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117,719

Independent customer reviews

Most Popular

  1. Classic Oxford Shoe
    £37.50

  2. Classic Cheltenham Brogue
    £37.50

  3. Classic Penny Loafer Shoe
    £37.50

  4. Classic Oxford Shoe
    £37.50

  5. Classic Kempton Shoe
    £37.50

  6. Prestige Gibson Shoe
    £26.95

  7. Prestige Oxford Shoe
    £49.95

  8. Outdoor Mule
    £32.50

  9. Classic Monk Shoe
    £37.50

  10. Classic Semi-Brogue
    £37.50

Prestige Tasselled Loafer - Black

Prestige Tasselled Loafer - Black

£47.50

Typical High Street Price: £132.67

Save £85.17

Prestige Tasselled Loafer - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(500 reviews)
Prestige Brogue - Rubber Sole - Black

Prestige Brogue - Rubber Sole - Black

£49.95

Typical High Street Price: £128.00

Save £78.05

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

More Info
(448 reviews)
Prestige Brogue - Rubber Sole

Prestige Brogue - Rubber Sole

£49.95

Typical High Street Price: £128.00

Save £78.05

Prestige Brogue: Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(631 reviews)
Prestige Kensington Boot - Rubber Sole

Prestige Kensington Boot - Rubber Sole

£52.50

Typical High Street Price: £155.50

Save £103.00

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

More Info
(311 reviews)
Prestige Tasselled Suede Loafer

Prestige Tasselled Suede Loafer

£47.50

Typical High Street Price: £132.67

Save £85.17

Prestige Tasselled Loafer - Blue Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(246 reviews)
Prestige Country Brogue - Rubber Sole

Prestige Country Brogue - Rubber Sole

£49.95

Typical High Street Price: £130.75

Save £80.80

Prestige Country Brogue - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(279 reviews)
Prestige Lightweight Derby Shoe

SALE

Prestige Lightweight Derby Shoe

£25.95

Typical High Street Price: £77.07

Save £51.12

Prestige Lightweight Derby Shoe - Sand Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(10 reviews)
Prestige Penny Loafer - Black

Prestige Penny Loafer - Black

£47.50

Typical High Street Price: £132.67

Save £85.17

Prestige Penny Loafer - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(231 reviews)
Prestige Penny Loafer

Prestige Penny Loafer

£47.50

Typical High Street Price: £132.67

Save £85.17

Prestige Penny Loafer - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(184 reviews)
Prestige Monk Shoe - Rubber Sole - Black

SALE

Prestige Monk Shoe - Rubber Sole - Black

£25.95

Typical High Street Price: £128.00

Save £102.05

Prestige Monk Shoe - Black, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(169 reviews)
Prestige Gibson Shoe - Rubber Sole

SALE

Prestige Gibson Shoe - Rubber Sole

£26.95

Typical High Street Price: £128.00

Save £101.05

Prestige Gibson Shoe - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(242 reviews)
Prestige Kensington Boot - Rubber Sole - Black

Prestige Kensington Boot - Rubber Sole - Black

£52.50

Typical High Street Price: £155.50

Save £103.00

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

More Info
(234 reviews)
Prestige Derby Shoe

SALE

Prestige Derby Shoe

£25.95

Typical High Street Price: £77.07

Save £51.12

Prestige Derby Shoe - Navy Suede, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(21 reviews)
Prestige Oxford Shoe

SALE

Prestige Oxford Shoe

£22.95

Typical High Street Price: £130.75

Save £107.80

Prestige Oxford Shoe - Blue, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(168 reviews)
Prestige Oxford Shoe

SALE

Prestige Oxford Shoe

£22.95

Typical High Street Price: £130.75

Save £107.80

Prestige Oxford Shoe - Tobacco, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(215 reviews)
Prestige Slip-On Deck Shoe

Prestige Slip-On Deck Shoe

£47.50

Typical High Street Price: £114.75

Save £67.25

Prestige Leather Slip-On Boat Shoe - made with the finest Italian leather uppers or a luxury finish and unbeatable comfort and durability.

More Info
(240 reviews)
Prestige Slip-On Deck Shoe

Prestige Slip-On Deck Shoe

£47.50

Typical High Street Price: £114.75

Save £67.25

Our Prestige Slip-on Boat Shoes with contrasting colours is the epitome of casual sophistication. Visit us now for great offers on leather deck shoes.

More Info
(270 reviews)
Prestige Cumbria Boot

Prestige Cumbria Boot

£49.95

Typical High Street Price: £87.25

Save £37.30

Prestige Cumbria Boot - Mid Brown, a lace-up shoe with an exquisite design and exclusive quality, our prestige range are the epitome of British style and elegance.

More Info
(116 reviews)
Prestige Lace-Up Deck Shoe

Prestige Lace-Up Deck Shoe

£47.50

Typical High Street Price: £114.75

Save £67.25

Prestige Leather Lace-Up Boat Shoe - exquisite design and exclusive quality, our prestige range are the epitome of British style and elegance.

