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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 Oxford Shoes Prestige Shoes Sandals Sneakers Tan Shoes Read More
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Sale

Any 2 for $120

Classic Penny Loafer - Brown Suede

Classic Penny Loafer - Brown Suede

(958)

Was $135.00 $75.00 $65.00 Save $10.00

Sale

Any 2 pairs for $130

Prestige Penny Loafer - Tan

Prestige Penny Loafer - Tan

(261)

Was $149.00 $75.00 $72.50 Save $2.50

Sale Prestige Oxford Shoe - Rubber Sole - Black

Prestige Oxford Shoe - Rubber Sole - Black

(2328)

Was $159.00 $85.00 $80.00 Save $5.00

Sale

Any 2 pairs for $130

Prestige Slip-On Boat Shoe

Prestige Slip-On Boat Shoe

(339)

Was $149.00 $75.00 $72.50 Save $2.50

Sale Prestige Chukka Boots - Tan

Prestige Chukka Boots - Tan

(31)

Was $189.00 $85.00 $80.00 Save $5.00

Albert Slipper - Brown

(273)

Was $85.00 $55.00

Sale

Any 2 for $120

Classic Cheltenham Brogue In Suede - Mid Brown

Classic Cheltenham Brogue In Suede - Mid Brown

(68)

Was $135.00 $69.00 $65.00 Save $4.00

Sale

Any 2 pairs for $130

Prestige Suede Sneakers - Gray

Prestige Suede Sneakers - Gray

(5)

Was $149.00 $75.00 $72.50 Save $2.50

Sale

Any 2 for $120

Classic Suede Oxford Shoe

Classic Suede Oxford Shoe

(79)

Was $135.00 $69.00 $65.00 Save $4.00

Sale

Any 2 for $120

Classic Semi-Brogue - Black

Classic Semi-Brogue - Black

(4134)

Was $135.00 $69.00 $65.00 Save $4.00

Sale Prestige Penny Loafer

Prestige Penny Loafer

(261)

Was $149.00 $50.00

Sale

Any 2 for $120

Classic Penny Loafer - Dark Brown Suede

Classic Penny Loafer - Dark Brown Suede

(384)

Was $135.00 $75.00 $65.00 Save $10.00

Sale

Any 2 pairs for $130

Prestige Suede Sneakers - Navy

Prestige Suede Sneakers - Navy

(7)

Was $149.00 $75.00 $72.50 Save $2.50

Sale Prestige Country Boot - Rubber Sole - Tan

Prestige Country Boot - Rubber Sole - Tan

(272)

Was $189.00 $85.00 $80.00 Save $5.00

Sale Prestige Chelsea Boot

Prestige Chelsea Boot

(345)

Was $159.00 $85.00 $80.00 Save $5.00

Sale

Any 2 pairs for $130

Prestige Oxford Dress Shoe - Black

Prestige Oxford Dress Shoe - Black

(131)

Was $149.00 $75.00 $72.50 Save $2.50

Sale Prestige Bartlett Brogue - Tan

Prestige Bartlett Brogue - Tan

(140)

Was $159.00 $85.00 $80.00 Save $5.00

Sale

Any 2 pairs for $130

Prestige Boat Shoe - Gray

Prestige Boat Shoe - Gray

(403)

Was $149.00 $75.00 $72.50 Save $2.50

Sale

Any 2 for $120

Classic Tan Cheltenham Brogue

Classic Tan Cheltenham Brogue

(178)

Was $135.00 $69.00 $65.00 Save $4.00

Sale Prestige Penny Loafer - Black

Prestige Penny Loafer - Black

(319)

Was $149.00 $50.00

Sale

Any 2 for $120

Classic Derby Shoe - Suede

Classic Derby Shoe - Suede

(9)

Was $135.00 $75.00 $65.00 Save $10.00

Sale Prestige Chelsea Boot - Rubber Sole - Black

Prestige Chelsea Boot - Rubber Sole - Black

(30)

