From June 11- July 19, 2001, the University of Maryland archaeology field school conducted test excavations at two properties in the Eastport neighborhood of the City of Annapolis, Anne Arundel County Maryland, at 119 Chester Avenue (Site 18AP93) and 110 Chesapeake Avenue (Site 18AP94). This investigation was initiated by Archaeology in Annapolis, a cooperative project between the University of Maryland College Park (UMCP) and the Historic Annapolis Foundation (HAF), and was conducted in association with the instruction of the summer field school in urban archaeology offered annually through the Department of Anthropology at UMCP. Investigations at these two properties were undertaken as part of an initiative to explore Eastport as a potential area to host future seasons of excavation with the UMCP archaeology field school, both to contribute towards a deeper understanding of the history and development of this community and to provide archaeological data where currently there is very little available. This research is being developed in consultation with Peg Wallace at the Annapolis Maritime Museum in Eastport. The research described in this report was conducted under the direction of Dr. Mark P. Leone, Department of Anthropology at UMCP, and Dr. Jessica Neuwirth, formerly with the Historic Annapolis Foundation, with field supervision by Matthew Palus and Kris Beadenkopf.