Verse 2
a large army -- While the Assyrian king besieges Lachish, he sends a high-ranking official to pressure Hezekiah into surrender. This official’s title translates as “chief cupbearer.” The siege of Lachish was well-documented in a series of reliefs decorating a room of Sennacherib’s palace in Nineveh.
the highway of the field of the washer -- The Assyrian official meets the envoys of Hezekiah at the very place where Isaiah met Ahaz (Isaiah 7:3).