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Items 61-118 of 173

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  1. Men's Atwell Ave Chelsea Boot Men's Atwell Ave Chelsea Boot
    Men's Atwell Ave Chelsea Boot
    $99.99 $259.99
    Add to List View
  2. Men’s Windham Cotton Hemp Denim T-Shirt Men’s Windham Cotton Hemp Denim T-Shirt
    Men’s Windham Cotton Hemp Denim T-Shirt
    $99.99 $179.99
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  3. Men's Polartec® Logo Crewneck Sweatshirt Men's Polartec® Logo Crewneck Sweatshirt
    Men's Polartec® Logo Crewneck Sweatshirt
    $99.99 $149.99
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  4. Men's Westmore Moc-Toe Chukka Men's Westmore Moc-Toe Chukka
    Men's Westmore Moc-Toe Chukka
    $99.99 $269.99
    Add to List View
  5. 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
  6. Men's Garment Dye Quarter-Zip Sweatshirt Men's Garment Dye Quarter-Zip Sweatshirt
    Men's Garment Dye Quarter-Zip Sweatshirt
    $99.99 $149.99
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  7. Graphic Logo Crewneck Sweatshirt Graphic Logo Crewneck Sweatshirt
    Graphic Logo Crewneck Sweatshirt
    $99.99 $149.99
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  8. Graphic Logo Crewneck Sweatshirt Graphic Logo Crewneck Sweatshirt
    Graphic Logo Crewneck Sweatshirt
    $99.99 $149.99
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  9. Men's Twill Cargo Pant Men's Twill Cargo Pant
    Men's Twill Cargo Pant
    $99.99 $149.99
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  10. Men's Utility Mixed Media Overshirt Men's Utility Mixed Media Overshirt
    Men's Utility Mixed Media Overshirt
    $99.99 $149.99
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  11. Men's Garment Dye Quarter-Zip Sweatshirt Men's Garment Dye Quarter-Zip Sweatshirt
    Men's Garment Dye Quarter-Zip Sweatshirt
    $99.99 $149.99
    Add to List View
  12. Unisex Tokyo Design Collective Long Sleeve Shirt Unisex Tokyo Design Collective Long Sleeve Shirt
    Unisex Tokyo Design Collective Long Sleeve Shirt
    $99.99 $159.99
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  13. Unisex Tokyo Design Collective Half Zip Sweat
    Unisex Tokyo Design Collective Half Zip Sweat
    $99.99 $159.99
    Add to List View
  14. Unisex Tokyo Design Collective Half Zip Sweat
    Unisex Tokyo Design Collective Half Zip Sweat
    $99.99 $159.99
    Add to List View
  15. Unisex Tokyo Design Collective Front Snap Sweat Unisex Tokyo Design Collective Front Snap Sweat
    Unisex Tokyo Design Collective Front Snap Sweat
    $99.99 $159.99
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  16. Unisex Tokyo Design Collective Front Snap Sweat Unisex Tokyo Design Collective Front Snap Sweat
    Unisex Tokyo Design Collective Front Snap Sweat
    $99.99 $159.99
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  17. Men's Washed Canvas Stretch Carpenter Pant Men's Washed Canvas Stretch Carpenter Pant
    Men's Washed Canvas Stretch Carpenter Pant
    $109.99 $159.99
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  18. Men's Treeline Mountain Runner Shoe Men's Treeline Mountain Runner Shoe
    Men's Treeline Mountain Runner Shoe
    $114.99 $169.99
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  19. Men's Treeline Mountain Runner Shoe Men's Treeline Mountain Runner Shoe
    Men's Treeline Mountain Runner Shoe
    $114.99 $169.99
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  20. Men's Treeline Mountain Runner Shoe Men's Treeline Mountain Runner Shoe
    Men's Treeline Mountain Runner Shoe
    $114.99 $169.99
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  21. Men's Seneca Bay Low Lace-Up Sneaker Men's Seneca Bay Low Lace-Up Sneaker
    Men's Seneca Bay Low Lace-Up Sneaker
    $114.99 $169.99
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  22. Men's Canvas Chore Jacket Men's Canvas Chore Jacket
    Men's Canvas Chore Jacket
    $115.99 $169.99
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  23. Men's 3-Eye Lug Handsewn Boat Shoe Men's 3-Eye Lug Handsewn Boat Shoe
    Men's 3-Eye Lug Handsewn Boat Shoe
    $119.99 $229.99
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  24. Men's 3-Eye Lug Handsewn Boat Shoe Men's 3-Eye Lug Handsewn Boat Shoe
    Men's 3-Eye Lug Handsewn Boat Shoe
    $119.99 $229.99
    Add to List View
  25. Men's Classic Boat Shoe Men's Classic Boat Shoe
    Men's Classic Boat Shoe
    $119.99 $199.99
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  26. Washed Canvas Chore Jacket Washed Canvas Chore Jacket
    Washed Canvas Chore Jacket
    $124.99 $179.99
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  27. 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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  28. Men's Atwells Ave Waterproof Boots Men's Atwells Ave Waterproof Boots
