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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 Sandhurst Shoe
    £37.50

  9. Classic Penny Loafer
    £37.50

  10. Classic Kempton Shoe
    £37.50

Suit Trousers - Linen - Natural

NEW

Suit Trousers - Linen - Natural

£45.00

Typical High Street Price: £83.50

Save £38.50

Suit Trousers - Linen - Natural. Our fantastic new 100% linen summer suit trousers.

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96% (9)
Suit Trousers - Linen - Blue

NEW

Suit Trousers - Linen - Blue

£45.00

Typical High Street Price: £83.50

Save £38.50

Suit Trousers - Linen - Blue. Our fantastic new 100% linen summer suit trousers.

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100% (3)
Summer Suit Trousers - Blue

NEW

Summer Suit Trousers - Blue

£59.00

Typical High Street Price: £83.50

Save £24.50

These Summer Suit Trousers in Blue are tailored with a centre crease for a sharp, modern look, and are available to order separately.

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Suit Trousers - Prince Of Wales/Blue

NEW

Suit Trousers - Prince Of Wales/Blue

£59.00

Typical High Street Price: £83.50

Save £24.50

Buy a pair of Men's Prince of Wales suit trousers in Blue from Samuel Windsor. Give your formal look a classic edge with our 100% pure new wool suit trousers.

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96% (4)
Pleated Chino Trousers - Light Mustard

SALE

Pleated Chino Trousers - Light Mustard

£15.00

Typical High Street Price: £42.38

Save £27.38

Pleated Chino Trousers - Light Mustard are available to order in a comfortable, regular fit and are made from tough and hardwearing 100 per cent cotton twill.

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88% (54)
Summer Weight Chino Trousers - Airforce

SALE

Summer Weight Chino Trousers - Airforce

£20.00

Summer Weight Chino Trousers - Airforce are a stylish choice that are perfectly suited for wearing in warmer weather.

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88% (58)
Pleated Chino Trousers - Navy

SALE

Pleated Chino Trousers - Navy

£15.00

Typical High Street Price: £42.38

Save £27.38

Buy Mens Pleated Chino Trousers in Navy. An essential part of any man's wardrobe, our versatile pleated chinos are perfect for work or play.

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78% (90)
Pleated Chino Trousers - Stone

SALE

Pleated Chino Trousers - Stone

£15.00

Typical High Street Price: £42.38

Save £27.38

Buy Mens Pleated Chino Trousers in Stone. An essential part of any man's wardrobe, our versatile pleated chinos are perfect for work or play.

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86% (59)
Pleated Chino Trousers - Tobacco

SALE

Pleated Chino Trousers - Tobacco

£15.00

Typical High Street Price: £42.38

Save £27.38

Buy Mens Pleated Chino Trousers in Tobacco. An essential part of any man's wardrobe, our versatile pleated chinos are perfect for work or play.

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80% (40)
Flat Front Chino - Grey

SALE

Flat Front Chino - Grey

£15.00

Typical High Street Price: £42.38

Save £27.38

Buy Mens Flat Front Chinos in Grey. An essential part of any man's wardrobe, our versatile flat front chinos are perfect for work or play.

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84% (76)
Flat Front Chino - Ink

SALE

Flat Front Chino - Ink

£15.00

Typical High Street Price: £42.38

Save £27.38

Buy Mens Flat Front Chinos in Ink. An essential part of any man's wardrobe, our versatile flat front chinos are perfect for work or play.

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86% (51)
Flat Front Chino - Khaki

SALE

Flat Front Chino - Khaki

£15.00

Typical High Street Price: £42.38

Save £27.38

Buy Mens Flat Front Chinos in Khaki. An essential part of any man's wardrobe, our versatile flat front chinos are perfect for work or play.

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90% (41)
Jumbo Cord Trousers - Grey

SALE

Jumbo Cord Trousers - Grey

£20.00

Typical High Street Price: £46.13

Save £26.13

Jumbo Cord Trousers - Grey. Keep warm with a pair of classic cord trousers from Samuel Windsor.

