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Timberland rightfully has earned a rock-solid reputation for boots, shoes and other premium products with a refined sense of rugged. Pioneers in the...

Timberland

Timberland Ankle Boots

1-36 of 73 results
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Timberland Brook Park Chukka Boot (Men's)
Timberland Brook Park Chukka Boot (Men's)
Timberland Brook Park Chukka Boot (Men's)
Timberland Brook Park Chukka Boot (Men's)
New!
Sale
Timberland Brook Park Chukka Boot(
                                      Men's) -
                                     Brown Oiled Nubuck
Timberland Brook Park Chukka Boot(
                                      Men's) -
                                     Dark Brown Suede
Timberland Brook Park Chukka Boot(
                                      Men's) -
                                     Light Tan Suede
$109.95 - $129.95
Timberland Grantly Chukka Boot (Men's)
Timberland Grantly Chukka Boot (Men's)
Timberland Grantly Chukka Boot (Men's)
Timberland Grantly Chukka Boot (Men's)
New!
Sale
Timberland Grantly Chukka Boot(
                                      Men's) -
                                     Black Full Grain Leather/Suede
Timberland Grantly Chukka Boot(
                                      Men's) -
                                     Brown Full Grain Leather/Suede
Timberland Grantly Chukka Boot(
                                      Men's) -
                                     Dark Brown Full Grain Leather/Suede
$139.95
Timberland Amherst Chukka Boot (Men's)
Timberland Amherst Chukka Boot (Men's)
Timberland Amherst Chukka Boot (Men's)
Timberland Amherst Chukka Boot (Men's)
New!
Sale
Timberland Amherst Chukka Boot(
                                      Men's) -
                                     Brown Canvas
Timberland Amherst Chukka Boot(
                                      Men's) -
                                     Navy Canvas
Timberland Amherst Chukka Boot(
                                      Men's) -
                                     Teak Canvas
$99.95
Timberland Premium Chukka (Men's)
Timberland Premium Chukka (Men's)
New!
Sale
Timberland Premium Chukka(
                                      Men's) -
                                     Wheat Nubuck
Sale
$134.95
$145.00 7% off
Timberland Chocorua Trail (Women's)
Timberland Chocorua Trail (Women's)
New!
Sale
Timberland Chocorua Trail(
                                      Women's) -
                                     Brown/Green
Sale
$119.95
$140.00 14% off