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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.

    Trousers Suits Read More
    Sale

    Any 2 for £35

    Stretch Jeans - Blue

    Stretch Jeans - Blue

    (44)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £70.75

    Sale

    Any 2 for £35

    Slim-fit Stretch Jeans - Blue

    Slim-fit Stretch Jeans - Blue

    (4)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £70.75

    Sale

    Any 2 for £35

    Slim-fit Stretch Jeans - Indigo

    Slim-fit Stretch Jeans - Indigo

    (7)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £70.75

    Sale

    Any 2 for £35

    Slim-fit Needle Cord Trousers - Navy

    Slim-fit Needle Cord Trousers - Navy

    (8)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £45.41

    Sale

    Any 2 for £35

    Needle Cord Trousers - Brown

    Needle Cord Trousers - Brown

    (45)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £45.41

    Sale

    Any 2 for £40

    Moleskin Trousers - Denim Blue

    Moleskin Trousers - Denim Blue

    (25)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £52.00

    Sale

    Any 2 for £40

    Moleskin Trousers - Russet

    Moleskin Trousers - Russet

    (29)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £52.00

    Sale

    Any 2 for £40

    Moleskin Jeans - Dark Green

    Moleskin Jeans - Dark Green

    (39)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £52.00

    Sale

    Any 2 for £35

    Slim-fit Needle Cord Trousers - Camel

    Slim-fit Needle Cord Trousers - Camel

    (7)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £45.41

    Sale

    Any 2 for £35

    Slim-fit Needle Cord Trousers - Dark Olive

    Slim-fit Needle Cord Trousers - Dark Olive

    (5)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £45.41

    Sale

    Any 2 for £35

    Needle Cord Trousers - Dark Olive

    Needle Cord Trousers - Dark Olive

    (30)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £45.41

    Sale

    Any 2 for £35

    Needle Cord Trousers - Camel

    Needle Cord Trousers - Camel

    (35)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £45.41

    Sale

    Any 2 for £40

    Moleskin Trousers - Black

    Moleskin Trousers - Black

    (73)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £52.00

    Sale

    Any 2 for £40

    Moleskin Trousers - Dark Olive

    Moleskin Trousers - Dark Olive

    (52)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £52.00

    Sale

    Any 2 for £40

    Moleskin Trousers - Mushroom

    Moleskin Trousers - Mushroom

    (24)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £52.00

    Sale

    Any 2 for £40

    Moleskin Jeans - Light Olive

    Moleskin Jeans - Light Olive

    (29)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £52.00

    Sale

    Any 2 for £40

    Moleskin Jeans - Gunmetal

    Moleskin Jeans - Gunmetal

    (70)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £52.00

    Sale

    Any 2 for £40

    Moleskin Jeans - Brown

    Moleskin Jeans - Brown

    (48)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £52.00

    Sale

    Any 2 for £40

    Moleskin Jeans - Navy

    Moleskin Jeans - Navy

    (54)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £52.00

    Sale

    Any 2 for £40

    Cavalry Twill Trousers - Blue

    Cavalry Twill Trousers - Blue

    (28)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £58.99

    Sale

    Any 2 for £40

