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    • Sale
      Killington Ultra Chukka for Men in Grey Timberland SaleKillington Ultra Chukka for Men in Grey Timberland Sale

      Killington Ultra Chukka for Men in Grey Timberland Sale

      Our Killington Ultra men's chukka features our GreenStride™ comfort sole made of 75% renewable sugar cane and responsibly sourced rubber. The upper is also made using premium Better Leather, which is sourced from a sustainable tannery rated silver for its environmental processes. Mixing performance...
      $42.59
      $129.50
      $42.59
      Unit price
      / per 
      • Medium Grey
    • Sale
      Killington Ultra Chukka for Men in Yellow Timberland DiscountKillington Ultra Chukka for Men in Yellow Timberland Discount

      Killington Ultra Chukka for Men in Yellow Timberland Discount

      Our Killington Ultra men's chukka features our GreenStride™ comfort sole made of 75% renewable sugar cane and responsibly sourced rubber. The upper is also made using premium Better Leather, which is sourced from a sustainable tannery rated silver for its environmental processes. Mixing performance...
      $42.50
      $128.59
      $42.50
      Unit price
      / per 
      • Light Brown
    • Sale
      Euro Trekker Hiking Boot for Men in Yellow Timberland USEuro Trekker Hiking Boot for Men in Yellow Timberland US

      Euro Trekker Hiking Boot for Men in Yellow Timberland US

      These men's mixed-media hikers were designed for comfort with a cushiony EVA-blend foam midsole and lightweight OrthoLite® footbed. Added features include a rubber lug outsole for traction and eco-conscious materials, including responsibly sourced Better Leather and ReBOTL™ fabric spun from recycled plastic bottles.CARE INSTRUCTIONS:CleanerRenewbuck®...
      $36.99
      $111.99
      $36.99
      Unit price
      / per 
      • Yellow
    • Sale
      GreenStride™ Bradstreet Ultra Chukka for Men in Navy Timberland On SaleGreenStride™ Bradstreet Ultra Chukka for Men in Navy Timberland On Sale

      GreenStride™ Bradstreet Ultra Chukka for Men in Navy Timberland On Sale

      This sleek men's chukka features our GreenStride™ comfort sole made of 75% renewable material. The upper is crafted using premium Better Leather, which is sourced from a sustainable tannery rated silver for its environmental processes. The cushioning footbed made from 70% bio-based material offers...
      $39.00
      $118.59
      $39.00
      Unit price
      / per 
      • Navy
    • Sale
      GreenStride™ Bradstreet Ultra Chukka for Men in Beige Timberland For SaleGreenStride™ Bradstreet Ultra Chukka for Men in Beige Timberland For Sale

      GreenStride™ Bradstreet Ultra Chukka for Men in Beige Timberland For Sale

      This sleek men's chukka features our GreenStride™ comfort sole made of 75% renewable material. The upper is crafted using premium Better Leather, which is sourced from a sustainable tannery rated silver for its environmental processes. The cushioning footbed made from 70% bio-based material offers...
      $39.99
      $121.00
      $39.99
      Unit price
      / per 
      • Beige
    • Sale
      Timberloop™ Trekker Hiking Boot for Men in Black Timberland OutletTimberloop™ Trekker Hiking Boot for Men in Black Timberland Outlet

      Timberloop™ Trekker Hiking Boot for Men in Black Timberland Outlet

      Our Timberloop™ Trekkers are specifically designed for circularity. These hikers have a unique sole construction where with a cut of one seam, the outsoles can be taken off and each part ultimately put into its own unique recycling stream. To help close the ‘loop,’...
      $43.99
      $146.50
      $43.99
      Unit price
      / per 
      • Black
    • Sale
      Timberloop™ Trekker Hiking Boot for Men in Brown Timberland OnlineTimberloop™ Trekker Hiking Boot for Men in Brown Timberland Online

      Timberloop™ Trekker Hiking Boot for Men in Brown Timberland Online

      Our Timberloop™ Trekkers are specifically designed for circularity. These hikers have a unique sole construction where with a cut of one seam, the outsoles can be taken off and each part ultimately put into its own unique recycling stream. To help close the ‘loop,’...
      $43.59
      $145.50
      $43.59
      Unit price
      / per 
      • Brown
    • Sale
      Timberloop™ Trekker Hiking Boot for Men in Black Timberland SaleTimberloop™ Trekker Hiking Boot for Men in Black Timberland Sale

