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Items 61-118 of 118

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  1. 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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  2. 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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  3. 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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  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
    $99.99 $249.99
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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 Utility Mixed Media Overshirt Men's Utility Mixed Media Overshirt
    Men's Utility Mixed Media Overshirt
    $99.99 $149.99
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  8. 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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  9. 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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  10. Unisex Tokyo Design Collective Half Zip Sweat
    Unisex Tokyo Design Collective Half Zip Sweat
    $99.99 $159.99
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  11. Unisex Tokyo Design Collective Half Zip Sweat
    Unisex Tokyo Design Collective Half Zip Sweat
    $99.99 $159.99
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  12. 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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  13. 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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  14. TREE VAULT 6 INCH BOOT WP
    TREE VAULT 6 INCH BOOT WP
    $95.99 $299.99
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  15. Men's Classic Waterproof Chukka Men's Classic Waterproof Chukka
    Men's Classic Waterproof Chukka
    $94.99 $279.99
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  16. Men's Tree-Logo Hoodie Men's Tree-Logo Hoodie
    Men's Tree-Logo Hoodie
    $89.99 $129.99
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  17. Men's Tree-Logo Hoodie Men's Tree-Logo Hoodie
    Men's Tree-Logo Hoodie
    $89.99 $129.99
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  18. Water Repellent Cargo Trousers Water Repellent Cargo Trousers
    Water Repellent Cargo Trousers
    $79.99 $149.99
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  19. Twill Cargo Shorts Twill Cargo Shorts
    Twill Cargo Shorts
    $79.99 $119.99
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  20. Twill Cargo Shorts Twill Cargo Shorts
    Twill Cargo Shorts
    $79.99 $119.99
    Add to List View
  21. Twill Cargo Shorts Twill Cargo Shorts
    Twill Cargo Shorts
    $79.99 $119.99
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  22. Unisex Tokyo Design Collection Cropped Pants Unisex Tokyo Design Collection Cropped Pants
    Unisex Tokyo Design Collection Cropped Pants
    $79.99 $124.99
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  23. Unisex Tokyo Design Collection Cropped Pants Unisex Tokyo Design Collection Cropped Pants
    Unisex Tokyo Design Collection Cropped Pants
    $79.99 $124.99
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  24. Unisex Tokyo Design Collective Corduroy Shorts Unisex Tokyo Design Collective Corduroy Shorts
    Unisex Tokyo Design Collective Corduroy Shorts
    $79.99 $119.99
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  25. Unisex Tokyo Design Collective Corduroy Shorts Unisex Tokyo Design Collective Corduroy Shorts
    Unisex Tokyo Design Collective Corduroy Shorts
    $79.99 $119.99
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  26. Men’s Long Sleeve Windham Heavy Flannel Shirt Men’s Long Sleeve Windham Heavy Flannel Shirt
    Men’s Long Sleeve Windham Heavy Flannel Shirt
    $69.99 $139.99
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  27. Water Repellent Jogger Water Repellent Jogger
    Water Repellent Jogger
    $69.99 $149.99
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  28. Water Repellent Outdoor Cargo Shorts Water Repellent Outdoor Cargo Shorts
    Water Repellent Outdoor Cargo Shorts
    $59.99 $119.99
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  29. Water Repellent Outdoor Cargo Shorts Water Repellent Outdoor Cargo Shorts
    Water Repellent Outdoor Cargo Shorts
    $59.99 $119.99
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  30. Outdoor Utility Shorts Outdoor Utility Shorts
    Outdoor Utility Shorts
    $59.99 $109.99
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  31. Outdoor Utility Shorts Outdoor Utility Shorts
    Outdoor Utility Shorts
    $59.99 $109.99
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  32. SENECA BAY SNEAKER BOOT
    SENECA BAY SNEAKER BOOT
    $59.99 $199.99
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  33. Tree Logo Leather Belt Tree Logo Leather Belt
    Tree Logo Leather Belt
    $54.99 $99.99
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  34. Lovell Lake Slim-Fit Stretch Jogger Pant Lovell Lake Slim-Fit Stretch Jogger Pant
    Lovell Lake Slim-Fit Stretch Jogger Pant
    $49.99 $139.99
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  35. Ultrastretch Cargo Pant Ultrastretch Cargo Pant
    Ultrastretch Cargo Pant
    $49.99 $139.99
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  36. 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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  37. 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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  38. 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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  39. 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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  40. 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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  41. EZ LOUNGE SLIP-ON
    EZ LOUNGE SLIP-ON
    $39.99 $179.99
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  42. Men's Short-Sleeve Merrymack Pocket T-Shirt Men's Short-Sleeve Merrymack Pocket T-Shirt
    Men's Short-Sleeve Merrymack Pocket T-Shirt
    $39.99 $79.99
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  43. Casual Sweatpants Casual Sweatpants
    Casual Sweatpants
    $39.99 $99.99
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  44. Casual Sweatpants Casual Sweatpants
    Casual Sweatpants
    $39.99 $99.99
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  45. Unisex Short Sleeve Heavyweight Boots Badge Tee Unisex Short Sleeve Heavyweight Boots Badge Tee
    Unisex Short Sleeve Heavyweight Boots Badge Tee
    $39.99 $69.99
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  46. Unisex Short Sleeve Heavyweight Boots Badge Tee Unisex Short Sleeve Heavyweight Boots Badge Tee
    Unisex Short Sleeve Heavyweight Boots Badge Tee
    $39.99 $69.99
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  47. Chest Logo Jersey Crew Tee Chest Logo Jersey Crew Tee
    Chest Logo Jersey Crew Tee
    $39.99 $59.99
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  48. 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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  49. 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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  50. PRO Base Plate Short Sleeve Graphic Tee PRO Base Plate Short Sleeve Graphic Tee
    PRO Base Plate Short Sleeve Graphic Tee
    $29.99 $44.99
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  51. PRO Base Plate Short Sleeve Graphic Tee PRO Base Plate Short Sleeve Graphic Tee
    PRO Base Plate Short Sleeve Graphic Tee
    $29.99 $44.99
    Add to List View
  52. Pro Tempe Jogger Pant Pro Tempe Jogger Pant
    Pro Tempe Jogger Pant
    $29.99 $89.99
    Add to List View
  53. Pro Tempe Jogger Pant Pro Tempe Jogger Pant
    Pro Tempe Jogger Pant
    $29.99 $89.99
    Add to List View
  54. Short Sleeve Original Boot Graphic Tee Short Sleeve Original Boot Graphic Tee
    Short Sleeve Original Boot Graphic Tee
    $29.99 $59.99
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  55. Men's Short Sleeves Brand Carrier Tee Men's Short Sleeves Brand Carrier Tee
    Men's Short Sleeves Brand Carrier Tee
    $29.99 $69.99
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  56. Men's Short Sleeve T-Shirt with TimberCHILL™ Technology Men's Short Sleeve T-Shirt with TimberCHILL™ Technology
    Men's Short Sleeve T-Shirt with TimberCHILL™ Technology
    $29.99 $79.99
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  57. Ultrastretch Cargo Pant Ultrastretch Cargo Pant
    Ultrastretch Cargo Pant
    $29.99 $139.99
    Add to List View
  58. Long Sleeve Icon Boot Graphic Tee Long Sleeve Icon Boot Graphic Tee
    Long Sleeve Icon Boot Graphic Tee
    $19.99 $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.