Although the Hellenistic Age was a highly dynamic and vibrant period in history, it is usually relegated to a subordinate status in classical studies because kings, particularly from the Seleucid, Ptolemaic, and Antigonid dynasties, dominated international affairs and limited the freedom and autonomy of city-states and leagues, particularly on the Greek mainland. Nevertheless, there was significant continuity with earlier periods with their constantly shifting balances of power and leaders appealing to the politically charged concepts of freedom, equality, and the rule of law. By providing close readings across genres and perspectives of archaeological and documentary sources from the Hellenistic Age, this paper will provide a fresh starting point for integrating this period into the broader historical discipline and demonstrate ways to move beyond the dichotomy between East and West.