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MEN'S BOOTS

From Hiking and Sneaker Boots to Chelsea Boots, Chukka Boots and of course The Original 6-Inch Boot, our purpose-designed boots for men are suited to a wide range of occasions. Whether you’re wanting work boots, dress boots, waterproof boots or casual boots for everyday wear, we have a wide range of top-quality men’s boots to suit.

SHOP MEN'S 6-INCH BOOTS   |   SHOP MEN'S HIKING BOOTS

Men's Boots

73 Items

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Set Descending Direction
  1. Timberland Men's 6-Inch Premium Waterproof Boot Wheat Nubuck
    View Men's 6-Inch Premium Waterproof Boot
    Rating:
    97%
    $400.00
  2. Timberland Men's 6-Inch Premium Waterproof Boot Black Nubuck
    View Men's 6-Inch Premium Waterproof Boot
    Rating:
    99%
    $400.00
  3. Timberland Men's 6-Inch Premium Waterproof Boot Dark Blue Suede
    new
    View Men's 6-Inch Premium Waterproof Boot
    $450.00
  4. Timberland Men's Attleboro Premium 6-Inch Boot Black Full Grain
    View Men's Attleboro Premium 6-Inch Boot
    $350.00
  5. Timberland Men's Attleboro Premium 6-Inch Boot Wheat Full Grain
    new
    View Men's Attleboro Premium 6-Inch Boot
    $350.00
  6. Timberland Men's Westmore Chukka Olive Nubuck
    View Men's Westmore Chukka
    $330.00
  7. Timberland Men's Premium Waterproof Boot Wheat Full Grain
    View Men's Premium Waterproof Boot
    $400.00
  8. Timberland Men's Attleboro Premium Chukka Wheat Full Grain
    View Men's Attleboro Premium Chukka
    $350.00
  9. Timberland Men's Attleboro Premium Chukka Black Full Grain
    View Men's Attleboro Premium Chukka
    Rating:
    100%
    $350.00
  10. Timberland Men's Waterproof Field Boot Wheat Nubuck
    View Men's Waterproof Field Boot
    $350.00
  11. Timberland Men's Premium Waterproof Boot Md Brown Full Grain
    View Men's Premium Waterproof Boot
    $400.00
  12. Timberland Men's Waterproof Field Boot Dark Brown Nubuck
    View Men's Waterproof Field Boot
    $350.00
  13. Timberland Men's Winsor Trail Waterproof Mid Wheat Ripstop
    View Men's Winsor Trail Waterproof Mid
    $300.00
  14. Timberland Men's Greenstride Motion 6 Super Oxford Wheat
    View Men's Greenstride Motion 6 Super Oxford
    Rating:
    100%
    $330.00
  15. Timberland Men's Tree Vault 6-Inch Waterproof Boot Black
    View Men's Tree Vault 6-Inch Waterproof Boot
    Rating:
    100%
    $380.00
  16. Timberland Men's Tree Vault 6-Inch Waterproof Boot Wheat Nubuck
    View Men's Tree Vault 6-Inch Waterproof Boot
    Rating:
    100%
    $380.00
  17. Timberland Men's Originals Ultra Waterproof Boot Wheat Nubuck
    View Men's Originals Ultra Waterproof Boot
    $400.00
  18. Timberland Mens Originals Ultra Waterproof Chukka Black Full Grain
    View Men's Originals Ultra Waterproof Chukka
    $380.00
  19. Timberland Mens Maple Grove Chukka Wheat Nubuck
    View Men's Maple Grove Chukka
    $300.00
  20. Timberland Mens Maple Grove Chukka Black Nubuck
    View Men's Maple Grove Chukka
    $300.00
  21. Timberland Men's 6-Inch Premium Waterproof Boot Medium Brown Nubuck
    View Men's 6-Inch Premium Waterproof Boot
    Rating:
    98%
    $400.00
  22. Timberland Mens Greenstride Motion 6 Waterproof Mid Black Nubuck
    View Men's Greenstride Motion 6 Waterproof Mid
    $400.00
  23. Men's Earthkeepers Original 6-Inch Boots
    View Men's Earthkeepers Original 6-Inch Boots
    Rating:
    89%
    $400.00
  24. Timberland Men's Seneca Bay Chukka Mid Brown Full Grain
    View Men's Seneca Bay Chukka
    Rating:
    100%
    $270.00
  25. Men's Westmore Moc Toe Chukka
    View Men's Westmore Moc Toe Chukka
    $330.00
  26. Timberland Men's Seneca Bay Chukka Wheat Nubuck
    View Men's Seneca Bay Chukka
    Rating:
