Call us: 0871 911 7044*

Choose Country:

UK
USA
Australia
30-day worn or unworn returns guarantee
Feefo
Done

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 Deck Shoes Derby Shoes Formal Shoes Leather Slippers Lightweight Shoes Loafers Monk Shoes Oxblood Shoes Oxford Shoes Prestige Shoes Sandals Tan Shoes Read More
Refine By
Sale Classic Suede Oxford Shoe

Classic Suede Oxford Shoe

(78)

£39.95 £27.50 Save £12.45

Comparable High Street Price: £137.24

Sale

Any 2 Pairs for £70

Classic Monk Shoe

Classic Monk Shoe

(1667)

£39.95

Comparable High Street Price: £159.99

Sale Prestige Brogue - Black

Prestige Brogue - Black

(169)

£59.00 £55.00 Save £4.00

Comparable High Street Price: £148.32

Sale Prestige Brogue - Rubber Sole - Black

Prestige Brogue - Rubber Sole - Black

(567)

£55.00 £35.00 Save £20.00

Comparable High Street Price: £142.99

Sale Prestige Brogue - Rubber Sole

Prestige Brogue - Rubber Sole

(766)

£55.00 £35.00 Save £20.00

Comparable High Street Price: £142.99

Grecian Slipper - Brown

(197)

£37.50

Comparable High Street Price: £50.00

Sale Prestige Semi-Brogue - Black

Prestige Semi-Brogue - Black

(868)

£49.95 £35.00 Save £14.95

Comparable High Street Price: £118.00

Sale Prestige Chelsea Boots - Rubber Sole - Tan

Prestige Chelsea Boots - Rubber Sole - Tan

(31)

£65.00 £59.00 Save £6.00

Comparable High Street Price: £173.50

Sale Classic Oxford Shoe

Classic Oxford Shoe

(400)

£39.95 £35.00 Save £4.95

Comparable High Street Price: £137.24

Sale Classic Leather Driving Shoe

Classic Leather Driving Shoe

(85)

£39.95 £25.00 Save £14.95

Comparable High Street Price: £78.50

Sale

Any 2 Pairs for £70

Classic Slip-On Deck Shoe

Classic Slip-On Deck Shoe

(428)

£39.95

Comparable High Street Price: £60.86

Sale

Any 2 Pairs for £70

Classic Derby Shoe - Black

Classic Derby Shoe - Black

(48)

£42.50

Comparable High Street Price: £139.50

Sale Prestige Suede Chelsea Boot - Brown

Prestige Suede Chelsea Boot - Brown

(38)

£55.00 £35.00 Save £20.00

Comparable High Street Price: £173.50

Churchill Fleece Lined Outdoor Mule - Brown

(222)

£37.50

Comparable High Street Price: £72.00

Sale Prestige Whitworth Brogue - Black

Prestige Whitworth Brogue - Black

(85)

£59.00 £39.95 Save £19.05

Comparable High Street Price: £148.32

Sale Prestige Bartlett Brogue In Tweed

Prestige Bartlett Brogue In Tweed

(45)

£65.00 £59.00 Save £6.00

Comparable High Street Price: £142.99

Sale Prestige Bartlett Brogue In Suede - Mid Brown

Prestige Bartlett Brogue In Suede - Mid Brown

(38)

£52.95 £29.00 Save £23.95

Comparable High Street Price: £142.99

Grecian Slipper - Navy

(77)

£37.50

Comparable High Street Price: £50.00

Sale Prestige Penny Loafer - Black

Prestige Penny Loafer - Black

(318)

£49.95 £35.00 Save £14.95

Comparable High Street Price: £143.50

Sale Prestige Semi-Brogue

Prestige Semi-Brogue

(591)

£49.95 £35.00 Save £14.95

Comparable High Street Price: £118.00

Sale Prestige Country Boot - Rubber Sole

Prestige Country Boot - Rubber Sole

(272)

£65.00 £59.00 Save £6.00

Comparable High Street Price: £173.50

Sale

Any 2 Pairs for £70

Classic Chichester Shoe - Oxblood

Classic Chichester Shoe - Oxblood

(152)

£39.95

Comparable High Street Price: £137.24

Grecian Slipper - Black

(197)

£37.50

Comparable High Street Price: £50.00

Albert Slipper - Brown

(271)

