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Items 121-180 of 295

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  1. 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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  2. Dunstan River Short-Sleeve T-Shirt Dunstan River Short-Sleeve T-Shirt
    Dunstan River Short-Sleeve T-Shirt
    $44.99 $69.99
    Add to List View
  3. Waterproof Hooded Shell Waterproof Hooded Shell
    Waterproof Hooded Shell
    $149.99 $219.99
    Add to List View
  4. Millers River Pique Slim-Fit Polo Shirt Millers River Pique Slim-Fit Polo Shirt
    Millers River Pique Slim-Fit Polo Shirt
    $54.99 $79.99
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  5. 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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  6. Men's Twill Cargo Pant Men's Twill Cargo Pant
    Men's Twill Cargo Pant
    $99.99 $149.99
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  7. 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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  8. Men's Mt. Maddsen Mid Lace-Up Hiking Boot Men's Mt. Maddsen Mid Lace-Up Hiking Boot
    Men's Mt. Maddsen Mid Lace-Up Hiking Boot
    $179.99 $259.99
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  9. Men's Mt. Maddsen Mid Lace-Up Hiking Boot Men's Mt. Maddsen Mid Lace-Up Hiking Boot
    Men's Mt. Maddsen Mid Lace-Up Hiking Boot
    $179.99 $259.99
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  10. 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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  11. 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
    Add to List View
  12. Men's Redwood Falls Waterproof Chukka Boot Men's Redwood Falls Waterproof Chukka Boot
    Men's Redwood Falls Waterproof Chukka Boot
    $189.99 $279.99
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  13. Men's Davis Square Chukka Men's Davis Square Chukka
    Men's Davis Square Chukka
    $149.99 $219.99
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  14. Men's Winsor Park Trainer Men's Winsor Park Trainer
    Men's Winsor Park Trainer
    $159.99 $229.99
    Add to List View
  15. 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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  16. 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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  17. Men's Seneca Bay Low Lace-Up Sneaker Men's Seneca Bay Low Lace-Up Sneaker
    Men's Seneca Bay Low Lace-Up Sneaker
    $109.99 $169.99
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  18. 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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  19. Men's Winsor Park Trainer Men's Winsor Park Trainer
    Men's Winsor Park Trainer
    $159.99 $229.99
    Add to List View
  20. 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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  21. Men's 38mm Tree Belt Men's 38mm Tree Belt
    Men's 38mm Tree Belt
    $69.99 $99.99
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  22. Men's Tree-Logo Hoodie Men's Tree-Logo Hoodie
    Men's Tree-Logo Hoodie
    $89.99 $129.99
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  23. Men's Tree-Logo Hoodie Men's Tree-Logo Hoodie
    Men's Tree-Logo Hoodie
    $89.99 $129.99
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  24. Workwear Label Loopback Crew Neck Workwear Label Loopback Crew Neck
    Workwear Label Loopback Crew Neck
    $89.99 $129.99
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  25. Men's Short Sleeve Logo Graphic T-Shirt Men's Short Sleeve Logo Graphic T-Shirt
    Men's Short Sleeve Logo Graphic T-Shirt
    $44.99 $69.99
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  26. Men's Merrymack River Chest Pocket T-Shirt Men's Merrymack River Chest Pocket T-Shirt
    Men's Merrymack River Chest Pocket T-Shirt
    $44.99 $69.99
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  27. Men's Merrymack River Chest Pocket T-Shirt Men's Merrymack River Chest Pocket T-Shirt
    Men's Merrymack River Chest Pocket T-Shirt
    $44.99 $69.99
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  28. Denim Trucker Jacket Denim Trucker Jacket
    Denim Trucker Jacket
    $159.99 $239.99
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  29. Denim Trucker Jacket Denim Trucker Jacket
    Denim Trucker Jacket
    $159.99 $239.99
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  30. Polartec® Fleece Ultralight Packable Vest Polartec® Fleece Ultralight Packable Vest
    Polartec® Fleece Ultralight Packable Vest
    $129.99 $189.99
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  31. Men's Washed Canvas Jacket Men's Washed Canvas Jacket
    Men's Washed Canvas Jacket
    $149.99 $219.99
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  32. Denim Pant With Refibra™ Technology Denim Pant With Refibra™ Technology
    Denim Pant With Refibra™ Technology
    $99.99 $159.99
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  33. Denim Pant With Refibra™ Technology Denim Pant With Refibra™ Technology
    Denim Pant With Refibra™ Technology
    $99.99 $159.99
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  34. Denim Cap with Faux Suede Brim Denim Cap with Faux Suede Brim
    Denim Cap with Faux Suede Brim
    $39.99 $59.99
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  35. Outdoor Utility Shorts Outdoor Utility Shorts
    Outdoor Utility Shorts
    $59.99 $109.99
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  36. Outdoor Utility Shorts Outdoor Utility Shorts
    Outdoor Utility Shorts
    $59.99 $109.99
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  37. 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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  38. Men's Heritage 6-Inch Waterproof Boots Men's Heritage 6-Inch Waterproof Boots
    Men's Heritage 6-Inch Waterproof Boots
    $199.99 $329.99
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  39. 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
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  40. 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
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  41. 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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  42. 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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  43. Men's Original 6-Inch Boot Men's Original 6-Inch Boot
    Men's Original 6-Inch Boot
    $209.99 $319.99
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  44. Men's Premium 6-Inch Waterproof Boot Men's Premium 6-Inch Waterproof Boot
    Men's Premium 6-Inch Waterproof Boot
    $229.99 $349.99
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  45. 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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  46. Men's Atwells Ave Waterproof Boot Men's Atwells Ave Waterproof Boot
    Men's Atwells Ave Waterproof Boot
    $129.99 $269.99
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  47. Men's Westmore Moc-Toe Chukka Men's Westmore Moc-Toe Chukka
    Men's Westmore Moc-Toe Chukka
    $99.99 $269.99
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  48. 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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  49. 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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  50. 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
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  51. Twill Cargo Shorts Twill Cargo Shorts
    Twill Cargo Shorts
    $79.99 $119.99
    Add to List View
  52. Twill Cargo Shorts Twill Cargo Shorts
    Twill Cargo Shorts
    $79.99 $119.99
    Add to List View
  53. PRO Performance Baseball Cap PRO Performance Baseball Cap
    PRO Performance Baseball Cap
    $19.99 $29.99
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  54. PRO Performance Baseball Cap PRO Performance Baseball Cap
    PRO Performance Baseball Cap
    $19.99 $29.99
    Add to List View
  55. PRO Watch Beanie PRO Watch Beanie
    PRO Watch Beanie
    $9.99 $19.99
    Add to List View
  56. PRO Watch Beanie PRO Watch Beanie
    PRO Watch Beanie
    $9.99 $19.99
    Add to List View
  57. PRO Watch Beanie PRO Watch Beanie
    PRO Watch Beanie
    $9.99 $19.99
    Add to List View
  58. PRO Watch Beanie PRO Watch Beanie
    PRO Watch Beanie
    $9.99 $19.99
    Add to List View
  59. PRO Watch Beanie PRO Watch Beanie
    PRO Watch Beanie
    $9.99 $19.99
    Add to List View
  60. 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
    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.