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92% (76)
Jumbo Cord Trousers - Sand

SALE

Jumbo Cord Trousers - Sand

£20.00

Typical High Street Price: £46.13

Save £26.13

Jumbo Cord Trousers - Light Olive. Keep warm with a pair of classic cord trousers from Samuel Windsor.

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86% (66)
Jumbo Cord Trousers - Navy

SALE

Jumbo Cord Trousers - Navy

£20.00

Typical High Street Price: £46.13

Save £26.13

Jumbo Cord Trousers - Navy. Keep warm with a pair of classic cord trousers from Samuel Windsor.

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88% (115)
Jumbo Cord Trousers - Dark Olive

SALE

Jumbo Cord Trousers - Dark Olive

£20.00

Typical High Street Price: £46.13

Save £26.13

Jumbo Cord Trousers - Dark Olive. Keep warm with a pair of classic cord trousers from Samuel Windsor.

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88% (125)
Jumbo Cord Trousers - Port

SALE

Jumbo Cord Trousers - Port

£20.00

Typical High Street Price: £46.13

Save £26.13

Jumbo Cord Trousers - Port. Keep warm with a pair of classic cord trousers from Samuel Windsor.

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86% (63)
Needle Cord Trousers - Airforce Navy

SALE

Needle Cord Trousers - Airforce Navy

£20.00

Typical High Street Price: £46.13

Save £26.13

Needle Cord Trousers - Airforce Navy. For outstanding value and quality, buy a pair of comfortable cotton cords from Samuel Windsor online.

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84% (41)
Needle Cord Trousers - Dark Brown

SALE

Needle Cord Trousers - Dark Brown

£20.00

Typical High Street Price: £46.13

Save £26.13

Needle Cord Trousers - Dark Brown. For outstanding value and quality, buy a pair of comfortable cotton cords from Samuel Windsor online.

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90% (59)
Needle Cord Trousers - Khaki

SALE

Needle Cord Trousers - Khaki

£20.00

Typical High Street Price: £46.13

Save £26.13

Needle Cord Trousers - Khaki. For outstanding value and quality, buy a pair of comfortable cotton cords from Samuel Windsor online.

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86% (33)
Needle Cord Trousers - Mushroom

SALE

Needle Cord Trousers - Mushroom

£20.00

Typical High Street Price: £46.13

Save £26.13

Needle Cord Trousers - Mushroom. For outstanding value and quality, buy a pair of comfortable cotton cords from Samuel Windsor online.

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74% (36)
Moleskin Trousers - Mid Blue

SALE

Moleskin Trousers - Mid Blue

£20.00

Typical High Street Price: £63.38

Save £43.38

Moleskin Trousers - Mid Blue, buy a classic style in long-lasting pure cotton moleskin, from Samuel Windsor online.

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90% (51)
Moleskin Trousers - Gunmetal

SALE

Moleskin Trousers - Gunmetal

£20.00

Typical High Street Price: £63.38

Save £43.38

Moleskin Trousers - Gunmetal, buy a classic style in long-lasting pure cotton moleskin, from Samuel Windsor online.

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88% (79)
Moleskin Trousers - Navy

SALE

Moleskin Trousers - Navy

£20.00

Typical High Street Price: £63.38

Save £43.38

Moleskin Trousers - Navy, buy a classic style in long-lasting pure cotton moleskin, from Samuel Windsor online.

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86% (105)
Moleskin Trousers - Port

SALE

Moleskin Trousers - Port

£20.00

Typical High Street Price: £63.38

Save £43.38

Moleskin Trousers - Port, buy a classic style in long-lasting pure cotton moleskin, from Samuel Windsor online.

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88% (65)
Moleskin Trousers - Stone

SALE

Moleskin Trousers - Stone

£20.00

Typical High Street Price: £63.38

Save £43.38

Moleskin Trousers - Stone, buy a classic style in long-lasting pure cotton moleskin, from Samuel Windsor online.

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86% (57)
Moleskin Jeans - Aubergine

SALE

Moleskin Jeans - Aubergine

£20.00

Typical High Street Price: £63.38

Save £43.38

Moleskin Jeans - Aubergine, online from Samuel Windsor. Tailored quality at outstanding prices.

