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Items 1-60 of 244

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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
    $229.99 $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
    $229.99 $329.99
    Add to List View
  3. Men's Earthkeeper® Original Leather 6-Inch Boot Men's Earthkeeper® Original Leather 6-Inch Boot
    Men's Earthkeeper® Original Leather 6-Inch Boot
    $219.99 $319.99
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  4. Men's Icon Waterproof Chukka Boot Men's Icon Waterproof Chukka Boot
    Men's Icon Waterproof Chukka Boot
    $199.99 $299.99
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  5. Men's Authentics 3-Eye Classic Boat Shoe Men's Authentics 3-Eye Classic Boat Shoe
    Men's Authentics 3-Eye Classic Boat Shoe
    $169.99 $249.99
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  6. 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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  7. 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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  8. 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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  9. 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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  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 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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  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 6-Inch Alburn Boot Men's 6-Inch Alburn Boot
    Men's 6-Inch Alburn Boot
    $189.99 $279.99
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  15. Men's 6-Inch Alburn Boot Men's 6-Inch Alburn Boot
    Men's 6-Inch Alburn Boot
    $189.99 $279.99
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  16. 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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  17. 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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  18. Men's Waterproof Field Boot Men's Waterproof Field Boot
    Men's Waterproof Field Boot
    $179.99 $259.99
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  19. 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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  20. 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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  21. Men's Crestfield Waterproof Sneaker Men's Crestfield Waterproof Sneaker
    Men's Crestfield Waterproof Sneaker
    $159.99 $269.99
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  22. Men's Crestfield Waterproof Sneaker Men's Crestfield Waterproof Sneaker
    Men's Crestfield Waterproof Sneaker
    $159.99 $269.99
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  23. Men's Davis Square Chukka Men's Davis Square Chukka
    Men's Davis Square Chukka
    $149.99 $219.99
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  24. 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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  25. Men's Basic Oxford Men's Basic Oxford
    Men's Basic Oxford
    $159.99 $239.99
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  26. Men's Cedar Bay Boat Shoe Men's Cedar Bay Boat Shoe
    Men's Cedar Bay Boat Shoe
    $149.99 $229.99
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  27. Men's Cedar Bay Boat Shoe Men's Cedar Bay Boat Shoe
    Men's Cedar Bay Boat Shoe
    $149.99 $229.99
    Add to List View
  28. PRO Icon Waterproof Work Boot PRO Icon Waterproof Work Boot
    PRO Icon Waterproof Work Boot
    $229.99 $329.99
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  29. PRO Icon Waterproof Work Boot PRO Icon Waterproof Work Boot
    PRO Icon Waterproof Work Boot
    $229.99 $329.99
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  30. 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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  31. 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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  32. 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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  33. 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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  34. 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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  35. PRO Gritman Fleece-Lined Hooded Canvas Jacket PRO Gritman Fleece-Lined Hooded Canvas Jacket
    PRO Gritman Fleece-Lined Hooded Canvas Jacket
    $99.99 $149.99
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  36. PRO Gritman Fleece-Lined Hooded Canvas Jacket PRO Gritman Fleece-Lined Hooded Canvas Jacket
    PRO Gritman Fleece-Lined Hooded Canvas Jacket
    $99.99 $149.99
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  37. 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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  38. PRO Hood Honcho Sport Hoodie PRO Hood Honcho Sport Hoodie
    PRO Hood Honcho Sport Hoodie
    $59.99 $89.99
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  39. PRO Hood Honcho Sport Hoodie PRO Hood Honcho Sport Hoodie
    PRO Hood Honcho Sport Hoodie
    $59.99 $89.99
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  40. PRO Hood Honcho Sport Hoodie PRO Hood Honcho Sport Hoodie
    PRO Hood Honcho Sport Hoodie
    $59.99 $89.99
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  41. PRO Hood Honcho Sport Hoodie PRO Hood Honcho Sport Hoodie
    PRO Hood Honcho Sport Hoodie
    $59.99 $89.99
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  42. Durable Water-Repellent Bomber Jacket Durable Water-Repellent Bomber Jacket
    Durable Water-Repellent Bomber Jacket
    $159.99 $239.99
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  43. Durable Water-Repellent Bomber Jacket Durable Water-Repellent Bomber Jacket
    Durable Water-Repellent Bomber Jacket
    $159.99 $239.99
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  44. Graphic Loopback Hoodie Sweatshirt Graphic Loopback Hoodie Sweatshirt
    Graphic Loopback Hoodie Sweatshirt
    $99.99 $149.99
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  45. Graphic Loopback Hoodie Sweatshirt Graphic Loopback Hoodie Sweatshirt
    Graphic Loopback Hoodie Sweatshirt
    $99.99 $149.99
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  46. Graphic Logo Crewneck Sweatshirt Graphic Logo Crewneck Sweatshirt
    Graphic Logo Crewneck Sweatshirt
    $99.99 $149.99
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  47. Workwear Label Loopback Crew Neck Workwear Label Loopback Crew Neck
    Workwear Label Loopback Crew Neck
    $89.99 $129.99
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  48. Multi-Purpose Short Sleeve T-Shirt Multi-Purpose Short Sleeve T-Shirt
    Multi-Purpose Short Sleeve T-Shirt
    $44.99 $69.99
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  49. Mountain Graphic Short Sleeve T-Shirt Mountain Graphic Short Sleeve T-Shirt
    Mountain Graphic Short Sleeve T-Shirt
    $44.99 $69.99
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  50. Multi Purpose Short Sleeve Polo Shirt Multi Purpose Short Sleeve Polo Shirt
    Multi Purpose Short Sleeve Polo Shirt
    $69.99 $99.99
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  51. Multi-Purpose Short Sleeve T-Shirt Multi-Purpose Short Sleeve T-Shirt
    Multi-Purpose Short Sleeve T-Shirt
    $44.99 $69.99
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  52. Dunstan River Short-Sleeve T-Shirt Dunstan River Short-Sleeve T-Shirt
    Dunstan River Short-Sleeve T-Shirt
    $44.99 $69.99
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  53. Men's 6-inch Lace-Up Boot Men's 6-inch Lace-Up Boot
    Men's 6-inch Lace-Up Boot
    $179.99 $279.99
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  54. Men's 6-inch Lace-Up Boot Men's 6-inch Lace-Up Boot
    Men's 6-inch Lace-Up Boot
    $179.99 $279.99
    Add to List View
  55. Men's Attleboro 6-Inch Boot Men's Attleboro 6-Inch Boot
    Men's Attleboro 6-Inch Boot
    $199.99 $299.99
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  56. Men's Maple Grove Chukka Men's Maple Grove Chukka
    Men's Maple Grove Chukka
    $179.99 $259.99
    Add to List View
  57. Men's Maple Grove Chukka Men's Maple Grove Chukka
    Men's Maple Grove Chukka
    $179.99 $259.99
    Add to List View
  58. Men's Mt. Maddsen Waterproof Mid Hiking Boot Men's Mt. Maddsen Waterproof Mid Hiking Boot
    Men's Mt. Maddsen Waterproof Mid Hiking Boot
    $199.99 $299.99
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  59. Men's Killington Low Lace-Up Sneaker Men's Killington Low Lace-Up Sneaker
    Men's Killington Low Lace-Up Sneaker
    $124.99 $179.99
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  60. Men's Killington Low Lace-Up Sneaker Men's Killington Low Lace-Up Sneaker
    Men's Killington Low Lace-Up Sneaker
    $124.99 $179.99
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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.