Hyperspectral imagery is capable of providing detailed spectral reflectance information of agricultural fields for potential use in site-specific management operations. Analysis of these data are complicated by the large number of spectral bands, the many different components or endmembers (e.g. plant and soil), and the presence of shadows. Unlike simple unmixing approaches which compute the fraction of a fixed number of components, multiple endmember spectral mixture analysis (MESMA) also determines which components are present in each pixel. This study compared whether using different shadow endmembers (EM) in a 4-EM model (sunlit green leaf, sunlit soil, shadowed leaf, shadowed soil) would improve estimates of scene components compared to a 3-EM model (sunlit green leaf, sunlit soil, photometric shade). Results revealed that correlations with percent cover and height were improved when shadow or shade endmembers were included for both models compared to the green leaf fraction alone. The 3-EM model was superior for developing a direct relationship for estimating cover and height but was not able to estimate SPAD or chlorophyll a. The 4-EM model showed the best results for SPAD and chlorophyll a, with r2 values of 0.84 and 0.77, respectively.