Timberland Casual Shoes

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Timberland
$76.45

Smooth leather upper presents a sleek and modern attraction. EVA heel cup and cushion footbed provide a balanced blend of comfort.... Siped rubber outsole maintains tenacious traction to expand your nautical horizons. read more

Timberland
$99.95

For seaworthy style, slide into the Timberland Men's Piper Cove boat shoes. Built with full-grain leather uppers in a hand-sewn co...nstruction, these low-cut shoes lend a handcrafted look. A removable anti-fatigue footbed caters to those who spend all... read more

Timberland
$99.95

For seaworthy style, slide into the Timberland Men's Piper Cove boat shoes. Built with full-grain leather uppers in a hand-sewn co...nstruction, these low-cut shoes lend a handcrafted look. A removable anti-fatigue footbed caters to those who spend all... read more

Timberland
$100.00 $99.95

For seaworthy style, slide into the Timberland Men's Piper Cove boat shoes. Built with full-grain leather uppers in a hand-sewn co...nstruction, these low-cut shoes lend a handcrafted look. A removable anti-fatigue footbed caters to those who spend all... read more

Timberland
$99.95

Glossy leather boat shoes exude timeless eleganceLeather upperMoc toeLace-up vampRubber soleAnti-fatigue removable footbedImported... read more

Timberland
$99.95

For seaworthy style, slide into the Timberland Men's Piper Cove boat shoes. Built with full-grain leather uppers in a hand-sewn co...nstruction, these low-cut shoes lend a handcrafted look. A removable anti-fatigue footbed caters to those who spend all... read more

Timberland
$99.95

For seaworthy style, slide into the Timberland Men's Piper Cove boat shoes. Built with full-grain leather uppers in a hand-sewn co...nstruction, these low-cut shoes lend a handcrafted look. A removable anti-fatigue footbed caters to those who spend all... read more

Timberland
$99.95

For seaworthy style, slide into the Timberland Men's Piper Cove boat shoes. Built with full-grain leather uppers in a hand-sewn co...nstruction, these low-cut shoes lend a handcrafted look. A removable anti-fatigue footbed caters to those who spend all... read more

Timberland
$99.95

For seaworthy style, slide into the Timberland Men's Piper Cove boat shoes. Built with full-grain leather uppers in a hand-sewn co...nstruction, these low-cut shoes lend a handcrafted look. A removable anti-fatigue footbed caters to those who spend all... read more

Timberland
$99.95

For seaworthy style, slide into the Timberland Men's Piper Cove boat shoes. Built with full-grain leather uppers in a hand-sewn co...nstruction, these low-cut shoes lend a handcrafted look. A removable anti-fatigue footbed caters to those who spend all... read more

Timberland
$99.95

For seaworthy style, slide into the Timberland Men's Piper Cove boat shoes. Built with full-grain leather uppers in a hand-sewn co...nstruction, these low-cut shoes lend a handcrafted look. A removable anti-fatigue footbed caters to those who spend all... read more

Timberland
$95.00 $89.95

Brand & Style - Timberland Classic Boat 2‑Eye Width - Wide (E,W)True Color - Rootbeer/BrnUpper Material - Leather Outsole Material... - Man-Made Heel Height - 0.75 Inches If you're looking for waterproof outdoor footwear that combines rugged durability,... read more

Timberland
$56.95

As Is reason: Various Reasons Option: US Men's 9.5 M (Regular) The Timberland Piper Cove Boat Shoe is a classic moc toe boat shoe ...that easily dresses up or down. Premium upper from an LWG Silver-rated tannery provides durability and comfort Traditional... read more

Timberland
$54.10

As Is reason: Various Reasons Option: US Men's 9 M (Regular) The Timberland Piper Cove Boat Shoe is a classic moc toe boat shoe th...at easily dresses up or down. Premium upper from an LWG Silver-rated tannery provides durability and comfort Traditional... read more

Timberland
$100.00 $69.99

Made specifically for people who spend long days on their feet, Timberland's Boat shoes showcase exclusive anti-fatigue technology... to provide exceptional standing comfort, shock absorption and energy return all day. read more

