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Sneaker Boots

Mens
  1. Mens Killington Chukka Mens Killington Chukka
    TIMBERLAND Mens Killington Chukka
    From $179 $249.95
  2. Men's Adventure 2.0 Cupsole Chukka
    TIMBERLAND Men's Adventure 2.0 Cupsole Chukka
    $259.95
  3. Men's Radford Leather Chukka Boot Men's Radford Leather Chukka Boot
    TIMBERLAND Men's Radford Leather Chukka Boot
    $279.95
  4. Men's Radford Leather Chukka Boot Men's Radford Leather Chukka Boot
    TIMBERLAND Men's Radford Leather Chukka Boot
    $279.95
  5. Men's Bradstreet Chukka Boot Men's Bradstreet Chukka Boot
    TIMBERLAND Men's Bradstreet Chukka Boot
    $249.95
  6. Men's Bradstreet Chukka Boot Men's Bradstreet Chukka Boot
    TIMBERLAND Men's Bradstreet Chukka Boot
    $249.95
  7. Men's Amherst Leather Slip-On Shoe Men's Amherst Leather Slip-On Shoe
    TIMBERLAND Men's Amherst Leather Slip-On Shoe
    $199.95
  8. Men's Amherst Leather Slip-On Shoe Men's Amherst Leather Slip-On Shoe
    TIMBERLAND Men's Amherst Leather Slip-On Shoe
    $199.95
  9. Men's Killington Chukka Boot Men's Killington Chukka Boot
    TIMBERLAND Men's Killington Chukka Boot
    $249.95
  10. Men's Groveton Plain-Toe Chukka Men's Groveton Plain-Toe Chukka
    TIMBERLAND Men's Groveton Plain-Toe Chukka
    $199.95
  11. Men's Newmarket Plain Toe Chukka Men's Newmarket Plain Toe Chukka
    TIMBERLAND Men's Newmarket Plain Toe Chukka
    $249.95
  12. Men's Killington Chukka Boot Men's Killington Chukka Boot
    TIMBERLAND Men's Killington Chukka Boot
    $249.95
  13. Men's Adventure 2.0 Cupsole Chukka Men's Adventure 2.0 Cupsole Chukka
    TIMBERLAND Men's Adventure 2.0 Cupsole Chukka
    $229.95
  14. Mens Amherst Chelsea Boots Mens Amherst Chelsea Boots
    TIMBERLAND Mens Amherst Chelsea Boots
    From $149 $239.95
  15. Mens Killington  Hiker Boot Mens Killington  Hiker Boot
    TIMBERLAND Mens Killington Hiker Boot
    From $149 $249.95
  16. Mens Amherst Hi Top Chukka Shoes Mens Amherst Hi Top Chukka Shoes
    TIMBERLAND Mens Amherst Hi Top Chukka Shoes
    From $149 $249.95
  17. Mens Amherst Hi Top Chukka Shoes Mens Amherst Hi Top Chukka Shoes
    TIMBERLAND Mens Amherst Hi Top Chukka Shoes
    From $149 $249.95
  18. Men's Groveton Plain-Toe Chukka Men's Groveton Plain-Toe Chukka
    TIMBERLAND Men's Groveton Plain-Toe Chukka
    $199.95
  19. Mens Flyroam Boot Mens Flyroam Boot
    TIMBERLAND Mens Flyroam Boot
    From $179 $279.95
  20. Mens FlyRoam Boot Mens FlyRoam Boot
    TIMBERLAND Mens FlyRoam Boot
    From $179 $279.95
  21. Mens FlyRoam Oxford Mens FlyRoam Oxford
    TIMBERLAND Mens FlyRoam Oxford
    From $149 $229.95
  22. Men's Killington Hiker Chukka Men's Killington Hiker Chukka
    TIMBERLAND Men's Killington Hiker Chukka
    $249.95
  23. Mens Amherst Oxford Shoe Mens Amherst Oxford Shoe
    TIMBERLAND Mens Amherst Oxford Shoe
    From $129 $219.95
  24. Men's Adventure 2.0 Alpine Oxford Men's Adventure 2.0 Alpine Oxford
    TIMBERLAND Men's Adventure 2.0 Alpine Oxford
    $229.95
  25. Men's Adventure 2.0 Cupsole Rubberised Chukka Men's Adventure 2.0 Cupsole Rubberised Chukka
    TIMBERLAND Men's Adventure 2.0 Cupsole Rubberised Chukka
    $249.95
