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  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 Monk Shoe
    £37.50

  6. Classic Semi-Brogue
    £37.50

  7. Classic Penny Loafer
    £37.50

  8. Classic Penny Loafer
    £37.50

  9. Classic Sandhurst Shoe
    £37.50

  10. Classic Kempton Shoe
    £37.50

Flat Front Chino Shorts - Mushroom

SALE

Flat Front Chino Shorts - Mushroom

£18.00

Typical High Street Price: £37.55

Save £19.55

Flat Front Chino Shorts - Mushroom, online from Samuel Windsor. Tailored quality at outstanding prices.

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92% (38)
Flat Front Chino Shorts - Light Olive

SALE

Flat Front Chino Shorts - Light Olive

£9.99

Typical High Street Price: £37.55

Save £27.56

Flat Front Chino Shorts - Light Olive, online from Samuel Windsor. Tailored quality at outstanding prices.

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94% (22)
Linen Mix Shorts - Grey Melange

SALE

Linen Mix Shorts - Grey Melange

£9.99

Typical High Street Price: £41.00

Save £31.01

Linen Mix Shorts - Grey/Navy Melange, smarten up your summer wardrobe with these new additions to our range.

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86% (32)
Linen Mix Shorts - Navy Melange

SALE

Linen Mix Shorts - Navy Melange

£9.99

Typical High Street Price: £41.00

Save £31.01

Linen Mix Shorts - Navy, smarten up your summer wardrobe with these new additions to our range.

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84% (28)
Summer Shorts - Khaki

SALE

Summer Shorts - Khaki

£18.00

Typical High Street Price: £37.55

Save £19.55

Summer Short -Khaki, from Samuel Windsor online. Visit us today for discount prices on top quality mens shoes and clothing.

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80% (25)
Summer Shorts - Olive

SALE

Summer Shorts - Olive

£9.99

Typical High Street Price: £37.55

Save £27.56

Summer Short - Olive, from Samuel Windsor online. Visit us today for discount prices on top quality mens shoes and clothing.

More Info
90% (26)
Summer Shorts - Stone

SALE

Summer Shorts - Stone

£18.00

Typical High Street Price: £37.55

Save £19.55

Summer Short - Stone, from Samuel Windsor online. Visit us today for discount prices on top quality mens shoes and clothing.

More Info
92% (32)
Pleated Chino Shorts - Brown

NEW

Pleated Chino Shorts - Brown

£25.00

Typical High Street Price: £37.55

ANY TWO FOR £40

These Pleated Chino Shorts in Brown are made from 100 per cent cotton with deep quarter pockets.

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Pleated Chino Shorts - Grey

NEW

Pleated Chino Shorts - Grey

£25.00

Typical High Street Price: £37.55

ANY TWO FOR £40

These Pleated Chino Shorts in Grey are made from 100 per cent cotton with deep quarter pockets.

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100% (2)
Pleated Chino Shorts - Navy

NEW

Pleated Chino Shorts - Navy

£25.00

Typical High Street Price: £37.55

ANY TWO FOR £40

These Pleated Chino Shorts in Navy are made from 100 per cent cotton with deep quarter pockets.

More Info
100% (3)
Pleated Chino Shorts - Sand

NEW

Pleated Chino Shorts - Sand

£25.00

Typical High Street Price: £37.55

ANY TWO FOR £40

These Pleated Chino Shorts in Sand are made from 100 per cent cotton with deep quarter pockets.

More Info
100% (1)
Pleated Chino Shorts - Taupe

NEW

Pleated Chino Shorts - Taupe

£25.00

Typical High Street Price: £37.55

ANY TWO FOR £40

These Pleated Chino Shorts in Taupe are made from 100 per cent cotton with deep quarter pockets.

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Flat Front Chino Shorts - Airforce

NEW

Flat Front Chino Shorts - Airforce

£25.00

Typical High Street Price: £37.55

ANY TWO FOR £40

These Flat Front Chino Shorts in Airforce are made from 100 per cent cotton with deep quarter pockets.

More Info
Flat Front Chino Shorts - Light Khaki

NEW

Flat Front Chino Shorts - Light Khaki

£25.00

Typical High Street Price: £37.55

ANY TWO FOR £40

These Flat Front Chino Shorts in Light Khaki are made from 100 per cent cotton with deep quarter pockets.

