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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 Mens Casual Shoes

    1-36 of 68 results
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    Timberland Classic 6
    Timberland Classic 6
    Timberland Classic 6
    Timberland Classic 6
    New!
    Sale
    Timberland Classic 6
    Timberland Classic 6
    Timberland Classic 6
    $189.95
    Timberland Earthkeepers Kiawah Bay Handsewn Boat (Men's)
    Timberland Earthkeepers Kiawah Bay Handsewn Boat (Men's)
    Timberland Earthkeepers Kiawah Bay Handsewn Boat (Men's)
    Timberland Earthkeepers Kiawah Bay Handsewn Boat (Men's)
    Timberland Earthkeepers Kiawah Bay Handsewn Boat (Men's)
    New!
    Sale
    Timberland Earthkeepers Kiawah Bay Handsewn Boat(
Men's) -
Brown Pull Up Leather
    Sale
    Timberland Earthkeepers Kiawah Bay Handsewn Boat(
Men's) -
Chocolate Brown Full Grain Leather
    Sale
    Timberland Earthkeepers Kiawah Bay Handsewn Boat(
Men's) -
Taupe Distressed Leather
    Sale
    Timberland Earthkeepers Kiawah Bay Handsewn Boat(
Men's) -
Taupe Nubuck
    Sale
    $79.95
    $95.00 16% off
    Timberland Earthkeepers Originals 6
    Timberland Earthkeepers Originals 6
    Timberland Earthkeepers Originals 6
    Timberland Earthkeepers Originals 6
    Timberland Earthkeepers Originals 6
    New!
    Sale
    Timberland Earthkeepers Originals 6
    Timberland Earthkeepers Originals 6
    Timberland Earthkeepers Originals 6
    Timberland Earthkeepers Originals 6
    $149.95
    Timberland Traditional Handsewn 3-Eyelet Classic Lug (Men's)
    Timberland Traditional Handsewn 3-Eyelet Classic Lug (Men's)
    Timberland Traditional Handsewn 3-Eyelet Classic Lug (Men's)
    New!
    Sale
    Timberland Traditional Handsewn 3-Eyelet Classic Lug(
Men's) -
Brown Pull Up Leather
    Sale
    Timberland Traditional Handsewn 3-Eyelet Classic Lug(
Men's) -
Burgundy Pull Up Leather
    Sale
    $104.95
    $130.00 19% off
    Timberland Icon 6
    Timberland Icon 6
    Timberland Icon 6
    New!
    Sale
    Timberland Icon 6
    Sale
    Timberland Icon 6
    $119.95 - $149.95
    $150.00 up to 20% off
    Timberland Earthkeepers Brook Park Chukka (Men's)
    Timberland Earthkeepers Brook Park Chukka (Men's)
    Timberland Earthkeepers Brook Park Chukka (Men's)
    Timberland Earthkeepers Brook Park Chukka (Men's)
    New!
    Sale
    Timberland Earthkeepers Brook Park Chukka(
Men's) -
Black Smooth
    Timberland Earthkeepers Brook Park Chukka(
Men's) -
Brown Smooth
    Timberland Earthkeepers Brook Park Chukka(
Men's) -
Red Brown Smooth
    Sale
    $104.95 - $129.95
    $130.00 up to 19% off
    Timberland White Ledge Mid Waterproof (Men's)
    Timberland White Ledge Mid Waterproof (Men's)
    Timberland White Ledge Mid Waterproof (Men's)
    New!
    Sale
    Timberland White Ledge Mid Waterproof(
Men's) -
Black
    Sale
    Timberland White Ledge Mid Waterproof(
Men's) -
Black
    Sale
    $84.95
    $100.00 - $110.00 up to 23% off
    Timberland Bridgeton Low Waterproof (Men's)
    Timberland Bridgeton Low Waterproof (Men's)
    New!
