Timberland Amherst Chukka Boot - Men's Brown, 9.0

Timberland Amherst Chukka Boot - Men's Brown, 9.0

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Size 9.0, Color Brown. The Timberland Men's Amherst Chukka Boot elevates your casual look with its timeless aesthetic and lighter-than-ever feel. This classic chukka features a canvas upper for a well-appointed boot that's both soft and supple. The... more

$99.95 $64.97

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Timberland Men's Classic Boat Classic 2 Eye Gaucho Roughcut Leather Size 13 M, Brown

Timberland Men's Classic Boat Classic 2 Eye Gaucho Roughcut Leather Size 13 M, Brown

Features include classic moccasin construction, a custom fit lacing system and a special sole designed for excellent traction, even on slippery or wet surfaces. 3/4-length-covered EVA heel cup for cushioning support. Siped rubber outsole for maximum... more

$82.35

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Men's Timberland Icon 3-Eye Classic Lug, Medium Brown, 10 D, Size: 10 D(M) US

Men's Timberland Icon 3-Eye Classic Lug, Medium Brown, 10 D, Size: 10 D(M) US

Timberland is one of the best brands when it comes to providing comfort and durability. Timberland provides a great look for work or for just a night out. With its comfortable cushioned sole it allows for a trendy look without lacking the comfort... more

$96.99

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Timberland Men's Classic Boat Shoes - Brown 11W

Timberland Men's Classic Boat Shoes - Brown 11W

Classic details and modern comfort team up for a smart addition to your workweek or weekend wardrobes. more

$95.00

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Timberland Men's Classic Boat Shoes - Brown 9.5

Timberland Men's Classic Boat Shoes - Brown 9.5

Classic details and modern comfort team up for a smart addition to your workweek or weekend wardrobes. more

$95.00

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6" Classic Brown Timberlands Men's 8

6" Classic Brown Timberlands Men's 8

Only worn few times, little to no markings. Excellent condition! No tag on boot or box. more

$100.00

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Timberland - Schazzberg Mid Waterproof Insulated (Brown) Men's Waterproof Boots

Timberland - Schazzberg Mid Waterproof Insulated (Brown) Men's Waterproof Boots

Swap your favorite sneakers for the Schazzberg Mid Waterproof Insulated boot, a fierce take on a classic winter boot. ; Durable full grain waterproof leather uppers keep feet dry. ; Lace-up closure. ; 200 grams of PrimaLoft insulation keeps feet warm... more

$160.00

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Timberland - Carter Notch Plain Toe Chelsea (Medium Brown Full Grain) Men's Pull-on Boots

Timberland - Carter Notch Plain Toe Chelsea (Medium Brown Full Grain) Men's Pull-on Boots

Classic lines are always in season! Make room in your closet for top-notch style with the Timberland Carter Notch Plain Toe Chelsea. ; Premium full-grain waterproof leather upper. ; Easy pull-on style with dual goring for a comfortable fit. ;... more

$134.99

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Timberland - Earthkeepers Kia Wah Bay 2-Eye Boat (Brown Pull-Up) Men's Lace up casual Shoes

Timberland - Earthkeepers Kia Wah Bay 2-Eye Boat (Brown Pull-Up) Men's Lace up casual Shoes

Take your look from the ship to the shore in the Earthkeepers Kia Wah Bay 2-Eye Boat shoe from Timberland. ; Distressed leather, nubuck, or leather upper. ; Classic boat shoe silhouette with premium leather upper and handsewn moc toe offers durability... more

$65.99

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Timberland - Barrett 2 Eye Boat (Medium Brown) Men's Shoes

Timberland - Barrett 2 Eye Boat (Medium Brown) Men's Shoes

Take your look from the ship to the shore in the Barrett 2 Eye Boat Boat shoe from Timberland. ; Leather upper. ; Classic boat shoe silhouette with premium leather upper and handsewn moc toe offers durability and casual style. ; 100% rawhide lace... more

$55.00

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Men's Timberland Classic Boat Shoes

Men's Timberland Classic Boat Shoes

Men's Timberland Classic 2-Eye Boat Shoes. Dark brown (with red undertone) Size 9.5M. Very classy and handsome! more

$40.00

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Timberland ICON CLASSIC 2 Men's Brown Slip On

