Men's Leather Timberland Hiking & Trail Shoes Under $100

All Timberland

2 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

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

2 Men's Leather Timberland Hiking & Trail Shoes sell new with the original box from $55 to $72; the typical pair is $55. 2 of them list under retail, one in ten of those is 50% off or more. Prices as of Oct 2026.