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Items 1-60 of 301

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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
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  2. 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
  3. 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
  4. 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
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  5. Men's Classic 6-Inch Waterproof Boots Men's Classic 6-Inch Waterproof Boots
    Men's Classic 6-Inch Waterproof Boots
    $189.99 $279.99
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  6. Men's Classic 6-Inch Waterproof Boots Men's Classic 6-Inch Waterproof Boots
    Men's Classic 6-Inch Waterproof Boots
    $189.99 $279.99
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  7. Men's Icon Waterproof Chukka Boot Men's Icon Waterproof Chukka Boot
    Men's Icon Waterproof Chukka Boot
    $299.99
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  8. Men's GreenStride™ Atwells Ave Waterproof Chukka Boot Men's GreenStride™ Atwells Ave Waterproof Chukka Boot
    Men's GreenStride™ Atwells Ave Waterproof Chukka Boot
    $279.99
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  9. Men's GreenStride™ Atwells Ave Waterproof Chukka Boot Men's GreenStride™ Atwells Ave Waterproof Chukka Boot
    Men's GreenStride™ Atwells Ave Waterproof Chukka Boot
    $279.99
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  10. Men’s Heritage 6-Inch Lace-Up Boot Men’s Heritage 6-Inch Lace-Up Boot
    Men’s Heritage 6-Inch Lace-Up Boot
    $219.99 $329.99
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  11. Men’s Heritage 6-Inch Lace-Up Boot Men’s Heritage 6-Inch Lace-Up Boot
    Men’s Heritage 6-Inch Lace-Up Boot
    $219.99 $329.99
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  12. Men’s Heritage 6-Inch Lace-Up Boot Men’s Heritage 6-Inch Lace-Up Boot
    Men’s Heritage 6-Inch Lace-Up Boot
    $219.99 $329.99
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  13. Men's Classic 6-Inch Waterproof Boot Men's Classic 6-Inch Waterproof Boot
    Men's Classic 6-Inch Waterproof Boot
    $189.99 $279.99
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  14. Men's Classic 6-Inch Waterproof Boot Men's Classic 6-Inch Waterproof Boot
    Men's Classic 6-Inch Waterproof Boot
    $189.99 $279.99
    Add to List View
  15. PRO Icon Waterproof Work Boot PRO Icon Waterproof Work Boot
    PRO Icon Waterproof Work Boot
    $229.99 $329.99
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  16. PRO Icon Waterproof Work Boot PRO Icon Waterproof Work Boot
    PRO Icon Waterproof Work Boot
    $229.99 $329.99
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  17. 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
    $169.99 $249.99
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  18. 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
    $169.99 $249.99
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  19. Men's Waterproof Field Boot Men's Waterproof Field Boot
    Men's Waterproof Field Boot
    $179.99 $259.99
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  20. 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
    $219.99 $319.99
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  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
    $219.99 $319.99
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  22. 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
    $199.99 $299.99
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  23. 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
    $199.99 $299.99
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  24. Men's Seneca Bay Sneaker Men's Seneca Bay Sneaker
    Men's Seneca Bay Sneaker
    $149.99 $219.99
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  25. Men's Seneca Bay Sneaker Men's Seneca Bay Sneaker
    Men's Seneca Bay Sneaker
    $149.99 $219.99
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  26. 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
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  27. Men's Authentics 3 Eye Classic Men's Authentics 3 Eye Classic
    Men's Authentics 3 Eye Classic
    $159.99 $249.99
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  28. Men's 2-Eye Boat Shoe Men's 2-Eye Boat Shoe
    Men's 2-Eye Boat Shoe
    $199.99
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  29. Men's Crestfield Waterproof Sneaker Men's Crestfield Waterproof Sneaker
    Men's Crestfield Waterproof Sneaker
    $159.99 $269.99
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  30. Men's Crestfield Waterproof Sneaker Men's Crestfield Waterproof Sneaker
    Men's Crestfield Waterproof Sneaker
    $159.99 $269.99
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  31. Men's Treeline Mountain Runner Shoe Men's Treeline Mountain Runner Shoe
    Men's Treeline Mountain Runner Shoe
    $99.99 $169.99
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  32. Men's Maple Grove Low Lace-Up Sneaker Men's Maple Grove Low Lace-Up Sneaker
    Men's Maple Grove Low Lace-Up Sneaker
    $159.99 $239.99
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  33. Workwear Denim Chore Jacket Workwear Denim Chore Jacket
    Workwear Denim Chore Jacket
