POLITICS: Why Does Trump Want to Address Israel at Masada? The famous fortress is about pageantry, and specifically the pageantry of the underdog (Sigal Samuel, The Atlantic). The article speculates about President Trump's motivations for choosing this venue for the main speech of his upcoming visit to Israel. But it also gives some background on Masada and the importance of the story of its fall in Israeli culture.
Some of the many, many past PaleoJudaica posts on Masada are collected here.