Was $189.00 $85.00 $80.00 Save $5.00

Sale

Any 2 pairs for $130

Prestige Lace-Up Boat Shoe

Prestige Lace-Up Boat Shoe

(241)

Was $149.00 $75.00 $72.50 Save $2.50

Sale

Any 2 pairs for $130

Prestige Suede Sneakers - Tan

Prestige Suede Sneakers - Tan

(7)

Was $149.00 $75.00 $72.50 Save $2.50

Sale Prestige Suede Chelsea Boot - Brown

Prestige Suede Chelsea Boot - Brown

(39)

Was $189.00 $50.00

Sale Prestige Semi-Brogue

Prestige Semi-Brogue

(591)

Was $149.00 $50.00

Sale Prestige Monk Boot - Black

Prestige Monk Boot - Black

(33)

Was $159.00 $85.00 $80.00 Save $5.00

Sale

Any 2 for $120

Classic Cheltenham Brogue in Suede

Classic Cheltenham Brogue in Suede

(150)

Was $135.00 $69.00 $65.00 Save $4.00

Sale Prestige Suede Chelsea Boot

Prestige Suede Chelsea Boot

(762)

Was $159.00 $85.00 $80.00 Save $5.00

Sale Prestige Lightweight Derby - Tan

Prestige Lightweight Derby - Tan

(38)

Was $149.00 $45.00

Sale Classic Leather Driving Shoe

Classic Leather Driving Shoe

(85)

Was $135.00 $40.00

Sale

Any 2 pairs for $130

Prestige Boat Shoe - Tan

Prestige Boat Shoe - Tan

(403)

Was $149.00 $75.00 $72.50 Save $2.50

Sale Prestige Chiltern Boot - Brown

Prestige Chiltern Boot - Brown

(44)

Was $159.00 $85.00 $80.00 Save $5.00

Sale Prestige Oxford Shoe - Rubber Sole

Prestige Oxford Shoe - Rubber Sole

(46)

Was $179.00 $45.00

Sale Prestige Cumbria Boot

Prestige Cumbria Boot

(190)

Was $159.00 $85.00 $80.00 Save $5.00

Sale Prestige Brogue - Black

Prestige Brogue - Black

(169)

Was $159.00 $85.00 $80.00 Save $5.00

Sale Prestige Belgravia Shoe

Prestige Belgravia Shoe

(224)

Was $159.00 $85.00 $80.00 Save $5.00

Sale Classic City Shoe - Black

Classic City Shoe - Black

(2950)

Was $135.00 $40.00

Sale

Any 2 for $120

Classic Lightweight Brogue - Navy

Classic Lightweight Brogue - Navy

(43)

Was $135.00 $69.00 $65.00 Save $4.00

Sale Prestige Chiltern Boot - Nubuck

Prestige Chiltern Boot - Nubuck

(13)

Was $159.00 $85.00 $80.00 Save $5.00

Sale Prestige Brogue - Rubber Sole

Prestige Brogue - Rubber Sole

(767)

Was $159.00 $50.00

Sale Prestige Davington Brogue - Black

Prestige Davington Brogue - Black

(22)

Was $159.00 $85.00 $80.00 Save $5.00

Sale Prestige Davington Brogue - Tan

Prestige Davington Brogue - Tan

(26)

Was $159.00 $85.00 $80.00 Save $5.00

Sale

Any 2 for $120

Classic Suede Driving Shoe

Classic Suede Driving Shoe

(110)

Was $135.00 $69.00 $65.00 Save $4.00

Sale Prestige Penny Loafer Suede - Navy

Prestige Penny Loafer Suede - Navy

(95)

Was $159.00 $45.00

Sale Prestige Suede Chelsea Boot - Black

Prestige Suede Chelsea Boot - Black

(27)

Was $189.00 $55.00

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