Sustainability in agriculture requires an understanding of the regional connectedness of farms and their surrounding areas. Whether a farm is surrounded by natural or urban area, the surrounding neighborhood uniquely effects the external pressures affecting farm dynamics and management. We are developing an agroecosystems experiment at TREC to understand the impact of surrounding areas on cropping systems. We are using cover crops to represent a simplified cropping system to evaluate crop physiology, weed suppression and soil amendment. The interaction among characteristics of the surrounding area, such as plant diversity, with the cropping system will begin to uncover important agroecosystem-level drivers and dynamics.