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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.

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    Sale

    Any 2 for £40

    Flat Front Chino Trousers - Mocha

    Flat Front Chino Trousers - Mocha

    (24)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £40

    Pleated Chino Trousers - Khaki

    Pleated Chino Trousers - Khaki

    (43)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £40

    Flat Front Chino Trousers - Charcoal

    Flat Front Chino Trousers - Charcoal

    (18)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £40

    Flat Front Chino Trousers - Navy

    Flat Front Chino Trousers - Navy

    (45)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £40

    Flat Front Chino Trousers - Tan

    Flat Front Chino Trousers - Tan

    (32)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £40

    Flat Front Chino Trousers - Teal

    Flat Front Chino Trousers - Teal

    (19)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £40

    Pleated Chino Trousers - Wine

    Pleated Chino Trousers - Wine

    (43)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £40

    Pleated Chino Trousers - Stone

    Pleated Chino Trousers - Stone

    (19)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £40

    Pleated Chino Trousers - Dusk

    Pleated Chino Trousers - Dusk

    (63)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £40

    Pleated Chino Trousers - Light Green

    Pleated Chino Trousers - Light Green

    (31)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £40

    Summer Weight Chino Trousers - Stone

    Summer Weight Chino Trousers - Stone

    (57)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £40

    Summer Weight Chino Trousers - Sand

    Summer Weight Chino Trousers - Sand

    (15)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £40

    Summer Weight Chino Trousers - Light Blue

    Summer Weight Chino Trousers - Light Blue

    (31)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £40

    Summer Weight Chino Trousers - Plum

    Summer Weight Chino Trousers - Plum

    (21)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £40

    Summer Weight Chino Trousers - Moss

    Summer Weight Chino Trousers - Moss

    (21)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £40

    Needle Cord Trousers - Light Olive

    Needle Cord Trousers - Light Olive

    (58)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £46.74

    Sale

    Any 2 for £40

    Needle Cord Trousers - Grey

    Needle Cord Trousers - Grey

    (75)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £46.74

    Sale

    Any 2 for £40

    Needle Cord Trousers - Airforce

    Needle Cord Trousers - Airforce

    (91)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £46.74

    Sale

    Any 2 for £40

    Summer weight Moleskin Trousers - Navy

    Summer weight Moleskin Trousers - Navy

    (1)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £55.63

    Sale

    Any 2 for £40

    Summer weight Moleskin Trousers - Gunmetal

    Summer weight Moleskin Trousers - Gunmetal

    (0)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £55.63

    Sale

    Any 2 for £40

    Summer weight Moleskin Trousers - Light Olive

    Summer weight Moleskin Trousers - Light Olive

    (0)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £55.63

    Sale

    Any 2 for £40

    Slim-Fit Chino Trousers - Dusk

    Slim-Fit Chino Trousers - Dusk

    (18)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £40

    Slim-Fit Chino Trousers - Navy

    Slim-Fit Chino Trousers - Navy

    (31)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £40

    Slim-Fit Chino Trousers - Tan

    Slim-Fit Chino Trousers - Tan

    (18)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £40

    Slim-Fit Needle Cord Trousers - Light Olive

    Slim-Fit Needle Cord Trousers - Light Olive

    (12)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £46.74

    Sale

    Any 2 for £40

    Slim-Fit Needle Cord Trousers - Navy

    Slim-Fit Needle Cord Trousers - Navy

    (17)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £46.74

    Sale

    Any 2 for £40

    Slim-Fit Needle Cord Trousers - Grey

    Slim-Fit Needle Cord Trousers - Grey

    (19)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £46.74

    Sale

    Any 2 for £40

    Needle Cord Trousers - Wine

    Needle Cord Trousers - Wine

    (21)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £46.74

    Sale

    Any 2 for £40

    Linen-Mix Trousers - Grey

    Linen-Mix Trousers - Grey

    (14)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £42.25

    Sale

    Any 2 for £40

    Linen-Mix Trousers - Natural

    Linen-Mix Trousers - Natural

    (14)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £42.25

    Sale

    Any 2 for £40

    Stretch Jeans - Indigo

    Stretch Jeans - Indigo

    (56)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £56.50

    Sale

    Any 2 for £40

    Stretch Jeans - Blue

    Stretch Jeans - Blue

    (56)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £56.50

    Sale

    Any 2 for £40

    Slim-Fit Stretch Jeans - Indigo

    Slim-Fit Stretch Jeans - Indigo

    (16)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £56.50

    Sale

    Any 2 for £40

    Slim-Fit Stretch Jeans - Blue

    Slim-Fit Stretch Jeans - Blue

    (17)

    £34.95 £22.50 Save £12.45

    Comparable High Street Price: £56.50

    Sale Summer Suit Trousers - Blue

    Summer Suit Trousers - Blue

    (26)

