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Autumn 2016 collection

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95%
105,050 Reviews

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  1. Classic Oxford Shoe
    £47.95

  2. Classic Penny Loafer Shoe
    £47.95

  3. Classic Cheltenham Brogue
    £47.95

  4. Moleskin Jeans
    £18.00

  5. Classic Oxford Shoe
    £47.95

  6. Classic Semi-Brogue
    £47.95

  7. Prestige Oxford Shoe
    £64.95

  8. Cotton/Cashmere Jumper
    £25.00

  9. Classic Monk Shoe
    £47.95

  10. Classic Quarter-Brogue
    £47.95

Mens Prestige Italian Leather ShoesFROM £27.50

Prestige Split Brogue Oxblood

NEW

Prestige Split Brogue Oxblood

£64.95

Typical High Street Price: £124.75

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

BUY 2 PAIRS FOR £99

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no reviews
Prestige Oxford Dress Shoe

NEW

Prestige Oxford Dress Shoe

£64.95

Typical High Street Price: £85.75

Finish off that formal outfit with a pair of men’s dress shoes from our Prestige range.

BUY 2 PAIRS FOR £99

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no reviews
Prestige Chelsea Brogue Boot - Rubber Sole

NEW

Prestige Chelsea Brogue Boot - Rubber Sole

£64.95

Typical High Street Price: £138.00

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

BUY 2 PAIRS FOR £99

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no reviews
Prestige Chukka Boot - Rubber Sole

NEW

Prestige Chukka Boot - Rubber Sole

£64.95

Typical High Street Price: £84.00

Prestige Chukka Boot - Rubber Sole, online from Samuel Windsor. Tailored quality at outstanding prices.

BUY 2 PAIRS FOR £99

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100% (2 reviews)
Prestige Chukka Boot - Rubber Sole

NEW

Prestige Chukka Boot - Rubber Sole

£64.95

Typical High Street Price: £84.00

Prestige Chukka Boot - Rubber Sole, online from Samuel Windsor. Tailored quality at outstanding prices.

BUY 2 PAIRS FOR £99

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no reviews
Prestige Split Brogue

NEW

Prestige Split Brogue

£64.95

Typical High Street Price: £134.75

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

BUY 2 PAIRS FOR £99

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100% (1 reviews)
Prestige Cheltenham Brogue

NEW

Prestige Cheltenham Brogue

£64.95

Typical High Street Price: £134.75

Cheltenham Half Brogues mens leather shoes, formal shoes or office shoes, mens brogue shoes which retain the elegant craftmanship personified by hand-stitching.

BUY 2 PAIRS FOR £99

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no reviews
Prestige Brogue

SALE

Prestige Brogue

£27.50

Typical High Street Price: £134.75

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

Save £107.25

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92% (24 reviews)
Prestige Semi Brogue

Prestige Semi Brogue

£64.95

Typical High Street Price: £134.75

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

BUY 2 PAIRS FOR £99

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97% (32 reviews)
Prestige Oxford

Prestige Oxford

£64.95

Typical High Street Price: £124.75

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

BUY 2 PAIRS FOR £99

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92% (61 reviews)
Prestige Split Brogue

Prestige Split Brogue

£64.95

Typical High Street Price: £134.75

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

BUY 2 PAIRS FOR £99

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100% (42 reviews)
Prestige Twin Monk

Prestige Twin Monk

£64.95

Typical High Street Price: £131.00

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

BUY 2 PAIRS FOR £99

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83% (35 reviews)
Prestige Brogue

Prestige Brogue

£64.95

Typical High Street Price: £134.75

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

BUY 2 PAIRS FOR £99

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96% (56 reviews)
Prestige Moccasin

SALE

Prestige Moccasin

£27.50

Typical High Street Price: £62.50

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

Save £35.00

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90% (21 reviews)
Prestige Lightweight Brogue

SALE

Prestige Lightweight Brogue

£27.50

Typical High Street Price: £134.75

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

Save £107.25

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100% (16 reviews)
Prestige Tasselled Loafer

Prestige Tasselled Loafer

£64.95

Typical High Street Price: £127.67

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

BUY 2 PAIRS FOR £99

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85% (20 reviews)
Prestige Deck Shoe

Prestige Deck Shoe

£64.95

Typical High Street Price: £109.74

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

BUY 2 PAIRS FOR £99

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96% (50 reviews)
Prestige Gibson Shoe

Prestige Gibson Shoe

£64.95

Typical High Street Price: £106.17

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.

