Has decentralization contributed to democratic accountability, civic engagement, transparency, and efforts to combat corruption in the contemporary Arab region? This chapter presents key findings from a two-year study assessing decentralization policies and initiatives in five countries – Jordan, Lebanon, Morocco, Tunisia, and Yemen. The chapter discusses several findings of our fieldwork. One is the legacy of colonial experiences which made deconcentration rather than decentralization prevail. Another is the simultaneous promotion and subversion of decentralization, which was not only practiced by governments across the region, but was often subsidized by international assistance. Still another finding discusses how effectiveness of local governments in the region is constrained by opaque regulatory environments and limited human and financial resources at their disposal. Finally, our study also points to instances of success and innovation, against many odds, where capable leadership, engaged civil society, and other factors have paved the way toward palpable improvements in service delivery and urban management. Accordingly, we find that, despite many constraints, decentralization policies in the Arab region may occasionally present significant policy windows that could form opportunities for social, political, and economic changes, if mobilized adequately.