    £50.00 £45.00 Save £5.00

    Comparable High Street Price: £68.63

    Sale

    Any 2 for £30

    Slim-fit Stretch Jeans - Indigo

    Slim-fit Stretch Jeans - Indigo

    (16)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £56.50

    Sale

    Any 2 for £30

    Slim-fit Needle Cord Trousers - Navy

    Slim-fit Needle Cord Trousers - Navy

    (17)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £46.74

    Sale

    Any 2 for £30

    Needle Cord Trousers - Brown

    Needle Cord Trousers - Brown

    (75)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £46.74

    Sale

    Any 2 for £30

    Moleskin Trousers - Denim Blue

    Moleskin Trousers - Denim Blue

    (41)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £55.63

    Sale

    Any 2 for £30

    Moleskin Trousers - Russet

    Moleskin Trousers - Russet

    (45)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £55.63

    Sale

    Any 2 for £30

    Moleskin Jeans - Dark Green

    Moleskin Jeans - Dark Green

    (60)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £55.63

    Sale

    Any 2 for £30

    Slim-fit Needle Cord Trousers - Camel

    Slim-fit Needle Cord Trousers - Camel

    (19)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £46.74

    Sale

    Any 2 for £30

    Slim-fit Needle Cord Trousers - Dark Olive

    Slim-fit Needle Cord Trousers - Dark Olive

    (12)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £46.74

    Sale

    Any 2 for £30

    Needle Cord Trousers - Dark Olive

    Needle Cord Trousers - Dark Olive

    (58)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £46.74

    Sale

    Any 2 for £30

    Needle Cord Trousers - Camel

    Needle Cord Trousers - Camel

    (59)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £46.74

    Sale

    Any 2 for £30

    Moleskin Trousers - Dark Olive

    Moleskin Trousers - Dark Olive

    (80)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £55.63

    Sale

    Any 2 for £30

    Moleskin Trousers - Mushroom

    Moleskin Trousers - Mushroom

    (37)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £55.63

    Sale

    Any 2 for £30

    Moleskin Jeans - Brown

    Moleskin Jeans - Brown

    (59)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £55.63

    Sale

    Any 2 for £30

    Moleskin Jeans - Navy

    Moleskin Jeans - Navy

    (72)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £55.63

    Sale

    Any 2 for £30

    Moleskin Jeans - Light Olive

    Moleskin Jeans - Light Olive

    (41)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £55.63

    Sale

    Any 2 for £30

    Moleskin Jeans - Gunmetal

    Moleskin Jeans - Gunmetal

    (96)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £55.63

    Sale

    Any 2 for £30

    Cavalry Twill Trousers - Blue

    Cavalry Twill Trousers - Blue

    (35)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £74.75

    Sale

    Any 2 for £30

    Wool-Rich Trousers - Navy

    Wool-Rich Trousers - Navy

    (67)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £44.74

    Sale

    Any 2 for £30

    Flat Front Chino Trousers - Navy

    Flat Front Chino Trousers - Navy

    (45)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £30

    Slim-fit Chino Trousers - Navy

    Slim-fit Chino Trousers - Navy

    (31)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £30

    Jumbo Cord Trousers - Black

    Jumbo Cord Trousers - Black

    (57)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £46.74

    Sale

    Any 2 for £30

    Pleated Chino Trousers - Blue

    Pleated Chino Trousers - Blue

    (63)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £30

    Pleated Chino Trousers - Camel

    Pleated Chino Trousers - Camel

    (43)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £30

    Slim-fit Chino Trousers - Stone

    Slim-fit Chino Trousers - Stone

    (22)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £30

    Jumbo Cord Trousers - Sand

    Jumbo Cord Trousers - Sand

    (83)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £46.74

    Sale

    Any 2 for £30

    Jumbo Cord Trousers - Wine

    Jumbo Cord Trousers - Wine

    (130)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £46.74

    Sale

    Any 2 for £30

    Jumbo Cord Trousers - Gunmetal

    Jumbo Cord Trousers - Gunmetal

    (84)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £46.74

    Sale

    Any 2 for £30

    Needle Cord Trousers - Navy

    Needle Cord Trousers - Navy

    (91)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £46.74

    Sale

    Any 2 for £30

    Flat Front Chino Trousers - Stone

    Flat Front Chino Trousers - Stone

    (19)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £30

    Flat Front Chino Trousers - Khaki

    Flat Front Chino Trousers - Khaki

    (32)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £30

    Pleated Chino Trousers - Dark Brown

    Pleated Chino Trousers - Dark Brown

    (31)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £30

    Slim-fit Chino Trousers - Khaki

    Slim-fit Chino Trousers - Khaki

    (18)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £30

    Flat Front Stretch Chino Trousers - Stone

    Flat Front Stretch Chino Trousers - Stone

    (72)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £55.13

    Sale

    Any 2 for £30

    Flat Front Stretch Chino Trousers - Khaki

    Flat Front Stretch Chino Trousers - Khaki

    (46)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £55.13

    Sale Moleskin Trousers - Russet

    Moleskin Trousers - Russet

    (45)

