 $110.49
was $129.99, save $19.50
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Black Saddle Tan Smooth
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 $49.99
was $79.99, save $30.00
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These rugged, handsome casual slip-ons from Timberland have a great versatile look and signature comfort. Pebbled full-grain leather upper with contrast stitching accents, dual elastic panels for... More details...
Brown
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 $71.99
was $89.99, save $18.00
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Burn no calories tying on these clever Timberland Caliburn Laceless sneakers. Low profile midsole, flexible traction outsole. More details...
Grey Burnished
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 $69.99
was $79.99, save $10.00
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The low-profile rubber sole is long-lasting, flexible and lightweight, and provides good tractionPremium leather upper, stretchy fabric inlays, contrast stitching, rugged leather toe bumperSmart... More details...
Brown
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 $110.49
was $129.99, save $19.50
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Stitched topsole, lightweight, shock absorbing EVA midsole. Timberland makes this rugged casual easy to wear in wet weather. More details...
Brown Tan
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 $67.99
was $79.99, save $12.00
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Removable cushioned comfort Smartwool® insole, flexible traction patterned outsole. Soft suede upper with smooth leather trim in a sporty low backed clog style, with contrast colored... More details...
Greige Dark Brown
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 $110.49
was $129.99, save $19.50
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Polyurethane cushioning midsole. Traction patterned non-marking rubber outsole. More details...
Brown Burnished Tan Burnished
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 $79.99
was $99.99, save $20.00
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Flexible traction patterned outsole, built in 3/4 inch heel. Smooth leather upper in a handsome casual dress slip on style, with a rounded toe, stitched center seam detail and wing tip style side... More details...
Black Smooth
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 $103.99
was $129.99, save $26.00
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Flexible midsole, traction patterned outsole. Smooth full grain leather upper in a sporty casual driving style loafer, with a rounded toe, stitched seam accents and apron style overlay toe. More details...
Black Saddle Tan
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 $79.99
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Smooth nubuck leather upper in a slip on boat style casual moc, with a stitched seam moc style toe, side stitching, seam and overlay detail, Timberland logo accents and side elastic panels for... More details...
Brown Nubuck
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 $99.99
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The classic penny loafer gets a laid back upgrade in these perfect Palladian Penny loafers by Timberland. Contrast stitching details, flared tongue and a penny loafer style instep strap cutout... More details...
Red Brown
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 $99.99
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Soft leather lining, Smart Comfort (R) Zone chassis, cushioned leather insole. Soft leather upper in a slip-on casual style with a round moc style toe. More details...
Brown Smooth Red Brown
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 $139.99
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Smooth full grain leather upper in a casual slip on style, with a rounded toe featuring rolled moc style seam detail, side stitching and seam accents, and dual side elastic panels for easy slip on... More details...
Brown Printed Black Printed
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 $84.99
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Cinchable elastic instep cord with sliding lock. Cushioned comfort insole, flexible traction patterned outsole. More details...
Dark Brown
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 $99.99
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Smooth leather lining, cushioned Smart Comfort System?? comfort insole. These stylish casual loafers from Timberland combine a sporty look with lots of built in comfort. More details...
Linen Tan Light Tan
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 $79.99
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Smooth full grain leather upper in a low backed slip on clog style, with contrast stitching and overlay accents, a padded collar and dual side elastic panels for easy slip on fit. Low profile... More details...
Tan
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 $129.99
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Smooth pig skin leather lining. Stitched topsole, lightweight, shock absorbing EVA midsole. More details...
Black Tan
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 $104.99
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Dark Brown
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