Timberland
$100.00 $69.99

Made specifically for people who spend long days on their feet, Timberland's Boat shoes showcase exclusive anti-fatigue technology... to provide exceptional standing comfort, shock absorption and energy return all day. read more

Timberland
$100.00 $69.99

Made specifically for people who spend long days on their feet, Timberland's Boat shoes showcase exclusive anti-fatigue technology... to provide exceptional standing comfort, shock absorption and energy return all day. read more

Timberland
$95.00 $46.99

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

Timberland
$140.00

These leather boots combine dress-shoe polished good looks and adventure-ready comfort. ; Premium full grain leather uppers in a s...leek silhouette. ; Lace-up closure for an adjustable fit. ; Warm textile lining. ; OrthoLite footbeds for all-day comfort. ; MirrorFit System features a sturdy midsole layer for extra comfort and is molded to follow the natural contours of the foot for a custom fit. ; 34% recycled rubber lug outsoles. ; Imported. Measurements: ; Weight: 1 lb 2 oz ; Shaft: 4 1 2 in ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size. read more

Timberland
$125.00

Transition into the next season with ease in the Amherst High Top Chukka by Timberland. ; Premium full grain leather upper is from... a Leather Working Group Silver-rated sustainable tannery and provides comfort for long-lasting wear. ; Lace-up closure. ; 50% recycled PET mesh lining is comfortable, breathable, and Eco-friendly. ; OrthoLite PU footbed uses 5% recycled rubber and gives fantastic cushioning and support. ; SensorFlex technology gives superb support, suspension, and flexibility. ; Imported. Measurements: ; Heel Height: 1 in ; Weight: 14.2 oz ; Platform Height: 3 4 in ; Product measurements were taken using size 14, width D - Medium. Please note that measurements may vary by size. read more

Timberland
$66.99

Care-free adventures are so much easier to pull off especially when you're backed up by impressive style with this Chukka from Tim...berland! ; Upper is crafted of leathers and corduroy nylon for rugged durability. ; Lace-up closure for an adjustable fit. ; 100% recycled PET mesh lining and footbed cover for a breathable environment. ; Unique L7 lug outsole for superior traction. ; Durable Green Rubber outsole. ; Imported. Measurements: ; Weight: 12 oz ; Product measurements were taken using size 12, width D - Medium. Please note that measurements may vary by size. read more

Timberland
$140.00

Wherever you go this season, be ready for any weather with the Carter Notch Waterproof Plain Toe Chukka. ; Premium full-grain wate...rproof leather uppers. ; Seam-sealed waterproof construction. ; Lace-up closure of organic cotton. ; Removable and breathable mesh footbed covers are made from 100% recycled plastic bottles. ; Synthetic L7 lug outsole is designed for superior traction. ; Imported. Measurements: ; Weight: 1 lb 3 oz ; Product measurements were taken using size 9, width D - Medium. Please note that measurements may vary by size. read more

Timberland
$80.00

Bring your innovative style to life with the help of this eye-catching Chukka from Timberland. ; Premium leather and CORDURA nylon... upper. ; Laces, mesh linings, and footbed cover are made from 100% PET. ; Unique L7 lug outsole for superior traction. ; Durable Green Rubber outsole. ; Imported. Measurements: ; Weight: 14.2 oz ; Product measurements were taken using size 9.5, width D - Medium. Please note that measurements may vary by size. read more

Timberland
$130.00

You'll make quite the first impression in the Kendrick Oxford from Timberland. ; Premium full grain leather uppers. ; Lace-up clos...ure for an adjustable fit. ; Breathable linings are made of 50% recycled PET. ; Removable Ortholite insole. ; MirrorFit comfort system provides a supportive midsole. ; 34% recycled rubber lug outsoles. ; Imported. Measurements: ; Weight: 1 lb 1 oz ; Product measurements were taken using size 10.5, width D - Medium. Please note that measurements may vary by size. read more

