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    All Trousers

    Samuel Windsor men’s trousers offer exceptional quality and value. Choose from a variety of styles including wool-rich trousers, flat-fronted chinos and needle cords, all available in a range of colours.

    From formal suit trousers to more leisurely cotton moleskin trousers, we have quality trousers for every gentlemen's pursuit.

    Any 2 for £65

    Summer Weight Chino Trousers - Navy

    Summer Weight Chino Trousers - Navy

    (2)

    £34.95

    Typical High Street Price: £59.63

    Any 2 for £65

    Summer Weight Chino Trousers - Stone

    Summer Weight Chino Trousers - Stone

    (3)

    £34.95

    Typical High Street Price: £59.63

    Any 2 for £65

    Summer Weight Chino Trousers - Blue

    Summer Weight Chino Trousers - Blue

    (1)

    £34.95

    Typical High Street Price: £59.63

    Any 2 for £65

    Summer Weight Chino Trousers - Buff

    Summer Weight Chino Trousers - Buff

    (0)

    £34.95

    Typical High Street Price: £59.63

    Any 2 for £65

    Summer Weight Chino Trousers - Grey

    Summer Weight Chino Trousers - Grey

    (0)

    £34.95

    Typical High Street Price: £59.63

    Any 2 for £65

    Slim-fit Chino Trousers - Stone

    Slim-fit Chino Trousers - Stone

    (0)

    £34.95

    Typical High Street Price: £59.63

    Any 2 for £65

    Slim-Fit Chino Trousers - Navy

    Slim-Fit Chino Trousers - Navy

    (0)

    £34.95

    Typical High Street Price: £59.63

    Any 2 for £65

    Slim-Fit Chino Trousers - Light Grey

    Slim-Fit Chino Trousers - Light Grey

    (0)

    £34.95

    Typical High Street Price: £59.63

    Any 2 for £65

    Needle Cord Trousers - Dark Olive

    Needle Cord Trousers - Dark Olive

    (0)

    £34.95

    Typical High Street Price: £58.74

    Any 2 for £65

    Needle Cord Trousers - Navy

    Needle Cord Trousers - Navy

    (0)

    £34.95

    Typical High Street Price: £58.74

    Any 2 for £65

    Needle Cord Trousers - Grey

    Needle Cord Trousers - Grey

    (0)

    £34.95

    Typical High Street Price: £58.74

    Any 2 for £65

    Needle Cord Trousers - Wine

    Needle Cord Trousers - Wine

    (1)

    £34.95

    Typical High Street Price: £58.74

    Any 2 for £65

    Needle Cord Trousers - Mustard

    Needle Cord Trousers - Mustard

    (0)

    £34.95

    Typical High Street Price: £58.74

    Any 2 for £65

    Moleskin Trousers - Navy

    Moleskin Trousers - Navy

    (1)

    £34.95

    Typical High Street Price: £74.75

    Any 2 for £65

    Moleskin Trousers - Gunmetal

    Moleskin Trousers - Gunmetal

    (1)

    £34.95

    Typical High Street Price: £74.75

    Any 2 for £65

    Moleskin Trousers - Russet

    Moleskin Trousers - Russet

    (0)

    £34.95

    Typical High Street Price: £74.75

    Any 2 for £65

    Moleskin Trousers - Fawn

    Moleskin Trousers - Fawn

    (0)

    £34.95

    Typical High Street Price: £74.75

    Any 2 for £65

    Moleskin Trousers - Light Olive

    Moleskin Trousers - Light Olive

    (1)

    £34.95

    Typical High Street Price: £74.75

    Any 2 for £65

    Moleskin Jeans - Dark Olive

    Moleskin Jeans - Dark Olive

    (1)

    £34.95

    Typical High Street Price: £74.75

    Any 2 for £65

    Moleskin Jeans - Blue

    Moleskin Jeans - Blue

    (0)

    £34.95

    Typical High Street Price: £74.75

    Any 2 for £65

    Moleskin Jeans - Stone

    Moleskin Jeans - Stone

    (0)

    £34.95

    Typical High Street Price: £74.75

    Any 2 for £65

    Moleskin Jeans - Chocolate

    Moleskin Jeans - Chocolate

    (0)