    92%
    $270.00
  27. Timberland Men's Originals Ultra Waterproof Chukka Rust Nubuck
    View Men's Originals Ultra Waterproof Chukka
    $380.00
  28. Timberland Men's Originals Ultra Waterproof Chukka Dark Brown
    View Men's Originals Ultra Waterproof Chukka
    $380.00
  29. Timberland Men's Originals Ultra Waterproof Boot Black Nubuck
    View Men's Originals Ultra Waterproof Boot
    $400.00
  30. Timberland Mens Redwood Falls PT Waterproof Boot Black Full Grain
    View Men's Redwood Falls Waterproof Boot
    $360.00
  31. Timberland Icon Work Boot Black
    View Men's PRO Icon Waterproof Work Boot
    $350.00
  32. Timberland Icon Work Boot Wheat
    View Men's PRO Icon Waterproof Work Boot
    $350.00
  33. Timberland Men's Westmore Chukka Rust Full Grain
    View Men's Westmore Chukka
    $330.00
  34. Timberland Men's GreenStride Motion 6 Waterproof Mid Wheat
    new
    View Men's GreenStride Motion 6 Waterproof Mid
    $400.00
  35. Timberland Men's Heritage 6-Inch Waterproof Boot Medium Brown Full Grain
    new
    View Men's Heritage 6-Inch Waterproof Boot
    $400.00
  36. Timberland Men's Abbor Road Waterproof Boot Light Taupe Nubuck
    new
    View Men's Abbor Road Waterproof Boot
    $400.00
  37. Timberland Men's Maple Grove Leather Chukka Medium Blue Nubuck
    new
    View Men's Maple Grove Leather Chukka
    $300.00
  38. Timberland Men's Maple Grove Leather Chukka Light Taupe Nubuck
    new
    View Men's Maple Grove Leather Chukka
    $300.00
  39. Timberland Men's 6-Inch Premium Waterproof Boot Dark Wheat Nubuck
    new
    View Men's 6-Inch Premium Waterproof Boot
    $400.00
  40. Timberland Men's Westmore Moc Toe Chukka Md Brown Full Grain
    new
    View Men's Westmore Moc Toe Chukka
    $330.00
  41. Timberland Men's 6-Inch Premium Waterproof Boot Md Brown Full Grain
    clearance
    View Men's 6-Inch Premium Waterproof Boot
    Special Price $250.00 Regular Price $400.00
  42. Timberland Men's Westmore Chukka Medium Grey Nubuck
    clearance
    View Men's Westmore Chukka
    Special Price $200.00 Regular Price $330.00
  43. Timberland Mens Atwells Ave Chelsea Black Full Grain
    clearance
    View Mens Atwells Ave Chelsea
    Special Price $170.00 Regular Price $340.00
  44. Timberland Men's 6-Inch Premium Waterproof Boot Medium Red Nubuck
    clearance
    View Men's 6-Inch Premium Waterproof Boot
    Special Price $240.00 Regular Price $400.00
  45. Timberland Men's Seneca Bay Hiker Black Nubuck
    clearance
    View Men's Seneca Bay Hiker
    Rating:
    100%
    Special Price $200.00 Regular Price $300.00
  46. Timberland Men's Premium Waterproof Chukka Black Full Grain
    clearance
    View Men's Premium Waterproof Chukka
    Special Price $190.00 Regular Price $380.00
  47. Timberland Men's Premium Waterproof Boot Black Full Grain
    clearance
    View Men's Premium Waterproof Boot
    Rating:
    100%
    Special Price $280.00 Regular Price $400.00
  48. Timberland Men's 6-Inch Premium Waterproof Boot Medium Orange Nubuck
    clearance
    View Men's 6-Inch Premium Waterproof Boot
    Rating:
    100%
    Special Price $240.00 Regular Price $400.00
  49. Timberland Men's 6-Inch Premium Waterproof Boot Medium Green Nubuck
    clearance
    View Men's 6-Inch Premium Waterproof Boot
    Special Price $240.00 Regular Price $400.00
  50. Timberland Men's 6-Inch Premium Waterproof Boot Light Grey Nubuck
    clearance
    View Men's 6-Inch Premium Waterproof Boot
    Rating:
    100%
    Special Price $240.00 Regular Price $400.00
  51. Timberland Men's 6-Inch Premium Waterproof Boot Light Green Nubuck
    clearance
    View Men's 6-Inch Premium Waterproof Boot
    Rating:
    100%
    Special Price $240.00 Regular Price $400.00
  52. Timberland Men's 6-Inch Premium Waterproof Boot Bright Blue Nubuck
