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Footwear

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  1. Boots
  2. Sneakers
  3. Dress Shoes
  4. Hiking Boots & Shoes
  5. Boat Shoes & Sandals
  6. Chukka
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  1. Men
  2. Women
Size
3/4
Size US Mens
7
8
9
10
11
12
13
14
Size US Womens
5
6
7
8
9
10
11
Size EU
40
41.5
43
44
45
46
47.5
49
Size UK
6.5
7.5
8.5
9.5
10.5
11.5
12.5
13.5
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Items 1-58 of 158

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  1. Men's 6-Inch Premium Waterproof Boot Men's 6-Inch Premium Waterproof Boot
    Men's 6-Inch Premium Waterproof Boot
    $329.99
    Add to List View
  2. Men's Atwells Ave Waterproof Boots Men's Atwells Ave Waterproof Boots
    Men's Atwells Ave Waterproof Boots
    $129.99 $269.99
    Add to List View
  3. Men’s Heritage 6-Inch Lace-Up Boot Men’s Heritage 6-Inch Lace-Up Boot
    Men’s Heritage 6-Inch Lace-Up Boot
    $159.99 $329.99
    Add to List View
  4. Men's Pro Reaxion Composite Toe Work Sneaker Men's Pro Reaxion Composite Toe Work Sneaker
    Men's Pro Reaxion Composite Toe Work Sneaker
    $59.99 $79.99
    Add to List View
  5. Men's 6-Inch Premium Waterproof Boot Men's 6-Inch Premium Waterproof Boot
    Men's 6-Inch Premium Waterproof Boot
    $329.99
    Add to List View
  6. Men's Pro Hypercharge 6-Inch Composite Toe Waterproof Work Boot Men's Pro Hypercharge 6-Inch Composite Toe Waterproof Work Boot
    Men's Pro Hypercharge 6-Inch Composite Toe Waterproof Work Boot
    $109.99 $299.99
    Add to List View
  7. Men's 6-Inch Lace Up Boot Men's 6-Inch Lace Up Boot
    Men's 6-Inch Lace Up Boot
    $159.99 $279.99
    Add to List View
  8. Men's Authentics 3 Eye Classic Men's Authentics 3 Eye Classic
    Men's Authentics 3 Eye Classic
    $249.99
    Add to List View
  9. Men's Classic 6-Inch Waterproof Boot Men's Classic 6-Inch Waterproof Boot
    Men's Classic 6-Inch Waterproof Boot
    $149.99 $279.99
    Add to List View
  10. Men's Rugged Mid Lace Up 6-Inch Men's Rugged Mid Lace Up 6-Inch
    Men's Rugged Mid Lace Up 6-Inch
    $209.99
    Add to List View
  11. Men's GreenStride™ Atwells Ave Waterproof Chukka Boot Men's GreenStride™ Atwells Ave Waterproof Chukka Boot
    Men's GreenStride™ Atwells Ave Waterproof Chukka Boot
    $199.99 $279.99
    Add to List View
  12. Men's Ashwood Park Lace Up Chukka Boot Men's Ashwood Park Lace Up Chukka Boot
    Men's Ashwood Park Lace Up Chukka Boot
    $129.99 $169.99
    Add to List View
  13. Men's Cedar Bay Boat Shoe Men's Cedar Bay Boat Shoe
    Men's Cedar Bay Boat Shoe
    $69.99 $229.99
    Add to List View
  14. Men's 6-Inch Alburn Boot Men's 6-Inch Alburn Boot
    Men's 6-Inch Alburn Boot
    $149.99 $269.99
    Add to List View
  15. Men’s Heritage 6-Inch Lace-Up Boot Men’s Heritage 6-Inch Lace-Up Boot
    Men’s Heritage 6-Inch Lace-Up Boot
    $119.99 $329.99
    Add to List View
  16. Men's Cedar Bay Boat Shoe Men's Cedar Bay Boat Shoe
    Men's Cedar Bay Boat Shoe
    $99.99 $229.99
    Add to List View
  17. Men's Pro Hypercharge 6-Inch Composite Toe Waterproof Work Boot Men's Pro Hypercharge 6-Inch Composite Toe Waterproof Work Boot
    Men's Pro Hypercharge 6-Inch Composite Toe Waterproof Work Boot
    $129.99 $299.99
    Add to List View
  18. Men’s Newmarket Mid Lace-Up Chukka Boot Men’s Newmarket Mid Lace-Up Chukka Boot
    Men’s Newmarket Mid Lace-Up Chukka Boot
    $269.99
    Add to List View
