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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.

New

2 for $140

Prestige Slip-On Deck Shoe - Brown
New

2 for $140

Prestige Suede Chelsea Boot - Navy
New

2 for $140

Prestige Suede Chelsea Boot - Sand

2 for $120

Classic Chichester Shoe - Black

2 for $120

Classic Monk Shoe - Black

2 for $120

Classic Monk Shoe - Brown

2 for $120

Classic Penny Loafer Shoe - Black

2 for $120

Classic Penny Loafer - Brown

2 for $120

Classic Semi-Brogue

Classic Semi-Brogue

(1660)

$69.00

2 for $120

Classic Oxford Shoe - Brown

2 for $120

Classic Oxblood Cheltenham Brogue

2 for $120

Classic Suede Oxford Shoe

2 for $120

Classic Oxford Shoe - Oxblood

2 for $120

Classic Oxford Shoe - Mid-Brown

2 for $120

Classic Oxford Shoe - Tan

2 for $120

Classic Cheltenham Brogue in Suede

2 for $120

Classic Sandhurst Shoe

Classic Sandhurst Shoe

(1296)

$69.00

2 for $120

Classic Tan Cheltenham Brogue

2 for $120

Classic Boat Shoe - Navy/Brown

Classic Monk Shoe

(24)

$59.00

2 for $120

Classic Penny Loafer - Black Suede

2 for $120

Classic Monk Brogue - Black

2 for $120

Classic Slip-On Boat Shoe

2 for $120

Classic Semi-Brogue - Black

2 for $120

Classic Boat Shoe

Classic Boat Shoe

(674)

$69.00

2 for $120

Classic Penny Loafer - Brown Suede

2 for $120

Classic Oxford Shoe - Black

2 for $120

Classic Quarter-Brogue - Black

2 for $120

Classic Cheltenham Brogue - Black

2 for $120

Classic City Shoe - Black

2 for $120

Classic Kempton Shoe - Black

2 for $120

Classic Kempton Shoe

Classic Kempton Shoe

(2297)

$69.00

2 for $140

Prestige Lightweight Oxford - Brown

2 for $140

Prestige Tasselled Loafer - Black

2 for $140

Prestige Lightweight Brogue - Navy

2 for $140

Prestige Lightweight Brogue - Sand

2 for $140

Prestige Dress Shoe - Black

2 for $140

Prestige Oxford Dress Shoe - Black

2 for $140

Prestige Leather Lace-Up Boat Shoe

2 for $140

Prestige Lace-Up Boat Shoe

2 for $140

Prestige Boat Shoe

Prestige Boat Shoe

(215)

$79.00

2 for $140

Prestige Cumbria Boot

Prestige Cumbria Boot

(165)

$79.00

2 for $140

Prestige Tasselled Suede Loafer

2 for $140

Prestige Twin Monk Shoe - Oxblood

2 for $140

Prestige Twin Monk - Black

2 for $140

Prestige Slip-On Boat Shoe - Brown

2 for $140

Prestige Slip-On Boat Shoe - Green

2 for $140

Prestige Penny Loafer - Black

2 for $140

Prestige Semi-Brogue

Prestige Semi-Brogue

(550)

$79.00

2 for $140

Prestige Oxford Shoe - Black

2 for $140

Prestige Chelsea Boot

Prestige Chelsea Boot

(298)

$79.00

2 for $140

Prestige Chelsea Boot - Black

2 for $140

Prestige Suede Chelsea Boot

2 for $140

Prestige Semi-Brogue - Black

2 for $140

Prestige Belgravia Shoe

2 for $140

Prestige Lightweight Derby - Tan

2 for $140

Prestige Driving Shoe - Navy/Brown

Classic Moccasin

(96)

$69.00

Mule - Black

(112)

$52.50

Mule - Brown

(69)

$52.50

Fisherman's Sandals

(100)

$55.00

Outdoor Mule - Black

(418)

$52.50

Outdoor Mule - Brown

(769)

$52.50