Timberland Men's Casual Shoes and Sneakers

Men's fashion shoes, casual shoes and sneakers by Timberland. The kind of shoes that you'd live in if you could or if your boss, customers or clients would let you, then again, maybe they won't notice....

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Prices correct at time of writing - subject to change

Timberland Altamont Closed Toe/Closed Back Fisherman (Black Smooth) Men
Timberland Altamont Closed Toe/Closed Back Fisherman (Black Smooth) Men's Shoes
On sale - now $109.95 - was $120

Timberland Altamont Fisherman Sandal
Timberland Altamont Fisherman Sandal
On sale - now $109.95 - was $120

Timberland Atlantis Break Boat Shoe
Timberland Atlantis Break Boat Shoe
On sale - now $86.95 - was $120

Timberland Atlantis Break Boat Shoe
Timberland Atlantis Break Boat Shoe
On sale - now $83.95 - was $120

Timberland Brooklyn Lace Up Oxford
Timberland Brooklyn Lace Up Oxford
On sale - now $85.95 - was $120

Timberland Chocorua Trail 2.0 Gore-Tex Waterproof Hiking Shoe
Timberland Chocorua Trail 2.0 Gore-Tex Waterproof Hiking Shoe
$149.95

Timberland Chocura Trail Mid Gore-Tex
Timberland Chocura Trail Mid Gore-Tex
On sale - now $99.95 - was $125

Timberland Classic 2-Eye Boat Shoe (Classic Rootbeer Smooth Leather) Men
Timberland Classic 2-Eye Boat Shoe (Classic Rootbeer Smooth Leather) Men's Slip on Shoes
On sale - now $68.04 - was $95

Timberland Classic 6" Basic Waterproof
Timberland Classic 6" Basic Waterproof
$167.95

Timberland Classic 6" Basic Waterproof
Timberland Classic 6" Basic Waterproof
$167.95

Timberland Classic Boat 2-Eye
Timberland Classic Boat 2-Eye
$94.95

Timberland Classic Hiking Euro Hiker
Timberland Classic Hiking Euro Hiker
$119.95

Timberland Classic Oxford
Timberland Classic Oxford
$114.95

Timberland Classic Tbl Chukka
Timberland Classic Tbl Chukka
On sale - now $119.95 - was $135

Timberland Classic Tbl Chukka
Timberland Classic Tbl Chukka
On sale - now $119.95 - was $135

Timberland Davis Square Chukka (Medium Grey Nubuck) Men
Timberland Davis Square Chukka (Medium Grey Nubuck) Men's Shoes
$110

Timberland Davis Square Chukka (Wheat Nubuck) Men
Timberland Davis Square Chukka (Wheat Nubuck) Men's Shoes
$110

Timberland Davis Square Mid Hiker (Wheat Nubuck) Men
Timberland Davis Square Mid Hiker (Wheat Nubuck) Men's Shoes
On sale - now $99 - was $110

Timberland Davis Square Warm Lined Chukka (Black Nubuck) Men
Timberland Davis Square Warm Lined Chukka (Black Nubuck) Men's Shoes
$120

Timberland Davis Square Warm Lined Chukka (Rust Lite Leather Full Grain) Men
Timberland Davis Square Warm Lined Chukka (Rust Lite Leather Full Grain) Men's Shoes
$120

Timberland Davis Square Warm Lined Chukka (Wheat Nubuck) Men
Timberland Davis Square Warm Lined Chukka (Wheat Nubuck) Men's Shoes
$120

Timberland Euro Hiker Fabric/Leather
Timberland Euro Hiker Fabric/Leather
$109.95

Timberland Euro Hiker Leather And Fabric
Timberland Euro Hiker Leather And Fabric
$139.95

Timberland Euro Hiker Shoe
Timberland Euro Hiker Shoe
$99.95

Timberland Garrison Trail Low (Brown/Black) Men
Timberland Garrison Trail Low (Brown/Black) Men's Shoes
$120

Timberland Garrison Trail Low (Dark Blue/Black) Men
Timberland Garrison Trail Low (Dark Blue/Black) Men's Shoes
$120

Timberland Garrison Trail Low Hiker
Timberland Garrison Trail Low Hiker
On sale - now $109.95 - was $120

