Men's Timberland Hiking & Trail Shoes Under $150

All Timberland

29 sneakers · lowest price, any size

Timberland Mt. Maddsen Waterproof Mid Hiking Boot 'Dark Brown' TB12730R-242 Timberland Mt. Maddsen Waterproof Mid Hiking Boot 'Dark Brown' $100 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 Mt. Maddsen Waterproof Mid Hiking Boot 'Black' TB12731R-001 Timberland Mt. Maddsen Waterproof Mid Hiking Boot 'Black' $110 Timberland Mt. Maddsen Mid Hiker 'Black Gum' TB0A68MR-W02 Timberland Mt. Maddsen Mid Hiker 'Black Gum' $120 Timberland White Ledge Waterproof Mid Hiker Boot 'Castle Grey' TB1A64PG-033 Timberland White Ledge Waterproof Mid Hiker Boot 'Castle Grey' $72 Timberland Euro Hiker 'Wheat Nubuck' TB091566-231 Timberland Euro Hiker 'Wheat Nubuck' $110 Timberland Euro Sprint Hiker 'Wheat Black' TB0A1NHJ-231 Timberland Euro Sprint Hiker 'Wheat Black' $126 Timberland Mt. Maddsen Mid Hiker 'Dark Brown' TB02730R-242 Timberland Mt. Maddsen Mid Hiker 'Dark Brown' $58 Timberland Road Trip Euro Hiker Boot 'Rust Dark Grey' TB0A2PUSAAD Timberland Road Trip Euro Hiker Boot 'Rust Dark Grey' $97 Timberland Euro Hiker Mid 'Black' TB0A28A2-W05 Timberland Euro Hiker Mid 'Black' $99 Timberland Euro Hiker Boot 'Wheat Beige' TB0A28GY-754 Timberland Euro Hiker Boot 'Wheat Beige' $93 Timberland Euro Hiker Mid 'Dark Green' TB0A5ZHH-A58 Timberland Euro Hiker Mid 'Dark Green' $87 Timberland Euro Hiker Mid 'Beige' TB0A2P27-EN3 Timberland Euro Hiker Mid 'Beige' $120 Timberland Euro Hiker Mid 'Grey Black Green' TB0A2A38-033 Timberland Euro Hiker Mid 'Grey Black Green' $98 Timberland White Ledge Mid Waterproof Hiking Boot 'Wheat' TB014176-231 Timberland White Ledge Mid Waterproof Hiking Boot 'Wheat' $104 Timberland Euro Hiker Mid 'Light Brown' TB0A5ZMN-DH4 Timberland Euro Hiker Mid 'Light Brown' $129 Timberland Mt. Maddsen Mid Hiker 'Light Brown' TB0A1J1N-230 Timberland Mt. Maddsen Mid Hiker 'Light Brown' $116 Timberland Euro Hiker 'Medium Brown Olive' TB0A29YT-932 Timberland Euro Hiker 'Medium Brown Olive' $129 Timberland Euro Hiker Boot TB56038 Timberland Euro Hiker Boot $129 Timberland Euro Hiker Mid Boot 'Triple Black' TB056038-001 Timberland Euro Hiker Mid Boot 'Triple Black' $135 Timberland Euro Hiker Mid 'Dark Grey' TB0A5ZKD-W08 Timberland Euro Hiker Mid 'Dark Grey' $149 Timberland Euro Hiker Boot 'Black Green Brown' TB0A2KJP033 Timberland Euro Hiker Boot 'Black Green Brown' $125 Timberland Mt. Maddsen Hiker Boot 'Black' A1648-2731R Timberland Mt. Maddsen Hiker Boot 'Black' $130 Timberland FlyRoam Sport Hiker TB0A1K1F Timberland FlyRoam Sport Hiker $83 Timberland Chillberg Waterproof Hiking Boot 'Jet Black' TB1A2DXY-015 Timberland Chillberg Waterproof Hiking Boot 'Jet Black' $110 Timberland Chillberg Waterproof Hiking Boot 'Wheat' TB09713R-231 Timberland Chillberg Waterproof Hiking Boot 'Wheat' $129 Timberland Rangeley Mid Hiker 'Black' TB09811R Timberland Rangeley Mid Hiker 'Black' $100 Timberland GT Alpine Hiker Boot 2751R Timberland GT Alpine Hiker Boot $136

Which Men's Timberland Hiking & Trail Shoes cost under $150?

29 Men's Timberland Hiking & Trail Shoes sell new with the original box from $58 to $149; the typical pair is $110. 17 of them list under retail, one in ten of those is 40% off or more. Prices as of Oct 2026.