    $179.99
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  34. Poplin Shirt Poplin Shirt
    Poplin Shirt
    $129.99
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  35. Long Sleeve Solid Poplin Shirt Long Sleeve Solid Poplin Shirt
    Long Sleeve Solid Poplin Shirt
    $99.99
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  36. Poplin Shirt Poplin Shirt
    Poplin Shirt
    $129.99
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  37. Long Sleeve Oxford Slim-Fit Shirt Long Sleeve Oxford Slim-Fit Shirt
    Long Sleeve Oxford Slim-Fit Shirt
    $99.99
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  38. Long Sleeve Solid Poplin Shirt Long Sleeve Solid Poplin Shirt
    Long Sleeve Solid Poplin Shirt
    $99.99
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  39. Camo Pocket Long Sleeve T-Shirt Camo Pocket Long Sleeve T-Shirt
    Camo Pocket Long Sleeve T-Shirt
    $69.99
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  40. Camo Pocket Long Sleeve T-Shirt Camo Pocket Long Sleeve T-Shirt
    Camo Pocket Long Sleeve T-Shirt
    $69.99
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  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
    $159.99 $239.99
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  42. PRO Mt. Washington Athletic Fit Insulated Jacket PRO Mt. Washington Athletic Fit Insulated Jacket
    PRO Mt. Washington Athletic Fit Insulated Jacket
    $89.99 $129.99
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  43. PRO Mt. Washington Athletic Fit Insulated Vest PRO Mt. Washington Athletic Fit Insulated Vest
    PRO Mt. Washington Athletic Fit Insulated Vest
    $79.99 $119.99
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  44. PRO Gritman Fleece-Lined Canvas Vest PRO Gritman Fleece-Lined Canvas Vest
    PRO Gritman Fleece-Lined Canvas Vest
    $79.99 $119.99
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  45. PRO Gritman Fleece-Lined Canvas Vest PRO Gritman Fleece-Lined Canvas Vest
    PRO Gritman Fleece-Lined Canvas Vest
    $79.99 $119.99
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  46. PRO Tempe Jogger Pant PRO Tempe Jogger Pant
    PRO Tempe Jogger Pant
    $39.99 $59.99
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  47. PRO Tempe Jogger Pant PRO Tempe Jogger Pant
    PRO Tempe Jogger Pant
    $39.99 $59.99
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  48. PRO Tempe Jogger Pant PRO Tempe Jogger Pant
    PRO Tempe Jogger Pant
    $39.99 $59.99
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  49. PRO Hood Honcho Sport Hoodie PRO Hood Honcho Sport Hoodie
    PRO Hood Honcho Sport Hoodie
    $59.99 $89.99
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  50. PRO Hood Honcho Sport Hoodie PRO Hood Honcho Sport Hoodie
    PRO Hood Honcho Sport Hoodie
    $59.99 $89.99
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  51. PRO Hood Honcho Sport Hoodie PRO Hood Honcho Sport Hoodie
    PRO Hood Honcho Sport Hoodie
    $59.99 $89.99
    Add to List View
  52. PRO Hood Honcho Sport Hoodie PRO Hood Honcho Sport Hoodie
    PRO Hood Honcho Sport Hoodie
    $59.99 $89.99
    Add to List View
  53. PRO Core Logo Long Sleeve Tee PRO Core Logo Long Sleeve Tee
    PRO Core Logo Long Sleeve Tee
    $39.99 $59.99
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  54. PRO Core Logo Long Sleeve Tee PRO Core Logo Long Sleeve Tee
    PRO Core Logo Long Sleeve Tee
    $39.99 $59.99
    Add to List View
  55. PRO Core Logo Long Sleeve Tee PRO Core Logo Long Sleeve Tee
    PRO Core Logo Long Sleeve Tee
    $39.99 $59.99
    Add to List View
  56. PRO Core Logo Long Sleeve Tee PRO Core Logo Long Sleeve Tee
    PRO Core Logo Long Sleeve Tee
    $39.99 $59.99
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  57. Men's Pro Reaxion Composite Toe Mid Sneaker Men's Pro Reaxion Composite Toe Mid Sneaker
    Men's Pro Reaxion Composite Toe Mid Sneaker
    $149.99
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  58. Men's Pro Reaxion Composite Toe Work Sneaker Men's Pro Reaxion Composite Toe Work Sneaker
    Men's Pro Reaxion Composite Toe Work Sneaker
    $79.99
    Add to List View
  59. PRO Tempe Short PRO Tempe Short
    PRO Tempe Short
    $19.99 $29.99
    Add to List View
  60. PRO Tempe Short PRO Tempe Short
    PRO Tempe Short
    $19.99 $29.99
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Find your favourite Men's Timberland apparel, footwear and accessories at a discounted price in our men's sale collection. Explore our popular range of footwear like our Men's Premium 6-Inch Boots or our Men's Boat Shoes at a discounted price. Style a complete Timberland look by browsing our Men's Sale Clothing for Tees, Jackets, Joggers and more. Don't forget to check out our collection of Men's Accessories to complete your look from head to toe. Shopping for someone else? Browse our Women's Sale range and Kid's Sale collection. Planning to shop our Black Friday sale? Find your favourite boots and clothing on sale before anyone by signing up for updates! Browse our Guide to Black Friday for everything you need to know about shopping in store or online with Timberland during one of the busiest weekends of the year. With free shipping and Afterpay options available, shop Timberland Men's Sale online today.