  19. Men's Authentics 3-Eye Classic Boat Shoe Men's Authentics 3-Eye Classic Boat Shoe
    Men's Authentics 3-Eye Classic Boat Shoe
    $249.99
    Add to List View
  20. Men's Pro Reaxion Composite Toe Mid Sneaker Men's Pro Reaxion Composite Toe Mid Sneaker
    Men's Pro Reaxion Composite Toe Mid Sneaker
    $109.99 $149.99
    Add to List View
  21. Men's Motion Scramble Mid Lace-Up Waterproof Hiker Men's Motion Scramble Mid Lace-Up Waterproof Hiker
    Men's Motion Scramble Mid Lace-Up Waterproof Hiker
    $139.99 $319.99
    Add to List View
  22. ASHWOOD PARK MID-TOP SNEAKER ASHWOOD PARK MID-TOP SNEAKER
    ASHWOOD PARK MID-TOP SNEAKER
    $99.99 $169.99
    Add to List View
  23. Men's Classic 6-Inch Waterproof Boots Men's Classic 6-Inch Waterproof Boots
    Men's Classic 6-Inch Waterproof Boots
    $279.99
    Add to List View
  24. Men's 6-Inch Premium Waterproof Boot Men's 6-Inch Premium Waterproof Boot
    Men's 6-Inch Premium Waterproof Boot
    $329.99
    Add to List View
  25. Men's 6-Inch Alburn Boot Men's 6-Inch Alburn Boot
    Men's 6-Inch Alburn Boot
    $179.99 $269.99
    Add to List View
  26. PRO Icon Waterproof Work Boot PRO Icon Waterproof Work Boot
    PRO Icon Waterproof Work Boot
    $229.99 $329.99
    Add to List View
  27. Men's Cedar Bay Boat Shoe Men's Cedar Bay Boat Shoe
    Men's Cedar Bay Boat Shoe
    $69.99 $229.99
    Add to List View
  28. Men’s Crestfield Mid Lace-Up Waterproof Chukka Boot Men’s Crestfield Mid Lace-Up Waterproof Chukka Boot
    Men’s Crestfield Mid Lace-Up Waterproof Chukka Boot
    $199.99
    Add to List View
  29. Men's Arbor Road Waterproof Chukka Men's Arbor Road Waterproof Chukka
    Men's Arbor Road Waterproof Chukka
    $159.99 $299.99
    Add to List View
  30. Men's Euro Hiker Boot Men's Euro Hiker Boot
    Men's Euro Hiker Boot
    $169.99 $269.99
    Add to List View
  31. Men's Pro Radius Work Sneaker Men's Pro Radius Work Sneaker
    Men's Pro Radius Work Sneaker
    $99.99 $239.99
    Add to List View
  32. Men's 50th Anniversary Edition 6-Inch Boot Men's 50th Anniversary Edition 6-Inch Boot
    Men's 50th Anniversary Edition 6-Inch Boot
    $139.99 $349.99
    Add to List View
  33. Men's Winsor Park Chukka Men's Winsor Park Chukka
    Men's Winsor Park Chukka
    $89.99 $259.99
    Add to List View
  34. Men's Maple Grove Low Lace-Up Sneaker Men's Maple Grove Low Lace-Up Sneaker
    Men's Maple Grove Low Lace-Up Sneaker
    $129.99 $239.99
    Add to List View
  35. Men's Earthkeeper® Original Leather 6-Inch Boot Men's Earthkeeper® Original Leather 6-Inch Boot
    Men's Earthkeeper® Original Leather 6-Inch Boot
    $319.99
    Add to List View
  36. Men's Motion Scramble Mid Lace-Up Waterproof Hiker Men's Motion Scramble Mid Lace-Up Waterproof Hiker
    Men's Motion Scramble Mid Lace-Up Waterproof Hiker
    $129.99 $319.99
    Add to List View
  37. Men’s Sprint Trekker Mid Lace-Up Sneaker Men’s Sprint Trekker Mid Lace-Up Sneaker
    Men’s Sprint Trekker Mid Lace-Up Sneaker
    $179.99
    Add to List View
  38. Men’s Newmarket Mid Lace-Up Chukka Boot Men’s Newmarket Mid Lace-Up Chukka Boot
    Men’s Newmarket Mid Lace-Up Chukka Boot
    $269.99
    Add to List View
  39. Men's Pro Helix HD 6-Inch Composite Toe Work Boot Men's Pro Helix HD 6-Inch Composite Toe Work Boot
    Men's Pro Helix HD 6-Inch Composite Toe Work Boot
    $159.99 $249.99
    Add to List View
  40. Men's Rugged Mid Lace Up 6-Inch Men's Rugged Mid Lace Up 6-Inch
    Men's Rugged Mid Lace Up 6-Inch
    $209.99
    Add to List View