Timberland Garrison Trail Low Hiker
Timberland Garrison Trail Low Hiker
$119.95

Timberland Garrison Trail Waterproof Low Hiker
Timberland Garrison Trail Waterproof Low Hiker
$129.95

Timberland Garrison Trail Waterproof Low Hiker (Blackout Suede) Men
Timberland Garrison Trail Waterproof Low Hiker (Blackout Suede) Men's Shoes
$130

Timberland Garrison Trail Waterproof Mid Fabric Hiker (Black/Brown) Men
Timberland Garrison Trail Waterproof Mid Fabric Hiker (Black/Brown) Men's Shoes
$140

Timberland Garrison Trail Waterproof Mid Fabric Hiker (Dark Blue/Black) Men
Timberland Garrison Trail Waterproof Mid Fabric Hiker (Dark Blue/Black) Men's Shoes
$140

Timberland Groveton Leather and Fabric Chukka (Blackout Nubuck) Men
Timberland Groveton Leather and Fabric Chukka (Blackout Nubuck) Men's Shoes
$80

Timberland Groveton Leather and Fabric Chukka (Medium Grey Nubuck) Men
Timberland Groveton Leather and Fabric Chukka (Medium Grey Nubuck) Men's Shoes
$80

Timberland Groveton Leather and Fabric Chukka (Wheat Nubuck/Canvas 1) Men
Timberland Groveton Leather and Fabric Chukka (Wheat Nubuck/Canvas 1) Men's Shoes
$80

Timberland Groveton Leather/Fabric Chukka
Timberland Groveton Leather/Fabric Chukka
$79.95

Timberland Jackson
Timberland Jackson's Landing Camp Moc (Dark Red Full Grain) Men's Shoes
On sale - now $84 - was $140

Timberland Jackson
Timberland Jackson's Landing Camp Moc (Saddle English Tudor) Men's Shoes
On sale - now $63 - was $140

Timberland Jackson
Timberland Jackson's Landing Camp Moc (Wheat Nubuck) Men's Shoes
On sale - now $98 - was $140

Timberland Kendrick Plain Toe Waterproof Oxford
Timberland Kendrick Plain Toe Waterproof Oxford
$139.95

Timberland Kendrick Plain Toe Waterproof Oxford
Timberland Kendrick Plain Toe Waterproof Oxford
$139.95

Timberland Kendrick Waterproof Oxford (Black Full-Grain) Men
Timberland Kendrick Waterproof Oxford (Black Full-Grain) Men's Shoes
On sale - now $101.36 - was $140

Timberland Kendrick Waterproof Oxford (Medium Brown Full-Grain) Men
Timberland Kendrick Waterproof Oxford (Medium Brown Full-Grain) Men's Shoes
$139.95

Timberland Mt. Maddsen Slip-On
Timberland Mt. Maddsen Slip-On
On sale - now $59.95 - was $95

Timberland Piper Cove Boat Shoe
Timberland Piper Cove Boat Shoe
On sale - now $94.97 - was $100

Timberland Premium Chukka
Timberland Premium Chukka
$144.95

Timberland PRO 6 Bosshog Composite Safety Toe Waterproof (Black) Men
Timberland PRO 6 Bosshog Composite Safety Toe Waterproof (Black) Men's Shoes
On sale - now $143.95 - was $180

Timberland PRO 6 Bosshog Composite Safety Toe Waterproof (Brown 1) Men
Timberland PRO 6 Bosshog Composite Safety Toe Waterproof (Brown 1) Men's Shoes
On sale - now $143.95 - was $180

Timberland PRO 6 Bosshog Composite Safety Toe Waterproof (Brown) Men
Timberland PRO 6 Bosshog Composite Safety Toe Waterproof (Brown) Men's Shoes
On sale - now $143.95 - was $180

Timberland PRO 6 Endurance HD Composite Safety Toe Waterproof Insulated (Black) Men
Timberland PRO 6 Endurance HD Composite Safety Toe Waterproof Insulated (Black) Men's Shoes
On sale - now $199.95 - was $250

Timberland PRO 6 Helix HD Composite Safety Toe Internal Met Guard (Brown) Men
Timberland PRO 6 Helix HD Composite Safety Toe Internal Met Guard (Brown) Men's Shoes
On sale - now $147.95 - was $185