More Info
(309 reviews)
Prestige Lace-Up Deck Shoe

SALE

Prestige Lace-Up Deck Shoe

£23.95

Typical High Street Price: £114.75

Save £90.80

Our Prestige Lace-Up Boat Shoes with contrasting colours is the epitome of casual sophistication. Visit us now for great offers on leather deck shoes.

More Info
(154 reviews)
Prestige Lightweight Brogue

SALE

Prestige Lightweight Brogue

£25.95

Typical High Street Price: £77.07

Save £51.12

Prestige Lightweight Brogue - Tobacco, a brogue shoe with an exquisite design and exclusive quality, our prestige range are the epitome of British style and elegance.

More Info
(16 reviews)
Prestige Deck Shoe

Prestige Deck Shoe

£47.50

Typical High Street Price: £114.75

Save £67.25

These Prestige deck shoes are supremely comfortable, fabulously affordable and crafted using Italian leather. Visit now for great offers.

More Info
(143 reviews)
Prestige Dress Shoe - Black

Prestige Dress Shoe - Black

£47.50

Typical High Street Price: £104.75

Save £57.25

Shopping for men's dress shoes? Add the finishing touch to your formal outfit with Samuel Windsor prestige dress shoes, made from fine Italian leather.

More Info
(161 reviews)
Prestige Country Boot - Rubber Sole

Prestige Country Boot - Rubber Sole

£52.50

Typical High Street Price: £155.50

Save £103.00

Prestige Country Boot - Antique Tan, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(171 reviews)
Prestige Country Boot - Rubber Sole

Prestige Country Boot - Rubber Sole

£52.50

Typical High Street Price: £155.50

Save £103.00

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

More Info
(126 reviews)
Prestige Oxford Shoe

SALE

Prestige Oxford Shoe

£25.95

Typical High Street Price: £130.75

Save £104.80

Featuring a classic Oxford shoe design, these Goodyear Welted men’s shoes offer all the luxury you could ask for.

More Info
(54 reviews)
Prestige Belgravia Shoe

Prestige Belgravia Shoe

£49.95

Typical High Street Price: £87.25

Save £37.30

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

More Info
(116 reviews)
Prestige Chelsea Boot

Prestige Chelsea Boot

£49.95

Typical High Street Price: £155.50

Save £105.55

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

More Info
(208 reviews)
Prestige Tasselled Loafer

SALE

Prestige Tasselled Loafer

£28.95

Typical High Street Price: £132.67

Save £103.72

Prestige Tasselled Loafer - Brown, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(42 reviews)
Prestige Brogue

Prestige Brogue

£47.50

Typical High Street Price: £130.75

Save £83.25

Prestige Brown Brogues, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(38 reviews)
Prestige Semi Brogue - Black

Prestige Semi Brogue - Black

£47.50

Typical High Street Price: £130.75

Save £83.25

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

More Info
(64 reviews)
Prestige Oxford - Black

Prestige Oxford - Black

£49.95

Typical High Street Price: £113.00

Save £63.05

Prestige Oxford Shoe, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(108 reviews)
Prestige Split Brogue

Prestige Split Brogue

£49.95

Typical High Street Price: £113.00

Save £63.05

Make an entrance with Samuel Windsor Prestige Split Brogues. Its two-tone style and punch detailing make for an outstanding finish.

More Info
(101 reviews)
Prestige Twin Monk - Black

Prestige Twin Monk - Black

£47.50

Typical High Street Price: £132.67

Save £85.17

Prestige Twin Monk, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(80 reviews)
Prestige Brogue - Black

Prestige Brogue - Black

£49.95

Typical High Street Price: £113.00

Save £63.05

Prestige Black Brogues, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(95 reviews)
Prestige Lightweight Brogue

SALE

Prestige Lightweight Brogue

£25.95

Typical High Street Price: £77.07

Save £51.12

Prestige Suede Brogues, online from Samuel Windsor. Visit us now for exceptional quality at outstanding prices.

More Info
(14 reviews)
Prestige Oxford Dress Shoe - Black

Prestige Oxford Dress Shoe - Black

£47.50

Typical High Street Price: £104.75

Save £57.25

Shopping for mens dress shoes? Add the finishing touch to your formal outfit with prestige Oxford dress shoes, from Samuel Windsor online.

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

Prestige Chelsea Brogue Boot - Rubber Sole

£52.50

Typical High Street Price: £155.50

Save £103.00

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

More Info
(52 reviews)
Prestige Chukka Boot - Rubber Sole

SALE

Prestige Chukka Boot - Rubber Sole

£24.95

Typical High Street Price: £87.25

Save £62.30

Buy Prestige Chukka Boots from Samuel Windsor. Rubber soles and Italian leather suede make this classic boot the perfect choice for a smart casual outfit.

More Info
(41 reviews)
Prestige Chukka Boot - Rubber Sole

SALE

Prestige Chukka Boot - Rubber Sole

£26.95

Typical High Street Price: £87.25

Save £60.30

Buy Burgundy Chukka Boots from Samuel Windsor. Rubber soles and Italian leather suede make this classic boot the perfect choice for a smart casual outfit.

