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Men's Boots

Discover our superb collection of men’s boots. A myriad of styles to match any occasion, such as the classic Chelsea boot or Dealer boot. Need something more rugged? Try our practical safety boots, all weather wellington boots, waterproof walking boots, or cosy thermal boots to keep your feet warm and safe in all weathers.

Alaska Boots for Men

Alaska Boots for Men

£32.00
Was £39.99

Save £7.99

These Alaska Boots for Men allow very easy slip-on access. Once you have them on you'll be really impressed with just how comfortable they are.

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90% (22)
Prestige Kensington Boot - Black

Prestige Kensington Boot - Black

£64.95
Was £115.00

Save £50.05

The Prestige Kensington Boot - Black is made by hand using Goodyear Welted construction.

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100% (2)
Prestige Cumbria Boot

Prestige Cumbria Boot

£47.50
Was £115.00

Buy 2 for £99

Our Prestige Cumbria Boot in Mid Brown features an exquisite design, exclusive quality and perfect workmanship.

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86% (3)
Prestige Country BootPrestige Country Boot - Rubber Sole

Prestige Country BootPrestige Country Boot - Rubber Sole

£64.95
Was £115.00

Save £50.05

Prestige Country Boot, a timeless classic, this antique tan country brogue boot from our Samuel Windsor Prestige range is a style every man should have in his wardrobe.

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100% (1)
Prestige Country Boot - Rubber Sole

Prestige Country Boot - Rubber Sole

£64.95
Was £115.00

Save £50.05

Prestige Country Boot, a timeless classic, this burgundy country brogue boot from our Samuel Windsor Prestige range is a style every man should have in his wardrobe.

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100% (2)
Prestige Belgravia Shoe

Prestige Belgravia Shoe

£47.50
Was £115.00

Save £67.50

These nubuck men’s boots are a great addition to any gent’s wardrobe.

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100% (2)
Prestige Chelsea Boot

Prestige Chelsea Boot

£47.50
Was £115.00

Buy 2 for £99

These beautiful re-designed Prestige Chelsea Boots have been painstakingly hand-stitched from heel to toe, using Goodyear Welted construction for a finish that will last for years and years to come.

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94% (3)
Prestige Chukka Boot - Rubber Sole

Prestige Chukka Boot - Rubber Sole

£47.50
Was £115.00

Save £67.50

Prestige Chukka Boot Suede - Rubber Sole are great as formal shoes, office shoes, and also suitable with a more casual outfit.

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Prestige Chukka Boot - Rubber Sole

Prestige Chukka Boot - Rubber Sole

£47.50
Was £115.00

Save £67.50

Prestige Chukka Boot - Rubber Sole are great as formal shoes, office shoes, and also suitable with a more casual outfit.

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Prestige Balham Boot - Brown New Product

Prestige Balham Boot - Brown

£64.95
Was £115.00

Save £50.05

Prestige Balham Boot - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

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Prestige Balham Boot - Black New Product

Prestige Balham Boot - Black

£64.95
Was £115.00

Save £50.05

Prestige Balham Boot - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

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Desert Boots

Desert Boots

£29.99
Was £64.99

Save £35.00

Desert Boots feature a quality premium suede on the upper with a cushioned full insole for comfort and durability.

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80% (4)
All-weather Boots

All-weather Boots

£19.99
Was £39.99

Save £20.00

Be prepared for another long cold winter with these wonderfully cosy all-weather boots. With the Men's All-weather Boots, you'll be ready to go every morning, rain or snow.

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82% (16)
Explorer Boots for Men

Explorer Boots for Men

£35.00

Explorer Boot for Men, with robust leather uppers and triple stitched for strength.

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94% (15)
Unisex All Weather Waterproof Boots

Unisex All Weather Waterproof Boots

£19.99
Was £39.99

Buy 2 pairs for £35

Get ready for another long cold winter with these wonderfully cosy unisex waterproof boots

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94% (3)
Leather Safety Boots

Leather Safety Boots

£29.99
Was £30.00

Save £0.01

High quality men's Leather Safety Boot with 200 joule protective steel toe cap.

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94% (6)
Waterproof Boots

Waterproof Boots

£34.99
Was £39.99

Save £5.00

The Waterproof Boot features a lightweight energy sole for superior grip and waterproof membrane to keep water out.

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80% (12)
Challenger Boot

Challenger Boot

£14.99
Was £19.99

Save £5.00

Challenger Boot has a thermal lining for warmth and additional comfort.

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72% (5)
Chelsea Boots Men's Real Leather Boots Buy One Get One Free

Chelsea Boots Men's Real Leather Boots

£44.99

These Chelsea Boots Men's Real Leather Boots feature dual stretch side panels and pull tab, with soles that are hand-stitched AND glued - a unique feature not found in other shoes at this great price.

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94% (108)
Prestige Chelsea Boot

Prestige Chelsea Boot

£47.50
Was £115.00

Save £67.50

The prestige chelsea boots: black are made from a traditional goodyear welted construction and italian leather uppers.

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96% (4)
Prestige Chelsea Boot

Prestige Chelsea Boot

£64.95
Was £115.00

Buy 2 for £99

The prestige chelsea boot: brown suede will take you back to the 1960's. The presige chelsea boot: brown suede are made from the finest Italian leahter uppers and have a goodyear welted construction providing durability and supreme comfort.

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Our wide variety of boots comes in black, brown, dark brown, tan and suede. Our styles include the handmade Chelsea Boot, Dealer Boot, Chukka Boot, Safety Boot, Fleece Lined and rubber boot. If you’re working in the garden look for our Men’s wellingtons and if you want a more formal style see our Men’s Formal Lace up shoes. Our Men’s boots are available in sizes 5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 9.5, 10, 10.5, 11, 12, 13, and 14.