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Items 1-60 of 66

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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 Icon Waterproof Chukka Boot Men's Icon Waterproof Chukka Boot
    Men's Icon Waterproof Chukka Boot
    $299.99
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  6. 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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  7. Men's 2-Eye Boat Shoe Men's 2-Eye Boat Shoe
    Men's 2-Eye Boat Shoe
    $199.99
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  8. 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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  9. Men's 6-Inch Premium Waterproof Boot Men's 6-Inch Premium Waterproof Boot
    Men's 6-Inch Premium Waterproof Boot
    $199.99 $329.99
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  10. 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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  11. 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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  12. 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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  13. 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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  14. 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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  15. 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
    $179.99 $299.99
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  16. 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
    $179.99 $299.99
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  17. Men's Euro Hiker Boot Men's Euro Hiker Boot
    Men's Euro Hiker Boot
    $179.99 $269.99
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  18. 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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  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 Waterproof Field Boot Men's Waterproof Field Boot
    Men's Waterproof Field Boot
    $179.99 $259.99
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  21. Men's Westmore Chukka Men's Westmore Chukka
    Men's Westmore Chukka
    $179.99 $269.99
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  22. 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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  23. 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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  24. Men's Basic Oxford Men's Basic Oxford
    Men's Basic Oxford
    $159.99 $239.99
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  25. 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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  26. 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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  27. Men's Davis Square Chukka Men's Davis Square Chukka
    Men's Davis Square Chukka
    $149.99 $219.99
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  28. Men's Mt. Maddsen Waterproof Low Hiker Boot Men's Mt. Maddsen Waterproof Low Hiker Boot
    Men's Mt. Maddsen Waterproof Low Hiker Boot
    $149.99 $219.99
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  29. Men's Seaton Bay Cross-Strap Sandal Men's Seaton Bay Cross-Strap Sandal
    Men's Seaton Bay Cross-Strap Sandal
    $149.99
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  30. Men's Seaton Bay Cross-Strap Sandal Men's Seaton Bay Cross-Strap Sandal
    Men's Seaton Bay Cross-Strap Sandal
    $149.99
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  31. Men's 6-Inch Alburn Boot Men's 6-Inch Alburn Boot
    Men's 6-Inch Alburn Boot
    $119.99 $269.99
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  32. 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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  33. 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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  34. 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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  35. Men's Tree-Logo Hoodie Men's Tree-Logo Hoodie
    Men's Tree-Logo Hoodie
    $89.99 $129.99
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  36. Men's Tree-Logo Hoodie Men's Tree-Logo Hoodie
    Men's Tree-Logo Hoodie
    $89.99 $129.99
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  37. 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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  38. 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
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  39. 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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  40. 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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  41. MILLERS RIVER PIQUE SHORT SLEEVE POLO
    MILLERS RIVER PIQUE SHORT SLEEVE POLO
    $79.99
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  42. MILLERS RIVER PIQUE SHORT SLEEVE POLO
    MILLERS RIVER PIQUE SHORT SLEEVE POLO
    $79.99
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  43. 40mm Milled Pull-Up Belt 40mm Milled Pull-Up Belt
    40mm Milled Pull-Up Belt
    $69.99 $99.99
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  44. Men's 38mm Tree Belt Men's 38mm Tree Belt
    Men's 38mm Tree Belt
    $69.99 $99.99
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  45. PRO Hood Honcho Sport Hoodie PRO Hood Honcho Sport Hoodie
    PRO Hood Honcho Sport Hoodie
    $59.99 $89.99
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  46. PRO Hood Honcho Sport Hoodie PRO Hood Honcho Sport Hoodie
    PRO Hood Honcho Sport Hoodie
    $59.99 $89.99
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  47. PRO Hood Honcho Sport Hoodie PRO Hood Honcho Sport Hoodie
    PRO Hood Honcho Sport Hoodie
    $59.99 $89.99
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  48. PRO Hood Honcho Sport Hoodie PRO Hood Honcho Sport Hoodie
    PRO Hood Honcho Sport Hoodie
    $59.99 $89.99
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  49. Men's Davis Square Oxford Basic Sneaker Men's Davis Square Oxford Basic Sneaker
    Men's Davis Square Oxford Basic Sneaker
    $59.99 $179.99
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  50. Tree Logo Leather Belt Tree Logo Leather Belt
    Tree Logo Leather Belt
    $54.99 $99.99
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  51. Men's Cooper Hill Baseball Cap Men's Cooper Hill Baseball Cap
    Men's Cooper Hill Baseball Cap
    $39.99 $59.99
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  52. PRO Base Plate Blended Short Sleeve Tee PRO Base Plate Blended Short Sleeve Tee
    PRO Base Plate Blended Short Sleeve Tee
    $39.99
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  53. PRO Base Plate Blended Short Sleeve Tee PRO Base Plate Blended Short Sleeve Tee
    PRO Base Plate Blended Short Sleeve Tee
    $39.99
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  54. DWR Windbreaker Jogger Pant DWR Windbreaker Jogger Pant
    DWR Windbreaker Jogger Pant
    $39.99 $139.99
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  55. Men's Cooper Hill Cotton Canvas Baseball Cap Men's Cooper Hill Cotton Canvas Baseball Cap
    Men's Cooper Hill Cotton Canvas Baseball Cap
    $39.99 $59.99
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  56. Men's Cooper Hill Cotton Canvas Baseball Cap Men's Cooper Hill Cotton Canvas Baseball Cap
    Men's Cooper Hill Cotton Canvas Baseball Cap
    $39.99 $59.99
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  57. Newmarket Village 3-Pack Crew Socks Newmarket Village 3-Pack Crew Socks
    Newmarket Village 3-Pack Crew Socks
    $29.99
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  58. PRO Base Plate Blended Short Sleeve Logo Tee PRO Base Plate Blended Short Sleeve Logo Tee
    PRO Base Plate Blended Short Sleeve Logo Tee
    $29.99 $39.99
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  59. PRO Base Plate Blended Short Sleeve Tee PRO Base Plate Blended Short Sleeve Tee
    PRO Base Plate Blended Short Sleeve Tee
    $29.99 $39.99
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  60. 2PP TRAIL HC CREW PURE CASHMERE SOCK
    2PP TRAIL HC CREW PURE CASHMERE SOCK
    $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.