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92% (64)
Moleskin Jeans - Fawn

SALE

Moleskin Jeans - Fawn

£20.00

Typical High Street Price: £63.38

Save £43.38

Moleskin Jeans - Fawn, online from Samuel Windsor. Tailored quality at outstanding prices.

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86% (32)
Moleskin Jeans - Khaki

SALE

Moleskin Jeans - Khaki

£20.00

Typical High Street Price: £63.38

Save £43.38

Moleskin Jeans - Khaki, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
92% (50)
Moleskin Jeans - Mushroom

SALE

Moleskin Jeans - Mushroom

£20.00

Typical High Street Price: £63.38

Save £43.38

Moleskin Jeans - Mushroom, online from Samuel Windsor. Tailored quality at outstanding prices.

More Info
88% (38)
Moleskin Jeans - Dark Olive

SALE

Moleskin Jeans - Dark Olive

£20.00

Typical High Street Price: £63.38

Save £43.38

Moleskin Jeans - Dark Olive, online from Samuel Windsor. Tailored quality at outstanding prices.

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90% (92)
Cavalry Twill Trousers - Khaki

SALE

Cavalry Twill Trousers - Khaki

£25.00

Typical High Street Price: £56.65

Save £31.65

Cavalry Twill Trousers - Khaki - Not only are these traditional trousers more than smart enough for the office, they are also comfortable enough to be worn just about anywhere.

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88% (35)
Cavalry Twill Trousers - Navy

SALE

Cavalry Twill Trousers - Navy

£25.00

Typical High Street Price: £56.65

Save £31.65

Cavalry Twill Trousers - Navy - Not only are these traditional trousers more than smart enough for the office, they are also comfortable enough to be worn just about anywhere.

More Info
80% (24)
Pleated Chino Trousers - Brown

NEW

Pleated Chino Trousers - Brown

£32.50

Typical High Street Price: £42.38

ANY TWO FOR £60

These Pleated Chino Trousers in Brown are made using our soft but durable 100% cotton twill.

More Info
100% (2)
Pleated Chino Trousers - Grey

NEW

Pleated Chino Trousers - Grey

£32.50

Typical High Street Price: £42.38

ANY TWO FOR £60

These Pleated Chino Trousers in Grey are made using our soft but durable 100% cotton twill.

More Info
80% (2)
Pleated Chino Trousers - Navy

NEW

Pleated Chino Trousers - Navy

£32.50

Typical High Street Price: £42.38

ANY TWO FOR £60

These Pleated Chino Trousers in Navy are made using our soft but durable 100% cotton twill.

More Info
Pleated Chino Trousers - Sand

NEW

Pleated Chino Trousers - Sand

£32.50

Typical High Street Price: £42.38

ANY TWO FOR £60

These Pleated Chino Trousers in Sand are made using our soft but durable 100% cotton twill.

More Info
92% (5)
Pleated Chino Trousers - Taupe

NEW

Pleated Chino Trousers - Taupe

£32.50

Typical High Street Price: £42.38

ANY TWO FOR £60

These Pleated Chino Trousers in Taupe are made using our soft but durable 100% cotton twill.

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74% (3)
Flat Front Chino Trousers - Airforce

NEW

Flat Front Chino Trousers - Airforce

£32.50

Typical High Street Price: £42.38

ANY TWO FOR £60

These Flat Front Chino Trousers in Airforce are made using our soft but durable 100% cotton twill.

More Info
Flat Front Chino Trousers - Light Khaki

NEW

Flat Front Chino Trousers - Light Khaki

£32.50

Typical High Street Price: £42.38

ANY TWO FOR £60

These Flat Front Chino Trousers in Light Khaki are made using our soft but durable 100% cotton twill.

More Info
Flat Front Chino Trousers - Olive

NEW

Flat Front Chino Trousers - Olive

£32.50

Typical High Street Price: £42.38

ANY TWO FOR £60

These Flat Front Chino Trousers in Olive are made using our soft but durable 100% cotton twill.

