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    • Sale
      Sprint Trekker Chukka for Men in Yellow Timberland DiscountSprint Trekker Chukka for Men in Yellow Timberland Discount

      Sprint Trekker Chukka for Men in Yellow Timberland Discount

      Built for comfort with a lightweight Ortholite® footbed and EVA-blend foam midsole, these men's mixed-media, mid-height chukkas are also made with eco-conscious materials, including ReBOTL™ fabric containing at least 50% recycled plastic and Better Leather. The lace-up style ensures a secure fit.CARE INSTRUCTIONS:CleanerRenewbuck® Suede...
      $39.99
      $110.99
      $39.99
      Unit price
      / per 
      • Yellow
    • Sale
      Sprint Trekker Chukka for Men in Monochrome Black Timberland USSprint Trekker Chukka for Men in Monochrome Black Timberland US

      Sprint Trekker Chukka for Men in Monochrome Black Timberland US

      Built for comfort with a lightweight Ortholite® footbed and EVA-blend foam midsole, these men's mixed-media, mid-height chukkas are also made with eco-conscious materials, including ReBOTL™ fabric containing at least 50% recycled plastic and Better Leather. The lace-up style ensures a secure fit.CARE INSTRUCTIONS:CleanerRenewbuck® Suede...
      $39.59
      $110.50
      $39.59
      Unit price
      / per 
      • Black
    • Sale
      Killington Chukka Boot for Men in Black/White Timberland On SaleKillington Chukka Boot for Men in Black/White Timberland On Sale

      Killington Chukka Boot for Men in Black/White Timberland On Sale

      Our Killington men's leather chukkas mix the performance and comfort of a trainer with sleek leather uppers sourced from tanneries that are audited for their environmental efforts during the tanning process. Plus, they feature SensorFlex™ technology for comfort, flexibility and stability on any terrain.CARE...
      $36.00
      $109.50
      $36.00
      Unit price
      / per 
      • Black
    • Sale
      Bradstreet Chukka for Men in Green Timberland For SaleBradstreet Chukka for Men in Green Timberland For Sale

      Bradstreet Chukka for Men in Green Timberland For Sale

      This casual and comfortable men's chukka has an upper in premium Better Leather, which is sourced from a sustainable tannery rated silver for its environmental processes. The durable lining uses ReBOTL™ fabric, containing at least 50% recycled plastic. This chukka features a three-layer SensorFlex™...
      $37.59
      $114.50
      $37.59
      Unit price
      / per 
      • Greige
    • Sale
      Euro Sprint Hiker for Men in Black Full-grain Timberland OutletEuro Sprint Hiker for Men in Black Full-grain Timberland Outlet

      Euro Sprint Hiker for Men in Black Full-grain Timberland Outlet

      This men's hiking boot is made with premium Better Leather, sourced from a sustainable tannery rated silver for its environmental processes, and ReBOTL™ fabric, which contains at least 50% recycled plastic. Being a hiker model, this rugged boot features a protective rubber toe bumper...
      $41.00
      $124.59
      $41.00
      Unit price
      / per 
      • Black
    • Sale
      Cross Mark Gore-Tex® Chukka Boot for Men in Dark Brown Timberland OnlineCross Mark Gore-Tex® Chukka Boot for Men in Dark Brown Timberland Online

      Cross Mark Gore-Tex® Chukka Boot for Men in Dark Brown Timberland Online

      These men's waterproof chukka boots are responsibly crafted with eco-conscious Better Leather rated for its sustainability. Plus, they feature our exclusive Aerocore® energy system and a Gore-Tex® bootie construction for breathable, waterproof protection.CARE INSTRUCTIONS:CleanerBoot Sauce™ CleanerRubber Sole BrushMax® Shoe ShineMade with premium full-grain Better...
      $43.99
      $146.59
      $43.99
      Unit price
      / per 
      • Dark Brown
    • Sale
      Cross Mark Chukka for Men in Green Timberland SaleCross Mark Chukka for Men in Green Timberland Sale

      Cross Mark Chukka for Men in Green Timberland Sale

      This men's plain-toe chukka is responsibly-made with premium Better Leather from a sustainable tannery rated silver for its environmental processes, while the eco-conscious ReBOTL™ fabric lining contains at least 50% recycled plastic.CARE INSTRUCTIONS:CleanerRenewbuck® Suede and Nubuck Foam CleanerSuede Restorer BrushDry Cleaning KitProtectorBalm Proofer™ All...
      $43.99
      $133.00
      $43.99
      Unit price
      / per 
      • Dark Green
    • Sale
      Cross Mark Chukka for Men in Navy Timberland DiscountCross Mark Chukka for Men in Navy Timberland Discount