      Timberloop™ Trekker Hiking Boot for Men in Black Timberland Sale

      Our men's Timberloop™ Trekker hiking boot is specifically designed for circularity. The upper is crafted from premium Better Leather, which is sourced from a sustainable tannery rated silver for its environmental processes. The hiker also has a unique sole construction where, with a cut...
      $46.59
      $155.50
      $46.59
      Unit price
      / per 
      • Black
    • Sale
      Timberloop™ Trekker Hiking Boot for Men in Yellow Timberland DiscountTimberloop™ Trekker Hiking Boot for Men in Yellow Timberland Discount

      Timberloop™ Trekker Hiking Boot for Men in Yellow Timberland Discount

      Our men's Timberloop™ Trekker hiking boot is specifically designed for circularity. The upper is crafted from premium Better Leather, which is sourced from a sustainable tannery rated silver for its environmental processes. The hiker also has a unique sole construction where, with a cut...
      $46.50
      $154.59
      $46.50
      Unit price
      / per 
      • Yellow
    • Sale
      Newmarket II Chukka Boot with Men in Light Brown Timberland USNewmarket II Chukka Boot with Men in Light Brown Timberland US

      Newmarket II Chukka Boot with Men in Light Brown Timberland US

      A classic men's chukka with sturdy rubber outsoles and a mixed-media upper that includes responsibly sourced Better Leather rated for its sustainability and ReBOTL™ fabric spun from recycled plastic bottles.CARE INSTRUCTIONS:CleanerRenewbuck® Suede and Nubuck Foam CleanerSuede Restorer BrushDry Cleaning KitProtectorBalm Proofer™ All Purpose ProtectorUpper...
      $36.00
      $109.59
      $36.00
      Unit price
      / per 
      • Brown
    • Sale
      Newmarket II Chukka Boot with Men in Dark Green Timberland On SaleNewmarket II Chukka Boot with Men in Dark Green Timberland On Sale

      Newmarket II Chukka Boot with Men in Dark Green Timberland On Sale

      A classic men's chukka with sturdy rubber outsoles and a mixed-media upper that includes responsibly sourced Better Leather rated for its sustainability and ReBOTL™ fabric spun from recycled plastic bottles.CARE INSTRUCTIONS:CleanerRenewbuck® Suede and Nubuck Foam CleanerSuede Restorer BrushDry Cleaning KitProtectorBalm Proofer™ All Purpose ProtectorUpper...
      $36.50
      $110.00
      $36.50
      Unit price
      / per 
      • Dark Green
    • Sale
      Newmarket II Chukka Boot with Men in Black Timberland For SaleNewmarket II Chukka Boot with Men in Black Timberland For Sale

      Newmarket II Chukka Boot with Men in Black Timberland For Sale

      A classic men's chukka with sturdy rubber outsoles and a mixed-media upper that includes responsibly sourced Better Leather rated for its sustainability and ReBOTL™ fabric spun from recycled plastic bottles.CARE INSTRUCTIONS:CleanerRenewbuck® Suede and Nubuck Foam CleanerSuede Restorer BrushDry Cleaning KitProtectorBalm Proofer™ All Purpose ProtectorUpper...
      $36.99
      $111.59
      $36.99
      Unit price
      / per 
      • Black
    • Sale
      GreenStride™ Solar Wave LT Hiker for Men in Black Timberland OutletGreenStride™ Solar Wave LT Hiker for Men in Black Timberland Outlet

      GreenStride™ Solar Wave LT Hiker for Men in Black Timberland Outlet

      This men's hiker is made using durable ReBOTL™ fabric containing at least 50% recycled plastic. This style features our GreenStride™ comfort sole made of 75% renewable material, a footbed made from 70% bio-based material, and a Defender Repellent Systems® treatment to help resist stains...
      $39.50
      $119.59
      $39.50
      Unit price
      / per 
      • Black
    • Sale
      GreenStride™ Solar Wave LT Hiker for Men in Beige Timberland OnlineGreenStride™ Solar Wave LT Hiker for Men in Beige Timberland Online

      GreenStride™ Solar Wave LT Hiker for Men in Beige Timberland Online

      Light Trail ready with thick, hiking-influenced lugs, these men's hikers are also very light in weight. They resist dirt and stains, have a fully gusseted tongue and Defender Repellent Systems® treatment to help resist stains and light rain. They're also eco-consciously made with ReBOTL™...
      $39.99
      $120.59
      $39.99
      Unit price
      / per 
      • Beige
    • Sale
      City Groove Chelsea Boot for Men in Navy Timberland SaleCity Groove Chelsea Boot for Men in Navy Timberland Sale

      City Groove Chelsea Boot for Men in Navy Timberland Sale

      This men's Chelsea boot is made from premium Better Leather, which is sourced from a sustainable tannery rated silver for its environmental processes. A pull-on tab and dual stretch gore make our City Groove Chelsea boot easy to put on, while the rubber heel...
      $43.00
      $130.50
      $43.00
      Unit price
      / per 
      • Navy
    • Sale
      City Groove Chelsea Boot for Men in Grey Timberland DiscountCity Groove Chelsea Boot for Men in Grey Timberland Discount

