Typically, land degradation on arid and semi‐arid military training and testing lands in the desert Southwestern United States is associated with a decrease in total vegetative cover. Long‐term field surveys have been established by the military to measure and monitor total vegetative cover over time. However, field methods are not cost effective due to the large area of training lands, nearly 3 million acres in the California deserts alone, that must be sampled. Measurements recorded at individual transects must still be spatially extrapolated to produce a complete census of the installation. Remote sensing has been used to spatially extrapolate such field measurements over larger areas, but in the past, imagery has lacked sufficient spatial resolution to accurately estimate total vegetative cover. In this study, nested, high resolution imagery was collected at different spatial resolutions for study sites at the Marine Corps Air Ground Combat Center in the south‐central Mojave Desert of southern California. Vegetation cover estimates derived from these multiple resolution images were examined as a possible surrogate for sampling total vegetative cover in the field. Results indicate that a high correlation exits between field measurements of cover and estimates of cover derived from imagery. However, similar to field measurements, if the intent is to estimate total vegetative cover across large geographic areas, high resolution imagery is also costly in terms of collection, processing, and interpretation because a single image generally covers a small geographic area. Therefore, a protocol to scale detailed observations of total cover from high resolution imagery to lower resolution imagery that covers a larger geographic area was developed and tested. The results of this study indicate that a relatively high correlation exists between vegetation cover estimates derived from high resolution imagery and image brightness derived from a nested, lower resolution image. This protocol now allows military land managers to sample site‐specific areas with high resolution imagery and extrapolate absolute estimates of vegetation cover across training and testing lands with more cost effective, lower resolution imagery that provides complete coverage of an installation.