Timberland PRO 6 Ignition Soft Toe (Brown) Men
Timberland PRO 6 Ignition Soft Toe (Brown) Men's Shoes
$135

Timberland PRO 6 Jigsaw Steel Safety Toe Internal Met Guard (Brown) Men
Timberland PRO 6 Jigsaw Steel Safety Toe Internal Met Guard (Brown) Men's Shoes
On sale - now $124.95 - was $155

Timberland PRO 6 Jigsaw Steel Toe (Black) Men
Timberland PRO 6 Jigsaw Steel Toe (Black) Men's Shoes
On sale - now $115.95 - was $145

Timberland PRO 6 Jigsaw Steel Toe (Brown 1) Men
Timberland PRO 6 Jigsaw Steel Toe (Brown 1) Men's Shoes
On sale - now $115.95 - was $145

Timberland PRO 6 Jigsaw Steel Toe (Brown) Men
Timberland PRO 6 Jigsaw Steel Toe (Brown) Men's Shoes
On sale - now $115.95 - was $145

Timberland PRO 8 Boondock Composite Safety Toe Waterproof Insulated (Wheat Distressed) Men
Timberland PRO 8 Boondock Composite Safety Toe Waterproof Insulated (Wheat Distressed) Men's Shoes
On sale - now $187.95 - was $235

Timberland PRO 8 Endurance HD Composite Safety Toe Waterproof Insulated (Brown) Men
Timberland PRO 8 Endurance HD Composite Safety Toe Waterproof Insulated (Brown) Men's Shoes
On sale - now $215.95 - was $270

Timberland PRO 8 Helix HD Composite Safety Toe Wateproof Insulated (Brown) Men
Timberland PRO 8 Helix HD Composite Safety Toe Wateproof Insulated (Brown) Men's Shoes
On sale - now $163.95 - was $205

Timberland PRO 8 Hypercharge Composite Safety Toe Waterproof (Brown Distressed) Men
Timberland PRO 8 Hypercharge Composite Safety Toe Waterproof (Brown Distressed) Men's Shoes
On sale - now $147.95 - was $185

Timberland PRO 8 Hypercharge Soft Toe Waterproof (Brown Teak Trailblazer) Men
Timberland PRO 8 Hypercharge Soft Toe Waterproof (Brown Teak Trailblazer) Men's Shoes
On sale - now $143.95 - was $180

Timberland PRO 9 Buzzsaw Composite Safety Toe Waterproof Logger (Brown) Men
Timberland PRO 9 Buzzsaw Composite Safety Toe Waterproof Logger (Brown) Men's Shoes
On sale - now $163.95 - was $205

Timberland Pro Boldon Alloy Safety Toe Sd+ Slip-On Oxford
Timberland Pro Boldon Alloy Safety Toe Sd+ Slip-On Oxford
On sale - now $124.95 - was $140

Timberland PRO Boldon Oxford Alloy Safety Toe SD (Black Full Grain Leather) Men
Timberland PRO Boldon Oxford Alloy Safety Toe SD (Black Full Grain Leather) Men's Lace up casual Shoes
On sale - now $111.95 - was $140

Timberland PRO Branston ESD Safety Toe Slip On (Brown) Men
Timberland PRO Branston ESD Safety Toe Slip On (Brown) Men's Shoes
On sale - now $113.95 - was $142.5

Timberland PRO Direct Attach 6 Steel Safety Toe (Wheat) Men
Timberland PRO Direct Attach 6 Steel Safety Toe (Wheat) Men's Shoes
On sale - now $115.95 - was $145

Timberland PRO Drivetrain Composite Safety Toe (Black/Blue) Men
Timberland PRO Drivetrain Composite Safety Toe (Black/Blue) Men's Shoes
On sale - now $109.99 - was $115

Timberland PRO Drivetrain Composite Safety Toe (Black/Grey) Men
Timberland PRO Drivetrain Composite Safety Toe (Black/Grey) Men's Shoes
On sale - now $109.95 - was $125

Timberland PRO Drivetrain Composite Safety Toe (Black/Orange) Men
Timberland PRO Drivetrain Composite Safety Toe (Black/Orange) Men's Shoes
On sale - now $109.95 - was $115

