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You are here: Home | Mens Classic Shoes

  • Classic Shoes
  • Goodyear Welted Construction
  • 30 Day Guarantee

Classic Shoes

The shoes in our classic collection are handmade by Samuel Windsor craftsmen using Goodyear Welted construction and the finest, premium grade leathers. Timeless, sophisticated, understated yet coolly confident, they will never go out of style. With a breathable and flexible leather lining, these are shoes you can wear all day long in true, blissful comfort, from workday to weekend.
Goodyear Welted construction (as used in all the very best handmade footwear, costing five times as much) allows the foot to flex in its most natural way and thus ensures maximum comfort while guaranteeing a lifetime of good looks and reliable wear.

30-Day Returns Guarantee

We offer a 30-day guarantee on our entire range. If you are not completely satisfied with your purchase then return the item to us within 30-days, worn or unworn, and we will refund you, no questions asked. Any unsuitable item can be returned using a pre-paid returns voucher which costs just £1, using collect plus.
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Black Oxford Shoes

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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Classic Semi-Brogues - Black

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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Classic City Shoe - Black

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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Classic Penny Loafer Shoe - Black

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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Classic Cheltenham Brogues - Black

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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Classic Oxford Shoes - Chestnut Brown

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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Classic Sandhurst Shoe - Tan

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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Classic Penny Loafer Suede

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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NEW PRODUCT !

Classic Gibson - Black

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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Richmond Classics Shoe - Black

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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Classic Plain Toe Cap Quarter Brogue - Black

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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Classic Suede Semi-Brogues - Brown Suede

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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Classic Monk Shoes - Black

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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NEW PRODUCT !

Classic Sandhurst Shoe - Black

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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Classic Durham - Brown

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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NEW PRODUCT !

Classic Leather Trainer Brown

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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Classic Monk Shoes - Burgundy-Brown

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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NEW PRODUCT !

Classic Deck Shoe - Blue/Brown

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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Classic Kempton Brown Shoe - Slip-On

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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Classic Kempton Black Shoe - Slip-On

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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Classic Monk Shoes - Suede

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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Sale Item

Classic Country Brogues - Brown - Rubber Sole

£30.00 RRP £100.00  
Buy any 2 pairs for £50
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Classic Driving Shoe - Tobacco

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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Classic Penny Loafer Shoe - Chestnut Brown

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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Classic Leather Trainer

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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Sale Item

Classic Deck Shoe - Brown Waxy - Rubber Sole

£30.00 RRP £100.00  
Buy any 2 pairs for £50
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NEW PRODUCT !

Classic Deck Shoe - Blue/Brown/White

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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Sale Item

Classic Henley Slip-On Shoe - Black

£30.00 RRP £100.00  
Buy any 2 pairs for £50
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Sale Item

Classic Driving Shoe - French Navy

£30.00 RRP £100.00  
Buy any 2 pairs for £50
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Sale Item

Classic Leather Trainer - Brown

£30.00 RRP £100.00  
Buy any 2 pairs for £50
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Classic Camden Shoe

£39.95 RRP £100.00  
Buy any 2 pairs for £69.95
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Sale Item

Classic Kempton Handmade Shoe - Tan

£30.00 RRP £100.00  
Buy any 2 pairs for £50
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Sale Item

Classic Deck Shoe - Blue - Rubber Sole

£30.00 RRP £100.00  
Buy any 2 pairs for £50
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Our stylish Samuel Windsor collection of leather handmade shoes features formal and casual designs that will be perfect for every occasion. Traditionally crafted by our master craftsmen using Goodyear Welted construction, our shoe range includes a choice of lace-up or slip-on, in black and brown. Our vintage styles include the Oxford, penny loafer, deck shoe and brogues, all part of our classic selection. Available to order in sizes 5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 9.5, 10, 11, 12, 13, and 14.

© 2012 Samuel Windsor, part of BVG-Airflo Group Ltd. All Rights Reserved.