BUY 2 PAIRS FOR £99

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93% (30 reviews)
Prestige Dress Shoe

Prestige Dress Shoe

£64.95

Typical High Street Price: £85.75

Finish off that formal outfit with a pair of men’s dress shoes from our Prestige range.

BUY 2 PAIRS FOR £99

More Info
96% (101 reviews)
Prestige Country Boot - Rubber Sole

Prestige Country Boot - Rubber Sole

£64.95

Typical High Street Price: £138.00

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

BUY 2 PAIRS FOR £99

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99% (118 reviews)
Prestige Country Boot - Rubber Sole

Prestige Country Boot - Rubber Sole

£64.95

Typical High Street Price: £138.00

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

BUY 2 PAIRS FOR £99

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100% (92 reviews)
Prestige Belgravia Shoe

Prestige Belgravia Shoe

£64.95

Typical High Street Price: £84.00

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

BUY 2 PAIRS FOR £99

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97% (67 reviews)
Prestige Deck Boot

Prestige Deck Boot

£27.50

Typical High Street Price: £109.74

Sturdy design meets the styling of a deck shoe in this Prestige Deck Boot.

Save £82.24

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100% (30 reviews)
Prestige Chelsea Boot

Prestige Chelsea Boot

£64.95

Typical High Street Price: £138.00

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

BUY 2 PAIRS FOR £99

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93% (129 reviews)
Prestige Slip-On Deck Shoe

Prestige Slip-On Deck Shoe

£64.95

Typical High Street Price: £109.74

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

BUY 2 PAIRS FOR £99

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92% (103 reviews)
Prestige Slip-On Deck Shoe

Prestige Slip-On Deck Shoe

£64.95

Typical High Street Price: £109.74

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.

BUY 2 PAIRS FOR £99

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94% (112 reviews)
Prestige Cumbria Boot

Prestige Cumbria Boot

£64.95

Typical High Street Price: £84.00

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.

BUY 2 PAIRS FOR £99

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97% (61 reviews)
Prestige Lace-Up Deck Shoe

Prestige Lace-Up Deck Shoe

£64.95

Typical High Street Price: £109.74

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

BUY 2 PAIRS FOR £99

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95% (140 reviews)
Prestige Lace-Up Deck Shoe

Prestige Lace-Up Deck Shoe

£64.95

Typical High Street Price: £109.74

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.

BUY 2 PAIRS FOR £99

More Info
88% (50 reviews)
Prestige Lightweight Brogue

Prestige Lightweight Brogue

£27.50

Typical High Street Price: £134.75

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.

Save £107.25

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97% (106 reviews)
Prestige Leather/Canvas Brogue

SALE

Prestige Leather/Canvas Brogue

£27.50

Typical High Street Price: £134.75

Leather and canvas brogues from our Prestige range are the pinnacle of versatility. Choose from a range of colours at Samuel Windsor online.

Save £107.25

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94% (32 reviews)
Prestige Leather/Canvas Brogue

SALE

Prestige Leather/Canvas Brogue

£27.50

Typical High Street Price: £134.75

Prestige Leather/Canvas Brogue from our Prestige range are the pinnacle of versatility.

Save £107.25

More Info
98% (49 reviews)
Prestige Oxford Shoe

Prestige Oxford Shoe

£64.95

Typical High Street Price: £124.75

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

BUY 2 PAIRS FOR £99

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97% (31 reviews)
Prestige Country Oxford Shoe

SALE

Prestige Country Oxford Shoe

£27.50

Typical High Street Price: £106.17

Country style meets classic men’s shoe design in this Prestige Country Oxford Shoe from the Samuel Windsor Prestige range.

