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 $81.99 - was $120

Timberland Altamont Closed Toe/Closed Back Fisherman (Light Brown) Men
Timberland Altamont Closed Toe/Closed Back Fisherman (Light Brown) Men's Shoes
On sale - now $81.99 - was $120

Timberland Bardstown Plain Toe Derby
Timberland Bardstown Plain Toe Derby
$285

Timberland Bardstown Plain Toe Derby, Black
Timberland Bardstown Plain Toe Derby, Black
$285

Timberland Davis Square Leather Fabric Chukka (Dark Green Nubuck/Black) Men
Timberland Davis Square Leather Fabric Chukka (Dark Green Nubuck/Black) Men's Shoes
$85

Timberland Davis Square Leather Fabric Chukka (Medium Grey Nubuck/Blue) Men
Timberland Davis Square Leather Fabric Chukka (Medium Grey Nubuck/Blue) Men's Shoes
$85

Timberland Davis Square Leather Fabric Chukka (Wheat Nubuck/Green) Men
Timberland Davis Square Leather Fabric Chukka (Wheat Nubuck/Green) Men's Shoes
$85

Timberland Davis Square Mid Hiker (Black Nubuck) Men
Timberland Davis Square Mid Hiker (Black Nubuck) Men's Shoes
$110

Timberland Davis Square Mid Hiker (Navy Nubuck) Men
Timberland Davis Square Mid Hiker (Navy Nubuck) Men's Shoes
$110

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

Timberland Davis Square Mid Top Chukka Sneaker
Timberland Davis Square Mid Top Chukka Sneaker
$80

Timberland Davis Square Mid Top Chukka Sneaker- Blue
Timberland Davis Square Mid Top Chukka Sneaker- Blue
$80

Timberland Davis Square Mid Top Chukka Sneaker- Grey
Timberland Davis Square Mid Top Chukka Sneaker- Grey
$80

Timberland Disruptor Black Canvas TB0A1GVF001 Men
Timberland Disruptor Black Canvas TB0A1GVF001 Men's
On sale - now $45 - was $100

Timberland Garrison Trail Hiking Shoe, Black
Timberland Garrison Trail Hiking Shoe, Black
$120

Timberland Garrison Trail Hiking Shoe, Green
Timberland Garrison Trail Hiking Shoe, Green
$120

Timberland Garrison Trail Hiking Shoe- Black
Timberland Garrison Trail Hiking Shoe- Black
$120

Timberland Garrison Trail Hiking Shoe- Grey
Timberland Garrison Trail Hiking Shoe- Grey
$120

Timberland Garrison Trail Waterproof Hiking Shoe, Black
Timberland Garrison Trail Waterproof Hiking Shoe, Black
$130

Timberland Garrison Trail Waterproof Hiking Shoe, Brown
Timberland Garrison Trail Waterproof Hiking Shoe, Brown
$130

Timberland Garrison Trail Waterproof Hiking Shoe, Brown
Timberland Garrison Trail Waterproof Hiking Shoe, Brown
$130

Timberland Garrison Trail Waterproof Hiking Shoe, Grey
Timberland Garrison Trail Waterproof Hiking Shoe, Grey
$130

Timberland Garrison Trail Waterproof Hiking Shoe- Grey
Timberland Garrison Trail Waterproof Hiking Shoe- Grey
$130

Timberland Groveton Chukka Casual Shoe Men
Timberland Groveton Chukka Casual Shoe Men's-Medium Grey-Medium-8
On sale - now $63.73 - was $80

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 Jackson
Timberland Jackson's Landing Camp Moc (Black Full Grain) Men's Shoes
$140

Timberland Jackson
Timberland Jackson's Landing Camp Moc (Dark Red Full Grain) Men's Shoes
$140

Timberland Jackson
Timberland Jackson's Landing Camp Moc (Saddle English Tudor) Men's Shoes
$140

Timberland Jackson
Timberland Jackson's Landing Camp Moc (Wheat Nubuck) Men's Shoes
$140

Timberland Jackson
Timberland Jackson's Landing Moc Toe Derby, Black
$140

Timberland Jackson
Timberland Jackson's Landing Moc Toe Derby, Brown
$140

Timberland Jackson
Timberland Jackson's Landing Moc Toe Derby, Burgundy
$140

Timberland Jackson
Timberland Jackson's Landing Moc Toe Derby- Brown
$140

Timberland Kendrick Waterproof Oxford (Black Full-Grain) Men
Timberland Kendrick Waterproof Oxford (Black Full-Grain) Men's Shoes
$140

Timberland Kendrick Waterproof Oxford (Medium Brown Full-Grain) Men
Timberland Kendrick Waterproof Oxford (Medium Brown Full-Grain) Men's Shoes
On sale - now $69.95 - was $140

Timberland Kendrick Waterproof Plain Toe Derby
Timberland Kendrick Waterproof Plain Toe Derby
$140

Timberland Kendrick Waterproof Plain Toe Derby- Black
Timberland Kendrick Waterproof Plain Toe Derby- Black
$140

Timberland Mt. Maddsen Chukka WP Dark Brown Full Grain Medium 9.5 TB0A1VP2D71-095M
Timberland Mt. Maddsen Chukka WP Dark Brown Full Grain Medium 9.5 TB0A1VP2D71-095M
On sale - now $78.95 - was $120