More Info
Flat Front Chino Trousers - Stone

NEW

Flat Front Chino Trousers - Stone

£32.50

Typical High Street Price: £42.38

ANY TWO FOR £60

These Flat Front Chino Trousers in Stone are made using our soft but durable 100% cotton twill.

More Info
90% (6)
Flat Front Chino Trousers - Tobacco

NEW

Flat Front Chino Trousers - Tobacco

£32.50

Typical High Street Price: £42.38

ANY TWO FOR £60

These Flat Front Chino Trousers in Tobacco are made using our soft but durable 100% cotton twill.

More Info
74% (3)
Summer Weight Chino Trousers - Blue

NEW

Summer Weight Chino Trousers - Blue

£32.50

Typical High Street Price: £42.38

ANY TWO FOR £60

These classic Summer Weight Chino Trousers - Blue, in luxurious cotton are a stylish choice that are perfectly suited for wearing in warmer weather.

More Info
80% (3)
Summer Weight Chino Trousers - Camel

NEW

Summer Weight Chino Trousers - Camel

£32.50

Typical High Street Price: £42.38

ANY TWO FOR £60

These classic Summer Weight Chino Trousers - Camel, in luxurious cotton are a stylish choice that are perfectly suited for wearing in warmer weather.

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86% (3)
Summer Weight Chino Trousers - Navy

NEW

Summer Weight Chino Trousers - Navy

£32.50

Typical High Street Price: £42.38

ANY TWO FOR £60

These classic Summer Weight Chino Trousers - Navy, in luxurious cotton are a stylish choice that are perfectly suited for wearing in warmer weather.

More Info
Summer Weight Chino Trousers - Olive

NEW

Summer Weight Chino Trousers - Olive

£32.50

Typical High Street Price: £42.38

ANY TWO FOR £60

These classic Summer Weight Chino Trousers - Olive, in luxurious cotton are a stylish choice that are perfectly suited for wearing in warmer weather.

More Info
Summer Weight Chino Trousers - Light Stone

NEW

Summer Weight Chino Trousers - Light Stone

£32.50

Typical High Street Price: £42.38

ANY TWO FOR £60

These classic Summer Weight Chino Trousers - Light Stone, in luxurious cotton are a stylish choice that are perfectly suited for wearing in warmer weather.

More Info
90% (11)
Moleskin Trousers - Blue

NEW

Moleskin Trousers - Blue

£32.50

Typical High Street Price: £63.38

ANY TWO FOR £60

These Moleskin Trousers - Blue, feature a sturdy zip, belt loops, deep quarter pockets.

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80% (1)
Moleskin Trousers - Russet

NEW

Moleskin Trousers - Russet

£32.50

Typical High Street Price: £63.38

ANY TWO FOR £60

These Moleskin Trousers - Russet, feature a sturdy zip, belt loops, deep quarter pockets.

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90% (4)
Moleskin Trousers - Dark Slate

NEW

Moleskin Trousers - Dark Slate

£32.50

Typical High Street Price: £63.38

ANY TWO FOR £60

These Moleskin Trousers - Dark Slate, feature a sturdy zip, belt loops, deep quarter pockets.

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86% (3)
Moleskin Trousers - Stone

NEW

Moleskin Trousers - Stone

£32.50

Typical High Street Price: £63.38

ANY TWO FOR £60

These Moleskin Trousers - Stone, feature a sturdy zip, belt loops, deep quarter pockets.

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80% (3)
Moleskin Trousers - Toffee

NEW

Moleskin Trousers - Toffee

£32.50

Typical High Street Price: £63.38

ANY TWO FOR £60

These Moleskin Trousers - Toffee, feature a sturdy zip, belt loops, deep quarter pockets.

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100% (3)
Moleskin Jeans - Chocolate

NEW

Moleskin Jeans - Chocolate

£32.50

Typical High Street Price: £63.38

ANY TWO FOR £60

These versatile Moleskin Jeans in Chocolate are just the ticket whether the occasion calls for a smarter look, or is a more relaxed affair.