    clearance
    View Men's 6-Inch Premium Waterproof Boot
    Rating:
    100%
    Special Price $240.00 Regular Price $400.00
  53. Timberland Men's Greenstride Motion 6 Super Oxford Black Helcor w White
    clearance
    View Men's Greenstride Motion 6 Super Oxford
    Special Price $200.00 Regular Price $330.00
  54. Timberland Men's Greenstride Motion 6 Super Oxford Lt Brown Leather w Brown
    clearance
    View Men's Greenstride Motion 6 Super Oxford
    Special Price $200.00 Regular Price $330.00
  55. Timberland Men's Winsor Trail Waterproof Mid Black Ripstop
    clearance
    View Men's Winsor Trail Waterproof Mid
    Special Price $175.00 Regular Price $350.00
  56. Timberland Men's Greenstride Motion 6 Waterproof Mid Medium Grey Helcor
    clearance
    View Men's Greenstride Motion 6 Waterproof Mid
    Special Price $250.00 Regular Price $380.00
  57. Timberland Men's Killington Trekker Chukka Wheat Nubuck
    clearance
    View Men's Killington Trekker Chukka
    Special Price $180.00 Regular Price $320.00
  58. Timberland Men's Newmarket II Chukka Dk Brown Full Grain
    clearance
    View Men's Newmarket II Chukka
    Rating:
    100%
    Special Price $200.00 Regular Price $360.00
  59. Timberland Men's Maple Grove Chukka Md Brown Full Grain
    clearance
    View Men's Maple Grove Chukka
    Special Price $180.00 Regular Price $300.00
  60. Timberland Men's 6-Inch Premium Waterproof Boot Olv Brn Regenratve
    clearance
    View Men's 6-Inch Premium Waterproof Boot
    Special Price $250.00 Regular Price $400.00
  61. Timberland Men's 6-Inch Premium Waterproof Boot Med Brn Regeneratve
    clearance
    View Men's 6-Inch Premium Waterproof Boot
    Special Price $250.00 Regular Price $400.00
  62. Timberland Men's 6-Inch Premium Waterproof Boot Blk Regenertve Lthr
    clearance
    View Men's 6-Inch Premium Waterproof Boot
    Special Price $250.00 Regular Price $400.00
  63. Timberland Mens 6-Inch Premium Waterproof Boot Light Brown Nubuck
    clearance
    View Men's 6-Inch Premium Waterproof Boot
    Rating:
    100%
    Special Price $250.00 Regular Price $400.00
  64. Timberland Mens Greenstride Motion 6 Super Ox Black w/Wheat
    clearance
    View Men's Greenstride Motion 6 Super Ox
    Rating:
    100%
    Special Price $200.00 Regular Price $300.00
  65. Timberland Mens Greenstride Motion 6 Super Ox Dark Green
    View Men's Greenstride Motion 6 Super Ox
    $330.00
  66. Timberland Mens Greenstride Motion 6 Super Ox Black
    clearance
    View Men's Greenstride Motion 6 Super Ox
    Special Price $200.00 Regular Price $330.00
  67. Timberland Mens Greenstride Motion 6 Waterproof Mid Wheat Nubuck
    clearance
    View Men's Greenstride Motion 6 Waterproof Mid
    Rating:
    73%
    Special Price $250.00 Regular Price $350.00
  68. Men's STUSSY X Waterproof World Hiker
    clearance
    View Men's STUSSY X Waterproof World Hiker
    Special Price $350.00 Regular Price $500.00
  69. Men's Newmarket II Chukka
    clearance
    View Men's Newmarket II Chukka
    Rating:
    100%
    Special Price $200.00 Regular Price $360.00
  70. Timberland Men's TBL Turbo Mid Wheat
    clearance
    View Men's TBL Turbo Mid
    Special Price $160.00 Regular Price $300.00
  71. Timberland Men's TBL Turbo Mid Olive Nubuck
    clearance
    View Men's TBL Turbo Mid
    Rating:
    100%
    Special Price $160.00 Regular Price $280.00
  72. Timberland Men's TBL Turbo Mid Black Nubuck
    clearance
    View Men's TBL Turbo Mid
    Rating:
    80%
    Special Price $160.00 Regular Price $300.00
  73. Timberland Men's Bradstreet Ultra Chukka Medium Brown
    clearance
    View Men's Bradstreet Ultra Chukka
    Rating:
    100%
    Special Price $168.00 Regular Price $280.00

