save £30.00

Comparable High Street Price: £144.74

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Leather Driving Shoe

Classic Leather Driving Shoe

(86)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £83.75

Sale

Any 2 for £30

Outdoor Mule – Burgundy

Outdoor Mule – Burgundy

(10)

£42.50 £17.50 Save £25.00

Comparable High Street Price: £59.67

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Oxford Shoe

Classic Oxford Shoe

(400)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £144.74

Sale Prestige Chiltern Boot - Nubuck

Prestige Chiltern Boot - Nubuck

(13)

£59.00 £29.95 Save £29.05

Comparable High Street Price: £138.49

Sale Prestige Cumbria Boot

Prestige Cumbria Boot

(191)

£59.00 £29.00 Save £30.00

Comparable High Street Price: £138.49

Sale Prestige Penny Loafer - Black

Prestige Penny Loafer - Black

(322)

£49.95 £22.50 Save £27.45

Comparable High Street Price: £143.50

Sale

Any 2 Pairs for £45 or 3 for £60

Prestige Suede Trainers - Grey

Prestige Suede Trainers - Grey

(7)

£39.95 £25.00 Save £14.95

Comparable High Street Price: £86.25

Sale Prestige Country Boot In Tweed

Prestige Country Boot In Tweed

(42)

£75.00 £39.00 Save £36.00

Comparable High Street Price: £144.74

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Driving Shoe

Classic Driving Shoe

(110)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £83.75

Sale Prestige Penny Loafer

Prestige Penny Loafer

(266)

£49.95 £25.00 Save £24.95

Comparable High Street Price: £143.50

Sale Prestige Driving Shoe - Navy/Brown

Prestige Driving Shoe - Navy/Brown

(46)

£49.95 £25.00 Save £24.95

Comparable High Street Price: £83.75

Sale

Any 2 Pairs for £45 or 3 for £60

Prestige Deck Shoe - Navy

Prestige Deck Shoe - Navy

(353)

£32.50 £25.00 Save £7.50

Comparable High Street Price: £116.25

Sale

Any 2 Pairs for £45 or 3 for £60

Prestige Deck Shoe - Grey

Prestige Deck Shoe - Grey

(410)

£32.50 £25.00 Save £7.50

Comparable High Street Price: £116.25

Sale Prestige Crepe Sole Desert Boots - Tan

Prestige Crepe Sole Desert Boots - Tan

(3)

£59.00 £25.00 Save £34.00

Comparable High Street Price: £65.50

Sale Prestige Suede Chelsea Boot - Black

Prestige Suede Chelsea Boot - Black

(27)

£55.00

Comparable High Street Price: £176.00

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Derby Shoe - Suede

Classic Derby Shoe - Suede

(12)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £138.25

Sale

Any 2 Pairs for £45 or 3 for £60

Prestige Penny Loafer - Tan

Prestige Penny Loafer - Tan

(266)

£32.50 £25.00 Save £7.50

Comparable High Street Price: £143.50

Sale Prestige Monk Boot - Black

Prestige Monk Boot - Black

(34)

£49.95

Comparable High Street Price: £138.49

Sale Prestige Penny Loafer - Suede - Black

Prestige Penny Loafer - Suede - Black

(29)

£49.95 £27.50 Save £22.45

Comparable High Street Price: £143.50

Sale Prestige Chukka Boot - Suede

Prestige Chukka Boot - Suede

(16)

£65.00 £25.00 Save £40.00

Comparable High Street Price: £176.00

Sale Prestige Whitworth Brogue - Tan

Prestige Whitworth Brogue - Tan

(187)

£55.00 £25.00 Save £30.00

Comparable High Street Price: £158.32

Sale

Any 2 Pairs for £40 or 3 for £50

Classic Derby Shoe - Black Suede

Classic Derby Shoe - Black Suede

(19)

£27.50 £22.50 Save £5.00

Comparable High Street Price: £138.25

Sale Prestige Lightweight Derby - Tan

Prestige Lightweight Derby - Tan

(39)

£49.95 £25.00 Save £24.95

Comparable High Street Price: £73.49

Sale Prestige Lightweight Derby - Tan

Prestige Lightweight Derby - Tan

(39)

£49.95 £25.00 Save £24.95

Comparable High Street Price: £73.49

Sale

Any 2 Pairs for £45 or 3 for £60

Prestige Suede Trainers - Tan

Prestige Suede Trainers - Tan

(8)

£39.95 £25.00 Save £14.95

Comparable High Street Price: £86.25

Sale Prestige Lightweight Derby - Navy Suede

Prestige Lightweight Derby - Navy Suede

(39)

£49.95 £25.00 Save £24.95

Comparable High Street Price: £73.49

Sale

Any 2 Pairs for £45 or 3 for £60

Prestige Penny Loafer - Black

Prestige Penny Loafer - Black

(322)

£32.50 £25.00 Save £7.50

Comparable High Street Price: £143.50

Sale Prestige Lightweight Derby - Tobacco

Prestige Lightweight Derby - Tobacco

(41)

£49.95 £25.00 Save £24.95

Comparable High Street Price: £73.49

Sale Prestige Oxford Shoe - Rubber Sole

Prestige Oxford Shoe - Rubber Sole

(47)

£52.95 £25.00 Save £27.95

Comparable High Street Price: £144.74

Sale Prestige Davington Brogue - Black

Prestige Davington Brogue - Black

(22)

£45.00

Comparable High Street Price: £144.74

Sale Prestige Crepe Sole Chelsea Boots - Tan

Prestige Crepe Sole Chelsea Boots - Tan

(4)

£59.00 £25.00 Save £34.00

Comparable High Street Price: £65.50

Sale Prestige Crepe Sole Desert Boots - Grey

Prestige Crepe Sole Desert Boots - Grey

(2)

£59.00 £25.00 Save £34.00

Comparable High Street Price: £65.50

Sale Prestige Crepe Sole Desert Boots - Navy

Prestige Crepe Sole Desert Boots - Navy

(4)

£59.00 £25.00 Save £34.00

Comparable High Street Price: £65.50

Sale

Any 2 for £30

Leather Soled Sandal - Black

Leather Soled Sandal - Black

(0)

£32.50 £17.50 Save £15.00

Sale

Any 2 for £30

Leather Soled Sandal - Tan

Leather Soled Sandal - Tan

(1)

£32.50 £17.50 Save £15.00

Sale Prestige Crepe Sole Chelsea Boots - Navy

Prestige Crepe Sole Chelsea Boots - Navy

(0)

£59.00 £25.00 Save £34.00

Comparable High Street Price: £65.50

Sale Prestige Tweed Brogue - Exmoor

Prestige Tweed Brogue - Exmoor

(7)

£32.50

Comparable High Street Price: £144.74

Sale

Any 2 for £30

Churchill Suede Moccasin Slipper

Churchill Suede Moccasin Slipper

(280)

£35.00 £17.50 Save £17.50

Sale

Any 2 for £30

Churchill Suede Moccasin

Churchill Suede Moccasin

(576)

£35.00 £17.50 Save £17.50

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