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94% (3)
Moleskin Jeans - Mushroom

NEW

Moleskin Jeans - Mushroom

£32.50

Typical High Street Price: £63.38

ANY TWO FOR £60

These versatile Moleskin Jeans in Mushroom are just the ticket whether the occasion calls for a smarter look, or is a more relaxed affair.

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92% (5)
Moleskin Jeans - Navy

NEW

Moleskin Jeans - Navy

£32.50

Typical High Street Price: £63.38

ANY TWO FOR £60

These versatile Moleskin Jeans in Navy are just the ticket whether the occasion calls for a smarter look, or is a more relaxed affair.

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90% (2)
Moleskin Jeans - Olive

NEW

Moleskin Jeans - Olive

£32.50

Typical High Street Price: £63.38

ANY TWO FOR £60

These versatile Moleskin Jeans in Olive are just the ticket whether the occasion calls for a smarter look, or is a more relaxed affair.

More Info
100% (4)
Moleskin Jeans - Pewter

NEW

Moleskin Jeans - Pewter

£32.50

Typical High Street Price: £63.38

ANY TWO FOR £60

These versatile Moleskin Jeans in Pewter are just the ticket whether the occasion calls for a smarter look, or is a more relaxed affair.

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Bedford Cord Jeans - Gunmetal

NEW

Bedford Cord Jeans - Gunmetal

£32.50

Typical High Street Price: £58.00

ANY TWO FOR £60

These Bedford Cord Jeans in Gunmetal are made using a durable woven fabric, but unlike traditional cords they are constructed without the filling yarns that make the distinctive ridged wales.

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90% (2)
Bedford Cord Jeans - Navy

NEW

Bedford Cord Jeans - Navy

£32.50

Typical High Street Price: £58.00

ANY TWO FOR £60

These Bedford Cord Jeans in Navy are made using a durable woven fabric, but unlike traditional cords they are constructed without the filling yarns that make the distinctive ridged wales.

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92% (7)
Needle Cord Trousers - Navy

NEW

Needle Cord Trousers - Navy

£32.50

Typical High Street Price: £46.13

ANY TWO FOR £60

These Needle Cord Trousers in Navy will add some much needed warmth and texture to your wardrobe.

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76% (4)
Needle Cord Trousers - Dark Olive

NEW

Needle Cord Trousers - Dark Olive

£32.50

Typical High Street Price: £46.13

ANY TWO FOR £60

These Needle Cord Trousers in Dark Olive will add some much needed warmth and texture to your wardrobe.

More Info
100% (3)
Needle Cord Trousers - Sand

NEW

Needle Cord Trousers - Sand

£32.50

Typical High Street Price: £46.13

ANY TWO FOR £60

These Needle Cord Trousers in Sand will add some much needed warmth and texture to your wardrobe.

More Info
94% (3)
Needle Cord Trousers - Wine

NEW

Needle Cord Trousers - Wine

£32.50

Typical High Street Price: £46.13

ANY TWO FOR £60

These Needle Cord Trousers in Wine will add some much needed warmth and texture to your wardrobe.

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100% (1)
Linen Mix Trousers - Grey Melange

NEW

Linen Mix Trousers - Grey Melange

£32.50

Typical High Street Price: £58.00

ANY TWO FOR £60

These expertly tailored Linen Mix Trousers in Grey Melange are ideal for the summer months, keeping you feeling fresh when temperatures rise and allowing you to dress smartly even in the heat.

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74% (3)
Linen Mix Trousers - Navy Melange

NEW

Linen Mix Trousers - Navy Melange

£32.50

Typical High Street Price: £58.00

ANY TWO FOR £60

These expertly tailored Linen Mix Trousers in Navy Melange are ideal for the summer months, keeping you feeling fresh when temperatures rise and allowing you to dress smartly even in the heat.

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74% (6)

Samuel Windsor trousers for men feature a wide range of different styles. Whether you're looking for a pair of cords, moleskins or chinos, we have the trousers you want in a huge variety of colours. All of our trousers are available in waist sizes 30”, 32”, 34”, 36”, 38”, 40”, 42”, 44”, 46” and 27”, 29”, 31” and 33” leg lengths. Visit our men's suits collection for a choice of formal suit trousers.