    £34.95

    Typical High Street Price: £74.75

    Any 2 for £65

    Moleskin Jeans - Aubergine

    Moleskin Jeans - Aubergine

    (0)

    £34.95

    Typical High Street Price: £74.75

    Any 2 for £65

    Flat Front Chino Trousers - Black

    Flat Front Chino Trousers - Black

    (2)

    £34.95

    Typical High Street Price: £59.63

    Any 2 for £65

    Flat Front Chino Trousers - Khaki

    Flat Front Chino Trousers - Khaki

    (0)

    £34.95

    Typical High Street Price: £59.63

    Any 2 for £65

    Flat Front Chino Trousers - Brick

    Flat Front Chino Trousers - Brick

    (0)

    £34.95

    Typical High Street Price: £59.63

    Any 2 for £65

    Flat Front Chino Trousers - Stone

    Flat Front Chino Trousers - Stone

    (0)

    £34.95

    Typical High Street Price: £59.63

    Any 2 for £65

    Flat Front Chino Trousers - Blue

    Flat Front Chino Trousers - Blue

    (0)

    £34.95

    Typical High Street Price: £59.63

    Any 2 for £65

    Linen Trousers - Navy

    Linen Trousers - Navy

    (0)

    £34.95

    Typical High Street Price: £77.50

    Any 2 for £65

    Linen Trousers - Grey

    Linen Trousers - Grey

    (0)

    £34.95

    Typical High Street Price: £77.50

    Any 2 for £65

    Linen Trousers - Natural

    Linen Trousers - Natural

    (1)

    £34.95

    Typical High Street Price: £77.50

    Sale

    Any 2 for £40

    Walking Trousers - Navy

    Walking Trousers - Navy

    (6)

    £30.00 £22.50 Save £7.50

    Typical High Street Price: £68.41

    Sale

    Any 2 for £40

    Walking Trousers - Olive

    Walking Trousers - Olive

    (9)

    £30.00 £22.50 Save £7.50

    Typical High Street Price: £68.41

    Sale

    Any 2 for £40

    Flat Front Stretch Chino Trousers - Blue

    Flat Front Stretch Chino Trousers - Blue

    (20)

    £30.00 £22.50 Save £7.50

    Typical High Street Price: £59.63

    Sale

    Any 2 for £40

    Flat Front Stretch Chino Trousers - Brown

    Flat Front Stretch Chino Trousers - Brown

    (16)

    £30.00 £22.50 Save £7.50

    Typical High Street Price: £59.63

    Sale

    Any 2 for £40

    Flat Front Stretch Chino Trousers - Khaki

    Flat Front Stretch Chino Trousers - Khaki

    (27)

    £30.00 £22.50 Save £7.50

    Typical High Street Price: £59.63

    Sale

    Any 2 for £40

    Needle Cord Trousers - Khaki

    Needle Cord Trousers - Khaki

    (16)

    £30.00 £22.50 Save £7.50

    Typical High Street Price: £58.74

    Sale

    Any 2 for £40

    Needle Cord Trousers - Gunmetal

    Needle Cord Trousers - Gunmetal

    (22)

    £30.00 £22.50 Save £7.50

    Typical High Street Price: £58.74

    Sale

    Any 2 for £40

    Jumbo Cord Trousers - Black

    Jumbo Cord Trousers - Black

    (23)

    £30.00 £22.50 Save £7.50

    Typical High Street Price: £58.74

    Sale

    Any 2 for £40

    Jumbo Cord Trousers - Blue

    Jumbo Cord Trousers - Blue

    (14)

    £30.00 £22.50 Save £7.50

    Typical High Street Price: £58.74

    Sale

    Any 2 for £40

    Jumbo Cord Trousers - Chocolate

    Jumbo Cord Trousers - Chocolate

    (33)

    £30.00 £22.50 Save £7.50

    Typical High Street Price: £58.74

    Sale

    Any 2 for £40

    Jumbo Cord Trousers - Dark Olive

    Jumbo Cord Trousers - Dark Olive

    (40)

    £30.00 £22.50 Save £7.50

    Typical High Street Price: £58.74

    Sale

    Any 2 for £40

    Jumbo Cord Trousers - Port

    Jumbo Cord Trousers - Port

    (30)

    £30.00 £22.50 Save £7.50

    Typical High Street Price: £58.74

    Sale

    Any 2 for £40

    Needle Cord Trousers - Brown

    Needle Cord Trousers - Brown

    (18)

