Men's Timberland Hiking & Trail Shoes Under $100

All Timberland

9 sneakers · lowest price, any size

Timberland Mt. Maddsen Mid Hiker 'Black' TB02731R-001 Timberland Mt. Maddsen Mid Hiker 'Black' $55 Timberland White Ledge Waterproof Mid Hiker Boot 'Castle Grey' TB1A64PG-033 Timberland White Ledge Waterproof Mid Hiker Boot 'Castle Grey' $72 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 'Grey Black Green' TB0A2A38-033 Timberland Euro Hiker Mid 'Grey Black Green' $98 Timberland FlyRoam Sport Hiker TB0A1K1F Timberland FlyRoam Sport Hiker $83

Which Men's Timberland Hiking & Trail Shoes cost under $100?

9 Men's Timberland Hiking & Trail Shoes sell new with the original box from $55 to $99; the typical pair is $87. 7 of them list under retail, one in ten of those is 50% off or more. Prices as of Oct 2026.