    Cavalry Twill Trousers - Khaki

    Cavalry Twill Trousers - Khaki

    (38)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £58.99

    Sale

    Any 2 for £40

    Wool-Rich Trousers - Charcoal

    Wool-Rich Trousers - Charcoal

    (27)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £62.88

    Sale

    Any 2 for £40

    Wool-Rich Trousers - Navy

    Wool-Rich Trousers - Navy

    (47)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £62.88

    Sale

    Any 2 for £35

    Stretch Jeans - Indigo

    Stretch Jeans - Indigo

    (43)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £70.75

    Sale

    Any 2 for £35

    Jumbo Cord Trousers - Black

    Jumbo Cord Trousers - Black

    (45)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £45.41

    Sale

    Any 2 for £35

    Flat Front Chino Trousers - Navy

    Flat Front Chino Trousers - Navy

    (30)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £52.25

    Sale

    Any 2 for £35

    Pleated Chino Trousers - Blue

    Pleated Chino Trousers - Blue

    (55)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £52.25

    Sale

    Any 2 for £35

    Pleated Chino Trousers - Camel

    Pleated Chino Trousers - Camel

    (28)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £52.25

    Sale

    Any 2 for £35

    Slim-fit Chino Trousers - Stone

    Slim-fit Chino Trousers - Stone

    (16)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £52.25

    Sale

    Any 2 for £35

    Jumbo Cord Trousers - Sand

    Jumbo Cord Trousers - Sand

    (67)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £45.41

    Sale

    Any 2 for £35

    Jumbo Cord Trousers - Wine

    Jumbo Cord Trousers - Wine

    (113)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £45.41

    Sale

    Any 2 for £35

    Jumbo Cord Trousers - Gunmetal

    Jumbo Cord Trousers - Gunmetal

    (58)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £45.41

    Sale

    Any 2 for £35

    Needle Cord Trousers - Navy

    Needle Cord Trousers - Navy

    (75)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £45.41

    Sale

    Any 2 for £35

    Flat Front Chino Trousers - Stone

    Flat Front Chino Trousers - Stone

    (12)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £52.25

    Sale

    Any 2 for £35

    Flat Front Chino Trousers - Khaki

    Flat Front Chino Trousers - Khaki

    (18)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £52.25

    Sale

    Any 2 for £35

    Pleated Chino Trousers - Dark Brown

    Pleated Chino Trousers - Dark Brown

    (20)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £52.25

    Sale

    Any 2 for £35

    Slim-fit Chino Trousers - Navy

    Slim-fit Chino Trousers - Navy

    (18)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £52.25

    Sale

    Any 2 for £35

    Slim-fit Chino Trousers - Khaki

    Slim-fit Chino Trousers - Khaki

    (13)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £52.25

    Sale

    Any 2 for £35

    Flat Front Stretch Chino Trousers - Stone

    Flat Front Stretch Chino Trousers - Stone

    (42)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £52.25

    Sale

    Any 2 for £35

    Flat Front Stretch Chino Trousers - Navy

    Flat Front Stretch Chino Trousers - Navy

    (42)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £52.25

    Sale

    Any 2 for £35

    Flat Front Stretch Chino Trousers - Khaki

    Flat Front Stretch Chino Trousers - Khaki

    (32)