      Cross Mark Chukka for Men in Navy Timberland Discount

      This men's plain-toe chukka is responsibly-made with premium Better Leather from a sustainable tannery rated silver for its environmental processes, while the eco-conscious ReBOTL™ fabric lining contains at least 50% recycled plastic.CARE INSTRUCTIONS:CleanerRenewbuck® Suede and Nubuck Foam CleanerSuede Restorer BrushDry Cleaning KitProtectorBalm Proofer™ All...
      $44.00
      $133.99
      $44.00
      Unit price
      / per 
      • Navy
    • Sale
      Sprint Trekker Hiking Boot for Men in Yellow Timberland USSprint Trekker Hiking Boot for Men in Yellow Timberland US

      Sprint Trekker Hiking Boot for Men in Yellow Timberland US

      The eco-conscious upper of this men's hiker is made with both responsibly-sourced leather and recycled ReBOTL™ fabric. Underfoot, there's cushioning and support from an OrthoLite® footbed, EVA midsole and rubber lug outsole.CARE INSTRUCTIONS:CleanerRenewbuck® Suede and Nubuck Foam CleanerSuede Restorer BrushDurable ReBOTL™ fabric in upper...
      $39.59
      $110.00
      $39.59
      Unit price
      / per 
      • Yellow
    • Sale
      Sprint Trekker Chukka for Men in Brown Timberland On SaleSprint Trekker Chukka for Men in Brown Timberland On Sale

      Sprint Trekker Chukka for Men in Brown Timberland On Sale

      Built for comfort with a lightweight Ortholite® footbed and EVA-blend foam midsole, these men's mixed-media, mid-height chukkas are also made with eco-conscious materials, including ReBOTL™ fabric containing at least 50% recycled plastic and Better Leather. The lace-up style ensures a secure fit.CARE INSTRUCTIONS:CleanerRenewbuck® Suede...
      $39.00
      $108.99
      $39.00
      Unit price
      / per 
      • Brown
    • Sale
      Euro Sprint Mid Hiker for Men in Monochrome Black Timberland For SaleEuro Sprint Mid Hiker for Men in Monochrome Black Timberland For Sale

      Euro Sprint Mid Hiker for Men in Monochrome Black Timberland For Sale

      These men's hiking boots are comfortable, rugged and eco-consciously made with ReBOTL™ recycled fabric and sustainable leather. As you'd expect from hikers, they feature a durable rubber lug outsole for increased grip and traction on any surface.CARE INSTRUCTIONS:CleanerBoot Sauce™ CleanerRubber Sole BrushMax® Shoe ShineUpper...
      $41.50
      $125.50
      $41.50
      Unit price
      / per 
      • Monochrome Black
    • Sale
      Euro Sprint Hiker for Men in Brown Timberland OutletEuro Sprint Hiker for Men in Brown Timberland Outlet

      Euro Sprint Hiker for Men in Brown Timberland Outlet

      This men's hiking boot is made with premium Better Leather, sourced from a sustainable tannery rated silver for its environmental processes, and ReBOTL™ fabric, which contains at least 50% recycled plastic. Being a hiker model, this rugged boot features a protective rubber toe bumper...
      $41.59
      $126.00
      $41.59
      Unit price
      / per 
      • Brown
      • White
    • Sale
      Treeline Chukka for Men in Yellow Timberland OnlineTreeline Chukka for Men in Yellow Timberland Online

      Treeline Chukka for Men in Yellow Timberland Online

      This men's chukka is made with premium Better Leather sourced from a sustainable tannery rated silver for its environmental processes. The durable ReBOTL™ fabric lining also contains at least 50% recycled plastic. Putting extra comfort between you and the ground, this hiker features foam...
      $39.50
      $119.59
      $39.50
      Unit price
      / per 
      • Yellow
    • Sale
      Euro Sprint Mid Hiker for Men in Navy Timberland SaleEuro Sprint Mid Hiker for Men in Navy Timberland Sale

      Euro Sprint Mid Hiker for Men in Navy Timberland Sale

      This durable men's hiker has a textile mesh upper with an eco-conscious and waterproof TimberDry™ membrane, made with 50% recycled plastic, to keep your feet dry during wet weather. The EVA foam midsole adds cushioning underfoot, and the rubber lug outsole provides reliable grip.CARE...
      $41.50
      $125.50
      $41.50
      Unit price
      / per 
      • Navy
    • Sale
      Field Trekker Low Hiker for Men in Grey Timberland DiscountField Trekker Low Hiker for Men in Grey Timberland Discount

