Winter Essentials

Welcome to Samuel Windsor – where timeless style meets exceptional quality. Explore our collection of handcrafted footwear and classic menswear, designed for discerning gentlemen

Browse AllNew Arrivals

Oxford Shoes
7 products
Brogues
7 products
Loafers
6 products
Chelsea Boots
3 products
Deck Shoes
7 products
Trainers
5 products
Monk Shoes
2 products
Desert Boots
Sandals
1 product
Slippers
5 products

Samuel Windsor

Timeless menswear crafted for the modern lifestyle. We believe in the art of enduring style—menswear that is as comfortable as it is refined, made to be worn.

Explore our collection of crafted mens footwear essentials and experience the quality, and craftsmanship that define our fit.

Our CollectionsOur Craftsmanship

Timeless Styles

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Oxford Shoe - Black
£49.95
Oxford Shoe - Rubber Sole - Black
£59.95
Penny Loafer - Black
£49.95
Outdoor Mule - Brown
£39.95
Penny Loafer - Brown Suede
£49.95
Cheltenham Brogue - Black
£49.95
Oxford Dress Shoe - Black
£49.95
Oxford Shoe - Oxblood
£49.95
Outdoor Mule - Black
£39.95
Cheltenham Brogue - Oxblood
£49.95
Monk Shoe - Black
£49.95
Deck Shoe - Brown
£45.00
Leather Trainer - Navy
£45.00
Kempton Shoe - Oxblood
£49.95
Deck Shoe - Navy/Brown
£45.00
Leather Trainer - Brown
£45.00
Semi-brogue - Black
£49.95
Flintsham Brogue - Tan
£69.00
Slip-On Deck Shoe - Tobacco
£39.95 £45.00
Sale
Cheltenham Brogue - Suede
£49.95
DURABLE & LONG LASTING

Goodyear Welted Construction

COMFORT & FIT

Ethically Sourced, Premium Leather

HOW IT'S MADE

Our Considered Craftsmanship

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
This is my second pair of these mules from Samuel Windsor. That should speak for itself.
— Ian Burrell - Purchased Outdoor Mule
Great product, great prices and great service from Samuel Windsor....as always!
— Hamish Kirkpatrick - Purchased Penny Loafer
CRAFTED TO LAST

Winter essentials

Step into the season with our Winter Essentials. Timeless shoes crafted for comfort and style, whatever the weather.

  • Country Brogue Boot - Tan
    £69.00
  • Flintsham Brogue - Tan
    £69.00
  • Vanguard Chelsea Boot - Tan
    £75.00
    • CRAFTED TO LAST

    Winter essentials

    Step into the season with our Winter Essentials. Timeless shoes crafted for comfort and style, whatever the weather.