More Info
(32 reviews)
Prestige Cheltenham Brogue

SALE

Prestige Cheltenham Brogue

£24.95

Typical High Street Price: £130.75

Save £105.80

Buy premium brogues online from Samuel Windsor. Stand out from the crowd in our premium suede brogues, handmade to provide style, elegance and comfort.

More Info
(31 reviews)
Prestige Balham Boot

Prestige Balham Boot

£49.95

Typical High Street Price: £87.25

Save £37.30

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

More Info
(8 reviews)
Prestige Balham Boot - Black

SALE

Prestige Balham Boot - Black

£27.95

Typical High Street Price: £87.25

Save £59.30

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

More Info
Prestige Penny Loafer Suede

SALE

Prestige Penny Loafer Suede

£29.95

Typical High Street Price: £132.67

Save £102.72

These suede Penny loafers will provide a fantastic complement to your summer casual wardrobe.

More Info
(15 reviews)
Prestige Penny Loafer Suede

SALE

Prestige Penny Loafer Suede

£29.95

Typical High Street Price: £132.67

Save £102.72

These suede Penny loafers will provide a fantastic complement to your summer casual wardrobe.

More Info
(5 reviews)
Prestige Penny Loafer Suede

SALE

Prestige Penny Loafer Suede

£29.95

Typical High Street Price: £132.67

Save £102.72

These suede Penny loafers will provide a fantastic complement to your summer casual wardrobe.

More Info
(5 reviews)
Prestige Suede Brogue - Rubber Sole

SALE

Prestige Suede Brogue - Rubber Sole

£29.95

Typical High Street Price: £130.75

Save £100.80

For a truly contemporary take on the tradition and heritage of the brogue, look no further.

More Info
(6 reviews)
Prestige Whitworth Brogue

NEW

Prestige Whitworth Brogue

£49.95

Typical High Street Price: £113.00

Save £63.05

For a truly contemporary take on the tradition and heritage of the brogue, look no further than our Whitworth styles.

More Info
(7 reviews)
Prestige Whitworth Brogue

NEW

Prestige Whitworth Brogue

£49.95

Typical High Street Price: £113.00

Save £63.05

For a truly contemporary take on the tradition and heritage of the brogue, look no further than our Whitworth styles.

More Info
(2 reviews)
Prestige Whitworth Brogue - Black

NEW

Prestige Whitworth Brogue - Black

£49.95

Typical High Street Price: £113.00

Save £63.05

For a truly contemporary take on the tradition and heritage of the brogue, look no further than our Whitworth styles.

More Info
Prestige Country Boot

NEW

Prestige Country Boot

£52.50

Typical High Street Price: £155.50

Save £103.00

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

More Info
Prestige Country Boot

NEW

Prestige Country Boot

£52.50

Typical High Street Price: £155.50

Save £103.00

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

More Info
Prestige Oxford Shoe

NEW

Prestige Oxford Shoe

£49.95

Typical High Street Price: £128.00

Save £78.05

Featuring a classic Oxford shoe design, these Goodyear Welted men’s shoes offer all the luxury you could ask for.

More Info
(1 reviews)
Prestige Oxford Shoe - Rubber Sole - Black

Prestige Oxford Shoe - Rubber Sole - Black

£49.95

Typical High Street Price: £128.00

Save £78.05

Black Oxford Shoes Rubber Sole, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(1976 reviews)
Prestige Gibson Shoe - Black

SALE

Prestige Gibson Shoe - Black

£26.95

Typical High Street Price: £128.00

Save £101.05

These Goodyear Welted, Prestige Gibson shoes, featuring Italian grained leather uppers, as well as a practical rubber sole, they have country styling, and are ideal as a more subtle choice of quality men’s shoe.

More Info
(64 reviews)
Prestige Oxford Shoe - Black

Prestige Oxford Shoe - Black

£47.50

Typical High Street Price: £130.75

Save £83.25

Prestige Oxford Black Shoe - Italian Leather Upper, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(677 reviews)
Prestige Chelsea Boot - Black

Prestige Chelsea Boot - Black

£49.95

Typical High Street Price: £155.50

Save £105.55

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

More Info
(1161 reviews)
Prestige Suede Chelsea Boot

Prestige Suede Chelsea Boot

£49.95

Typical High Street Price: £155.50

Save £105.55

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

More Info
(618 reviews)
Prestige Semi-Brogue - Black

Prestige Semi-Brogue - Black

£47.50

Typical High Street Price: £130.75

Save £83.25

Prestige Semi-Brogue - Black - Italian Leather Upper, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(783 reviews)
Prestige Semi-Brogue

Prestige Semi-Brogue

£47.50

Typical High Street Price: £130.75

Save £83.25

Prestige Semi-Brogue - Tan - Italian Leather Upper, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
(529 reviews)

Samuel Windsor's Prestige collection of Italian leather shoes are stylish and of the highest quality. These handmade shoes are made with Goodyear Welted soles for long lasting durability. Our Prestige range includes classic styles such as Chelsea boots, Oxfords, loafers, deck shoes and brogues. Order your Prestige Italian shoes today in sizes 5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 9.5, 10, 10.5, 11, 12, 13, and 14.