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Items 61-103 of 103

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  1. 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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  2. 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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  3. 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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  4. 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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  5. 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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  6. 2 In 1 Tee 2 In 1 Tee
    2 In 1 Tee
    $69.99
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  7. 2 In 1 Tee 2 In 1 Tee
    2 In 1 Tee
    $69.99
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  8. 2 In 1 Tee 2 In 1 Tee
    2 In 1 Tee
    $69.99
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  9. 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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  10. 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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  11. Twill Cargo Shorts Twill Cargo Shorts
    Twill Cargo Shorts
    $79.99 $119.99
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  12. Chest Logo Jersey Crew Tee Chest Logo Jersey Crew Tee
    Chest Logo Jersey Crew Tee
    $39.99 $59.99
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  13. 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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  14. 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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  15. 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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  16. 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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  17. 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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  18. Men's Canvas Chore Jacket Men's Canvas Chore Jacket
    Men's Canvas Chore Jacket
    $115.99 $169.99
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  19. 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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  20. Washed Canvas Chore Jacket Washed Canvas Chore Jacket
    Washed Canvas Chore Jacket
    $124.99 $179.99
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  21. 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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  22. 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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  23. Unisex Tokyo Design Collective Half Zip Sweat
    Unisex Tokyo Design Collective Half Zip Sweat
    $99.99 $159.99
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  24. 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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  25. 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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  26. 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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  27. Unisex Tokyo Design Collective Half Zip Sweat
    Unisex Tokyo Design Collective Half Zip Sweat
    $99.99 $159.99
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  28. Unisex Tokyo Design Collective Rugby Shirt Unisex Tokyo Design Collective Rugby Shirt
    Unisex Tokyo Design Collective Rugby Shirt
    $95.99 $139.99
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  29. 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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  30. 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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  31. Unisex Tokyo Design Collective Corduroy Shorts Unisex Tokyo Design Collective Corduroy Shorts
    Unisex Tokyo Design Collective Corduroy Shorts
    $79.99 $119.99
    Add to List View
  32. Casual Sweatpants Casual Sweatpants
    Casual Sweatpants
    $39.99 $99.99
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  33. Ultrastretch Cargo Pant Ultrastretch Cargo Pant
    Ultrastretch Cargo Pant
    $49.99 $139.99
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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. Casual Sweatpants Casual Sweatpants
    Casual Sweatpants
    $39.99 $99.99
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  36. Ultrastretch Cargo Pant Ultrastretch Cargo Pant
    Ultrastretch Cargo Pant
    $29.99 $139.99
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  37. Carrier Tee Carrier Tee
    Carrier Tee
    $19.99 $59.99
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  38. 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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  39. 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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  40. 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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  41. 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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  42. Long Sleeve Icon Boot Graphic Tee Long Sleeve Icon Boot Graphic Tee
    Long Sleeve Icon Boot Graphic Tee
    $19.99 $59.99
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  43. PRO Cotton Core Logo T-Shirt PRO Cotton Core Logo T-Shirt
    PRO Cotton Core Logo T-Shirt
    $19.99 $44.99
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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.