    £30.00 £22.50 Save £7.50

    Typical High Street Price: £58.74

    Sale

    Any 2 for £40

    Needle Cord Trousers - Navy

    Needle Cord Trousers - Navy

    (40)

    £30.00 £22.50 Save £7.50

    Typical High Street Price: £58.74

    Sale

    Any 2 for £40

    Needle Cord Trousers - Wine

    Needle Cord Trousers - Wine

    (28)

    £30.00 £22.50 Save £7.50

    Typical High Street Price: £58.74

    Sale

    Any 2 for £45

    Moleskin Trousers - Blue

    Moleskin Trousers - Blue

    (18)

    £30.00 £25.00 Save £5.00

    Typical High Street Price: £74.75

    Sale

    Any 2 for £45

    Moleskin Trousers - Dark Green

    Moleskin Trousers - Dark Green

    (28)

    £30.00 £25.00 Save £5.00

    Typical High Street Price: £74.75

    Sale

    Any 2 for £45

    Moleskin Trousers - Gunmetal

    Moleskin Trousers - Gunmetal

    (50)

    £30.00 £25.00 Save £5.00

    Typical High Street Price: £74.75

    Sale

    Any 2 for £45

    Moleskin Trousers - Pebble

    Moleskin Trousers - Pebble

    (15)

    £30.00 £25.00 Save £5.00

    Typical High Street Price: £74.75

    Sale

    Any 2 for £45

    Moleskin Trousers - Port

    Moleskin Trousers - Port

    (34)

    £30.00 £25.00 Save £5.00

    Typical High Street Price: £74.75

    Sale

    Any 2 for £45

    Moleskin Jeans - Aubergine

    Moleskin Jeans - Aubergine

    (22)

    £30.00 £25.00 Save £5.00

    Typical High Street Price: £74.75

    Sale

    Any 2 for £45

    Moleskin Jeans - Black

    Moleskin Jeans - Black

    (27)

    £30.00 £25.00 Save £5.00

    Typical High Street Price: £74.75

    Sale

    Any 2 for £45

    Moleskin Jeans - Dark Olive

    Moleskin Jeans - Dark Olive

    (41)

    £30.00 £25.00 Save £5.00

    Typical High Street Price: £74.75

    Sale

    Any 2 for £45

    Moleskin Jeans - Mushroom

    Moleskin Jeans - Mushroom

    (23)

    £30.00 £25.00 Save £5.00

    Typical High Street Price: £74.75

    Sale

    Any 2 for £45

    Moleskin Jeans - Navy

    Moleskin Jeans - Navy

    (37)

    £30.00 £25.00 Save £5.00

    Typical High Street Price: £74.75

    Sale

    Any 2 for £40

    Flat Front Chino Trousers - Blue

    Flat Front Chino Trousers - Blue

    (15)

    £30.00 £22.50 Save £7.50

    Typical High Street Price: £59.63

    Sale

    Any 2 for £40

    Flat Front Chino Trousers - Brown

    Flat Front Chino Trousers - Brown

    (8)

    £30.00 £22.50 Save £7.50

    Typical High Street Price: £59.63

    Sale

    Any 2 for £40

    Pleated Chino Trousers - Navy

    Pleated Chino Trousers - Navy

    (25)

    £30.00 £22.50 Save £7.50

    Typical High Street Price: £59.63

    Sale

    Any 2 for £40

    Flat Front Chino Trousers - Khaki

    Flat Front Chino Trousers - Khaki

    (10)

    £30.00 £22.50 Save £7.50

    Typical High Street Price: £59.63

    Sale

    Any 2 for £40

    Pleated Chino Trousers - Airforce

    Pleated Chino Trousers - Airforce

    (13)

    £30.00 £22.50 Save £7.50

    Typical High Street Price: £59.63

    Sale

    Any 2 for £40

    Pleated Chino Trousers - Stone

    Pleated Chino Trousers - Stone

    (34)

    £30.00 £22.50 Save £7.50

    Typical High Street Price: £59.63

    Sale

    Any 2 for £45

    Cavalry Twill Trousers - Blue

    Cavalry Twill Trousers - Blue

    (17)