    £34.95 £16.50 Save £18.45

    Comparable High Street Price: £55.63

    Sale Needle Cord Trousers - Navy

    Needle Cord Trousers - Navy

    (22)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £46.74

    Sale Summer Weight Chino Trousers - Blue

    Summer Weight Chino Trousers - Blue

    (31)

    £34.95 £15.50 Save £19.45

    Comparable High Street Price: £55.13

    Sale Slim-Fit Chino Trousers - Navy

    Slim-Fit Chino Trousers - Navy

    (31)

    £34.95 £16.50 Save £18.45

    Comparable High Street Price: £55.13

    Sale Slim-Fit Chino Trousers - Light Grey

    Slim-Fit Chino Trousers - Light Grey

    (18)

    £34.95 £16.50 Save £18.45

    Comparable High Street Price: £55.13

    Sale Summer Weight Chino Trousers - Stone

    Summer Weight Chino Trousers - Stone

    (57)

    £34.95 £15.50 Save £19.45

    Comparable High Street Price: £55.13

    Sale Needle Cord Trousers - Dark Olive

    Needle Cord Trousers - Dark Olive

    (16)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £46.74

    Sale Needle Cord Trousers - Wine

    Needle Cord Trousers - Wine

    (21)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £46.74

    Sale Needle Cord Trousers - Grey

    Needle Cord Trousers - Grey

    (23)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £46.74

    Sale Needle Cord Trousers - Mustard

    Needle Cord Trousers - Mustard

    (25)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £46.74

    Sale Moleskin Trousers - Light Olive

    Moleskin Trousers - Light Olive

    (41)

    £34.95 £16.50 Save £18.45

    Comparable High Street Price: £55.63

    Sale Moleskin Trousers - Fawn

    Moleskin Trousers - Fawn

    (37)

    £34.95 £16.50 Save £18.45

    Comparable High Street Price: £55.63

    Sale Moleskin Jeans - Chocolate

    Moleskin Jeans - Chocolate

    (32)

    £34.95 £16.50 Save £18.45

    Comparable High Street Price: £55.63

    Sale Moleskin Jeans - Aubergine

    Moleskin Jeans - Aubergine

    (37)

    £34.95 £16.50 Save £18.45

    Comparable High Street Price: £55.63

    Sale Moleskin Jeans - Blue

    Moleskin Jeans - Blue

    (18)

    £34.95 £16.50 Save £18.45

    Comparable High Street Price: £55.63

    Sale Moleskin Jeans - Stone

    Moleskin Jeans - Stone

    (23)

    £34.95 £16.50 Save £18.45

    Comparable High Street Price: £55.63

    Sale Moleskin Jeans - Dark Olive

    Moleskin Jeans - Dark Olive

    (39)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £55.63

    Sale Flat Front Chino Trousers - Brick

    Flat Front Chino Trousers - Brick

    (35)

    £34.95 £15.50 Save £19.45

    Comparable High Street Price: £55.13

    Sale Flat Front Chino Trousers - Khaki

    Flat Front Chino Trousers - Khaki

    (32)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £55.13

    Sale Linen-Mix Trousers - Navy

    Linen-Mix Trousers - Navy

    (14)

    £34.95 £17.50 Save £17.45

    Comparable High Street Price: £42.25

    Sale Needle Cord Trousers - Wine

    Needle Cord Trousers - Wine

    (80)

    £34.95 £11.00 Save £23.95

    Comparable High Street Price: £46.74

    Sale Moleskin Jeans - Aubergine

    Moleskin Jeans - Aubergine

    (54)

    £34.95 £15.00 Save £19.95

    Comparable High Street Price: £55.63

    Sale Moleskin Trousers - Gunmetal

    Moleskin Trousers - Gunmetal

    (99)

    £34.95 £15.50 Save £19.45

    Comparable High Street Price: £55.63

    Sale Flat Front Chino Trousers - Blue

    Flat Front Chino Trousers - Blue

    (63)

    £34.95 £10.50 Save £24.45

    Comparable High Street Price: £55.13

    Sale Pleated Chino Trousers - Navy

    Pleated Chino Trousers - Navy

    (49)

    £34.95 £10.50 Save £24.45

    Comparable High Street Price: £55.13

    Sale Flat Front Stretch Chino Trousers - Khaki

    Flat Front Stretch Chino Trousers - Khaki

    (46)

    £34.95 £11.00 Save £23.95

    Comparable High Street Price: £55.13

    Sale Flat Front Stretch Chino Trousers - Blue

    Flat Front Stretch Chino Trousers - Blue

    (38)

    £34.95 £11.00 Save £23.95

    Comparable High Street Price: £55.13

    Sale Moleskin Trousers - Port

    Moleskin Trousers - Port

    (55)

    £34.95 £15.50 Save £19.45

    Comparable High Street Price: £55.63

    Sale Flat Front Chino Trousers - Brick

    Flat Front Chino Trousers - Brick

    (22)

    £34.95 £10.50 Save £24.45

    Comparable High Street Price: £55.13

    Sale Moleskin Trousers - Russet

    Moleskin Trousers - Russet

    (35)

    £14.99

    Comparable High Street Price: £55.63

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