73 Items

per page
Set Descending Direction

Men’s boots

From rugged hiking boots, to stylish urban chukkas, to the original 6-inch boot that started it all. Discover the full Timberland collection of men’s boots, matching authentic style with skilled craftsmanship and premium quality materials. Each pair of Timberland boots are expertly crafted and remain true to our signature look, built with anti-fatigue and waterproof technology to withstand whatever conditions the day throws at you. Shop the range of signature styles and find the boots to match your look, whether that be hiking dirt tracks or roaming around the city streets. These are the boots made to take on the modern trail.

Sizes can vary by style, so getting the right size for you can be a little tricky. It’s important that you have the best shopping experience possible, which is why we’ll do the hard work for you with our size converter! Please note Timberland PRO footwear EU sizing is one size down (E.g. Mens US 7 = EU 39).

Men's Footwear Size Chart

US 5 5.5 6 6.5 7 7.5 8 8.5 9 9.5 10 10.5 11 11.5 12 13 14 15 16 17 18
UK 4.5 5 5.5 6 6.5 7 7.5 8 8.5 9 9.5 10 10.5 11 11.5 12.5 13.5 14.5 15.5 16.5 17.5
EU 37.5 38 39 39 40 41 41.5 42 43 43.5 44 44.5 45 45.5 46 47.5 49 50 51 52 53
CM 23.5 24 24 24.5 25 25.5 26 26.5 27 27.5 28 28.5 29 29.5 30 31 32 33 34 35 36

Women's Footwear Size Chart

US 5 5.5 6 6.5 7 7.5 8 8.5 9 10 11
UK 3 3.5 4 4.5 5 5.5 6 6.5 7 8 9
EU 35.5 36 37 37.5 38 38.5 39 39.5 40 41.5 42
CM 22 22.5 23 23.5 24 24.5 25 25.5 26 27 28