    £34.95 £20.00 Save £14.95

    Comparable High Street Price: £52.25

    Sale Summer Weight Chino Trousers - Stone

    Summer Weight Chino Trousers - Stone

    (51)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £52.25

    Sale Summer Weight Chino Trousers - Blue

    Summer Weight Chino Trousers - Blue

    (29)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £52.25

    Sale Summer Weight Chino Trousers - Grey

    Summer Weight Chino Trousers - Grey

    (18)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £52.25

    Sale Summer Weight Chino Trousers - Navy

    Summer Weight Chino Trousers - Navy

    (24)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £52.25

    Sale Summer Weight Chino Trousers - Buff

    Summer Weight Chino Trousers - Buff

    (15)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £52.25

    Sale Slim-fit Chino Trousers - Stone

    Slim-fit Chino Trousers - Stone

    (16)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £52.25

    Sale Slim-Fit Chino Trousers - Navy

    Slim-Fit Chino Trousers - Navy

    (18)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £52.25

    Sale Slim-Fit Chino Trousers - Light Grey

    Slim-Fit Chino Trousers - Light Grey

    (13)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £52.25

    Sale Needle Cord Trousers - Dark Olive

    Needle Cord Trousers - Dark Olive

    (13)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £45.41

    Sale Needle Cord Trousers - Wine

    Needle Cord Trousers - Wine

    (19)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £45.41

    Sale Needle Cord Trousers - Grey

    Needle Cord Trousers - Grey

    (23)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £45.41

    Sale Needle Cord Trousers - Mustard

    Needle Cord Trousers - Mustard

    (25)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £45.41

    Sale Needle Cord Trousers - Navy

    Needle Cord Trousers - Navy

    (21)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £45.41

    Sale Moleskin Trousers - Light Olive

    Moleskin Trousers - Light Olive

    (29)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £52.00

    Sale Moleskin Trousers - Russet

    Moleskin Trousers - Russet

    (29)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £52.00

    Sale Moleskin Trousers - Gunmetal

    Moleskin Trousers - Gunmetal

    (70)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £52.00

    Sale Moleskin Trousers - Fawn

    Moleskin Trousers - Fawn

    (24)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £52.00

    Sale Moleskin Jeans - Chocolate

    Moleskin Jeans - Chocolate

    (25)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £52.00

    Sale Moleskin Jeans - Aubergine

    Moleskin Jeans - Aubergine

    (21)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £52.00

    Sale Moleskin Jeans - Blue

    Moleskin Jeans - Blue

    (14)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £52.00

    Sale Moleskin Jeans - Stone

    Moleskin Jeans - Stone

    (17)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £52.00

    Sale Moleskin Jeans - Dark Olive

    Moleskin Jeans - Dark Olive

    (32)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £52.00

    Sale Flat Front Chino Trousers - Brick

    Flat Front Chino Trousers - Brick

    (24)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £52.25

    Sale Flat Front Chino Trousers - Black

    Flat Front Chino Trousers - Black

    (18)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £52.25

    Sale Flat Front Chino Trousers - Khaki

    Flat Front Chino Trousers - Khaki

    (18)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £52.25

    Sale Flat Front Chino Trousers - Stone

    Flat Front Chino Trousers - Stone

    (12)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £52.25

    Sale Flat Front Chino Trousers - Blue

    Flat Front Chino Trousers - Blue

    (11)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £52.25

    Sale Linen-Mix Trousers - Grey

    Linen-Mix Trousers - Grey

    (13)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £50.50

    Sale Linen-Mix Trousers - Navy

    Linen-Mix Trousers - Navy

    (14)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £50.50

    Sale Walking Trousers - Navy

    Walking Trousers - Navy

    (25)

    £10.50

    Comparable High Street Price: £53.25

    Sale Needle Cord Trousers - Brown

    Needle Cord Trousers - Brown

    (45)

    £13.50

    Comparable High Street Price: £45.41

    Sale Needle Cord Trousers - Navy

    Needle Cord Trousers - Navy

    (75)

    £13.50

    Comparable High Street Price: £45.41

    Sale Needle Cord Trousers - Wine

    Needle Cord Trousers - Wine

    (68)

    £13.50

    Comparable High Street Price: £45.41

    Sale Moleskin Jeans - Dark Olive

    Moleskin Jeans - Dark Olive

    (65)

    £16.50

    Comparable High Street Price: £52.00

    Sale Moleskin Jeans - Mushroom

    Moleskin Jeans - Mushroom

    (38)

    £16.50

    Comparable High Street Price: £52.00

    Sale Moleskin Jeans - Aubergine

    Moleskin Jeans - Aubergine

    (46)

    £16.50

    Comparable High Street Price: £52.00

    Sale Flat Front Chino Trousers - Blue

    Flat Front Chino Trousers - Blue

    (55)

    £11.50

    Comparable High Street Price: £52.25

    Sale Pleated Chino Trousers - Navy

    Pleated Chino Trousers - Navy

    (49)

    £11.50

    Comparable High Street Price: £52.25

    Sale Flat Front Chino Trousers - Khaki

    Flat Front Chino Trousers - Khaki

    (21)

    £11.50

    Comparable High Street Price: £52.25

    Sale Flat Front Stretch Chino Trousers - Khaki

    Flat Front Stretch Chino Trousers - Khaki

    (32)

    £12.50

    Comparable High Street Price: £52.25

    Sale Flat Front Stretch Chino Trousers - Brown

    Flat Front Stretch Chino Trousers - Brown

    (42)

    £12.50

    Comparable High Street Price: £52.25

    Sale Flat Front Stretch Chino Trousers - Blue

    Flat Front Stretch Chino Trousers - Blue

    (37)

