In recent years, forested areas along the foothills of the Colorado Front Range have been subject to parasite infestations and drought conditions that have stressed these systems. The focus of this study are the Ponderosa Pines (Pinus ponderosa) of the Jefferson County Parks and Open Space, which show the accumulated effects of infestation by Dwarf Mistletoe (Arceuthobium vaginatum cryptopodum), Mountain Pine Beetle (Dendroctonus ponderosae), and drought conditions that began in the Fall of 2011. Numerous studies have demonstrated the effectiveness of satellite imagery analysis for the monitoring of parasite infestations and general forest health. We have examined WorldView-2 satellite imagery from 2010-2013, confirmed by ground truth provided by Jefferson County Parks and Open Space for White Ranch Park and Elk Meadow Park. The research approach included the examination of data optimization methods for spectral identification of affected trees using 8-band data (e.g., normalized band ratios, principal component analysis, maximum noise fraction, and statistical validation), decision tree land cover classification methods, and change detection. The results of supervised classification analysis of Ponderosa Pine health have an accuracy of > 90% and a precision of 0.89 (Kappa Statistic). High accuracy land cover mapping is critical for parasite mitigation, and efforts to minimize future infestations. This project is part of an ongoing a partnership between Jefferson County Parks and Open Space and DigitalGlobe, monitoring vegetation health, invasive species and parasite activity for the purpose of long-range remediation planning.