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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 colors. 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 Boat Shoes Boots Brogues Brown Shoes Chelsea Boots Chukka Boots Classic Shoes Crepe Sole Boots Derby Shoes Formal Shoes Leather Slippers Lightweight Shoes Loafers Monk Shoes Oxblood Shoes Oxford Shoes Prestige Shoes Sandals Sneakers Tan Shoes Read More
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Sale Leather Soled Sandal - Natural

Leather Soled Sandal - Natural

(0)

$49.00 $35.00 Save $14.00

Sale Leather Soled Sandal - Black

Leather Soled Sandal - Black

(0)

$49.00 $35.00 Save $14.00

Sale Leather Soled Sandal - Tan

Leather Soled Sandal - Tan

(1)

$49.00 $35.00 Save $14.00

Sale Prestige Tweed Brogue - Exmoor

Prestige Tweed Brogue - Exmoor

(7)

Was $189.00 $69.00 $55.00 Save $14.00

Sale Outdoor Mule – Burgundy

Outdoor Mule – Burgundy

(10)

Was $85.00 $49.00 $35.00 Save $14.00

Sale

Any 2 pairs for $80

Prestige Suede Sneakers - Tan

Prestige Suede Sneakers - Tan

(8)

Was $149.00 $65.00 $50.00 Save $15.00

Sale

Any 2 pairs for $80

Prestige Suede Sneakers - Gray

Prestige Suede Sneakers - Gray

(7)

Was $149.00 $65.00 $50.00 Save $15.00

Prestige Desert Boots - Gray

(2)

Was $159.00 $89.00

Prestige Lightweight Derby - Tan

(39)

Was $149.00 $85.00

Prestige Lightweight Derby - Tobacco

(41)

Was $149.00 $85.00

Sale

Any 2 pairs for $80

Prestige Boat Shoe - Gray

Prestige Boat Shoe - Gray

(410)

Was $149.00 $65.00 $45.00 Save $20.00

Sale

Any 2 pairs for $80

Prestige Penny Loafer - Black

Prestige Penny Loafer - Black

(322)

Was $149.00 $65.00 $45.00 Save $20.00

Sale

Any 2 pairs for $80

Prestige Boat Shoe - Tan

Prestige Boat Shoe - Tan

(410)

Was $149.00 $65.00 $45.00 Save $20.00

Sale

Any 2 pairs for $80

Prestige Boat Shoe - Navy

Prestige Boat Shoe - Navy

(353)

Was $149.00 $65.00 $45.00 Save $20.00

Sale

Any 2 pairs for $80

Prestige Penny Loafer - Tan

Prestige Penny Loafer - Tan

(266)

Was $149.00 $65.00 $45.00 Save $20.00

Sale

Any 2 Pairs For $70

Classic Boat Shoe - Blue

Classic Boat Shoe - Blue

(45)

Was $135.00 $55.00 $40.00 Save $15.00

Sale

Any 2 Pairs For $70

Classic Boat Shoe - Tobacco

Classic Boat Shoe - Tobacco

(46)

Was $135.00 $55.00 $40.00 Save $15.00

Sale Prestige Lightweight Derby - Tan

Prestige Lightweight Derby - Tan

(39)

Was $149.00 $45.00

Sale

Any 2 Pairs For $100

Classic Moccasin

Classic Moccasin

(119)

Was $135.00 $69.00 $65.00 Save $4.00

Sale Classic Leather Driving Shoe

Classic Leather Driving Shoe

(86)

Was $135.00 $40.00

Sale Prestige Driving Shoe - Navy/Brown

Prestige Driving Shoe - Navy/Brown

(46)

Was $149.00 $45.00

Sale

Any 2 Pairs For $100

Classic Suede Driving Shoe

Classic Suede Driving Shoe

(110)

Was $135.00 $69.00 $65.00 Save $4.00

Sale Prestige Penny Loafer - Suede - Black

Prestige Penny Loafer - Suede - Black

(29)

Was $159.00 $45.00

Sale

Any 2 Pairs For $70

Classic Derby Shoe - Suede

Classic Derby Shoe - Suede

(12)

Was $135.00 $55.00 $40.00 Save $15.00

Sale

Any 2 Pairs For $70

Classic Derby Shoe - Black Suede

Classic Derby Shoe - Black Suede

(19)

Was $135.00 $55.00 $40.00 Save $15.00

Sale

Any 2 Pairs For $70

Classic Derby Shoe - Black

Classic Derby Shoe - Black

(58)

Was $135.00 $55.00 $40.00 Save $15.00

Sale

Any 2 Pairs For $70

Classic Chichester Shoe - Oxblood

Classic Chichester Shoe - Oxblood

(167)

Was $135.00 $55.00 $40.00 Save $15.00

Sale Prestige Chelsea Boot - Rubber Sole - Black

Prestige Chelsea Boot - Rubber Sole - Black

(31)

Was $189.00 $69.00 $55.00 Save $14.00

Sale Prestige Davington Brogue - Tan

Prestige Davington Brogue - Tan

(27)

Was $159.00 $65.00 $50.00 Save $15.00

Sale Prestige Chukka Boot - Suede

Prestige Chukka Boot - Suede

(16)

Was $189.00 $85.00 $72.50 Save $12.50

Sale Prestige Chiltern Boot - Brown

Prestige Chiltern Boot - Brown

(47)

Was $159.00 $69.00 $55.00 Save $14.00

Sale Prestige Chiltern Boot - Nubuck

Prestige Chiltern Boot - Nubuck

(13)

Was $159.00 $69.00 $55.00 Save $14.00

Sale Prestige Chukka Boots - Tan

Prestige Chukka Boots - Tan

(33)

Was $189.00 $85.00 $80.00 Save $5.00

Sale Prestige Davington Brogue - Black

Prestige Davington Brogue - Black

(22)

Was $159.00 $85.00 $72.50 Save $12.50

Prestige Whitworth Brogue - Tan

(187)

Was $159.00 $75.00

Sale

Any 2 Pairs For $100

Classic Cheltenham Brogue In Suede - Mid Brown

Classic Cheltenham Brogue In Suede - Mid Brown

(70)

Was $135.00 $69.00 $65.00 Save $4.00

Sale Classic Oxford Shoe - Tan

Classic Oxford Shoe - Tan

(400)

Was $135.00 $69.00 $65.00 Save $4.00

Sale Prestige Suede Chelsea Boot - Black

Prestige Suede Chelsea Boot - Black

(27)

Was $189.00 $55.00

Sale Prestige Monk Boot - Black

Prestige Monk Boot - Black

(34)

Was $159.00 $85.00 $72.50 Save $12.50

Sale Prestige Country Boot - Black

Prestige Country Boot - Black

(106)

Was $189.00 $85.00 $80.00 Save $5.00

Sale

Any 2 Pairs For $70

Classic Monk Shoe - Brown

Classic Monk Shoe - Brown

(1667)

Was $135.00 $55.00 $40.00 Save $15.00

Sale

Any 2 Pairs For $70

Classic Penny Loafer Shoe - Black

Classic Penny Loafer Shoe - Black

(4123)

Was $135.00 $55.00 $40.00 Save $15.00

Sale

Any 2 Pairs For $70

Classic Penny Loafer - Brown

Classic Penny Loafer - Brown

(2126)

Was $135.00 $55.00 $40.00 Save $15.00

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