This article in the journal Environmental Science and Policy presents an ecosystem services framework for assessing the context-specific needs of decision makers, while considering the strengths and limitations of greenwater infrastructure use in urban stormwater management. It describes multiple dimensions of the planning system, identifies points of intervention, and illustrates two applications of our framework—in Durham, North Carolina, and Portland, Oregon. In these case studies, the framework is applied to explicitly consider tradeoffs, thereby assisting planning professionals who are considering implementation of green stormwater infrastructure. The article includes a research agenda that explores opportunities for further evaluations of greenwater infrastructure design, implementation, and maintenance in cities.