    Men's Atwells Ave Waterproof Boots
    $129.99 $269.99
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  29. Men's Pro Radius Work Sneaker Men's Pro Radius Work Sneaker
    Men's Pro Radius Work Sneaker
    $129.99 $239.99
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  30. Men's Pro Radius Work Sneaker Men's Pro Radius Work Sneaker
    Men's Pro Radius Work Sneaker
    $129.99 $239.99
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  31. Men's Original 6-Inch Boot Men's Original 6-Inch Boot
    Men's Original 6-Inch Boot
    $129.99 $319.99
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  32. Men's GreenStride™ Atwells Ave Waterproof Chukka Boot Men's GreenStride™ Atwells Ave Waterproof Chukka Boot
    Men's GreenStride™ Atwells Ave Waterproof Chukka Boot
    $129.99 $259.99
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  33. Men's Atwells Ave Waterproof Boot Men's Atwells Ave Waterproof Boot
    Men's Atwells Ave Waterproof Boot
    $129.99 $269.99
    Add to List View
  34. Men's 3-Eye Lug Handsewn Boat Shoe Men's 3-Eye Lug Handsewn Boat Shoe
    Men's 3-Eye Lug Handsewn Boat Shoe
    $129.99 $249.99
    Add to List View
  35. 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
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  36. Men's Premium Chukka Men's Premium Chukka
    Men's Premium Chukka
    $139.99 $329.99
    Add to List View
  37. 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
  38. Men's 3-Eye Lug Handsewn Boat Shoe Men's 3-Eye Lug Handsewn Boat Shoe
    Men's 3-Eye Lug Handsewn Boat Shoe
    $139.99 $249.99
    Add to List View
  39. Men's 3-Eye Lug Handsewn Boat Shoe Men's 3-Eye Lug Handsewn Boat Shoe
    Men's 3-Eye Lug Handsewn Boat Shoe
    $139.99 $249.99
    Add to List View
  40. Unisex Tokyo Design Collection Anorak Unisex Tokyo Design Collection Anorak
    Unisex Tokyo Design Collection Anorak
    $139.99 $199.99
    Add to List View
  41. Waterproof Hooded Shell Waterproof Hooded Shell
    Waterproof Hooded Shell
    $149.99 $219.99
    Add to List View
  42. Men's Washed Canvas Jacket Men's Washed Canvas Jacket
    Men's Washed Canvas Jacket
    $149.99 $219.99
    Add to List View
  43. Men's Washed Canvas Jacket Men's Washed Canvas Jacket
    Men's Washed Canvas Jacket
    $149.99 $219.99
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  44. Men's Basic Oxford Men's Basic Oxford
    Men's Basic Oxford
    $159.99 $239.99
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  45. Men's Cedar Bay Boat Shoe Men's Cedar Bay Boat Shoe
    Men's Cedar Bay Boat Shoe
    $159.99 $229.99
    Add to List View
  46. Men's 50th Anniversary Edition 6-Inch Boot Men's 50th Anniversary Edition 6-Inch Boot
    Men's 50th Anniversary Edition 6-Inch Boot
    $159.99 $349.99
    Add to List View
  47. Men's 50th Anniversary Edition 6-Inch Boot Men's 50th Anniversary Edition 6-Inch Boot
    Men's 50th Anniversary Edition 6-Inch Boot
    $159.99 $349.99
    Add to List View
  48. Men's Newmarket II Boot Men's Newmarket II Boot
    Men's Newmarket II Boot
    $159.99 $329.99
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  49. Men's Newmarket II Boot Men's Newmarket II Boot
    Men's Newmarket II Boot
    $159.99 $329.99
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  50. Durable Water-Repellent Bomber Jacket Durable Water-Repellent Bomber Jacket
    Durable Water-Repellent Bomber Jacket
    $159.99 $239.99
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  51. Durable Water-Repellent Bomber Jacket Durable Water-Repellent Bomber Jacket
    Durable Water-Repellent Bomber Jacket
    $159.99 $239.99
    Add to List View
  52. Men's Winsor Park Trainer Men's Winsor Park Trainer
    Men's Winsor Park Trainer
    $159.99 $229.99
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  53. Benton Water-Resistant Shell Jacket Benton Water-Resistant Shell Jacket
    Benton Water-Resistant Shell Jacket
    $159.99 $239.99
    Add to List View
  54. Men's Cedar Bay Boat Shoe Men's Cedar Bay Boat Shoe
    Men's Cedar Bay Boat Shoe
    $159.99 $229.99
    Add to List View
  55. Men's Cedar Bay Boat Shoe Men's Cedar Bay Boat Shoe
    Men's Cedar Bay Boat Shoe
    $159.99 $229.99
    Add to List View
  56. Men's Winsor Park Trainer Men's Winsor Park Trainer
    Men's Winsor Park Trainer
    $159.99 $229.99
    Add to List View
  57. 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
    Add to List View
  58. Men's 6-Inch Alburn Boot Men's 6-Inch Alburn Boot
    Men's 6-Inch Alburn Boot
    $169.99 $279.99
    Add to List View
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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.