This volume represents the product of 25 years of study conducted by the Pylos Regional Archaeological Project, a multidisciplinary, diachronic archaeological expedition formally organized in 1990 to investigate the history of prehistoric and historic settlement in western Messenia in Greece. An introduction, setting the project in context, and an extensive gazetteer of sites precede a collection of eight previously published articles, which appeared in Hesperia, the journal of the American School of Classical Studies at Athens, between 1997 and 2010. Taken together, these contributions document a comprehensive methodological approach by an archaeological project that was one of the first to incorporate new technologies such as digital mapping tools and online databases. The results of such a long-term and multifaceted research program illuminate the shifting relationships between humans, their landscapes, and historical forces, both local and distant. The Pylos Regional Archaeological Project: A Retrospective provides an invaluable resource not only for those interested in the history and development of southwestern Greece but also for researchers interested in exploring the full range of methodological approaches to archaeological survey.