      City Groove Chelsea Boot for Men in Grey Timberland Discount

      This men's Chelsea boot is made from premium Better Leather, which is sourced from a sustainable tannery rated silver for its environmental processes. A pull-on tab and dual stretch gore make our City Groove Chelsea boot easy to put on, while the rubber heel...
      $42.59
      $129.50
      $42.59
      Unit price
      / per 
      • Dark Grey
    • Sale
      Sprint Trekker Hiking Boot for Men in Monochrome Black Timberland USSprint Trekker Hiking Boot for Men in Monochrome Black Timberland US

      Sprint Trekker Hiking Boot for Men in Monochrome Black Timberland US

      Packed with comfort features underfoot, these super oxford-style men's hikers also feature a mixed-media upper crafted from eco-conscious leather and fabric, including Better Leather rated for its sustainability and ReBOTL™ fabric spun from discarded plastic bottles.CARE INSTRUCTIONS:CleanerRenewbuck® Suede and Nubuck Foam CleanerSuede Restorer BrushDry...
      $39.99
      $110.99
      $39.99
      Unit price
      / per 
      • Black
    • Sale
      Field Trekker Hiking Boot for Men in Light Grey Timberland On SaleField Trekker Hiking Boot for Men in Light Grey Timberland On Sale

      Field Trekker Hiking Boot for Men in Light Grey Timberland On Sale

      These men's hikers were designed for comfort with a cushiony EVA-blend foam midsole and lightweight OrthoLite® footbed. Added features include a convenient speed-lacing system and eco-conscious materials.CARE INSTRUCTIONS:CleanerRenewbuck® Suede and Nubuck Foam CleanerSuede Restorer BrushDry Cleaning KitProtectorBalm Proofer™ All Purpose ProtectorUpper made with premium...
      $38.50
      $116.00
      $38.50
      Unit price
      / per 
      • Light Grey
    • Sale
      Field Trekker Hiking Boot for Men in Brown Timberland For SaleField Trekker Hiking Boot for Men in Brown Timberland For Sale

      Field Trekker Hiking Boot for Men in Brown Timberland For Sale

      These men's hikers were designed for comfort with a cushiony EVA-blend foam midsole and lightweight OrthoLite® footbed. Added features include a convenient speed-lacing system and eco-conscious materials.CARE INSTRUCTIONS:CleanerRenewbuck® Suede and Nubuck Foam CleanerSuede Restorer BrushDry Cleaning KitProtectorBalm Proofer™ All Purpose ProtectorUpper made with premium...
      $38.00
      $115.59
      $38.00
      Unit price
      / per 
      • Light Brown
    • Sale
      Euro Hiker Chukka for Men in Grey Timberland OutletEuro Hiker Chukka for Men in Grey Timberland Outlet

      Euro Hiker Chukka for Men in Grey Timberland Outlet

      This men's hiker is crafted using premium Better Leather, sourced from a sustainable tannery rated silver for its environmental processes. The detailing on the upper and also the lining are made using durable ReBOTL™ fabric containing at least 50% recycled plastic. We created our...
      $45.99
      $139.00
      $45.99
      Unit price
      / per 
      • Medium Grey
    • Sale
      Euro Hiker Chukka for Men in Yellow Timberland OnlineEuro Hiker Chukka for Men in Yellow Timberland Online

      Euro Hiker Chukka for Men in Yellow Timberland Online

      This men's hiker is crafted using premium Better Leather, sourced from a sustainable tannery rated silver for its environmental processes. The detailing on the upper and also the lining are made using durable ReBOTL™ fabric containing at least 50% recycled plastic. We created our...
      $45.50
      $137.59
      $45.50
      Unit price
      / per 
      • Brown
    • Sale
      Greyfield Boot for Men in Grey Timberland DiscountGreyfield Boot for Men in Grey Timberland Discount

      Greyfield Boot for Men in Grey Timberland Discount

      This men's boot is crafted using premium Better Leather sourced from a sustainable tannery rated silver for its environmental processes. Panelling on the upper also uses 100% recycled Cordura® Ecomade fabric for lightweight durability. Worksite inspired design at the edge of utility, this boot...
      $36.99
      $111.59
      $36.99
      Unit price
      / per 
      • Grey
    • Sale
      Euro Hiker Chukka for Men in Black Timberland SaleEuro Hiker Chukka for Men in Black Timberland Sale

