Men's Leather Timberland Sneakers Under $150

All Timberland

46 sneakers · lowest price, any size

Timberland 3-Eye Lug Handsewn Boat 'Burgundy' TB050009-648 Timberland 3-Eye Lug Handsewn Boat 'Burgundy' $91 Timberland 3-Eye Lug Handsewn Boat 'Brown' TB030003-214 Timberland 3-Eye Lug Handsewn Boat 'Brown' $133 Timberland TiTAN EV 6 Inch Composite Toe Waterproof Work Boot 'Teak Brown' TB1A42FY-214 Timberland TiTAN EV 6 Inch Composite Toe Waterproof Work Boot 'Teak Brown' $90 Timberland Euro Hiker Leather Boot 'Medium Brown' TB095100-214 Timberland Euro Hiker Leather Boot 'Medium Brown' $110 Timberland Mt. Maddsen Mid Hiker 'Black' TB02731R-001 Timberland Mt. Maddsen Mid Hiker 'Black' $55 Timberland Field Boot Mid Waterproof 'Chocolate' TB1A18A6-D47 Timberland Field Boot Mid Waterproof 'Chocolate' $117 Timberland White Ledge Waterproof Mid Hiker Boot 'Castle Grey' TB1A64PG-033 Timberland White Ledge Waterproof Mid Hiker Boot 'Castle Grey' $72 Timberland Field Boot 'Black' TB0A17KY-001 Timberland Field Boot 'Black' $97 Timberland Euro Sprint Hiker 'Wheat Black' TB0A1NHJ-231 Timberland Euro Sprint Hiker 'Wheat Black' $126 Timberland 1973 Newman Premium Chukka Boot 'Black' TB050059-001 Timberland 1973 Newman Premium Chukka Boot 'Black' $75 Timberland Field Boot 'Wheat' TB0A18RI231 Timberland Field Boot 'Wheat' $130 Timberland 1973 Newman Premium Chukka Boot 'Black' TB150059-001 Timberland 1973 Newman Premium Chukka Boot 'Black' $55 Timberland Direct Attach 6 Inch Boot 'Black' TB026038-001 Timberland Direct Attach 6 Inch Boot 'Black' $115 Timberland 6 Inch Waterproof Field Boot 'Light Beige' TB0A2JFC-269 Timberland 6 Inch Waterproof Field Boot 'Light Beige' $115 Timberland 6 Inch Leather 'Beige Green' TB0A1RBP Timberland 6 Inch Leather 'Beige Green' $144 Timberland Bradstreet Chukka Mid 'Brown' TB0A13EE-214 Timberland Bradstreet Chukka Mid 'Brown' $105 Timberland White Legde Mid 'Black' TB012122-001 Timberland White Legde Mid 'Black' $75 Timberland 6 Inch Heritage Premium Waterproof Boot 'Black Pioneers' TB0A2NU3-EM4 Timberland 6 Inch Heritage Premium Waterproof Boot 'Black Pioneers' $130 Timberland Arbor Road 6 Inch Waterproof Boot 'Wheat' TB0A5YKD-231 Timberland Arbor Road 6 Inch Waterproof Boot 'Wheat' $70 Timberland Classic Waterproof Chukka Boot 'Black' 50059001 Timberland Classic Waterproof Chukka Boot 'Black' $140 Timberland Keele Ridge Boot 'Brown' TB0A15LO-242 Timberland Keele Ridge Boot 'Brown' $100 Timberland Lincoln Peak Waterproof Mid 'Wheat' TB0A2G4S-231 Timberland Lincoln Peak Waterproof Mid 'Wheat' $98 Timberland Mt. Maddsen Mid Hiker 'Light Brown' TB0A1J1N-230 Timberland Mt. Maddsen Mid Hiker 'Light Brown' $116 Timberland Endurance CSA 6 Inch Steel Toe Work Boot 'Brown' TB052562-214 Timberland Endurance CSA 6 Inch Steel Toe Work Boot 