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January Sale Save up to 70% on typical high street prices

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Samuel Windsor January Sale

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94%
109,390

Independent customer reviews

Most Popular

  1. Classic Oxford Shoe
    £35.00

  2. Classic Cheltenham Brogue
    £35.00

  3. Classic Penny Loafer Shoe
    £35.00

  4. Tattersall Shirt
    £15.00

  5. Moleskin Jeans
    £22.50

  6. Jumbo Cord Trousers
    £20.00

  7. Moleskin Trousers
    £22.50

  8. Jumbo Cord Trousers
    £20.00

  9. Tattersall Shirt
    £15.00

  10. Classic Oxford Shoe
    £35.00

Prestige Tasselled Loafer - Black

SALE

Prestige Tasselled Loafer - Black

£45.00

Typical High Street Price: £127.67

Save £82.67

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

More Info
92% (68)
Prestige Brogue - Rubber Sole - Black

SALE

Prestige Brogue - Rubber Sole - Black

£47.50

Typical High Street Price: £106.17

Save £58.67

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

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92% (78)
Prestige Brogue - Rubber Sole

SALE

Prestige Brogue - Rubber Sole

£47.50

Typical High Street Price: £106.17

Save £58.67

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

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92% (91)
Prestige Kensington Boot - Rubber Sole

SALE

Prestige Kensington Boot - Rubber Sole

£49.95

Typical High Street Price: £148.25

Save £98.30

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

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92% (67)
Prestige Tasselled Suede Loafer

SALE

Prestige Tasselled Suede Loafer

£45.00

Typical High Street Price: £127.67

Save £82.67

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

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88% (54)
Prestige Country Brogue - Rubber Sole

SALE

Prestige Country Brogue - Rubber Sole

£47.50

Typical High Street Price: £129.50

Save £82.00

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

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94% (49)
Prestige Penny Loafer - Black

SALE

Prestige Penny Loafer - Black

£45.00

Typical High Street Price: £127.67

Save £82.67

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

More Info
88% (81)
Prestige Penny Loafer

SALE

Prestige Penny Loafer

£45.00

Typical High Street Price: £127.67

Save £82.67

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

More Info
90% (71)
Prestige Monk Shoe - Rubber Sole - Black

SALE

Prestige Monk Shoe - Rubber Sole - Black

£47.50

Typical High Street Price: £106.17

Save £58.67

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

More Info
90% (64)
Prestige Gibson Shoe - Rubber Sole

SALE

Prestige Gibson Shoe - Rubber Sole

£47.50

Typical High Street Price: £106.17

Save £58.67

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

More Info
90% (50)
Prestige Kensington Boot - Rubber Sole - Black

SALE

Prestige Kensington Boot - Rubber Sole - Black

£49.95

Typical High Street Price: £148.25

Save £98.30

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

More Info
90% (56)
Prestige Oxford Shoe

SALE

Prestige Oxford Shoe

£35.00

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

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92% (47)
Prestige Oxford Shoe

SALE

Prestige Oxford Shoe

£35.00

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

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92% (51)
Prestige Slip-On Deck Shoe

SALE

Prestige Slip-On Deck Shoe

£45.00

Typical High Street Price: £106.00

Save £61.00

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

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90% (126)
Prestige Slip-On Deck Shoe

SALE

Prestige Slip-On Deck Shoe

£45.00

Typical High Street Price: £106.00

Save £61.00

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.

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88% (133)
Prestige Cumbria Boot

SALE

Prestige Cumbria Boot

£47.50

Typical High Street Price: £84.50

Save £37.00

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.

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92% (62)
Prestige Lace-Up Deck Shoe

SALE

Prestige Lace-Up Deck Shoe

£45.00

Typical High Street Price: £106.00

Save £61.00

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

More Info
90% (151)
Prestige Lace-Up Deck Shoe

SALE

Prestige Lace-Up Deck Shoe

£45.00

Typical High Street Price: £106.00

Save £61.00

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.

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96% (59)
Prestige Leather/Canvas Brogue

SALE

Prestige Leather/Canvas Brogue

£25.00

Typical High Street Price: £129.50

Save £104.50

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

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90% (47)
Prestige Leather/Canvas Brogue

SALE

Prestige Leather/Canvas Brogue

£25.00

Typical High Street Price: £129.50

Save £104.50

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

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94% (88)
Prestige Deck Shoe

SALE

Prestige Deck Shoe

£45.00

Typical High Street Price: £106.00

Save £61.00

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

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90% (70)
Prestige Dress Shoe

SALE

Prestige Dress Shoe

£45.00

Typical High Street Price: £94.50

Save £49.50

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.