Timberland ICON CLASSIC 2 Men's Brown Slip On

*Tried and true comfort and style for every occasion *Premium full grain leather upper *Functional 360° lacing system allows a personalized fit *Handsewn upper is stitched to the midsole for classic style and durability *New flexible forefoot... more

$94.95

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Timberland ICON CLASSIC 2 Men's Brown Slip On

Timberland ICON CLASSIC 2 Men's Brown Slip On

*Tried and true comfort and style for every occasion *Premium full grain leather upper *Functional 360° lacing system allows a personalized fit *Handsewn upper is stitched to the midsole for classic style and durability *New flexible forefoot... more

$94.95

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Men's Timberland Odelay Venetian Slip-On - Dark Brown Nubuck Slip-on Shoes

Men's Timberland Odelay Venetian Slip-On - Dark Brown Nubuck Slip-on Shoes

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Stay fashionable with the Timberland Odelay Venetian Slip-On shoe. Unlined premium leather upper for ultimate softness when worn barefoot Slip-on style for easy on/off Traditional hand-sewn construction for a classic aesthetic Leather footbed for a... more

$94.95

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Men's Timberland Grantly Chukka Boot - Brown Full Grain Leather/Suede Boots

Men's Timberland Grantly Chukka Boot - Brown Full Grain Leather/Suede Boots

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Lace up the classic casual Men's Timberland Grantly Chukka Boot to experience a simple, comfortable style perfect for any occasion. Full grain leather or suede upper includes laces made from 100% recycled materials (PET). TPR rubber sole includes L7... more

$139.95

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Timberland AF 6" Prem Men US 10.5 Brown Boot

Timberland AF 6" Prem Men US 10.5 Brown Boot

Premium leathers from an LWG Silver-rated tannery for comfort and durability. Direct-attach, seam-sealed waterproof construction keeps feet dry in any weather. Classic boot laces made with 100% recycled nylon are re-engineered to stay tied. Durable... more

$190.00 $179.95

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Timberland Icon 6in Premium Classic Boots - Men's Black Smooth, 9.0

Timberland Icon 6in Premium Classic Boots - Men's Black Smooth, 9.0

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Size 9.0, Color Black Smooth. The Timberland Premium Classic 6in waterproof hiking boot is a tough, well built boot that's infinitely versatile. From working around the house to clearing the back 40 to day hiking with the kids, this waterproof 6in high... more

$189.95

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Timberland Icon 6in Premium Classic Boots - Men's Rust Nubuck, 9.5

Timberland Icon 6in Premium Classic Boots - Men's Rust Nubuck, 9.5

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Size 9.5, Color Rust Nubuck. The Timberland Premium Classic 6in waterproof hiking boot is a tough, well built boot that's infinitely versatile. From working around the house to clearing the back 40 to day hiking with the kids, this waterproof 6in high... more

$189.95

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Timberland Men's Classic Boat 2-Eye Rootbeer Smooth Leather Size 9 W, Brown

Timberland Men's Classic Boat 2-Eye Rootbeer Smooth Leather Size 9 W, Brown

Features include a classic moccasin construction, a custom fit lacing system and a special sole design for excellent traction on slippery or wet surfaces. Premium, full-grain leather and handsewn vamp for comfort good looks and durability. 360 degree... more

$68.48

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Timberland Men's Classic Boat 2-Eye Rootbeer Smooth Leather Size 12 M, Size: 12 D(M) US, Brown

Timberland Men's Classic Boat 2-Eye Rootbeer Smooth Leather Size 12 M, Size: 12 D(M) US, Brown

Features include a classic moccasin construction, a custom fit lacing system and a special sole design for excellent traction on slippery or wet surfaces. Premium, full-grain leather and handsewn vamp for comfort good looks and durability. 360 degree... more

$77.95

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Timberland Men's Classic Boat Shoes - Brown 7

Timberland Men's Classic Boat Shoes - Brown 7

Classic details and modern comfort team up for a smart addition to your workweek or weekend wardrobes. more

$95.00

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Timberland Men's Classic Boat Shoes - Brown 10

Timberland Men's Classic Boat Shoes - Brown 10

Classic details and modern comfort team up for a smart addition to your workweek or weekend wardrobes. more