Kids - Toddler Footwear Size Chart

US 1 2 3 4 5 6 7 8 9 10 11 12 13
UK 13.5 1.5 2.5 3.5 4.5 5.5 6.5 7.5 8.5 9.5 10.5 11.5 12.5
EU 16.5 17.5 18.5 20 21 22.5 23.5 25 26 27 28.5 30 31
CM 9 9.5 10.5 12 12.5 13.5 14 15 16 16.5 17.5 18.5 19

Kids - Youth Footwear Size Chart

US 10 11 12 13 1 2 3 4 5 6 7
UK 9.5 10.5 11.5 12.5 13.5 1.5 2.5 3.5 4.5 5.5 6.5
EU 27 28.5 30 31 32.5 34 35 36 37.5 39 40
CM 16.5 17.5 18.5 19 20 20.5 21.5 22.5 23 24 25

Men's clothing size chart

Timberland clothing is engineered to American size standards. The following charts will help you convert your international size.

NECK SMALL MEDIUM LARGE X-LARGE 2X-LARGE
INCHES 14 - 14.5 15 - 15.5 16 - 16.5 17 - 17.5 18 - 18.5
CENTIMETERS 36 - 37 38 - 39 41 - 42 43 - 44 45 - 47
CHEST
INCHES 36 - 38 39 - 41 42 - 44 45 - 47 48 - 50
CENTIMETERS 91 - 97 99 - 104 107 - 112 114 - 119 122 - 127
WAIST
INCHES 30 - 31 32 - 34 36 - 38 40 - 42 44 - 46
CENTIMETERS 76 - 79 81 - 86 91 - 97 102 - 107 112 - 117
SLEEVE
INCHES 33.5 34 34.75 35.5 36.5
CENTIMETERS 85 87 88 90 92

Women's clothing size chart

CHEST X-SMALL SMALL MEDIUM LARGE X-LARGE
INCHES 30 - 31 32 - 34 35 - 37 38 - 40 41 - 43
CENTIMETERS 76 - 79 81 - 86 88 - 94 96 - 102 104 - 110
WAIST
INCHES 23 - 24 25 - 27 28 - 30 31 - 33 34 - 36
CENTIMETERS 58 - 61 63 - 68 70 - 76 78 - 84 86 - 92
HIP
INCHES 34 - 35 36 - 38 39 - 41 42 - 44 45 - 48
CENTIMETERS 86 - 89 91 - 96 98 - 104 106 - 112 114 - 120

At Timberland our goal is simple: We want you to feel as confident in your order as we do in our product. And you can, because we stand behind every product we make. You may return merchandise purchased online for size, fit or style reasons within 30 days of shipment of your order, provided it has not been damaged, washed, altered or worn. For more information, please contact our customer service.

To ensure you choose the correct size for your feet we recommend you follow the method described here.


To measure your size is better if you are helped by a second person.

    • Put a sheet of paper along the wall and fixed to the floor using scotch tape.
    • Then you stand over the paper, you must be straighten, wearing socks, heels and back against the wall and feet together.
    • Draw the outline of both feet and draw the straight line where the silhouette is longer. Draw another line parallel to 0.5 cm from this line (and the clearance is measured).
      • Finally, measure the distance from the wall to the second line you have drawn (both feet do not have to be the same length).
      • This will be your reference to know your shoe size.

When you find a sneaker that you like, simply select your preferred size metric (US/EU/UK) and choose your size. If you are unsure of which size is right for you, here are some helpful tips:

    • Already own a pair of kicks in the brand?
      Generally sizing tends to be standard across brands, although sizes can vary slightly depending on the style, shape and material of the shoe. The size of the pair that you already own is a good guide!
    • Use the product information and reviews
      Certain brands or styles can run a size larger or smaller. We’ll include this information on the product page when we have this information available, and often, fellow shoppers will leave reviews with size information that you can use.