Timberland PRO Drivetrain Composite Safety Toe (Black/Red) Men
Timberland PRO Drivetrain Composite Safety Toe (Black/Red) Men's Shoes
On sale - now $109.95 - was $115

Timberland PRO Drivetrain Composite Safety Toe (Black/Yellow) Men
Timberland PRO Drivetrain Composite Safety Toe (Black/Yellow) Men's Shoes
On sale - now $114.95 - was $125

Timberland PRO Drivetrain Composite Safety Toe EH (Black/Grey) Men
Timberland PRO Drivetrain Composite Safety Toe EH (Black/Grey) Men's Shoes
$114.95

Timberland PRO Drivetrain Composite Safety Toe SD35 (Black/Black) Men
Timberland PRO Drivetrain Composite Safety Toe SD35 (Black/Black) Men's Shoes
On sale - now $109.95 - was $125

Timberland Pro Drivetrain Composite Safety Toe Work Shoe
Timberland Pro Drivetrain Composite Safety Toe Work Shoe
On sale - now $109.95 - was $125

Timberland PRO Drivetrain Oxford Composite Safety Toe EH (Black Leather) Men
Timberland PRO Drivetrain Oxford Composite Safety Toe EH (Black Leather) Men's Shoes
On sale - now $124.95 - was $140

Timberland PRO Drivetrain Oxford Composite Safety Toe EH (Brown Leather) Men
Timberland PRO Drivetrain Oxford Composite Safety Toe EH (Brown Leather) Men's Shoes
On sale - now $125.95 - was $140

Timberland PRO Drivetrain Slip-On Composite Safety Toe (Black Leather) Men
Timberland PRO Drivetrain Slip-On Composite Safety Toe (Black Leather) Men's Shoes
On sale - now $124.95 - was $140

Timberland PRO Drivetrain Slip-On Composite Safety Toe (Brown Leather) Men
Timberland PRO Drivetrain Slip-On Composite Safety Toe (Brown Leather) Men's Shoes
On sale - now $124.95 - was $140

Timberland PRO Flume 6 Steel Safety Toe Waterproof (Black) Men
Timberland PRO Flume 6 Steel Safety Toe Waterproof (Black) Men's Shoes
On sale - now $95.95 - was $120

Timberland PRO Gladstone ESD Steel-Toe (Brown) Men
Timberland PRO Gladstone ESD Steel-Toe (Brown) Men's Shoes
On sale - now $109.95 - was $137.5

Timberland PRO Gridworks 6 Alloy Safety Toe Waterproof (Brown) Men
Timberland PRO Gridworks 6 Alloy Safety Toe Waterproof (Brown) Men's Shoes
On sale - now $160.95 - was $180

Timberland PRO Gridworks 8 Soft Toe Waterproof (Brown) Men
Timberland PRO Gridworks 8 Soft Toe Waterproof (Brown) Men's Shoes
On sale - now $124.95 - was $190

Timberland PRO Helix HD 6 Soft Toe Waterproof (Brown) Men
Timberland PRO Helix HD 6 Soft Toe Waterproof (Brown) Men's Shoes
On sale - now $135.95 - was $170

Timberland PRO Helix HD Pull-On Composite Safety Toe Waterproof (Brown) Men
Timberland PRO Helix HD Pull-On Composite Safety Toe Waterproof (Brown) Men's Shoes
On sale - now $171.95 - was $215

Timberland PRO Helix HD Pull-On Soft Toe Waterproof (Brown) Men
Timberland PRO Helix HD Pull-On Soft Toe Waterproof (Brown) Men's Shoes
On sale - now $167.95 - was $210

Timberland PRO Hypercharge 6 Composite Safety Toe Waterproof (Black) Men
Timberland PRO Hypercharge 6 Composite Safety Toe Waterproof (Black) Men's Shoes
On sale - now $148.75 - was $175

Timberland PRO Hypercharge 8 Composite Safety Toe Waterproof (Black) Men
Timberland PRO Hypercharge 8 Composite Safety Toe Waterproof (Black) Men's Shoes
On sale - now $151.95 - was $190