$95.00

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Men's Timberland Classic 8" Premium Boot - Black Out Nubuck Leather Boots

Men's Timberland Classic 8" Premium Boot - Black Out Nubuck Leather Boots

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Lace up in the men's Timberland Classic 8" Premium Boot. Featuring quality leather uppers and a waterproof, seam-sealed construction, this work boot is meant for long lasting durability. This men's Timberland will keep you warm as it is equipped with... more

$189.95

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Timberland Icon 6in Premium Classic Boots - Men's Rust Nubuck, 8.0

Timberland Icon 6in Premium Classic Boots - Men's Rust Nubuck, 8.0

Free 2-Day Shipping on orders over $50!

Size 8.0, Color Rust Nubuck. The Timberland Premium Classic 6in waterproof hiking boot is a tough, well built boot that's infinitely versatile. From working around the house to clearing the back 40 to day hiking with the kids, this waterproof 6in high... more

$189.95

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Timberland Icon 6in Premium Classic Boots - Men's Rust Nubuck, 11.0

Timberland Icon 6in Premium Classic Boots - Men's Rust Nubuck, 11.0

Free 2-Day Shipping on orders over $50!

Size 11.0, Color Rust Nubuck. The Timberland Premium Classic 6in waterproof hiking boot is a tough, well built boot that's infinitely versatile. From working around the house to clearing the back 40 to day hiking with the kids, this waterproof 6in high... more

$189.95

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Timberland Icon 6in Premium Classic Boots - Men's Black Smooth, 11.5

Timberland Icon 6in Premium Classic Boots - Men's Black Smooth, 11.5

Free 2-Day Shipping on orders over $50!

Size 11.5, Color Black Smooth. The Timberland Premium Classic 6in waterproof hiking boot is a tough, well built boot that's infinitely versatile. From working around the house to clearing the back 40 to day hiking with the kids, this waterproof 6in... more

$189.95

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Timberland Icon 6in Premium Classic Boots - Men's Rust Nubuck, 11.5

Timberland Icon 6in Premium Classic Boots - Men's Rust Nubuck, 11.5

Free 2-Day Shipping on orders over $50!

Size 11.5, Color Rust Nubuck. The Timberland Premium Classic 6in waterproof hiking boot is a tough, well built boot that's infinitely versatile. From working around the house to clearing the back 40 to day hiking with the kids, this waterproof 6in high... more

$189.95

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Timberland Icon 6in Premium Classic Boots - Men's Black Smooth, 10.5

Timberland Icon 6in Premium Classic Boots - Men's Black Smooth, 10.5

Free 2-Day Shipping on orders over $50!

Size 10.5, Color Black Smooth. The Timberland Premium Classic 6in waterproof hiking boot is a tough, well built boot that's infinitely versatile. From working around the house to clearing the back 40 to day hiking with the kids, this waterproof 6in... more

$189.95

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Timberland Icon 6in Premium Classic Boots - Men's Rust Nubuck, 8.5

Timberland Icon 6in Premium Classic Boots - Men's Rust Nubuck, 8.5

Free 2-Day Shipping on orders over $50!

Size 8.5, Color Rust Nubuck. The Timberland Premium Classic 6in waterproof hiking boot is a tough, well built boot that's infinitely versatile. From working around the house to clearing the back 40 to day hiking with the kids, this waterproof 6in high... more

$189.95

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Timberland Icon 6in Premium Classic Boots - Men's Rust Nubuck, 9.0

Timberland Icon 6in Premium Classic Boots - Men's Rust Nubuck, 9.0

Free 2-Day Shipping on orders over $50!

Size 9.0, Color Rust Nubuck. The Timberland Premium Classic 6in waterproof hiking boot is a tough, well built boot that's infinitely versatile. From working around the house to clearing the back 40 to day hiking with the kids, this waterproof 6in high... more

$189.95

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Timberland Icon 6in Premium Classic Boots - Men's

Timberland Icon 6in Premium Classic Boots - Men's

Free 2-Day Shipping on orders over $50!

The Timberland Premium Classic 6in waterproof hiking boot is a tough, well built boot that's infinitely versatile. From working around the house to clearing the back 40 to day hiking with the kids, this waterproof 6in high boot will take as much of a... more

$189.95

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Timberland Icon 6in Premium Classic Boots - Men's Black Smooth, 10.0

Timberland Icon 6in Premium Classic Boots - Men's Black Smooth, 10.0

Free 2-Day Shipping on orders over $50!