      Euro Hiker Chukka for Men in Black Timberland Sale

      This men's hiker is crafted using premium Better Leather, sourced from a sustainable tannery rated silver for its environmental processes. The detailing on the upper and also the lining are made using durable ReBOTL™ fabric containing at least 50% recycled plastic. We created our...
      $45.99
      $138.99
      $45.99
      Unit price
      / per 
      • Black
    • Sale
      Greyfield Boot for Men in Black Timberland USGreyfield Boot for Men in Black Timberland US

      Greyfield Boot for Men in Black Timberland US

      This men's boot is crafted using premium Better Leather sourced from a sustainable tannery rated silver for its environmental processes. Panelling on the upper also uses 100% recycled Cordura® Ecomade fabric for lightweight durability. Worksite inspired design at the edge of utility, this boot...
      $36.50
      $110.50
      $36.50
      Unit price
      / per 
      • Black
    • Sale
      TBL® Edge EK+ Hiking Boot for Men White Timberland On SaleTBL® Edge EK+ Hiking Boot for Men White Timberland On Sale

      TBL® Edge EK+ Hiking Boot for Men White Timberland On Sale

      This lace-up style men's hiker helps protect toes with a climbing rubber tip and is responsibly made with Tencel™ x Refibra™ fabric made of 70% responsibly sourced wood pulp and 30% recycled cotton.CARE INSTRUCTIONS:CleanerRenewbuck® Suede and Nubuck Foam CleanerSuede Restorer BrushDry Cleaning KitProtectorBalm Proofer™...
      $42.99
      $142.99
      $42.99
      Unit price
      / per 
      • Beige
    • Sale
      TBL® Edge EK+ Hiking Boot for Men Light Grey Timberland For SaleTBL® Edge EK+ Hiking Boot for Men Light Grey Timberland For Sale

      TBL® Edge EK+ Hiking Boot for Men Light Grey Timberland For Sale

      This lace-up style men's hiker helps protect toes with a climbing rubber tip and is responsibly made with Tencel™ x Refibra™ fabric made of 70% responsibly sourced wood pulp and 30% recycled cotton.CARE INSTRUCTIONS:CleanerRenewbuck® Suede and Nubuck Foam CleanerSuede Restorer BrushDry Cleaning KitProtectorBalm Proofer™...
      $42.50
      $141.59
      $42.50
      Unit price
      / per 
      • Light Grey
    • Sale
      Lincoln Peak Hiking Boot for Men in Brown Timberland OutletLincoln Peak Hiking Boot for Men in Brown Timberland Outlet

      Lincoln Peak Hiking Boot for Men in Brown Timberland Outlet

      Our Lincoln Peak men's leather hikers feature speed-lace hardware, a midsole of EVA-blend foam for high-rebound cushioning and eco-conscious materials, including our exclusive TimberDry™ waterproof membrane made of 50% recycled plastic bottles.CARE INSTRUCTIONS:CleanerBoot Sauce™ CleanerRubber Sole BrushMax® Shoe ShineBetter Leather from a tannery rated...
      $40.00
      $111.00
      $40.00
      Unit price
      / per 
      • Brown
    • Sale
      Seneca Bay Chukka for Men in Brown Timberland OnlineSeneca Bay Chukka for Men in Brown Timberland Online

      Seneca Bay Chukka for Men in Brown Timberland Online

      This Seneca Bay men's chukka is made with specially selected Better Leather, which is sourced from a tannery rated silver for its environmental practices. Combining the look of a shoe with the performance and comfort of a trainer, this chukka also delivers on comfort...
      $36.99
      $111.59
      $36.99
      Unit price
      / per 
      • Dark Brown
    • Sale
      Bradstreet Ultra Chukka for Men in Yellow Timberland SaleBradstreet Ultra Chukka for Men in Yellow Timberland Sale

      Bradstreet Ultra Chukka for Men in Yellow Timberland Sale

      This men's Bradstreet Ultra chukka features our GreenStride™ comfort sole, which is made with 75% natural, renewable materials and an upper in premium Better Leather sourced from a tannery rated silver for its environmental processes. This hiker pairs the sleek look of a shoe...
      $43.00
      $130.50
      $43.00
      Unit price
      / per 
      • Light Brown
    • Sale
      Seneca Bay Chukka for Men in Navy Timberland DiscountSeneca Bay Chukka for Men in Navy Timberland Discount

      Seneca Bay Chukka for Men in Navy Timberland Discount

      This men's chukka is made using premium Better Leather: leather that is responsibly sourced from a sustainable tannery rated silver for its environmental practices. This chukka features a breathable footbed with cushioning, as well as a padded collar for additional comfort next to your...
      $39.00
      $109.00
      $39.00
      Unit price
      / per 
      • Dark Blue
    Showing 121 -150 of 408 total
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