Greenway trails, or linear community parks, are growing in popularity around the world and are increasingly prevalent in cities of all sizes in the United States. At their best, greenways can provide affordable transportation, access to jobs, safe recreation space, community building, biodiversity protection, stormwater drainage, and air and noise quality benefits. Yet, commonly, neoliberal governance and design of greenways leads to diminished social and environmental design in favor of economic development. Intentional design for social, environmental and economic stability is crucial for successful greenways, though they are often viewed as innately sustainable. Urban Political Ecology (UPE), Actor Network Theory (ANT), and Campbell's Sustainable Development are used together as lenses to better understand the greenway development process and its outcomes. This research is a case study of the Roanoke River Greenway (RRG) in Roanoke, Virginia which was conducted in attempt to discover who benefits from the greenway, in what ways, and by what means. Semi-structured interviews, participant observation, and mapping combined to answer research questions. Participants were eleven neighborhood residents, five greenway commissioners, and five city and regional leaders involved with the greenway. Interviews were transcribed, coded, and grouped into themes, along with map data and field notes. I combined these methods to draw conclusions that shed light on the complex system surrounding the RRG. Conclusions are (1) that residents who live near the greenway and want to use it for recreational purposes as well as the City of Roanoke and its elite class of businessowners and homeowning residents who live near the greenway benefit the most from the RRG benefit because the greenway is catered toward recreation and economic development, in form, function, and process, (2) that the system which enables these benefits and prioritizes their beneficiaries is the greenway's evolving planning process, a system both steeped in mindsets of traditional economic development and exclusive planning aesthetics and imbued with innovative approaches of connecting residents to the outdoor environment, and (3) that Roanoke's greenway movement is strong because of its popularity but is vulnerable, because there are no provisions to officially protect it for the future, in terms of maintenance, increased use, and public opinion. Implications for praxis are that communities with greenway trails should diversify the people and perspectives who have power in the planning practice, that environmental and social design should be addressed directly and consistently in greenway development and maintenance, and greater outreach efforts should be made to residents in order to make the greenways more accessible and welcoming to diverse users. Implications for research are for increased research conducted with low-income and minority residents and on microlevel social and economic impacts in neighborhoods.