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Items 121-180 of 282

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  1. 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
  2. Men's Premium Chukka Men's Premium Chukka
    Men's Premium Chukka
    $139.99 $329.99
    Add to List View
  3. 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
  4. 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
  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
    $139.99 $249.99
    Add to List View
  6. Unisex Tokyo Design Collection Anorak Unisex Tokyo Design Collection Anorak
    Unisex Tokyo Design Collection Anorak
    $139.99 $199.99
    Add to List View
  7. 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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  8. 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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  9. 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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  10. PRO Mt. Washington Athletic Fit Insulated Jacket PRO Mt. Washington Athletic Fit Insulated Jacket
    PRO Mt. Washington Athletic Fit Insulated Jacket
    $129.99
    Add to List View
  11. 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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  12. 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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  13. 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
  14. Men's Premium 6-Inch Waterproof Boot Men's Premium 6-Inch Waterproof Boot
    Men's Premium 6-Inch Waterproof Boot
    $129.99 $349.99
    Add to List View
  15. 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
  16. Polartec® Fleece Ultralight Packable Vest Polartec® Fleece Ultralight Packable Vest
    Polartec® Fleece Ultralight Packable Vest
    $129.99 $189.99
    Add to List View
  17. Workwear Label Loopback Crew Neck Workwear Label Loopback Crew Neck
    Workwear Label Loopback Crew Neck
    $129.99
    Add to List View
  18. Workwear Label Loopback Crew Neck Workwear Label Loopback Crew Neck
    Workwear Label Loopback Crew Neck
    $129.99
    Add to List View
  19. Poplin Shirt Poplin Shirt
    Poplin Shirt
    $129.99
    Add to List View
  20. Poplin Shirt Poplin Shirt
    Poplin Shirt
    $129.99
    Add to List View
  21. Washed Canvas Chore Jacket Washed Canvas Chore Jacket
    Washed Canvas Chore Jacket
    $124.99 $179.99
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  22. Men's Pro Ballast 6-Inch Steel Toe Work Boot Men's Pro Ballast 6-Inch Steel Toe Work Boot
    Men's Pro Ballast 6-Inch Steel Toe Work Boot
    $119.99 $259.99
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  23. PRO Mt. Washington Athletic Fit Insulated Vest PRO Mt. Washington Athletic Fit Insulated Vest
    PRO Mt. Washington Athletic Fit Insulated Vest
    $119.99
    Add to List View
  24. PRO Gritman Fleece-Lined Canvas Vest PRO Gritman Fleece-Lined Canvas Vest
    PRO Gritman Fleece-Lined Canvas Vest
    $119.99
    Add to List View
  25. PRO Gritman Fleece-Lined Canvas Vest PRO Gritman Fleece-Lined Canvas Vest
    PRO Gritman Fleece-Lined Canvas Vest
    $119.99
    Add to List View
  26. 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
  27. 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
  28. Men's Classic Boat Shoe Men's Classic Boat Shoe
    Men's Classic Boat Shoe
    $119.99 $199.99
    Add to List View
  29. Men's Canvas Chore Jacket Men's Canvas Chore Jacket
    Men's Canvas Chore Jacket
    $115.99 $169.99
    Add to List View
  30. 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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  31. Men’s Garrison Trail WP Mid Hiker Boots Men’s Garrison Trail WP Mid Hiker Boots
    Men’s Garrison Trail WP Mid Hiker Boots
    $99.99 $259.99
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  32. Men's Pro Radius Alloy Safety-Toe Work Boots Men's Pro Radius Alloy Safety-Toe Work Boots
    Men's Pro Radius Alloy Safety-Toe Work Boots
    $99.99 $249.99
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  33. 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
  34. 40mm Milled Pull-Up Belt 40mm Milled Pull-Up Belt
    40mm Milled Pull-Up Belt
    $99.99
    Add to List View
  35. Men's 38mm Tree Belt Men's 38mm Tree Belt
    Men's 38mm Tree Belt
    $99.99
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  36. 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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  37. 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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  38. 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
  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
    $99.99 $249.99
    Add to List View
  40. 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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  41. Multi Purpose Short Sleeve Polo Shirt Multi Purpose Short Sleeve Polo Shirt
    Multi Purpose Short Sleeve Polo Shirt
    $99.99
    Add to List View
  42. Men's Twill Cargo Pant Men's Twill Cargo Pant
    Men's Twill Cargo Pant
    $99.99 $149.99
    Add to List View
  43. 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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  44. Denim Pant With Refibra™ Technology Denim Pant With Refibra™ Technology
    Denim Pant With Refibra™ Technology
    $99.99 $159.99
    Add to List View
  45. Long Sleeve Oxford Slim-Fit Shirt Long Sleeve Oxford Slim-Fit Shirt
    Long Sleeve Oxford Slim-Fit Shirt
    $99.99
    Add to List View
  46. 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
  47. Graphic Loopback Hoodie Sweatshirt Graphic Loopback Hoodie Sweatshirt
    Graphic Loopback Hoodie Sweatshirt
    $99.99 $149.99
    Add to List View
  48. Graphic Loopback Hoodie Sweatshirt Graphic Loopback Hoodie Sweatshirt
    Graphic Loopback Hoodie Sweatshirt
    $99.99 $149.99
    Add to List View
  49. Long Sleeve Solid Poplin Shirt Long Sleeve Solid Poplin Shirt
    Long Sleeve Solid Poplin Shirt
    $99.99
    Add to List View
  50. Long Sleeve Solid Poplin Shirt Long Sleeve Solid Poplin Shirt
    Long Sleeve Solid Poplin Shirt
    $99.99
    Add to List View
  51. Denim Pant With Refibra™ Technology Denim Pant With Refibra™ Technology
    Denim Pant With Refibra™ Technology
    $99.99 $159.99
    Add to List View
  52. 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
    Add to List View
  53. Unisex Tokyo Design Collective Half Zip Sweat
    Unisex Tokyo Design Collective Half Zip Sweat
    $99.99 $159.99
    Add to List View
  54. Unisex Tokyo Design Collective Half Zip Sweat
    Unisex Tokyo Design Collective Half Zip Sweat
    $99.99 $159.99
    Add to List View
  55. 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
    Add to List View
  56. 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
    Add to List View
  57. TREE VAULT 6 INCH BOOT WP
    TREE VAULT 6 INCH BOOT WP
    $95.99 $299.99
    Add to List View
  58. Men's Classic Waterproof Chukka Men's Classic Waterproof Chukka
    Men's Classic Waterproof Chukka
    $94.99 $279.99
    Add to List View
  59. Men’s Garrison Trail Low AC Hiking Sneakers Men’s Garrison Trail Low AC Hiking Sneakers
    Men’s Garrison Trail Low AC Hiking Sneakers
    $89.99 $199.99
    Add to List View
  60. Men’s Garrison Trail Hiking Sneakers Men’s Garrison Trail Hiking Sneakers
    Men’s Garrison Trail Hiking Sneakers
    $89.99 $199.99
    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.