More Info
100% (1)
Flat Front Chino Shorts - Olive

NEW

Flat Front Chino Shorts - Olive

£25.00

Typical High Street Price: £37.55

ANY TWO FOR £40

These Flat Front Chino Shorts in Olive are made from 100 per cent cotton with deep quarter pockets.

More Info
80% (2)
Flat Front Chino Shorts - Stone

NEW

Flat Front Chino Shorts - Stone

£25.00

Typical High Street Price: £37.55

ANY TWO FOR £40

These Flat Front Chino Shorts in Stone are made from 100 per cent cotton with deep quarter pockets.

More Info
94% (3)
Flat Front Chino Shorts - Tobacco

NEW

Flat Front Chino Shorts - Tobacco

£25.00

Typical High Street Price: £37.55

ANY TWO FOR £40

These Flat Front Chino Shorts in Tobacco are made from 100 per cent cotton with deep quarter pockets.

More Info
Summer Weight Chino Shorts - Blue

NEW

Summer Weight Chino Shorts - Blue

£25.00

Typical High Street Price: £37.55

ANY TWO FOR £40

Our new regular fit Summer Weight Chino Shorts - Blue, feature carefully considered detailing in a beautifully constructed design.

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74% (3)
Summer Weight Chino Shorts - Camel

NEW

Summer Weight Chino Shorts - Camel

£25.00

Typical High Street Price: £37.55

ANY TWO FOR £40

Our new regular fit Summer Weight Chino Shorts - Camel feature carefully considered detailing in a beautifully constructed design.

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80% (3)
Summer Weight Chino Shorts - Navy

NEW

Summer Weight Chino Shorts - Navy

£25.00

Typical High Street Price: £37.55

ANY TWO FOR £40

Our new regular fit Summer Weight Chino Shorts - Navy, feature carefully considered detailing in a beautifully constructed design.

More Info
90% (2)
Summer Weight Chino Shorts - Olive

NEW

Summer Weight Chino Shorts - Olive

£25.00

Typical High Street Price: £37.55

ANY TWO FOR £40

Our new regular fit Summer Weight Chino Shorts - Olive, feature carefully considered detailing in a beautifully constructed design.

More Info
100% (1)
Summer Weight Chino Shorts - Light Stone

NEW

Summer Weight Chino Shorts - Light Stone

£25.00

Typical High Street Price: £37.55

ANY TWO FOR £40

Our new regular fit Summer Weight Chino Shorts - Light Stone, feature carefully considered detailing in a beautifully constructed design.

More Info
100% (1)
Printed Shorts - Grey Check

NEW

Printed Shorts - Grey Check

£25.00

Typical High Street Price: £31.23

ANY TWO FOR £40

Printed Shorts - Grey Check. Our 100% cotton flat-front printed shorts will add an undeniable touch of finesse to your casual summer outfits.

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86% (7)
Printed Shorts - Navy Stripe

NEW

Printed Shorts - Navy Stripe

£25.00

Typical High Street Price: £31.23

ANY TWO FOR £40

Printed Shorts - Navy Stripe. Our 100% cotton flat-front printed shorts will add an undeniable touch of finesse to your casual summer outfits.

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100% (3)
Printed Shorts - Navy

NEW

Printed Shorts - Navy

£25.00

Typical High Street Price: £31.23

ANY TWO FOR £40

Printed Shorts - Wine. Our 100% cotton flat-front printed shorts will add an undeniable touch of finesse to your casual summer outfits.

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100% (1)
Swim Shorts - Navy

NEW

Swim Shorts - Navy

£25.00

Swim Shorts - Navy - Look great this summer in these Samuel Windsor swimming shorts.

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100% (1)
Swim Shorts - Red

NEW

Swim Shorts - Red

£25.00

Swim Shorts - Red - Look great this summer in these Samuel Windsor swimming shorts.

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Perfect for warmer weather, our men's shorts come in flat front and pleated options, all available in waist size 32" to 48". Our summer weight chino shorts look great with a short sleeved polo shirt. Or for a slightly smarter look, try our pleated shorts with a linen shirt.