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115,723

Independent customer reviews

Most Popular

  1. Classic Oxford Shoe
    £37.50

  2. Classic Penny Loafer Shoe
    £37.50

  3. Classic Cheltenham Brogue
    £37.50

  4. Classic Deck Shoe
    £35.00

  5. Classic Oxford Shoe
    £37.50

  6. Summer Weight Chino Trousers
    £20.00

  7. Suit Trousers
    £29.00

  8. Suit Trousers
    £29.00

  9. Classic Kempton Shoe
    £37.50

  10. Short Sleeve Linen Shirt
    £15.00

Prestige Belgravia Shoe

SALE

Prestige Belgravia Shoe

£49.95

Typical High Street Price: £85.75

Save £35.80

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

More Info
(114 reviews)
Prestige Chelsea Boot

SALE

Prestige Chelsea Boot

£49.95

Typical High Street Price: £152.00

Save £102.05

Prestige Chelsea Boot, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(200 reviews)
Prestige Chelsea Brogue Boot - Rubber Sole

SALE

Prestige Chelsea Brogue Boot - Rubber Sole

£52.50

Typical High Street Price: £152.00

Save £99.50

Prestige Chelsea Brogue Boot - Rubber Sole is made by hand using Goodyear Welted construction.

More Info
(46 reviews)
Prestige Balham Boot - Brown

SALE

Prestige Balham Boot - Brown

£49.95

Typical High Street Price: £85.75

Save £35.80

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

More Info
(4 reviews)
Prestige Balham Boot - Black

SALE

Prestige Balham Boot - Black

£49.95

Typical High Street Price: £85.75

Save £35.80

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

More Info
Prestige Chelsea Boot - Black

SALE

Prestige Chelsea Boot - Black

£49.95

Typical High Street Price: £152.00

Save £102.05

Prestige Chelsea Boots: Black, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(1143 reviews)
Prestige Suede Chelsea Boot

SALE

Prestige Suede Chelsea Boot

£49.95

Typical High Street Price: £152.00

Save £102.05

Prestige Chelsea Boots: Brown Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(613 reviews)

Chelsea boots were made famous by The Beatles in the swinging sixties. Still on-trend today, these boots are a true statement of style. Samuel Windsor suede and leather Chelsea boots are handmade from the finest materials with Goodyear Welted construction. We stock shoes in sizes from 5 - 14, including many half sizes, so you can always find the right fit. Want more? Check out the Samuel Windsor blog, for our guide on how to wear Chelsea boots. For more quality leather and suede shoes, we also offer men's brogues, deck shoes and Oxford shoes.