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Mens Autumn/Winter Footwear

Step confidently through the colder months with our men’s autumn/winter footwear collection. Designed to keep your feet warm, dry, and comfortable, these shoes and boots are perfect for everyday wear or more challenging outdoor conditions. Lightweight yet durable, they offer reliable performance without compromising on style. Whether you’re navigating city streets, countryside trails, or weekend adventures, our collection provides practical and dependable footwear for all your autumn and winter activities.

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1 - 48 of 53 items

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  1. Fisk Men's Walking Shoes in Black, Outside view of footwear
    Mens Walking Shoes in Black Fisk
    $40.99 Was $103.99
  2. Renton Men's DLX Vibram Walking Boots in Black, Outside view of footwear
    DLX
    DLX Mens Vibram Walking Boots in Black Renton
    $99.99 Was $194.99
  3. Gerrard Men's Waterproof Vibram Walking Boots in Brown, Outside view of footwear
    Mens Waterproof Vibram Walking Boots in Brown Gerrard
    $99.99 Was $217.99
  4. Finley Men's Waterproof Walking Boots in Brown, Outside view of footwear
    Mens Waterproof Walking Boots in Brown Finley
    $52.99 Was $136.99
    3 colours
  5. Magellan Men's DLX Vibram Walking Shoes in Black, Outside view of footwear
    DLX
    DLX Mens Vibram Walking Shoes in Black Magellan
    $94.99 Was $182.99
  6. Finley Men's Walking Shoes in Black, Outside view of footwear
    Mens Walking Shoes in Black Finley
    $62.99 Was $124.99
    3 colours
  7. Trespass Men's Knee Length Welly Boots Beck Navy, Outside view of footwear
    Mens Knee Length Welly Boots Beck Navy
    $33.99 Was $66.99
  8. Negev II Men's Fleece Lined Snow Boots in Black, Angled view of footwear
    Mens Fleece Lined Snow Boots Negev II in Black
    $136.99 Was $136.99
    2 colours
  9. Hiram Men's Waterproof Walking Boots in Brown, Outside view of footwear
    Mens Waterproof Walking Boots in Brown Hiram
    $68.99 Was $159.99
  10. Keyboard II Men's DLX Walking Shoes in Black, Angled view of footwear
    DLX
    DLX Mens Walking Shoes Keyboard II in Black
    $108.99 Was $182.99
  11. Trespass Men's Walking Trainer Finley Graphite, Outside view of footwear
    Mens Walking Trainer Finley Graphite
    $62.99 Was $124.99
    3 colours
  12. Men's Waterproof Walking Boots Calle in GREY, Outside view of footwear
    Mens Waterproof Walking Boots Calle In Grey
    $52.99 Was $104.99
  13. Falark Men's Vibram Walking Shoes in Brown, Outside view of footwear
    Mens Vibram Walking Shoes in Brown Falark
    $217.99 Was $217.99
  14. Trespass Mens Waterproof Walking Boots Comfortable Mikeba Charcoal, Angled view of footwear
    Mens Waterproof Walking Boots Comfortable Mikeba Charcoal
    $73.99 Was $182.99
  15. Zotos Men's Snow Boots in Black, Outside view of footwear
    Men's Snow Boots in Black Zotos
    $41.99 Was $112.99
  16. Negev II Men's Fleece Lined Snow Boots in Grey, Outside view of footwear
    Mens Fleece Lined Snow Boots Negev II in Grey
    $83.99 Was $136.99
    2 colours
  17. Finley Men's Waterproof Walking Boots in Black, Outside view of footwear
    Mens Waterproof Walking Boots in Black Finley
    $136.99 Was $136.99
    3 colours
  18. DLX Mens Walking Boots Rhythmic II in Black
    DLX
    DLX Mens Walking Boots Rhythmic II in Black
    $114.99 Was $194.99
  19. Trespass Mens Trainers Ansel, Front view of footwear
    Mens Trainers Ansel
    $22.99 Was $22.99
  20. Mens Walking Boots Dean In Black
    Mens Walking Boots Dean In Black
    $71.99 Was $143.99
  21. Trespass Mens Walking Shoes Carraig in Black
    Mens Walking Shoes Carraig in Black