    £12.50

    Comparable High Street Price: £52.25

    Sale Needle Cord Trousers - Khaki

    Needle Cord Trousers - Khaki

    (35)

    £13.50

    Comparable High Street Price: £45.41

    Sale Jumbo Cord Trousers - Blue

    Jumbo Cord Trousers - Blue

    (49)

    £13.50

    Comparable High Street Price: £45.41

    Sale Jumbo Cord Trousers - Chocolate

    Jumbo Cord Trousers - Chocolate

    (77)

    £13.50

    Comparable High Street Price: £45.41

    Sale Jumbo Cord Trousers - Port

    Jumbo Cord Trousers - Port

    (58)

    £13.50

    Comparable High Street Price: £45.41

    Sale Moleskin Trousers - Blue

    Moleskin Trousers - Blue

    (46)

    £16.50

    Comparable High Street Price: £52.00

    Sale Moleskin Trousers - Pebble

    Moleskin Trousers - Pebble

    (32)

    £16.50

    Comparable High Street Price: £52.00

    Sale Moleskin Trousers - Port

    Moleskin Trousers - Port

    (54)

    £16.50

    Comparable High Street Price: £52.00

    Sale Flat Front Chino Trousers - Brown

    Flat Front Chino Trousers - Brown

    (23)

    £11.50

    Comparable High Street Price: £52.25

    Sale Pleated Chino Trousers - Airforce

    Pleated Chino Trousers - Airforce

    (30)

    £11.50

    Comparable High Street Price: £52.25

    Sale Pleated Chino Trousers - Stone

    Pleated Chino Trousers - Stone

    (41)

    £11.50

    Comparable High Street Price: £52.25

    Sale Stretch Jeans - Black

    Stretch Jeans - Black

    (34)

    £15.00

    Comparable High Street Price: £70.75

    Sale Bedford Cord Jeans - Gunmetal

    Bedford Cord Jeans - Gunmetal

    (50)

    £10.50

    Sale Bedford Cord Jeans - Navy

    Bedford Cord Jeans - Navy

    (43)

    £10.50

    Sale Flat Front Chino Trousers - Brick

    Flat Front Chino Trousers - Brick

    (22)

    £10.50

    Comparable High Street Price: £52.25

    Sale Summer Suit Trousers - Blue

    Summer Suit Trousers - Blue

    (25)

    £40.00

    Comparable High Street Price: £77.38

    Sale Suit Trousers - Linen - Blue

    Suit Trousers - Linen - Blue

    (39)

    £16.95

    Comparable High Street Price: £39.25

    Sale Suit Trousers - Linen - Natural

    Suit Trousers - Linen - Natural

    (46)

    £16.95

    Comparable High Street Price: £39.25

    Sale Linen-Mix Trousers - Grey

    Linen-Mix Trousers - Grey

    (17)

    £10.50

    Comparable High Street Price: £50.50

    Sale Moleskin Trousers - Gunmetal

    Moleskin Trousers - Gunmetal

    (0)

    £15.00

    Sale Moleskin Trousers - Russet

    Moleskin Trousers - Russet

    (2)

    £15.50

    Sale Moleskin Jeans - Fawn

    Moleskin Jeans - Fawn

    (3)

    £15.00

    Sale Moleskin Trousers - Stone

    Moleskin Trousers - Stone

    (1)

    £15.00

    Sale Cavalry Twill Trousers - Navy

    Cavalry Twill Trousers - Navy

    (2)

    £11.00

    Sale Moleskin Jeans - Navy

    Moleskin Jeans - Navy

    (2)

    £15.50

    Sale Pleated Chino Trousers - Taupe

    Pleated Chino Trousers - Taupe

    (0)

    £10.50

    Sale Summer Weight Chino Trousers - Olive

    Summer Weight Chino Trousers - Olive

    (0)

    £10.50

    Sale Needle Cord Trousers - Dark Brown

    Needle Cord Trousers - Dark Brown

    (0)

    £12.50

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