      Field Trekker Low Hiker for Men in Grey Timberland Discount

      This men's Field Trekker hiker is made with eco-conscious materials, including the Better Leather upper, which is sourced from a tannery rated for its environmental processes and the ReBOTL™ fabric in the lining which contains at least 50% recycled plastic. The OrthoLite® footbed and...
      $36.00
      $100.00
      $36.00
      Unit price
      / per 
      • Grey
    • Sale
      Sprint Trekker Chukka for Men in Black Timberland USSprint Trekker Chukka for Men in Black Timberland US

      Sprint Trekker Chukka for Men in Black Timberland US

      This men's chukka has our exclusive TimberDry™ waterproof lining made of 50% recycled plastic , to help keep feet dry wherever you're heading. The chukka is crafted with an upper and lining in durable ReBOTL™ fabric mesh, which also contains at least 50% recycled...
      $38.00
      $115.50
      $38.00
      Unit price
      / per 
      • Black
    • Sale
      Sprint Trekker Mid Hiker for Men in Black Timberland On SaleSprint Trekker Mid Hiker for Men in Black Timberland On Sale

      Sprint Trekker Mid Hiker for Men in Black Timberland On Sale

      This men's hiker is made with an upper and lining in eco-conscious ReBOTL™ fabric, containing at least 50% recycled plastic. Built for comfort with a lightweight Ortholite® footbed and EVA-blend foam midsole, this mid hiker also has a rubber lug outsole for enhanced grip.CARE...
      $39.50
      $109.50
      $39.50
      Unit price
      / per 
      • Black
    • Sale
      American Craft 6 Inch Boot for Men in Black Timberland For SaleAmerican Craft 6 Inch Boot for Men in Black Timberland For Sale

      American Craft 6 Inch Boot for Men in Black Timberland For Sale

      The Timberland® American Craft collection is designed and handmade in the United States by dedicated craftspeople who understand that time, skill and the best-quality materials are what make a truly exceptional boot. Plus, these 6-inch boots are made with responsibly sourced waterproof Horween® leather...
      $58.99
      $210.50
      $58.99
      Unit price
      / per 
      • Black
    • Sale
      American Craft Moc-toe Boot for Men in Brown Timberland OutletAmerican Craft Moc-toe Boot for Men in Brown Timberland Outlet

      American Craft Moc-toe Boot for Men in Brown Timberland Outlet

      This men's moc-toe boot is made with premium waterproof Horween® leathers. The Timberland® American Craft collection is designed and handmade in the United States by dedicated craftspeople who understand that time, skill, and the best-quality materials are what make a truly exceptional boot.CARE INSTRUCTIONS:CleanerBoot...
      $60.50
      $215.50
      $60.50
      Unit price
      / per 
      • Dark Brown
    • Sale
      Sprint Trekker Mid Hiker for Men in Grey Timberland OnlineSprint Trekker Mid Hiker for Men in Grey Timberland Online

      Sprint Trekker Mid Hiker for Men in Grey Timberland Online

      This men's hiker is made with an upper and lining in eco-conscious ReBOTL™ fabric, containing at least 50% recycled plastic. Built for comfort with a lightweight Ortholite® footbed and EVA-blend foam midsole, this mid hiker also has a rubber lug outsole for enhanced grip.CARE...
      $39.99
      $111.00
      $39.99
      Unit price
      / per 
      • Grey
    • Sale
      Sprint Trekker Low Hiker for Men in Black Timberland SaleSprint Trekker Low Hiker for Men in Black Timberland Sale

      Sprint Trekker Low Hiker for Men in Black Timberland Sale

      This men's Sprint Trekker low hiker is crafted with premium Better Leather, which is sourced from sustainable tanneries rated silver for their environmental processes. The durable ReBOTL™ panels on the upper and full lining contain at least 50% recycled plastic, adding to this shoe's...
      $39.59
      $109.99
      $39.59
      Unit price
      / per 
      • Black
    • Sale
      American Craft Chukka for Men in Dark Brown Timberland DiscountAmerican Craft Chukka for Men in Dark Brown Timberland Discount

      American Craft Chukka for Men in Dark Brown Timberland Discount

      Made with premium waterproof Horween® leather rated for its eco-sustainability, the Timberland® American Craft collection is designed and handmade in the United States by dedicated craftspeople who understand that time, skill and the best-quality materials are what make a truly exceptional boot.CARE INSTRUCTIONS:CleanerRenewbuck® Suede...
      $59.00
      $211.00
      $59.00
      Unit price
      / per 
      • Dark Brown
    • Sale
      Sprint Trekker Low Hiker for Men in Yellow Timberland USSprint Trekker Low Hiker for Men in Yellow Timberland US

