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Items 181-240 of 301

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  1. AF LS OXFORD SHIRT SLIM
    AF LS OXFORD SHIRT SLIM
    $99.99
    Add to List View
  2. 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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  3. 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
    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
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  5. AF STRIPED RUGBY SHORT SLEEVE POLO
    AF STRIPED RUGBY SHORT SLEEVE POLO
    $99.99
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  6. Water Repellent Outdoor Cargo Shorts Water Repellent Outdoor Cargo Shorts
    Water Repellent Outdoor Cargo Shorts
    $59.99 $119.99
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  7. BALLAST 6 IN STEEL TOE WORK BOOT
    BALLAST 6 IN STEEL TOE WORK BOOT
    $119.99 $259.99
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  8. MILLERS RIVER PIQUE SHORT SLEEVE POLO
    MILLERS RIVER PIQUE SHORT SLEEVE POLO
    $79.99
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  9. WOVEN LOGO LOW PROFILE DAD CAP
    WOVEN LOGO LOW PROFILE DAD CAP
    $14.99 $29.99
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  10. WOVEN LOGO LOW PROFILE DAD CAP
    WOVEN LOGO LOW PROFILE DAD CAP
    $14.99 $29.99
    Add to List View
  11. Water Repellent Outdoor Cargo Shorts Water Repellent Outdoor Cargo Shorts
    Water Repellent Outdoor Cargo Shorts
    $59.99 $119.99
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  12. PRO Base Plate Blended Short Sleeve Tee PRO Base Plate Blended Short Sleeve Tee
    PRO Base Plate Blended Short Sleeve Tee
    $39.99
    Add to List View
  13. 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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  14. 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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  15. 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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  16. Pro Tempe Jogger Pant Pro Tempe Jogger Pant
    Pro Tempe Jogger Pant
    $39.99 $89.99
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  17. Men's 6-Inch Premium Waterproof Boot Men's 6-Inch Premium Waterproof Boot
    Men's 6-Inch Premium Waterproof Boot
    $199.99 $329.99
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  18. NIGHT HIKE BEANIE
    NIGHT HIKE BEANIE
    $69.99
    Add to List View
  19. Men's Premium 6-Inch Waterproof Boot Men's Premium 6-Inch Waterproof Boot
    Men's Premium 6-Inch Waterproof Boot
    $199.99 $349.99
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  20. Men's Cedar Bay Boat Shoe Men's Cedar Bay Boat Shoe
    Men's Cedar Bay Boat Shoe
    $229.99
    Add to List View
  21. Twill Cargo Shorts Twill Cargo Shorts
    Twill Cargo Shorts
    $79.99 $119.99
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  22. Newmarket Village Ankle Socks 3-Pack Newmarket Village Ankle Socks 3-Pack
    Newmarket Village Ankle Socks 3-Pack
    $19.99 $29.99
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  23. Chest Logo Jersey Crew Tee Chest Logo Jersey Crew Tee
    Chest Logo Jersey Crew Tee
    $39.99 $59.99
    Add to List View
  24. Pro Tempe Jogger Pant Pro Tempe Jogger Pant
    Pro Tempe Jogger Pant
    $39.99 $89.99
    Add to List View
  25. 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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  26. Men's Waterproof Field Boot Men's Waterproof Field Boot
    Men's Waterproof Field Boot
    $179.99 $259.99
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  27. Tree Logo Leather Belt Tree Logo Leather Belt
    Tree Logo Leather Belt
    $54.99 $99.99
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  28. 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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  29. 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
    Add to List View
  30. 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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  31. 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
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  32. 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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  33. Vented Cap Vented Cap
    Vented Cap
    $44.99 $69.99
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  34. Men's Euro Hiker Boot Men's Euro Hiker Boot
    Men's Euro Hiker Boot
    $179.99 $269.99
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  35. Men's Waterproof Field Boot Men's Waterproof Field Boot
    Men's Waterproof Field Boot
    $179.99 $259.99
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  36. Men's Westmore Chukka Men's Westmore Chukka
    Men's Westmore Chukka
    $179.99 $269.99
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  37. 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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  38. Men's Timberland® C.F. Stead™ Indigo Suede Euro Hiker Boot Men's Timberland® C.F. Stead™ Indigo Suede Euro Hiker Boot
    Men's Timberland® C.F. Stead™ Indigo Suede Euro Hiker Boot
    $179.99 $269.99
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  39. Men's Canvas Chore Jacket Men's Canvas Chore Jacket
    Men's Canvas Chore Jacket
    $115.99 $169.99
    Add to List View
  40. Men's Classic Boat Shoe Men's Classic Boat Shoe
    Men's Classic Boat Shoe
    $119.99 $199.99
    Add to List View
  41. Redwood Falls Waterproof Redwood Falls Waterproof
    Redwood Falls Waterproof
    $199.99 $299.99
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  42. 2PP TRAIL HC CREW PURE CASHMERE SOCK
    2PP TRAIL HC CREW PURE CASHMERE SOCK
    $19.99 $29.99
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  43. 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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  44. Men's Timberland® C.F. Stead™ Indigo Suede 3-Eye Lug Handsewn Boat Shoe Men's Timberland® C.F. Stead™ Indigo Suede 3-Eye Lug Handsewn Boat Shoe
    Men's Timberland® C.F. Stead™ Indigo Suede 3-Eye Lug Handsewn Boat Shoe
    $169.99 $249.99
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  45. Men's Attleboro Mid Lace-Up Chukka Men's Attleboro Mid Lace-Up Chukka
    Men's Attleboro Mid Lace-Up Chukka
    $199.99 $299.99
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  46. Men's Maple Grove Chukka Men's Maple Grove Chukka
    Men's Maple Grove Chukka
    $179.99 $259.99
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  47. 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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  48. Men's Atwells Ave Waterproof Boot Men's Atwells Ave Waterproof Boot
    Men's Atwells Ave Waterproof Boot
    $269.99
    Add to List View
  49. Washed Canvas Chore Jacket Washed Canvas Chore Jacket
    Washed Canvas Chore Jacket
    $124.99 $179.99
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  50. Water Repellent Cargo Trousers Water Repellent Cargo Trousers
    Water Repellent Cargo Trousers
    $79.99 $149.99
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  51. 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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  52. Men's Newmarket II Boot Men's Newmarket II Boot
    Men's Newmarket II Boot
    $159.99 $329.99
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  53. 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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  54. 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
  55. Men's Attleboro Mid Lace-Up Chukka Men's Attleboro Mid Lace-Up Chukka
    Men's Attleboro Mid Lace-Up Chukka
    $299.99
    Add to List View
  56. Men's Premium Chukka Men's Premium Chukka
    Men's Premium Chukka
    $139.99 $329.99
    Add to List View
  57. NEWMARKET II BOAT CHK
    NEWMARKET II BOAT CHK
    $85.99 $249.99
    Add to List View
  58. Unisex Tokyo Design Collective Half Zip Sweat Unisex Tokyo Design Collective Half Zip Sweat
    Unisex Tokyo Design Collective Half Zip Sweat
    $99.99 $159.99
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  59. 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
    Add to List View
  60. Men's Seaton Bay Cross-Strap Sandal Men's Seaton Bay Cross-Strap Sandal
    Men's Seaton Bay Cross-Strap Sandal
    $149.99
    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.