Timberland PRO Hypercharge 8 Soft Toe Waterproof (Black) Men
Timberland PRO Hypercharge 8 Soft Toe Waterproof (Black) Men's Shoes
On sale - now $143.95 - was $180

Timberland PRO Jigsaw Oxford Steel Toe (Black) Men
Timberland PRO Jigsaw Oxford Steel Toe (Black) Men's Shoes
On sale - now $103.95 - was $130

Timberland PRO Jigsaw Oxford Steel Toe (Brown) Men
Timberland PRO Jigsaw Oxford Steel Toe (Brown) Men's Shoes
On sale - now $103.95 - was $130

Timberland PRO Jigsaw Oxford Steel Toe Internal Met Guard (Brown) Men
Timberland PRO Jigsaw Oxford Steel Toe Internal Met Guard (Brown) Men's Shoes
On sale - now $119.95 - was $150

Timberland Pro Mudsill Low Steel Toe
Timberland Pro Mudsill Low Steel Toe
On sale - now $93.95 - was $115

Timberland Pro Mudsill Low Steel Toe
Timberland Pro Mudsill Low Steel Toe
On sale - now $93.95 - was $115

Timberland PRO Mudsill Low Steel Toe (Grease Black Oiled) Men
Timberland PRO Mudsill Low Steel Toe (Grease Black Oiled) Men's Industrial Shoes
On sale - now $102.95 - was $115

Timberland PRO Mudsill Low Steel Toe (Titanium/Sapphire Leather With Mesh) Men
Timberland PRO Mudsill Low Steel Toe (Titanium/Sapphire Leather With Mesh) Men's Industrial Shoes
On sale - now $102.95 - was $115

Timberland PRO Powertrain Alloy Safety Toe ESD (Black Synthetic/Ripstop Nylon) Men
Timberland PRO Powertrain Alloy Safety Toe ESD (Black Synthetic/Ripstop Nylon) Men's Shoes
On sale - now $99.95 - was $112.5

Timberland PRO Powertrain Sport Alloy Safety Toe EH (Black Raptek) Men
Timberland PRO Powertrain Sport Alloy Safety Toe EH (Black Raptek) Men's Industrial Shoes
On sale - now $103.95 - was $115

Timberland PRO Powertrain Sport Alloy Safety Toe EH (Black/Blue Ripstop Nylon) Men
Timberland PRO Powertrain Sport Alloy Safety Toe EH (Black/Blue Ripstop Nylon) Men's Industrial Shoes
On sale - now $99.95 - was $110

Timberland PRO Powertrain Sport Alloy Safety Toe Internal Met Guard (Black) Men
Timberland PRO Powertrain Sport Alloy Safety Toe Internal Met Guard (Black) Men's Shoes
On sale - now $119.95 - was $150

Timberland Pro Powertrain Sport Alloy Safety Toe Sd Plus Shoe
Timberland Pro Powertrain Sport Alloy Safety Toe Sd Plus Shoe
On sale - now $99.95 - was $120

Timberland Pro Powertrain Sport Alloy Safety Toe Sd Plus Shoe
Timberland Pro Powertrain Sport Alloy Safety Toe Sd Plus Shoe
On sale - now $99.95 - was $120

Timberland Pro Powertrain Sport Alloy Safety Toe Sd+ Work Shoe
Timberland Pro Powertrain Sport Alloy Safety Toe Sd+ Work Shoe
On sale - now $99.95 - was $125

Timberland Pro Powertrain Sport Alloy Toe Eh Work Shoe
Timberland Pro Powertrain Sport Alloy Toe Eh Work Shoe
On sale - now $99.95 - was $115

Timberland Pro Powertrain Sport Alloy Toe Eh Work Shoe
Timberland Pro Powertrain Sport Alloy Toe Eh Work Shoe
On sale - now $99.95 - was $115

Timberland PRO Powertrain Sport Mid Alloy Safety Toe EH (Black Ripstop Nylon) Men
Timberland PRO Powertrain Sport Mid Alloy Safety Toe EH (Black Ripstop Nylon) Men's Industrial Shoes
On sale - now $107.95 - was $120

Timberland Pro Powertrain Sport Slip-On Alloy Toe Sd+ Work Shoe
Timberland Pro Powertrain Sport Slip-On Alloy Toe Sd+ Work Shoe
On sale - now $99.95 - was $120

