Winter Essentials, Crafted to Last

Expertly handcrafted shoes and boots, built using traditional Goodyear welted construction and premium leathers. Designed for those who value craftsmanship, longevity, and understated style.

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Oxford Shoes
17 products
Brogues
17 products
Loafers
13 products
Chelsea Boots
7 products
Deck Shoes
10 products
Trainers
6 products
Monk Shoes
2 products
Sandals
1 product
Slippers
6 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
£59.00
Oxford Shoe - Rubber Sole - Black
£69.00
Penny Loafer - Black
£59.00
Penny Loafer - Brown Suede
£59.00
Outdoor Mule - Brown
£40.00
Oxford Dress Shoe - Black
£59.00
Cheltenham Brogue - Black
£59.00
Oxford Shoe - Oxblood
£59.00
Outdoor Mule - Black
£40.00
Cheltenham Brogue - Oxblood
£59.00
Monk Shoe - Black
£59.00
Leather Trainer - Navy
£45.00
Deck Shoe - Brown
£45.00
Kempton Shoe - Oxblood
£59.00
Semi-brogue - Black
£59.00
Deck Shoe - Navy/Brown
£45.00
Leather Trainer - Brown
£45.00
Kempton Loafer - Black
£59.00
Flintsham Brogue - Tan
£55.20 £69.00
Sale
Cheltenham Brogue - Suede
£59.00
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DURABLE & LONG LASTING

Goodyear Welted Construction

COMFORT & FIT

Ethically Sourced, Premium Leather

HOW IT'S MADE

Our Considered Craftsmanship

Well over 153,016 verified reviews
The best online shoe maker going.
— Stephen Harley - Purchased Vanguard Chelsea Boot
Happy repeat customer. The shoes were exactly as ordered, and as expected based on previous purchase, were high quality and fitted me perfectly.
— Chris Lilley - Purchased Harbor Master Deck Shoes
Great product, great prices and great service from Samuel Windsor....as always!
— Hamish Kirkpatrick - Purchased Penny Loafer
CRAFTED TO LAST

Quality Styles for Autumn & Winter

Shop our range of heritage crafted Tattersall Shirts, Corduroy Trousers and stylish chinos. Made with durability in mind.

  • Tattersall Shirt - Cumbria
    £19.00 £25.00
    Sale
  • Tattersall Shirt - Hartsop
    £19.00 £25.00
    Sale
  • Signature Chino - Khaki
    £25.00 £30.00
    Sale
  • Signature Chino - Stone
    £25.00 £30.00
    Sale
  • Corduroy Trouser - Dark Olive
    £25.00 £30.00
    Sale
  • Corduroy Trouser - Gunmetal
    £25.00 £30.00
    Sale
  • Corduroy Trouser - Navy
    £25.00 £30.00
    Sale
    • CRAFTED TO LAST

    Quality Styles for Autumn & Winter

    Shop our range of heritage crafted Tattersall Shirts, Corduroy Trousers and stylish chinos. Made with durability in mind.