Waterproof Boots

  1. Men's Earthkeepers® Trailbreak Waterproof Hiking Boot - Timberland

    New season. New trails to conquer.

    These rugged hikers feature SensorFlex™ technology for the ultimate in flexibility and on-trail response.

    Learn More

  2. Men's Earthkeepers® Trailbreak Waterproof Hiking Boot - Timberland
  3. Men's Earthkeepers® Trailbreak Waterproof Hiking Boot - Timberland
  4. Men's Fleet Trail Mid Waterproof Hiking Boot - Timberland
    • GORE-TEX® MEMBRANE

    • RETAIL EXCLUSIVE

  5. Men's Fleet Trail Mid Waterproof Hiking Boot - Timberland
    • GORE-TEX® MEMBRANE

    • RETAIL EXCLUSIVE

  6. Men's Earthkeepers® Rolston Mid Waterproof Boot - Timberland
  7. Men's Plymouth Trail Waterproof Hiker - Timberland
    • GORE-TEX® MEMBRANE

  8. Men's Canard Mid Classic Boot - Timberland
    • RETAIL EXCLUSIVE

  9. Men's Chocorua Trail Mid Waterproof Hiking Boot - Timberland
    • GORE-TEX® MEMBRANE

  10. Men's Chocorua Trail Mid Waterproof Hiking Boot - Timberland
    • GORE-TEX® MEMBRANE

  11. Men's Earthkeepers® Mt. Maddsen Mid Hiking Boot - Timberland
  12. Men's Earthkeepers® Mt. Maddsen Mid Hiking Boot - Timberland
  13. Men's Fleet Trail Low Waterproof Hiking Boot - Timberland
    • GORE-TEX® MEMBRANE

    • RETAIL EXCLUSIVE

  14. Men's Fleet Trail Low Waterproof Hiking Boot - Timberland
    • GORE-TEX® MEMBRANE

    • RETAIL EXCLUSIVE

  15. Men's Earthkeepers® Rolston Low Waterproof Boot - Timberland
  16. Men's Canard Low Lace Boot - Timberland
    • RETAIL EXCLUSIVE

  17. Men's Waterproof Field Boot - Timberland
  18. Men's Waterproof Field Boot - Timberland
  19. Men's Waterproof Field Boot - Timberland
  20. Men's Timberland® Waterproof Chukka Boot - Timberland
    • RETAIL EXCLUSIVE

  21. Men's Timberland® Waterproof Chukka Boot - Timberland
    • EXTENDED SIZES

  22. Men's Timberland® Waterproof Chukka Boot - Timberland
    • EXTENDED SIZES

  23. Men's Earthkeepers® Rugged Side-Zip Boot - Timberland
  24. Men's Earthkeepers® Rugged Side-Zip Boot - Timberland
  25. Men's 6-Inch Premium Waterproof Boot - Timberland
  26. Men's 6-Inch Premium Waterproof Boot - Timberland
  27. Men's 6-Inch Premium Waterproof Boot - Timberland
  28. Men's Earthkeepers® Rugged 6-Inch Waterproof Plain Toe Boot - Timberland
  29. Men's Earthkeepers® Rugged 6-Inch WP Plain Toe Boot - Timberland
  30. Men's Earthkeepers® Rugged 6-Inch WP Plain Toe Boot - Timberland
  31. Men's 6-Inch Basic Waterproof Boot - Timberland
  32. Men's 6-Inch Basic Waterproof Boot - Timberland