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Any 2 Pairs for £40 or 3 for £50

Classic Monk Shoe
Classic Monk Shoe Classic Monk Shoe Classic Monk Shoe Classic Monk Shoe Classic Monk Shoe

Classic Monk Shoe

90% (1667 reviews)

£27.50 £22.50

Comparable High Street Price: £162.49

Save £139.99

Size & Measurement Guide

Fit First Time Rate 95%


Handmade and featuring the traditional style you have come to expect from Samuel Windsor, these monk shoes are lovingly handmade from over fifty natural components. The strap offers a boldness in style, making them a great shoe for making a statement. The polished leather sole, the Goodyear Welted construction, all examples of pure monk shoe refinement.

  • Classic leather men’s monk shoe
  • Superior leather sole
  • Goodyear Welted construction
  • Buckle strap for a bold style
  • Handcrafted using open hand stitching
  • Cushioned sock for added comfort
  • Sizes: 5 to 14
  • Hardwearing and comfortable design
  • Shoehorn provided

Sizes: 5, 6, 6½, 7, 7½, 8, 8½, 9, 9½, 10, 10½, 11, 12, 13, 14



Standard Delivery - Only £5.95

Please note standard delivery on all items is only £5.95, delivery charge applies per order regardless of number of items purchased. Delivery to Republic of Ireland, Scilly Isles, and Channel Islands is £10.95. Delivery to Northern Ireland, Isle of Man, Scottish Highlands and Islands is £6.95.

Express Delivery - From only £7.50

We offer a comprehensive range of express, timed and nominated day delivery options for a small additional charge. Simply choose the Express Delivery option on the checkout to view the delivery services available for your area.


The Samuel Windsor 30-day worn or unworn returns guarantee

We want you to be delighted with your purchase and so even after use, if you are not completely satisfied with your order for whatever reason simply return the item to us within 30 days for a refund.

Please note: For health and hygiene reasons, we are unable to offer a return or exchange for any items of underwear unless they are returned to us and are clearly unworn.

Size Guide
UK 5 6 6.5 7 7.5 8 8.5 9 9.5 10 10.5 11 12 13 14
US 5.5 6.5 7 7.5 8 8.5 9 9.5 10 10.5 11 11.5 12.5 13.5 14.5
EU 38 39.5 40 41 41.5 42 42.5 43 44 44.5 45 46 47 48 49.5
Fit First Time Rate

Fit First Time Rate for Classic Monk Shoe is 95%

There is nothing more frustrating than having to send an item back because the fit isn't perfect. We understand the importance of getting the fit right first time and so analyse every customer return and modify our sizing to ensure as high a possible "fit first time" rate. We openly share this rating with our customers so that they can see the accuracy of our sizing on everything we sell.

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