£37.50

Comparable High Street Price: £50.00

Sale

Any 2 Pairs for £80

Prestige Slip-On Deck Shoe

Prestige Slip-On Deck Shoe

(349)

£49.95 £45.00 Save £4.95

Comparable High Street Price: £115.00

Mule - Brown

(114)

£37.50

Comparable High Street Price: £50.00

Sale Classic Lightweight Brogue - Navy

Classic Lightweight Brogue - Navy

(43)

£39.95 £29.95 Save £10.00

Comparable High Street Price: £80.99

Sale

Any 2 Pairs for £80

Prestige Lace-Up Deck Shoe

Prestige Lace-Up Deck Shoe

(241)

£49.95 £45.00 Save £4.95

Comparable High Street Price: £115.00

Sale

Any 2 Pairs for £70

Classic Deck Shoe - Blue

Classic Deck Shoe - Blue

(42)

£39.95

Comparable High Street Price: £60.86

Sale Prestige Driving Shoe - Navy/Brown

Prestige Driving Shoe - Navy/Brown

(46)

£49.95 £27.50 Save £22.45

Comparable High Street Price: £78.50

Sale Prestige Kensington Boot - Rubber Sole - Black

Prestige Kensington Boot - Rubber Sole - Black

(317)

£60.00 £39.00 Save £21.00

Comparable High Street Price: £173.50

Sale Prestige Chiltern Boot - Brown

Prestige Chiltern Boot - Brown

(43)

£59.00 £55.00 Save £4.00

Comparable High Street Price: £145.99

Sale Prestige Chelsea Boot - Rubber Sole - Black

Prestige Chelsea Boot - Rubber Sole - Black

(30)

£65.00 £59.00 Save £6.00

Comparable High Street Price: £173.50

Sale

Any 2 Pairs for £80

Prestige Slip-On Deck Shoe

Prestige Slip-On Deck Shoe

(338)

£49.95 £45.00 Save £4.95

Comparable High Street Price: £115.00

Sale Classic Moccasin

Classic Moccasin

(119)

£39.95 £35.00 Save £4.95

Comparable High Street Price: £78.50

Sale Prestige Country Boot In Tweed

Prestige Country Boot In Tweed

(41)

£75.00 £69.00 Save £6.00

Comparable High Street Price: £142.99

Sale Prestige Suede Chelsea Boot - Navy

Prestige Suede Chelsea Boot - Navy

(59)

£52.95 £35.00 Save £17.95

Comparable High Street Price: £145.99

Sale Prestige Suede Chelsea Boot - Black

Prestige Suede Chelsea Boot - Black

(21)

£55.00 £39.00 Save £16.00

Comparable High Street Price: £173.50

Sale Prestige Penny Loafer - Suede - Black

Prestige Penny Loafer - Suede - Black

(28)

£49.95 £27.50 Save £22.45

Comparable High Street Price: £143.50

Sale Prestige Penny Loafer

Prestige Penny Loafer

(259)

£49.95 £35.00 Save £14.95

Comparable High Street Price: £143.50

Sale Prestige Chukka Boots - Tan

Prestige Chukka Boots - Tan

(31)

£65.00 £59.00 Save £6.00

Comparable High Street Price: £173.50

Sale

Any 2 Pairs for £70

Classic Deck Shoe - Tobacco

Classic Deck Shoe - Tobacco

(45)

£39.95

Comparable High Street Price: £60.86

Sale Prestige Lightweight Derby - Tan

Prestige Lightweight Derby - Tan

(38)

£49.95 £29.95 Save £20.00

Comparable High Street Price: £80.99

Sale Prestige Cumbria Boot

Prestige Cumbria Boot

(189)

£59.00 £55.00 Save £4.00

Comparable High Street Price: £145.99

Handmade Leather Sandal - Single Cross - Tan

(51)

£35.00

Comparable High Street Price: £45.13

Sale Prestige Davington Brogue - Tan

Prestige Davington Brogue - Tan

(26)

£59.00 £55.00 Save £4.00

Comparable High Street Price: £142.99

Handmade Leather Sandal - Touch Fasten - Brown

(96)

£35.00

Comparable High Street Price: £45.13

Sale Classic Lightweight Brogue - Sand

Classic Lightweight Brogue - Sand

(41)

£39.95 £29.95 Save £10.00

Comparable High Street Price: £80.99

Facebook Pixel RedEye Pixel