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94% (89)
Prestige Country Boot - Rubber Sole

SALE

Prestige Country Boot - Rubber Sole

£49.95

Typical High Street Price: £148.25

Save £98.30

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

More Info
96% (106)
Prestige Country Boot - Rubber Sole

SALE

Prestige Country Boot - Rubber Sole

£49.95

Typical High Street Price: £148.25

Save £98.30

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

More Info
94% (93)
Prestige Oxford Shoe

SALE

Prestige Oxford Shoe

£45.00

Typical High Street Price: £132.25

Save £87.25

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

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88% (30)
Prestige Belgravia Shoe

SALE

Prestige Belgravia Shoe

£47.50

Typical High Street Price: £84.50

Save £37.00

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

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92% (51)
Prestige Deck Boot

SALE

Prestige Deck Boot

£25.00

Typical High Street Price: £106.00

Save £81.00

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

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90% (111)
Prestige Chelsea Boot

SALE

Prestige Chelsea Boot

£47.50

Typical High Street Price: £148.25

Save £100.75

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

More Info
94% (90)
Prestige Tasselled Loafer

SALE

Prestige Tasselled Loafer

£45.00

Typical High Street Price: £127.67

Save £82.67

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

More Info
78% (21)
Prestige Brogue

SALE

Prestige Brogue

£47.50

Typical High Street Price: £129.50

Save £82.00

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

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92% (36)
Prestige Semi Brogue

SALE

Prestige Semi Brogue

£47.50

Typical High Street Price: £129.50

Save £82.00

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

More Info
94% (34)
Prestige Oxford

SALE

Prestige Oxford

£47.50

Typical High Street Price: £132.25

Save £84.75

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

More Info
88% (71)
Prestige Split Brogue

SALE

Prestige Split Brogue

£47.50

Typical High Street Price: £129.50

Save £82.00

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

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92% (65)
Prestige Twin Monk

SALE

Prestige Twin Monk

£45.00

Typical High Street Price: £131.00

Save £86.00

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

More Info
88% (51)
Prestige Brogue

SALE

Prestige Brogue

£47.50

Typical High Street Price: £129.50

Save £82.00

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

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94% (70)
Prestige Oxford Dress Shoe

SALE

Prestige Oxford Dress Shoe

£45.00

Typical High Street Price: £94.50

Save £49.50

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

More Info
86% (9)
Prestige Chelsea Brogue Boot - Rubber Sole

SALE

Prestige Chelsea Brogue Boot - Rubber Sole

£49.95

Typical High Street Price: £148.25

Save £98.30

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

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82% (34)
Prestige Chukka Boot - Rubber Sole

SALE

Prestige Chukka Boot - Rubber Sole

£47.50

Typical High Street Price: £84.50

Save £37.00

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.

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92% (14)
Prestige Chukka Boot - Rubber Sole

SALE

Prestige Chukka Boot - Rubber Sole

£47.50

Typical High Street Price: £84.50

Save £37.00

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.

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86% (9)
Prestige Split Brogue

SALE

Prestige Split Brogue

£45.00

Typical High Street Price: £129.50

Save £84.50

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

More Info
86% (8)
Prestige Split Brogue Oxblood

SALE

Prestige Split Brogue Oxblood

£45.00

Typical High Street Price: £129.50

Save £84.50

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

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98% (9)
Prestige Cheltenham Brogue

SALE

Prestige Cheltenham Brogue

£45.00

Typical High Street Price: £129.50

Save £84.50

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

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94% (6)
Prestige Oxford Shoe - Rubber Sole - Black

SALE

Prestige Oxford Shoe - Rubber Sole - Black

£47.50

Typical High Street Price: £106.17

Save £58.67

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

More Info
90% (115)
Prestige Gibson Shoe

SALE

Prestige Gibson Shoe

£47.50

Typical High Street Price: £106.17

Save £58.67

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.

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92% (36)
Prestige Oxford Shoe - Black

SALE

Prestige Oxford Shoe - Black

£45.00

Typical High Street Price: £132.25

Save £87.25

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

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90% (84)
Prestige Chelsea Boot - Black

SALE

Prestige Chelsea Boot - Black

£47.50

Typical High Street Price: £148.25

Save £100.75

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

More Info
94% (156)
Prestige Suede Chelsea Boot

SALE

Prestige Suede Chelsea Boot

£47.50

Typical High Street Price: £148.25

Save £100.75

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

More Info
90% (88)
Prestige Semi-Brogue - Black

SALE

Prestige Semi-Brogue - Black

£45.00

Typical High Street Price: £129.50

Save £84.50

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

More Info
84% (55)
Prestige Semi-Brogue

SALE

Prestige Semi-Brogue

£45.00

Typical High Street Price: £129.50

Save £84.50

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

More Info
92% (38)

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.