Timberland
$90.00

For those who know how to keep things laid-back we present the casual Timberland Front Country Lounger Leather slip-on! ; Full-gra...in leather uppers. ; Convenient slip-on silhouette. ; Anti-fatigue removable footbed for all-day comfort and support. ; Debossed logo detailing. ; Rubber outsole for long-lasting wear. ; Imported. Measurements: ; Weight: 12 oz ; Product measurements were taken using size 11, width D - Medium. Please note that measurements may vary by size. read more

Timberland
$79.99

Dominate each step you take on your outdoor journey in the Killington Oxford by Timberland. ; Combination full-grain leather and m...esh uppers for lightweight protection and breathability. ; Lace-up closure. ; Breathable mesh linings are made with 50% PET (recycled plastic bottles). ; OrthoLite polyurethane footbed provides all-day cushioning and support. ; SensorFlex technology for underfoot support, independent suspension and flexibility for a smooth ride over any terrain. ; Imported. Measurements: ; Weight: 10.4 oz ; Product measurements were taken using size 9.5, width D - Medium. Please note that measurements may vary by size. read more

Timberland
$120.00

Wherever you go this season, be ready for any weather with the Carter Notch Waterproof Plain Toe Oxford. ; Premium full-grain wate...rproof leather uppers. ; Seam-sealed waterproof construction. ; Lace-up closure of organic cotton. ; Removable and breathable mesh footbed covers are made from 100% recycled plastic bottles. ; Synthetic L7 lug outsole is designed for superior traction. ; Imported. Measurements: ; Weight: 1 lb 4 oz ; Product measurements were taken using size 11, width E - Wide. Please note that measurements may vary by size. read more

Timberland
$130.00

The Traditional Handsewn 3-Eyelet Classic Lug from Timberland combines the upper of a boat shoe with the outsole of a premium work... boot. ; Full-grain oiled leather offers comfort, durability and abrasion resistance. ; Handsewn construction with contrast stitching for a handcrafted look and feel. ; Functional 360º lacing design with rawhide laces and corrosion resistant eye-lets for a secure fit. ; Fully cushioned collar prevents discomfort and blisters for lasting comfort. ; Combination leather and synthetic lining offers climate control for barefoot comfort. ; Leather-covered footbed. ; Rubber lug outsole provides great traction on all types of surfaces to maintain your confident stride. ; Upper is stitched to the leather midsole, which is then cemented to the outsole. Measurements: ; Weight: 1 lb 8 oz ; Product measurements were taken using size 13, width D - Medium. Please note that measurements may vary by size. read more

Timberland
$99.95

*You'll enjoy cushioning and support that outlasts the day in this handsome boat shoe *Nubuck or full grain leather upper *Slip-on... style with two-eyelet lacing *Removable anti-fatigue footbed provides all-day comfort and support *Partially recycled... read more

Timberland
$94.95

*Enjoy every step of your casual day in this classic nautical style *Durable nubuck leather upper *360-degree functional lacing al...lows a custom fit *Leather lining *Leather-covered foam footbed *Siped rubber sole for wet/dry traction read more

Timberland
$94.95

*Enjoy every step of your casual day in this classic nautical style *Durable nubuck leather upper *360-degree functional lacing al...lows a custom fit *Leather lining *Leather-covered foam footbed *Siped rubber sole for wet/dry traction read more

Timberland
$94.95

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

Timberland
$99.95

*You'll enjoy cushioning and support that outlasts the day in this handsome boat shoe *Nubuck or full grain leather upper *Slip-on... style with two-eyelet lacing *Removable anti-fatigue footbed provides all-day comfort and support *Partially recycled... read more

Timberland
$94.95

*Enjoy every step of your casual day in this classic nautical style *Durable nubuck leather upper *360-degree functional lacing al...lows a custom fit *Leather lining *Leather-covered foam footbed *Siped rubber sole for wet/dry traction read more

Timberland
$89.95

*Relax in style with this handsome casual slip-on *Premium leather upper with fabric heel panel *Easy slip-on styling *Removable a...nti-fatigue footbed *Rubber-like sole *Available in whole sizes only, half sizes please order the next size up read more