  26. Men's Adventure 2.0 Cupsole Rubberised Chukka Men's Adventure 2.0 Cupsole Rubberised Chukka
    TIMBERLAND Men's Adventure 2.0 Cupsole Rubberised Chukka
    $249.95
  27. Men's Adventure 2.0 Cupsole Rubberised Alpine Oxford Men's Adventure 2.0 Cupsole Rubberised Alpine Oxford
    TIMBERLAND Men's Adventure 2.0 Cupsole Rubberised Alpine Oxford
    $229.95
  28. Men's Adventure 2.0 Alpine Oxford Men's Adventure 2.0 Alpine Oxford
    TIMBERLAND Men's Adventure 2.0 Alpine Oxford
    $229.95
  29. Men's Adventure 2.0 Cupsole Rubberised Chukka Men's Adventure 2.0 Cupsole Rubberised Chukka
    TIMBERLAND Men's Adventure 2.0 Cupsole Rubberised Chukka
    $249.95
  30. Men's Adventure 2.0 Cupsole Rubberised Oxford Men's Adventure 2.0 Cupsole Rubberised Oxford
    TIMBERLAND Men's Adventure 2.0 Cupsole Rubberised Oxford
    $229.95
  31. Men's Newmarket Plain Toe Chukka Men's Newmarket Plain Toe Chukka
    TIMBERLAND Men's Newmarket Plain Toe Chukka
    $249.95
  32. Men's Killington Hiker Chukka Men's Killington Hiker Chukka
    TIMBERLAND Men's Killington Hiker Chukka
    $249.95
  33. Men's Adventure 2.0 Cupsole Chukka Men's Adventure 2.0 Cupsole Chukka
    TIMBERLAND Men's Adventure 2.0 Cupsole Chukka
    $259.95
  34. Mens Amherst Oxford Shoe Mens Amherst Oxford Shoe
    TIMBERLAND Mens Amherst Oxford Shoe
    From $129 $219.95
  35. Men's Killington Hiker Chukka Men's Killington Hiker Chukka
    TIMBERLAND Men's Killington Hiker Chukka
    $249.95
  36. Mens Amherst Oxford Shoe Mens Amherst Oxford Shoe
    TIMBERLAND Mens Amherst Oxford Shoe
    From $129 $219.95
  37. Men's Adventure 2.0 Cupsole Lea Shoe Men's Adventure 2.0 Cupsole Lea Shoe
    TIMBERLAND Men's Adventure 2.0 Cupsole Lea Shoe
    $229.95
  38. Men's Adventure 2.0 Cupsole Chukka Men's Adventure 2.0 Cupsole Chukka
    TIMBERLAND Men's Adventure 2.0 Cupsole Chukka
    $259.95
  39. Mens FlyRoam Sport Chukka Mens FlyRoam Sport Chukka
    TIMBERLAND Mens FlyRoam Sport Chukka
    From $149 $249.95
  40. Men's Adventure 2.0 Cupsole Rubberised Oxford Men's Adventure 2.0 Cupsole Rubberised Oxford
    TIMBERLAND Men's Adventure 2.0 Cupsole Rubberised Oxford
    $229.95
  41. Mens Amherst Canvas Chukka Mens Amherst Canvas Chukka
    TIMBERLAND Mens Amherst Canvas Chukka
    From $149 $219.95
  42. Mens Amherst Canvas Chukka Mens Amherst Canvas Chukka
    TIMBERLAND Mens Amherst Canvas Chukka
    From $99 $219.95
  43. Mens Killington Hiker Ox Mens Killington Hiker Ox
    TIMBERLAND Mens Killington Hiker Ox
    From $129 $279.95
  44. Mens Adventure 2.0 Cupsole Oxford Mens Adventure 2.0 Cupsole Oxford
    TIMBERLAND Mens Adventure 2.0 Cupsole Oxford
    From $99 $219.95
  45. Mens Killington Hiker Ox Mens Killington Hiker Ox
    TIMBERLAND Mens Killington Hiker Ox
    From $129 $279.95
  46. Mens Adventure 2.0 Cupsole Chukka Mens Adventure 2.0 Cupsole Chukka
    TIMBERLAND Mens Adventure 2.0 Cupsole Chukka
    From $129 $279.95
  47. Men's Adventure Cupsole Chukka Men's Adventure Cupsole Chukka
    TIMBERLAND Men's Adventure Cupsole Chukka
    $259.95
  48. Men's Killington Chukka Boot Men's Killington Chukka Boot
    TIMBERLAND Men's Killington Chukka Boot
    $249.95
  49. Mens Killington Chukka Mens Killington Chukka
    TIMBERLAND Mens Killington Chukka
    From $129 $279.95