Timberland PRO Reaxion Composite Safety Toe (Black/Orange) Men
Timberland PRO Reaxion Composite Safety Toe (Black/Orange) Men's Shoes
On sale - now $117.95 - was $130

Timberland PRO Reaxion Composite Safety Toe (Black/Yellow) Men
Timberland PRO Reaxion Composite Safety Toe (Black/Yellow) Men's Shoes
On sale - now $117.95 - was $130

Timberland PRO Reaxion Composite Safety Toe Waterproof (Brown/Green) Men
Timberland PRO Reaxion Composite Safety Toe Waterproof (Brown/Green) Men's Shoes
On sale - now $138.95 - was $155

Timberland PRO Reaxion Mid Composite Safety Toe Waterproof (Black/Black) Men
Timberland PRO Reaxion Mid Composite Safety Toe Waterproof (Black/Black) Men's Shoes
On sale - now $143.95 - was $160

Timberland PRO Reaxion Mid Composite Safety Toe Waterproof (Black/Yellow) Men
Timberland PRO Reaxion Mid Composite Safety Toe Waterproof (Black/Yellow) Men's Shoes
On sale - now $143.95 - was $160

Timberland PRO Reaxion Mid Composite Safety Toe Waterproof (Brown/Green) Men
Timberland PRO Reaxion Mid Composite Safety Toe Waterproof (Brown/Green) Men's Shoes
On sale - now $143.95 - was $160

Timberland PRO Reaxion Mid Composite Safety Toe Waterproof (Brown/Orange) Men
Timberland PRO Reaxion Mid Composite Safety Toe Waterproof (Brown/Orange) Men's Shoes
On sale - now $143.95 - was $160

Timberland PRO TiTAN(r) Alloy Safety Toe Oxford (Haystack Brown Oiled Full-Grain Leather) Men
Timberland PRO TiTAN(r) Alloy Safety Toe Oxford (Haystack Brown Oiled Full-Grain Leather) Men's Industrial Shoes
On sale - now $119.95 - was $132.5

Timberland PRO TiTAN(r) Oxford Alloy Safety Toe Low (Black Smooth Full-Grain Leather) Men
Timberland PRO TiTAN(r) Oxford Alloy Safety Toe Low (Black Smooth Full-Grain Leather) Men's Industrial Shoes
On sale - now $119.25 - was $132.5

Timberland PRO TiTAN(r) Oxford Soft Toe (Haystack Brown Oiled Full-Grain Leather) Men
Timberland PRO TiTAN(r) Oxford Soft Toe (Haystack Brown Oiled Full-Grain Leather) Men's Industrial Shoes
On sale - now $101.95 - was $127.5

Timberland PRO TiTAN(r) Slip-On Alloy Safety Toe (Camel Brown Oiled Full-Grain Leather) Men
Timberland PRO TiTAN(r) Slip-On Alloy Safety Toe (Camel Brown Oiled Full-Grain Leather) Men's Industrial Shoes
On sale - now $114.75 - was $127.5

Timberland PRO Valor Duty Oxford Soft Toe (Black Smooth Leather) Men
Timberland PRO Valor Duty Oxford Soft Toe (Black Smooth Leather) Men's Industrial Shoes
On sale - now $99.99 - was $110

Timberland PRO Valor Newmarket (Black) Men
Timberland PRO Valor Newmarket (Black) Men's Industrial Shoes
On sale - now $99 - was $110

Timberland Traditional Handsewn 3-Eyelet Classic Lug
Timberland Traditional Handsewn 3-Eyelet Classic Lug
$129.95

Timberland Traditional Handsewn 3-Eyelet Classic Lug (Burgundy Smooth Leather) Men
Timberland Traditional Handsewn 3-Eyelet Classic Lug (Burgundy Smooth Leather) Men's Shoes
On sale - now $95.12 - was $150

Timberland White Ledge Mid Waterproof
Timberland White Ledge Mid Waterproof
On sale - now $84.95 - was $115

Timberland White Ledge Waterproof Mid 12135
Timberland White Ledge Waterproof Mid 12135
On sale - now $84.95 - was $115