From H1777 (diyn, to judge). Madon was a Canaanite city whose king joined Jabin of Hazor's coalition against Israel (Joshua 11). The name itself means 'place of judgment' or 'place of contention.' The root connection to diyn (to judge) makes the city's name prophetically fitting — it became a place where God judged the nations who opposed His people.
The battle at Merom (Joshua 11) where Madon's king was defeated represents one of the great demonstrations of divine sovereignty in the conquest narrative. Despite a massive coalition of Canaanite armies — 'as many as the sand upon the sea shore' — God told Joshua, 'Be not afraid because of them: for tomorrow about this time will I deliver them up all slain before Israel.' The city whose name means 'contention' discovered that to contend against God's purposes is futile. This pattern repeats throughout Scripture: every Madown — every stronghold of opposition — falls before the advancing kingdom.