The Bellbird Biological Corridor, known in Spanish as the Corredor Biolgico Pjaro Campana (CBPC), is a designated conservation area in Costa Rica that aims to bridge the cloud forests of the central mountainous Monteverde region with the coastal mangroves in the Gulf of Nicoya. The CBPC is not a true corridor since it does not provide connected, linear land between the cloud forests and the mangroves. In March of 2011, the CBPC Initiative published a 5-year strategic plan and identified the need to develop a baseline study of forest distribution and connectivity within the CBPC in order to identify and prioritize reforestation, restoration, and conservation projects. This dissertation uses remotely sensed data and geospatial analyses to examine broad-scale spatial and temporal changes in the Costa Rican CBPC landscape related to multiple perspectives of land stewardship and use. Specifically, land cover/land use derived from a time-series of satellite imagery was coupled with information on national conservation policy decisions, ecosystem services and stakeholder concerns to: 1) track longitudinal changes in forest cover to assess forest connectivity over a broad area between 1974 and 2014; 2) evaluate the spatial distribution of the Payment for Ecosystem Services Contracts within the corridor; and 3) identify key areas for future conservation that balance human needs and ecosystem values. The aim of these efforts is to further our understanding of the impacts of conservation policies and practices on critical ecosystem processes such as biodiversity. Results of this investigation are expected to promote forest connectivity and help turn the CBPC from a designated conservation area into a functional wildlife corridor.