Almost everything published about Syria in English begins in 2011. That is understandable and it is the wrong entry point, because the uprising and the war that followed are unintelligible without the preceding century: the Ottoman collapse, the French mandate, the coups of the 1950s and 60s, and the particular kind of state the Assads built after 1970.
Syria is also a subject where serious writers disagree sharply, about sectarianism, about the balance of responsibility among the regime, armed opposition factions, and foreign powers, and about whether the war is best read as revolution, civil conflict, or proxy war. This path is arranged so you meet the evidence before you meet the arguments, and so you encounter more than one of the arguments.
The long view first
Start with Syria by John McHugo, a compact modern history running from Ottoman rule and the mandate through independence to the uprising. It is the clearest short account of how the borders, the sects, and the political culture came to be arranged as they are.
Then widen the frame with The Arabs by Eugene Rogan, a history of the Arab world across five centuries. Syria is one thread in it, and reading that thread inside the larger story of Ottoman rule, European partition, Arab nationalism, and the post-1945 order stops you from treating Syrian politics as uniquely pathological.
How the state was made
The struggle for Syria by Patrick Seale is the classic study of Syrian politics between 1945 and 1958, when the country was the arena where Egypt, Iraq, Saudi Arabia, and the great powers contested regional leadership. It explains the instability that Baathist rule later claimed to have cured. Seale later became close to Hafez al-Assad, which is worth knowing when you weigh his sympathies.
For the texture of that rule, Ambiguities of domination by Lisa Wedeen is the essential book. It examines the cult of personality around Hafez al-Assad and argues that the regime's power did not depend on anyone believing its slogans, only on everyone acting as if they did. It is short, theoretically sharp, and it explains a great deal about how the system survived.
The uprising and the war
The Syrian jihad by Charles Lister is the detailed account of the armed Islamist factions, their origins, rivalries, and foreign backers. It is a research book, heavy with organisational detail, and it is the most thorough English-language treatment of that side of the conflict.
No turning back by Rania Abouzeid is the human counterpart: reported narrative following a small number of Syrians from the first protests through the war's worst years. She was reporting on the ground, and the book conveys what large-scale analysis cannot.
Syria by David W. Lesch, who interviewed Bashar al-Assad repeatedly before 2011, traces how a president once discussed as a reformer became the leader of the crackdown. Read it against Wedeen and the picture of the regime becomes three-dimensional.
Aftermath
Naked Don't Fear the Water by Matthieu Aikins follows the refugee route out, with the author travelling undocumented alongside an Afghan friend. It is the displacement story that the war produced, told at ground level. Close with Syria after the Uprisings by Joseph Daher, a political-economy analysis of how the regime's alliances with business and its dependence on Russia and Iran shaped what survived.
Read the full path and you will have several incompatible expert accounts in your head at once. That is the honest state of the subject, not a failure of the reading list.
Follow the full ordered path here: Books on the History of Syria, in Reading Order.