Urban greenspace is important for the health of cities. Up-to-date databases and information are vital to maintain and monitor growth in cities. During the last decade, advances in spaceborne hyperspectral sensors have resulted in some advantages being gained over multispectral sensors for land cover monitoring (due to increased spectral resolution). The objective of this research was to compare Earth Observing-1 (EO-1) Hyperion hyperspectral data to Landsat 5 Thematic Mapper (TM) and Satellite Probatoire d'Observation de la Terre (SPOT) 5 multispectral data for land cover classification in a dense urban landscape. For comparative analysis, orthorectified aerial imagery provided by the Toronto and Region Conservation Authority (TRCA) was used as ground truth data for accuracy assessment. This study utilized conventional and segmented principal components (CPCA and SPCA) for data compression on the Hyperion imagery, and used principal components analysis (PCA) as a visual enhancement technique for multispectral imagery. Image processing including the generation of the normalized difference vegetation index (NDVI), and mean texture was also performed for both Landsat and SPOT sensors. Unsupervised iterative self-organizing data analysis (ISODATA) classification procedures were performed on all images to produce land cover classification maps for a portion of the Lower Don River in Toronto, Ontario, Canada. Experiments conducted in this research demonstrated that hyperspectral imagery produced a higher overall accuracy (5-6% better) than multispectral data with the same resolution for defining vegetation cover. In addition, SPOT generated greater accuracy results than Landsat or Hyperion for vegetation classes. It was found that conventional Hyperion and segmented Hyperion methods outperformed the Landsat 5 TM sensor for vegetation differences (for tree canopy and open green spaces).