      Sprint Trekker Low Hiker for Men in Yellow Timberland US

      This men's Sprint Trekker low hiker is crafted with premium Better Leather, which is sourced from sustainable tanneries rated silver for their environmental processes. The durable ReBOTL™ panels on the upper and full lining contain at least 50% recycled plastic, adding to this shoe's...
      $39.59
      $110.00
      $39.59
      Unit price
      / per 
      • Yellow
    • Sale
      Sprint Trekker Mid Hiker for Men in Beige Timberland On SaleSprint Trekker Mid Hiker for Men in Beige Timberland On Sale

      Sprint Trekker Mid Hiker for Men in Beige Timberland On Sale

      This men's hiker is made with an upper and lining in eco-conscious ReBOTL™ fabric, containing at least 50% recycled plastic. Built for comfort with a lightweight Ortholite® footbed and EVA-blend foam midsole, this mid hiker also has a rubber lug outsole for enhanced grip.CARE...
      $39.59
      $110.00
      $39.59
      Unit price
      / per 
      • Beige
    • Sale
      Sprint Trekker Chukka for Men in Green Timberland For SaleSprint Trekker Chukka for Men in Green Timberland For Sale

      Sprint Trekker Chukka for Men in Green Timberland For Sale

      Built for comfort with a lightweight Ortholite® footbed and EVA-blend foam midsole, these men's mixed-media, mid-height chukkas are also made with eco-conscious materials, including ReBOTL™ fabric containing at least 50% recycled plastic and Better Leather. The lace-up style ensures a secure fit.CARE INSTRUCTIONS:CleanerRenewbuck® Suede...
      $39.59
      $109.99
      $39.59
      Unit price
      / per 
      • Green
    • Sale
      Chocorua Waterproof Hiking Boot for Men in Brown Timberland OutletChocorua Waterproof Hiking Boot for Men in Brown Timberland Outlet

      Chocorua Waterproof Hiking Boot for Men in Brown Timberland Outlet

      Styled to fit right into the great outdoors, these mixed-media mid hikers feature multi-directional rubber lug outsoles for superior traction, the comfort of a compression-moulded midsole and removable contoured footbed, and the waterproof protection of our exclusive TimberDry™ waterproof membrane made of 50% recycled...
      $45.50
      $137.59
      $45.50
      Unit price
      / per 
      • Brown
    • Sale
      Bradstreet Ultra Winter Chukka for Men in Black Timberland OnlineBradstreet Ultra Winter Chukka for Men in Black Timberland Online

      Bradstreet Ultra Winter Chukka for Men in Black Timberland Online

      This men's warm-lined chukka is made with a combination of natural and recycled materials. The upper is premium Better Leather, which is sourced from a sustainable tannery rated silver for its environmental processes. The eco-conscious GreenStride™ comfort sole is made using 75% renewable sugar...
      $43.00
      $130.99
      $43.00
      Unit price
      / per 
      • Black
    • Sale
      Newmarket II Moc-toe Chukka for Men in Yellow Timberland SaleNewmarket II Moc-toe Chukka for Men in Yellow Timberland Sale

      Newmarket II Moc-toe Chukka for Men in Yellow Timberland Sale

      This men's moc-toe chukka is crafted with premium Better Leather sourced from a sustainable tannery rated silver for its environmental processes. The lightweight OrthoLite® footbed provides cushioning for every step, while the durable ReBOTL™ fabric lining contains at least 50% recycled plastic. Suitable for...
      $39.50
      $119.50
      $39.50
      Unit price
      / per 
      • Yellow
    • Sale
      Killington Gore-Tex® Chukka for Men in Black Timberland USKillington Gore-Tex® Chukka for Men in Black Timberland US

      Killington Gore-Tex® Chukka for Men in Black Timberland US

      This men's waterproof chukka is made with premium Better Leather sourced from a sustainable tannery rated silver for its environmental processes. The Gore-Tex® membrane provides breathable waterproof protection, keeping feet dry whilst still allowing moisture inside to be wicked away from the foot. This...
      $42.50
      $141.50
      $42.50
      Unit price
      / per 
      • Black
    • Sale
      Killington Gore-Tex® Chukka for Men in Yellow Timberland DiscountKillington Gore-Tex® Chukka for Men in Yellow Timberland Discount

      Killington Gore-Tex® Chukka for Men in Yellow Timberland Discount

      This men's waterproof chukka is made with premium Better Leather sourced from a sustainable tannery rated silver for its environmental processes. The Gore-Tex® membrane provides breathable waterproof protection, keeping feet dry whilst still allowing moisture inside to be wicked away from the foot. This...
      $42.50
      $140.99
      $42.50
      Unit price
      / per 
      • Yellow
    Showing 31 -60 of 152 total
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