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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24 products
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Penny Loafer - Brown Suede
£59.00
Outdoor Mule - Brown
£40.00
Outdoor Mule - Black
£40.00
Deck Shoe - Brown
£45.00
Leather Trainer - Navy
£45.00
Deck Shoe - Navy/Brown
£45.00
Leather Trainer - Brown
£45.00
Slip-On Deck Shoe - Tobacco
£45.00
Cheltenham Brogue - Suede
£59.00
Penny Loafer - Basket Weave Tan
£59.00
Harbor Master Deck Shoe - Tan
£49.95
Deck Shoe - Nubuck Tobacco
£35.00 £45.00
Sale
Deck Shoe - Tobacco
£36.00 £45.00
Sale
Slip On Deck Shoe - Brown
£45.00
Suede Loafer - Navy
£39.20 £49.00
Sale
Driving Shoe - Navy Suede
£36.00 £45.00
Sale
Deck Shoe - Navy
£36.00 £45.00
Sale
Deck Shoe - Olive
£36.00 £45.00
Sale
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
15 products
Brogues
9 products
Loafers
11 products
Chelsea Boots
4 products
Desert Boots
Slippers
6 products
Trainers
6 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