    Sale
    Timberland Bridgeton Low Waterproof(
Men's) -
Dark Brown Full Grain Leather
    Sale
    $79.95
    $100.00 20% off
    Timberland Classic Boat 2-Eye (Men's)
    Timberland Classic Boat 2-Eye (Men's)
    Timberland Classic Boat 2-Eye (Men's)
    Timberland Classic Boat 2-Eye (Men's)
    New!
    Sale
    Timberland Classic Boat 2-Eye(
Men's) -
Black Smooth
    Sale
    Timberland Classic Boat 2-Eye(
Men's) -
Dark Brown Smooth
    Sale
    Timberland Classic Boat 2-Eye(
Men's) -
Rootbeer Smooth Leather
    Sale
    $70.95 - $74.95
    $95.00 up to 25% off
    Timberland Barrett Park Oxford (Men's)
    Timberland Barrett Park Oxford (Men's)
    Timberland Barrett Park Oxford (Men's)
    Timberland Barrett Park Oxford (Men's)
    New!
    Sale
    Timberland Barrett Park Oxford(
Men's) -
Black Leather
    Sale
    Timberland Barrett Park Oxford(
Men's) -
Dark Brown Leather
    Sale
    Timberland Barrett Park Oxford(
Men's) -
Medium Brown Leather
    $84.95 - $109.95
    $110.00 up to 23% off
    Timberland Earthkeepers Hartwick Plain Toe Oxford WP (Men's)
    Timberland Earthkeepers Hartwick Plain Toe Oxford WP (Men's)
    Timberland Earthkeepers Hartwick Plain Toe Oxford WP (Men's)
    New!
    Sale
    Timberland Earthkeepers Hartwick Plain Toe Oxford WP(
Men's) -
Black Smooth
    Sale
    Timberland Earthkeepers Hartwick Plain Toe Oxford WP(
Men's) -
Dark Brown Oiled
    Sale
    $94.95
    $120.00 21% off
    Timberland Earthkeepers Chestnut Ridge 6
    Timberland Earthkeepers Chestnut Ridge 6
    Timberland Earthkeepers Chestnut Ridge 6
    New!
    Sale
    Timberland Earthkeepers Chestnut Ridge 6
    Sale
    Timberland Earthkeepers Chestnut Ridge 6
    Sale
    $139.95 - $159.95
    $175.00 up to 20% off
    Timberland Groveton Leather and Fabric Chukka Boot (Men's)
    Timberland Groveton Leather and Fabric Chukka Boot (Men's)
    Timberland Groveton Leather and Fabric Chukka Boot (Men's)
    Timberland Groveton Leather and Fabric Chukka Boot (Men's)
    Timberland Groveton Leather and Fabric Chukka Boot (Men's)
    Timberland Groveton Leather and Fabric Chukka Boot (Men's)
    New!
    Sale
    Timberland Groveton Leather and Fabric Chukka Boot(
Men's) -
Black Iris Monochromatic Nubuck
    New
    Timberland Groveton Leather and Fabric Chukka Boot(
Men's) -
Black Tech Tuff Dual Original Full Grain Leather
    New
    Timberland Groveton Leather and Fabric Chukka Boot(
Men's) -
Chili Pepper Monochromatic Nubuck
    New
    Timberland Groveton Leather and Fabric Chukka Boot(
Men's) -
New Gourd Monochromatic Nubuck
    New
    Timberland Groveton Leather and Fabric Chukka Boot(
Men's) -
Wheat Nubuck/Canvas
    $79.95
    Timberland Classic TBLŽ Chukka (Men's)
    Timberland Classic TBLŽ Chukka (Men's)
    New!
    Sale
    Timberland Classic TBLŽ Chukka(
Men's) -
Wheat Nubuck Leather
    Sale
    $109.95
    $135.00 19% off
    Timberland Britton Hill Waterproof Chukka Boot (Men's)
    Timberland Britton Hill Waterproof Chukka Boot (Men's)
    Timberland Britton Hill Waterproof Chukka Boot (Men's)
    New!