Size 10.0, Color Black Smooth. The Timberland Premium Classic 6in waterproof hiking boot is a tough, well built boot that's infinitely versatile. From working around the house to clearing the back 40 to day hiking with the kids, this waterproof 6in... more

$189.95

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Timberland Icon 6in Premium Classic Boots - Men's Black Smooth, 9.5

Timberland Icon 6in Premium Classic Boots - Men's Black Smooth, 9.5

Free 2-Day Shipping on orders over $50!

Size 9.5, Color Black Smooth. The Timberland Premium Classic 6in waterproof hiking boot is a tough, well built boot that's infinitely versatile. From working around the house to clearing the back 40 to day hiking with the kids, this waterproof 6in high... more

$189.95

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Timberland Icon 6in Premium Classic Boots - Men's Rust Nubuck, 10.5

Timberland Icon 6in Premium Classic Boots - Men's Rust Nubuck, 10.5

Free 2-Day Shipping on orders over $50!

Size 10.5, Color Rust Nubuck. The Timberland Premium Classic 6in waterproof hiking boot is a tough, well built boot that's infinitely versatile. From working around the house to clearing the back 40 to day hiking with the kids, this waterproof 6in high... more

$189.95

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Timberland Classic Boat 2-Eye Shoe - Men's

Timberland Classic Boat 2-Eye Shoe - Men's

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Set the mainsail and zip around the deck wearing the Timberland Classic Boat Shoe on your sloop. Even if you don't own a boat, the durable hand-sewn leather upper classes up your journeys on land and a cushy midsole keeps you comfortable as you wait... more

$94.95 $66.46

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Timberland Icon 6in Premium Classic Boots - Men's Black Smooth, 12.0

Timberland Icon 6in Premium Classic Boots - Men's Black Smooth, 12.0

Free 2-Day Shipping on orders over $50!

Size 12.0, Color Black Smooth. The Timberland Premium Classic 6in waterproof hiking boot is a tough, well built boot that's infinitely versatile. From working around the house to clearing the back 40 to day hiking with the kids, this waterproof 6in... more

$189.95

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Timberland Icon 6in Premium Classic Boots - Men's Black Smooth, 13.0

Timberland Icon 6in Premium Classic Boots - Men's Black Smooth, 13.0

Free 2-Day Shipping on orders over $50!

Size 13.0, Color Black Smooth. The Timberland Premium Classic 6in waterproof hiking boot is a tough, well built boot that's infinitely versatile. From working around the house to clearing the back 40 to day hiking with the kids, this waterproof 6in... more

$189.95

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Timberland Icon 6in Premium Classic Boots - Men's Rust Nubuck, 13.0

Timberland Icon 6in Premium Classic Boots - Men's Rust Nubuck, 13.0

Free 2-Day Shipping on orders over $50!

Size 13.0, Color Rust Nubuck. The Timberland Premium Classic 6in waterproof hiking boot is a tough, well built boot that's infinitely versatile. From working around the house to clearing the back 40 to day hiking with the kids, this waterproof 6in high... more

$189.95

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Timberland Icon 6in Premium Classic Boots - Men's Rust Nubuck, 12.0

Timberland Icon 6in Premium Classic Boots - Men's Rust Nubuck, 12.0

Free 2-Day Shipping on orders over $50!

Size 12.0, Color Rust Nubuck. The Timberland Premium Classic 6in waterproof hiking boot is a tough, well built boot that's infinitely versatile. From working around the house to clearing the back 40 to day hiking with the kids, this waterproof 6in high... more

$189.95

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Timberland Grantly Chukka Shoe - Men's Brown Full Grain/Suede, 8.0

Timberland Grantly Chukka Shoe - Men's Brown Full Grain/Suede, 8.0

Free 2-Day Shipping on orders over $50!

Size 8.0, Color Brown Full Grain/Suede. Timberland's Grantly Men's Chukka Shoe is durable and obviously handsome, but it's harder to recognize the recycled PET polyester mesh lining and laces unless you already know about them. While the full-grain... more

$139.95

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(125,000+)

More information about Men's Shoes

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