Save £78.67

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97% (70 reviews)
Prestige Lightweight Derby Shoe

Prestige Lightweight Derby Shoe

£27.50

Typical High Street Price: £127.00

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

Save £99.50

More Info
98% (49 reviews)
Prestige Moccasin

SALE

Prestige Moccasin

£27.50

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

More Info
no reviews
Prestige Derby Shoe

SALE

Prestige Derby Shoe

£27.50

Typical High Street Price: £127.00

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

Save £99.50

More Info
98% (82 reviews)
Prestige Dealer Boot - Rubber Sole

Prestige Dealer Boot - Rubber Sole

£64.95

Typical High Street Price: £138.00

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

BUY 2 PAIRS FOR £99

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88% (57 reviews)
Prestige Dealer Boot - Rubber Sole

SALE

Prestige Dealer Boot - Rubber Sole

£27.50

Typical High Street Price: £138.00

Prestige Dealer Boot - Tobacco, online from Samuel Windsor. Tailored quality at outstanding prices.

Save £110.50

More Info
92% (51 reviews)
Prestige Penny Loafer - Black

Prestige Penny Loafer - Black

£64.95

Typical High Street Price: £127.67

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

BUY 2 PAIRS FOR £99

More Info
94% (79 reviews)
Prestige Penny Loafer

Prestige Penny Loafer

£64.95

Typical High Street Price: £127.67

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

BUY 2 PAIRS FOR £99

More Info
93% (61 reviews)
Prestige Monk Shoe - Rubber Sole - Black

Prestige Monk Shoe - Rubber Sole - Black

£64.95

Typical High Street Price: £131.00

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

BUY 2 PAIRS FOR £99

More Info
93% (74 reviews)
Prestige Gibson Shoe - Rubber Sole

Prestige Gibson Shoe - Rubber Sole

£64.95

Typical High Street Price: £106.17

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

BUY 2 PAIRS FOR £99

More Info
92% (48 reviews)
Prestige Kensington Boot - Rubber Sole - Black

Prestige Kensington Boot - Rubber Sole - Black

£64.95

Typical High Street Price: £138.00

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

BUY 2 PAIRS FOR £99

More Info
93% (44 reviews)
Prestige Oxford Shoe - Rubber Sole - Black

Prestige Oxford Shoe - Rubber Sole - Black

£64.95

Typical High Street Price: £106.17

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

BUY 2 PAIRS FOR £99

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95% (140 reviews)
Prestige Tasselled Suede Loafer

Prestige Tasselled Suede Loafer

£64.95

Typical High Street Price: £127.67

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

BUY 2 PAIRS FOR £99

More Info
91% (66 reviews)
Prestige Country Brogue - Rubber Sole

Prestige Country Brogue - Rubber Sole

£64.95

Typical High Street Price: £134.75

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

BUY 2 PAIRS FOR £99

More Info
98% (51 reviews)
Prestige Kensington Boot - Rubber Sole

Prestige Kensington Boot - Rubber Sole

£64.95

Typical High Street Price: £138.00

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

BUY 2 PAIRS FOR £99

More Info
98% (46 reviews)
Prestige Brogue - Rubber Sole - Black

Prestige Brogue - Rubber Sole - Black

£64.95

Typical High Street Price: £134.75

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

BUY 2 PAIRS FOR £99

More Info
97% (76 reviews)
Prestige Brogue - Rubber Sole

Prestige Brogue - Rubber Sole

£64.95

Typical High Street Price: £134.75

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

BUY 2 PAIRS FOR £99

More Info
96% (89 reviews)
Prestige Tasselled Loafer - Black

Prestige Tasselled Loafer - Black

£64.95

Typical High Street Price: £127.67

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

BUY 2 PAIRS FOR £99

More Info
95% (82 reviews)
Prestige Oxford Shoe - Black

Prestige Oxford Shoe - Black

£64.95

Typical High Street Price: £124.75

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

BUY 2 PAIRS FOR £99

More Info
91% (94 reviews)
Prestige Chelsea Boot - Black

Prestige Chelsea Boot - Black

£64.95

Typical High Street Price: £138.00

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

BUY 2 PAIRS FOR £99

More Info
97% (189 reviews)
Prestige Suede Chelsea Boot

Prestige Suede Chelsea Boot

£64.95

Typical High Street Price: £138.00

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

BUY 2 PAIRS FOR £99

More Info
95% (101 reviews)
Prestige Semi-Brogue - Black

Prestige Semi-Brogue - Black

£64.95

Typical High Street Price: £134.75

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

BUY 2 PAIRS FOR £99

More Info
93% (70 reviews)
Prestige Semi-Brogue

Prestige Semi-Brogue

£64.95

Typical High Street Price: £134.75

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

BUY 2 PAIRS FOR £99

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97% (37 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.