'Brown' $89 Timberland 6 Inch Field Boot 'Hazel Highway' TB0A2GK6-D33 Timberland 6 Inch Field Boot 'Hazel Highway' $138 Timberland Canard 2 Waterproof Oxford 'Medium Brown' TB06865B-210 Timberland Canard 2 Waterproof Oxford 'Medium Brown' $106 Timberland 6 Inch Premium Boot 'Olive Brown' TB0A6291-327 Timberland 6 Inch Premium Boot 'Olive Brown' $148 Timberland Mt. Lincoln Boot 'Wheat Black' TB0A61P8-231 Timberland Mt. Lincoln Boot 'Wheat Black' $113 Timberland TBL Edge Boot 'Black' TB0A5N9T-001 Timberland TBL Edge Boot 'Black' $91 Timberland 6 Inch Titan Composite Toe 'Brown' TB050508-210 Timberland 6 Inch Titan Composite Toe 'Brown' $100 Timberland Field Trekker Mid 'Dark Brown Blue' TB0A23MD-D71 Timberland Field Trekker Mid 'Dark Brown Blue' $129 Timberland Lincoln Peak Waterproof 'Black White' TB0A2DZ2-015 Timberland Lincoln Peak Waterproof 'Black White' $89 Timberland Euro Hiker Mid Boot 'Triple Black' TB056038-001 Timberland Euro Hiker Mid Boot 'Triple Black' $135 Timberland Greenstride Motion 6 'Light Brown' TB0A678Z-DH4 Timberland Greenstride Motion 6 'Light Brown' $117 Timberland Pro Boondock HD 8 Inch Composite Toe Waterproof Work Boot 'Brown' TB0A29TG-214 Timberland Pro Boondock HD 8 Inch Composite Toe Waterproof Work Boot 'Brown' $147 Timberland Direct Attach 6 Inch Steel Toe Waterproof Work Boot 'Brown' TB038021-242 Timberland Direct Attach 6 Inch Steel Toe Waterproof Work Boot 'Brown' $123 Timberland Sawhorse 6 Inch 'Black' TB0A5TF3-001 Timberland Sawhorse 6 Inch 'Black' $96 Timberland Pro 6 Inch Soft Toe Wedge Boot 'Rust' TB053009-214 Timberland Pro 6 Inch Soft Toe Wedge Boot 'Rust' $148 Timberland 6 Inch Premium Warm Collar 'Black' TB0A2E2P-001 Timberland 6 Inch Premium Warm Collar 'Black' $144 Timberland Killington Chukka 'Navy' TB0A1JJC-410 Timberland Killington Chukka 'Navy' $134 Timberland Arbor Road Waterproof Chukka 'Triple Black' TB0A5YJS-015 Timberland Arbor Road Waterproof Chukka 'Triple Black' $55 Timberland Lincoln Peak Waterproof 'Medium Grey' TB0A2DZD-110 Timberland Lincoln Peak Waterproof 'Medium Grey' $72 Timberland Lincoln Peak Waterproof 'Wheat' TB0A41BU-231 Timberland Lincoln Peak Waterproof 'Wheat' $132 Timberland TiTAN EV 6 Inch Composite Toe Waterproof Work Boot 'Wheat' TB0A5Q82-231 Timberland TiTAN EV 6 Inch Composite Toe Waterproof Work Boot 'Wheat' $99 Timberland Mt. Abram Low 'Black' TB0A15WN-001 Timberland Mt. Abram Low 'Black' $94 Timberland Mt. Major 2 Waterproof Mid Boot 'Brown' TB0A28JA-H40 Timberland Mt. Major 2 Waterproof Mid Boot 'Brown' $90

Which Men's Leather Timberland Sneakers cost under $150?

46 Men's Leather Timberland Sneakers sell new with the original box from $55 to $148; the typical pair is $106. 36 of them list under retail, one in ten of those is 50% off or more. Prices as of Oct 2026.