    Sale
    Timberland Britton Hill Waterproof Chukka Boot(
Men's) -
Black Quartz with Buttersoft
    Sale
    Timberland Britton Hill Waterproof Chukka Boot(
Men's) -
Chestnut Quartz with Buttersoft
    Sale
    $140.95
    $180.00 22% off
    Timberland Concourse Buck Plain Toe Oxford (Men's)
    Timberland Concourse Buck Plain Toe Oxford (Men's)
    Timberland Concourse Buck Plain Toe Oxford (Men's)
    New!
    Sale
    Timberland Concourse Buck Plain Toe Oxford(
Men's) -
Black Oiled Waterproof Leather
    Sale
    Timberland Concourse Buck Plain Toe Oxford(
Men's) -
Dark Brown Oiled Leather
    Sale
    $86.95
    $115.00 24% off
    Timberland Earthkeepers City Lite Waterproof Chukka (Men's)
    Timberland Earthkeepers City Lite Waterproof Chukka (Men's)
    Timberland Earthkeepers City Lite Waterproof Chukka (Men's)
    New!
    Sale
    Timberland Earthkeepers City Lite Waterproof Chukka(
Men's) -
Black Smooth Leather
    Sale
    Timberland Earthkeepers City Lite Waterproof Chukka(
Men's) -
Brown Oiled Nubuck
    Sale
    $94.95
    $120.00 21% off
    Timberland Barrett Park Slip-On (Men's)
    Timberland Barrett Park Slip-On (Men's)
    Timberland Barrett Park Slip-On (Men's)
    Timberland Barrett Park Slip-On (Men's)
    New!
    Sale
    Timberland Barrett Park Slip-On(
Men's) -
Black Leather
    Sale
    Timberland Barrett Park Slip-On(
Men's) -
Dark Brown Leather
    Sale
    Timberland Barrett Park Slip-On(
Men's) -
Medium Brown Leather
    $79.95 - $99.95
    $100.00 up to 20% off
    Timberland Classic Hiking Euro Hiker (Men's)
    Timberland Classic Hiking Euro Hiker (Men's)
    New!
    Sale
    Timberland Classic Hiking Euro Hiker(
Men's) -
Oiled Brown Smooth
    Sale
    $94.95
    $120.00 21% off
    Related Products
    Our lightest workboot features the Powerfit comfort system: Premium full-grain leather for comfort, polyurethane midsole with high-rebound heel insert providing ...
    Timberland PRO TiTANŽ Oxford Titanium Toe (Men's)
    Description:
    Our lightest workboot features the Powerfit comfort system: Premium full-grain leather for comfort, polyurethane midsole with high-rebound heel insert providing durable cushioning and energy return, nylon diffusion shank for torsional rigidity. With anti-microbial, contoured OrthoLite polyurethane footbed ...
    Structured premium waterproof full grain leather upper with abrasion-resistant Ever-Guard leather and a waterproof membrane. Goodyear welt Cast-Bond™ technology for ...
    Timberland PRO Powerwelt 6
    Description:
    Structured premium waterproof full grain leather upper with abrasion-resistant Ever-Guard leather and a waterproof membrane. Goodyear welt Cast-Bond™ technology for a durable chemical bond and enhanced torsional stability. Constructed of the TITAN last for superior fit and comfort engineered, contoured ...
    Our lightweight work oxford features the PowerFit™ comfort system: with full grain leather for comfort. Polyurethane midsole with high-rebound heel ...
    Timberland PRO TiTANŽ Oxford Soft Toe (Men's)
    Description:
    Our lightweight work oxford features the PowerFit™ comfort system: with full grain leather for comfort. Polyurethane midsole with high-rebound heel insert provides durable cushioning and energy return. Nylon diffusion shank for torsional rigidity. Anti-microbial, contoured open-cell polyurethane footbed ...