Timberland
$99.95

*You'll enjoy cushioning and support that outlasts the day in this handsome boat shoe *Nubuck or full grain leather upper *Slip-on... style with two-eyelet lacing *Removable anti-fatigue footbed provides all-day comfort and support *Partially recycled... read more

Timberland
$99.95

*You'll enjoy cushioning and support that outlasts the day in this handsome boat shoe *Nubuck or full grain leather upper *Slip-on... style with two-eyelet lacing *Removable anti-fatigue footbed provides all-day comfort and support *Partially recycled... read more

Timberland
$109.95

*For days when casual is the name of the game, you won't want to leave home without this laid-back slip-on *Premium leather upper ...*Easy slip-on styling with dual side gores for an easy fit *Partially recycled PET lining *OrthoLite® footbed and... read more

Timberland
$109.95

*For days when casual is the name of the game, you won't want to leave home without this laid-back slip-on *Premium leather upper ...*Easy slip-on styling with dual side gores for an easy fit *Partially recycled PET lining *OrthoLite® footbed and... read more

Timberland
$130.00

Hearty leather and a tough lug sole define a ruggedly handsome boat shoe featuring hand-sewn moccasin stitching. Style Name:Timber...land Authentic Boat Shoe (Men). Style Number: 5380189. Available in stores. read more

Timberland
$100.00

Smooth leather construction defines a versatile slip-on built with flexible synthetic inserts for a custom fit. Style Name:Timberl...and 'Barrett Park' Slip-On (Men). Style Number: 5152219. Available in stores. read more

Timberland
$130.00

Hearty leather and a tough lug sole define a ruggedly handsome boat shoe featuring hand-sewn moccasin stitching. Style Name:Timber...land Authentic Boat Shoe (Men). Style Number: 5380189. Available in stores. read more

Timberland
$150.00 $98.90

Signature 360º lacing furthers the comfortable fit of an EVA-cushioned boat shoe crafted for durability with a stitched moc toe an...d a toothy lugged sole. Style Name:Timberland Lug Classic Boat Shoe (Men). Style Number: 5493701. Available in stores. read more

Timberland
$150.00 $98.90

Signature 360º lacing furthers the comfortable fit of an EVA-cushioned boat shoe crafted for durability with a stitched moc toe an...d a toothy lugged sole. Style Name:Timberland Lug Classic Boat Shoe (Men). Style Number: 5493701. Available in stores. read more

Timberland
$150.00 $98.90

Signature 360º lacing furthers the comfortable fit of an EVA-cushioned boat shoe crafted for durability with a stitched moc toe an...d a toothy lugged sole. Style Name:Timberland Lug Classic Boat Shoe (Men). Style Number: 5493701. Available in stores. read more

Timberland
$110.00

A durable and comfortable outsole adds to the laid-back aesthetic of a hand-sewn venetian loafer that's a handsome go-anywhere sty...le. Style Name:Timberland Sandspoint Venetian Loafer (Men). Style Number: 5504819. Available in stores. read more

Timberland
$100.00

Smooth leather construction defines a versatile slip-on built with flexible synthetic inserts for a custom fit. Style Name:Timberl...and 'Barrett Park' Slip-On (Men). Style Number: 5152219. Available in stores. read more

Timberland
$150.00 $98.90

Signature 360º lacing furthers the comfortable fit of an EVA-cushioned boat shoe crafted for durability with a stitched moc toe an...d a toothy lugged sole. Style Name:Timberland Lug Classic Boat Shoe (Men). Style Number: 5493701. Available in stores. read more

Timberland
$150.00 $98.90

Signature 360º lacing furthers the comfortable fit of an EVA-cushioned boat shoe crafted for durability with a stitched moc toe an...d a toothy lugged sole. Style Name:Timberland Lug Classic Boat Shoe (Men). Style Number: 5493701. Available in stores. read more

Timberland
$130.00

Hearty leather and a tough lug sole define a ruggedly handsome boat shoe featuring hand-sewn moccasin stitching. Style Name:Timber...land Authentic Boat Shoe (Men). Style Number: 5380189. Available in stores. read more

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