Timberland Mt. Maddsen Ox Dark Brown Full Grain Medium 13 TB0A1VKND71-130M
Timberland Mt. Maddsen Ox Dark Brown Full Grain Medium 13 TB0A1VKND71-130M
On sale - now $73.73 - was $100

Timberland Mt. Maddsen Slip On Shoes Dark Brown Medium 8 TB0A1QLSD71-80-Medium
Timberland Mt. Maddsen Slip On Shoes Dark Brown Medium 8 TB0A1QLSD71-80-Medium
On sale - now $71.36 - was $95

Timberland Piper Cove Boat Shoe Chocolate Chamois 10.5 TB0A1G8CD47-105M
Timberland Piper Cove Boat Shoe Chocolate Chamois 10.5 TB0A1G8CD47-105M
On sale - now $79.49 - was $100

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

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 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 Drivetrain Composite Safety Toe (Black/Blue) Men
Timberland PRO Drivetrain Composite Safety Toe (Black/Blue) Men's Shoes
On sale - now $82.95 - 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 $99.95 - 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 $82.95 - 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 $82.95 - was $115

Timberland PRO Drivetrain Composite Safety Toe EH (Black/Grey) Men
Timberland PRO Drivetrain Composite Safety Toe EH (Black/Grey) Men's Shoes
On sale - now $99.95 - was $115

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 Oxford Composite Safety Toe EH (Black Leather) Men
Timberland PRO Drivetrain Oxford Composite Safety Toe EH (Black Leather) Men's Shoes
$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
$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
$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
$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 $99.95 - 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 Gorge Mid ESD Steel Toe (Tan Nubuck Leather) Men
Timberland PRO Gorge Mid ESD Steel Toe (Tan Nubuck Leather) Men's Industrial Shoes
On sale - now $105.95 - was $132.5

Timberland PRO Gridworks 6 Alloy Safety Toe Waterproof (Brown) Men
Timberland PRO Gridworks 6 Alloy Safety Toe Waterproof (Brown) Men's Shoes
$180

Timberland PRO Gridworks 8 Alloy Toe Waterproof (Brown) Men
Timberland PRO Gridworks 8 Alloy Toe Waterproof (Brown) Men's Shoes
$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
$175

Timberland PRO Hypercharge 8 Composite Safety Toe Waterproof (Black) Men
Timberland PRO Hypercharge 8 Composite Safety Toe Waterproof (Black) Men's Shoes
$190

Timberland PRO Hypercharge 8 Soft Toe Waterproof (Black) Men
Timberland PRO Hypercharge 8 Soft Toe Waterproof (Black) Men's Shoes
$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 Mudsill Low Steel Toe (Grease Black Oiled) Men
Timberland PRO Mudsill Low Steel Toe (Grease Black Oiled) Men's Industrial Shoes
On sale - now $91.95 - 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 $91.95 - 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 $89.95 - 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 $91.95 - 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 EH (Black/Orange Raptek) Men
Timberland PRO Powertrain Sport Alloy Safety Toe EH (Black/Orange Raptek) Men's Industrial Shoes
On sale - now $99.95 - was $115

Timberland PRO Powertrain Sport Alloy Safety Toe SD (Black) Men
Timberland PRO Powertrain Sport Alloy Safety Toe SD (Black) Men's Shoes
On sale - now $99.95 - was $125

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 $104.95 - was $120

Timberland PRO Powertrain Sport Mid Alloy Safety Toe EH (Black) Men
Timberland PRO Powertrain Sport Mid Alloy Safety Toe EH (Black) Men's Shoes
On sale - now $115.95 - was $145

Timberland PRO Powertrain Sport Slip-On Alloy Safety Toe SD+ (Black Ripstop Nylon) Men
Timberland PRO Powertrain Sport Slip-On Alloy Safety Toe SD+ (Black Ripstop Nylon) Men's Industrial Shoes
On sale - now $95.95 - was $120

Timberland PRO Reaxion Composite Safety Toe (Black/Black) Men
Timberland PRO Reaxion Composite Safety Toe (Black/Black) Men's Shoes
$130

Timberland PRO Reaxion Composite Safety Toe (Black/Orange) Men
Timberland PRO Reaxion Composite Safety Toe (Black/Orange) Men's Shoes
On sale - now $114.95 - 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 $114.95 - was $130

Timberland PRO Reaxion Composite Safety Toe Waterproof (Brown/Green) Men
Timberland PRO Reaxion Composite Safety Toe Waterproof (Brown/Green) Men's Shoes
$155

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 $139.95 - 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 $139.95 - 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
$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 $129.99 - 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 $108.38 - 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 $99.95 - was $110

Timberland PRO Valor Newmarket (Black) Men
Timberland PRO Valor Newmarket (Black) Men's Industrial Shoes
On sale - now $89.99 - was $110

Timberland Torrez Slipper, Brown
Timberland Torrez Slipper, Brown
On sale - now $44.98 - was $75

Timberland Torrez Slipper, Brown
Timberland Torrez Slipper, Brown
On sale - now $44.98 - was $75

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 $129.95 - was $150