Handcrafted Leather Shoes

MADE FOR MODERN URBAN LIFE

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From Those Who Walk With Us
These were the shoes that accompanied me at the most important event of my life: my wedding. Spectacularly comfortable and with the design I needed for the occasion. Thank you so much!!
— Phil Guzman
The beauty and perceived quality of this product are of a high standard and undeniable. The boots are comfortable and fit perfectly. Opening the box and finding the details included brings a great shopping experience. Thus, the online service can also be rated as impeccable. A new and surely loyal customer of Winston & Harry. Recommended
— J.P.
Great fit... amazing look!
— - Donald G.
Superb quality. Couldn’t be happier with purchase.
— Jo R.

DESIGNED FOR YOUR DAY

Boots

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Derbies

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Sneakers

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Monkstraps

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Loafers

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Oxfords

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Boat Shoes

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TOP PICKS

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Ireland
$249.00
Honey
Ireland

30 reviews
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Westminster
$249.00
Black
Westminster
 Honey
Westminster
 Brown
Westminster

41 reviews
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Ever
$169.00 $189.00
Sale
Red
Ever
 Light Brown
Ever
 Honey
Ever
 Blue
Ever
 Brown
Ever
+ 2 more

60 reviews
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Cornwall
$179.00 $229.00
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Honey
Cornwall
 Bordeaux
Cornwall

38 reviews
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Bristol
$229.00
Brown
Bristol
 Black
Bristol

28 reviews
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Spring
$229.00
Blue
Spring
 Honey
Spring
 Brown
Spring

13 reviews
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Lutton
$190.00
Blue
Lutton
 White
Lutton
 Brown
Lutton
 Walnut
Lutton
+ 1 more
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Bath
$179.00 $229.00
Sale
Brown
Bath
 Black
Bath
 Bordeaux
Bath

81 reviews
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Cambridge
$229.00
Honey
Cambridge
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Bolton
$169.00 $189.00
Sale
Oak
Bolton
 Black
Bolton
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Hope
$189.00
Blue
Hope
 Gray
Hope
 White
Hope
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Wisbech Loafers
$229.00
Black
Wisbech Loafers
 Cognag
Wisbech Loafers

19 reviews
Made for Every Step of Your Path Crafted by 42 hands over 182 steps to perfection.

SOPHISTICATION WITHOUT COMPLICATION

Designed with and for the
modern city life. At
our core, we champion
craftsmanship,
sustainability, and ethical
production.

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Big Style with Great Comfort

Quality with Integrity

Handcrafted by artisans, using responsibly sourced materials from trusted, eco-conscious suppliers.

Comfort You Can Rely On

Lightweight and easy to wear, made with care for all-day comfort.

Versatile for Urban Life

From workdays to weekends, each pair is carefully crafted to fit your day.

WHY W&H

At Winston & Harry, we believe shoes should fit your life as well as they fit your feet. That’s why we create handcrafted leather footwear that balances timeless design with everyday comfort. Light, durable, and built to last, our shoes are made for the modern man who values quality and simplicity in equal measure.

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