    $62.99 Was $125.99
  22. Trespass Mens Walking Shoes Scarp B in Dark Brown, Outside view of footwear
    Mens Walking Shoes Scarp B in Dark Brown
    $50.99 Was $50.99
    4 colours
  23. Trespass Mens Walking Shoes Scarp B in Castle, Outside view of footwear
    Mens Walking Shoes Scarp B in Castle
    $50.99 Was $100.99
    4 colours
  24. Trespass Mens Walking Shoes Scarp B, Angled view of footwear
    Mens Walking Shoes Scarp B in Black
    $50.99 Was $100.99
    4 colours
  25. Trespass Mens Finley Mid Waterproof Hiking Boots in Black _ Blue, Inside view of footwear
    Mens Finley Mid Waterproof Hiking Boots In Black/Blue
    $52.99 Was $104.99
    3 colours
  26. Trespass Mens Trainers Elias in Black, Angled view of footwear
    DLX
    Mens Trainers Elias in Black
    $54.99 Was $54.99
  27. Trespass Mens Walking Shoes Finley in Black / Blue, Front view of footwear
    Mens Walking Shoes Finley in Black / Blue
    $47.99 Was $94.99
    3 colours
  28. Trespass Mens Waterproof Trail Shoes Ford in Olive, Front view of footwear
    Mens Waterproof Trail Shoes Ford in Olive
    $52.99 Was $52.99
  29. Trespass Unisex Anti Blister Boot Socks Austen in Navy
    Unisex Anti Blister Boot Socks Austen in Navy
    $10.99 Was $20.99
  30. Trespass Mens Waterproof Snow Boots Novern in Black, Back view of footwear
    Mens Waterproof Snow Boots Novern in Black
    $52.99 Was $104.99
  31. Trespass Mens Waterproof Walking Boots Conrad in Olive, Back view of footwear
    Mens Waterproof Walking Boots Conrad in Olive
    $62.99 Was $125.99
  32. Unisex Adult Hiking Boots Orian, Inside view of footwear
    Unisex Adult Hiking Boots Orian
    $34.99 Was $34.99
  33. Men s Walking Boots Corrie, Outside view of footwear
    Mens Walking Boots Corrie
    $99.99 Was $99.99
  34. Unisex Adult Winter Boot Haze in TAN, Front view of footwear
    Unisex Adult Winter Boot Haze In Tan
    $53.99 Was $53.99
  35. Trespass Mens Ski Socks 2 Pack Langdon II in Navy Carbon Melange
    Mens Ski Socks 2 Pack Langdon II in Navy Carbon Melange
    $9.99 Was $40.99
    2 colours
  36. Mens Lightweight Mid Trekking Socks Rizzle
    Mens Lightweight Mid Trekking Socks Rizzle
    $16.99 Was $33.99
  37. Daily Men's Antibacterial Socks - 5 pack in Black, Angled view of footwear
    Mens Antibacterial Casual Socks 5 pack
    $21.99 Was $42.99
  38. Mens Trekking Socks Wayfarer
    Mens Trekking Socks Wayfarer
    $15.99 Was $31.99
  39. Trespass Adults Casual Socks Jackbarrow 3 Pack
    Adults Casual Socks Jackbarrow 3 Pack
    $19.99 Was $38.99
  40. Langdon II Adults' Tube Socks - 2 pack in Black, Angled view of footwear
    Adults Tube Socks 2 pack Langdon II in Black
    $9.99 Was $40.99
    2 colours
  41. Straiton II Men's Snow Boots in Black, Outside view of footwear
    Mens Snow Boots Straiton II in Black
    $31.99 Was $89.99
  42. DLX Mens Walking Socks Strolling
    DLX
    DLX Mens Walking Socks Strolling
    $20.99 Was $40.99
  43. Trespass Men's Active Trainers in Black Pace, Angled view of footwear
    Men's Active Trainers in Black Pace
    $101.99 Was $101.99
  44. Recon X Men's Wellies in Khaki, Outside view of footwear
    X Men's Wellies in Khaki Recon
    $25.99 Was $70.99
    3 colours
  45. Trespass X Men's Wellies in Black Recon, Outside view of footwear
    X Men's Wellies in Black Recon
    $25.99 Was $70.99
    3 colours
  46. Trespass Mens Walking Socks Tippo
    Mens Walking Socks Tippo
    $15.99 Was $31.99
  47. Trespass Mens Anti Blister Walking Socks Hitched 2 pack
    Mens Anti Blister Walking Socks Hitched 2 pack
    $21.99 Was $42.99
  48. Trespass Adults' Tube Socks in Assorted Toppy
    Adults' Tube Socks in Assorted Toppy
    $19.99 Was $38.99

1 - 48 of 53 items

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