Casual collection

Our collection of men’s casual shoes, trainers, boat shoes and loafers are the perfect everyday must-haves. Our men's brown suede shoes offer a smart casual option, whereas our men's leather trainers are a perfect laid-back alternative. 
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17 products
Best sellingAlphabetically, A-ZAlphabetically, Z-APrice, low to highPrice, high to low
Filter
17 products
Best sellingAlphabetically, A-ZAlphabetically, Z-APrice, low to highPrice, high to low
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Style
Size
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Outdoor Mule - Brown
£39.95
Penny Loafer - Brown Suede
£55.00
Outdoor Mule - Black
£39.95
Deck Shoe - Brown
£45.00
Leather Trainer - Navy
£45.00
Leather Trainer - Brown
£45.00
Deck Shoe - Navy/Brown
£45.00
Slip-On Deck Shoe - Tobacco
£45.00
Cheltenham Brogue - Suede
£55.00
Deck Shoe - Tobacco/Ginger
£39.95 £45.00
Sale
Harbor Master Deck Shoe - Tan
£49.95
Driving Shoe - Tobacco
£35.00 £45.00
Sale
Deck Shoe - Navy Nubuck
£35.00 £45.00
Sale
Deck Shoe - Nubuck Tobacco
£35.00 £45.00
Sale
Deck Shoe - Olive
£45.00
Deck Shoe - Navy
£45.00
Deck Shoe - Tobacco
£45.00
Well over 148,850 verified reviews
Customer service very good, delivery very quick. Very good quality shoes that are very well priced.
— Martin Buckley - Purchased Oxford Shoes
Great product, great prices and great service from Samuel Windsor....as always!
— Hamish Kirkpatrick - Purchased Penny Loafer
This is my second pair of these mules from Samuel Windsor. That should speak for itself.
— Ian Burrell - Purchased Outdoor Mule

Oxford Shoes
8 products
Brogues
7 products
Loafers
6 products
Chelsea Boots
3 products
Desert Boots
Slippers
7 products
Trainers
5 products
Deck Shoes
10 products
Monk Shoes
2 products
DURABLE & LONG LASTING

Goodyear Welted Construction

COMFORT & FIT

Ethically Sourced, Premium Leather

HOW ITS MADE

Our Considered Craftsmanship