  41. Men's Maple Grove Low Lace-Up Sneaker Men's Maple Grove Low Lace-Up Sneaker
    Men's Maple Grove Low Lace-Up Sneaker
    $129.99 $239.99
    Add to List View
  42. Men's 3-Eye Lug Handsewn Boat Shoe Men's 3-Eye Lug Handsewn Boat Shoe
    Men's 3-Eye Lug Handsewn Boat Shoe
    $99.99 $249.99
    Add to List View
  43. Men's Pro Helix HD 6-Inch Composite Toe Work Boot Men's Pro Helix HD 6-Inch Composite Toe Work Boot
    Men's Pro Helix HD 6-Inch Composite Toe Work Boot
    $149.99 $249.99
    Add to List View
  44. Men's Classic 6-Inch Waterproof Boot Men's Classic 6-Inch Waterproof Boot
    Men's Classic 6-Inch Waterproof Boot
    $149.99 $279.99
    Add to List View
  45. Men's 2-Eye Boat Shoe Men's 2-Eye Boat Shoe
    Men's 2-Eye Boat Shoe
    $199.99
    Add to List View
  46. Men's Pro Radius Work Sneaker Men's Pro Radius Work Sneaker
    Men's Pro Radius Work Sneaker
    $89.99 $239.99
    Add to List View
  47. Men's 6-Inch Premium Waterproof Boot Men's 6-Inch Premium Waterproof Boot
    Men's 6-Inch Premium Waterproof Boot
    $329.99
    Add to List View
  48. Men's Graydon Leather Oxford Men's Graydon Leather Oxford
    Men's Graydon Leather Oxford
    $39.99 $159.99
    Add to List View
  49. Men’s Heritage 6-Inch Lace-Up Boot Men’s Heritage 6-Inch Lace-Up Boot
    Men’s Heritage 6-Inch Lace-Up Boot
    $159.99 $329.99
    Add to List View
  50. Men's Waterproof Field Boot Men's Waterproof Field Boot
    Men's Waterproof Field Boot
    $99.99 $259.99
    Add to List View
  51. Men's Classic 6 Inch Waterproof Boot Men's Classic 6 Inch Waterproof Boot
    Men's Classic 6 Inch Waterproof Boot
    $179.99 $279.99
    Add to List View
  52. Men's Redwood Falls Mid Lace-Up Waterproof Chukka Boot Men's Redwood Falls Mid Lace-Up Waterproof Chukka Boot
    Men's Redwood Falls Mid Lace-Up Waterproof Chukka Boot
    $279.99
    Add to List View
  53. Men's Redwood Falls Waterproof Boot Men's Redwood Falls Waterproof Boot
    Men's Redwood Falls Waterproof Boot
    $299.99
    Add to List View
  54. Men's Seneca Bay Sneaker Men's Seneca Bay Sneaker
    Men's Seneca Bay Sneaker
    $129.99 $219.99
    Add to List View
  55. PRO Icon Waterproof Work Boot PRO Icon Waterproof Work Boot
    PRO Icon Waterproof Work Boot
    $199.99 $329.99
    Add to List View
  56. Men’s Motion Access Mid Waterproof Hiking Boot Men’s Motion Access Mid Waterproof Hiking Boot
    Men’s Motion Access Mid Waterproof Hiking Boot
    $219.99
    Add to List View
  57. Men's Motion Scramble Low Lace-Up Waterproof Hiker Men's Motion Scramble Low Lace-Up Waterproof Hiker
    Men's Motion Scramble Low Lace-Up Waterproof Hiker
    $119.99 $299.99
    Add to List View
  58. Men's Winsor Park Trainer Men's Winsor Park Trainer
    Men's Winsor Park Trainer
    $79.99 $229.99
    Add to List View
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Explore your favourite Timberland footwear at discounted prices with our men's Timberland footwear sale. Discover iconic styles in our range of men’s Timberland boots that include boat shoes that can transition from casual to formal, and hiking boots and shoes for your next trip to the summit. To complete your Timberland look, browse our range of men's clothing accessories for socks with arch support that will cradle your foot for better support.Take a look at our Black Friday sales guide for all you need to know about shopping in store or online during our incredible online men’s footwear sales.

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