    £34.95 £25.00 Save £9.95

    Typical High Street Price: £68.32

    Sale

    Any 2 for £45

    Cavalry Twill Trousers - Khaki

    Cavalry Twill Trousers - Khaki

    (22)

    £34.95 £25.00 Save £9.95

    Typical High Street Price: £68.32

    Sale

    Any 2 for £45

    Wool-Rich Trousers - Navy

    Wool-Rich Trousers - Navy

    (27)

    £34.95 £25.00 Save £9.95

    Typical High Street Price: £73.00

    Sale

    Any 2 for £45

    Wool-Rich Trousers - Charcoal

    Wool-Rich Trousers - Charcoal

    (16)

    £34.95 £25.00 Save £9.95

    Typical High Street Price: £73.00

    Sale

    Any 2 for £40

    Stretch Jeans - Black

    Stretch Jeans - Black

    (20)

    £30.00 £22.50 Save £7.50

    Typical High Street Price: £75.00

    Sale

    Any 2 for £40

    Stretch Jeans - Blue

    Stretch Jeans - Blue

    (24)

    £30.00 £22.50 Save £7.50

    Typical High Street Price: £75.00

    Sale

    Any 2 for £40

    Stretch Jeans - Indigo

    Stretch Jeans - Indigo

    (31)

    £30.00 £22.50 Save £7.50

    Typical High Street Price: £75.00

    Sale

    Any 2 for £45

    Moleskin Jeans - Gunmetal

    Moleskin Jeans - Gunmetal

    (0)

    £25.00

    Typical High Street Price: £74.75

    Bedford Cord Jeans - Navy

    Bedford Cord Jeans - Navy

    (35)

    £12.99

    Typical High Street Price: £34.23

    Bedford Cord Jeans - Gunmetal

    Bedford Cord Jeans - Gunmetal

    (48)

    £12.99

    Typical High Street Price: £34.23

    Summer Suit Trousers - Blue

    Summer Suit Trousers - Blue

    (20)

    £50.00

    Typical High Street Price: £77.13

    Suit Trousers - Prince Of Wales/Blue

    Suit Trousers - Prince Of Wales/Blue

    (25)

    £50.00

    Typical High Street Price: £77.13

    Sale Suit Trousers - Linen - Blue

    Suit Trousers - Linen - Blue

    (32)

    £24.00

    Typical High Street Price: £74.25

    Sale Suit Trousers - Linen - Natural

    Suit Trousers - Linen - Natural

    (43)

    £24.00

    Typical High Street Price: £74.25

    Sale

    Any 2 for £45

    Moleskin Jeans - Port

    Moleskin Jeans - Port

    (30)

    £25.00

    Typical High Street Price: £74.75

    Sale

    Any 2 for £45

    Moleskin Trousers - Mushroom

    Moleskin Trousers - Mushroom

    (0)

    £25.00

    Typical High Street Price: £74.75

    Sale

    Any 2 for £40

    Jumbo Cord Trousers - Sand

    Jumbo Cord Trousers - Sand

    (0)

    £22.50

    Sale Moleskin Jeans - Denim Blue

    Moleskin Jeans - Denim Blue

    (0)

    £22.50

    Sale

    Any 2 for £45

    Moleskin Jeans - Dark Slate

    Moleskin Jeans - Dark Slate

    (0)

    £25.00

    Sale

    Any 2 for £45

    Moleskin Trousers - Olive

    Moleskin Trousers - Olive

    (0)

    £25.00

    Sale

    Any 2 for £45

    Moleskin Jeans - Mushroom

    Moleskin Jeans - Mushroom

    (0)

    £25.00

    Sale

    Any 2 for £40

    Flat Front Chino - Navy

    Flat Front Chino - Navy

    (0)

    £22.50

    Sale

    Any 2 for £40

    Pleated Chino Trousers - Taupe

    Pleated Chino Trousers - Taupe

    (0)

    £22.50

    Sale Needle Cord Trousers - Dark Brown

    Needle Cord Trousers - Dark Brown

    (0)

    £19.50

    Sale

    Any 2 for £40

    Flat Front Chino Trousers - Airforce

    Flat Front Chino Trousers - Airforce

    (0)

    £22.50

    Sale

    Any 2 for £40

    Summer Weight Chino Trousers - Blue

    Summer Weight Chino Trousers - Blue

    (0)

    £22.50

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