The Chesapeake Bay watershed covers , square miles in six states and the District of Columbia. To understand how it “works,” protect it, and restore its health, we must have a sense of the whole system, and how its pieces fit together geographically. Geography. The Chesapeake Bay Watershed Satellite Image of the Chesapeake Bay.Chesapeake Bay Waterfront Homes For Sale . The Chesapeake Bay, located on the eastern edge of Virginia, is a body of water over miles long which creates over , miles of shorelines between the actual bay and its tributaries..Chart This is the big Chesapeake Bay chart that shows everything from the mouth of the Bay at Hampton Roads to the Sassafras River, north of the Chesapeake Bay Bridge. Online map of boat ramp locations in the Maryland portion of the Chesapeake Bay..About the Chesapeake Bay Program. The Chesapeake Bay Program is a unique regional partnership that has led and directed the restoration of the Chesapeake Bay since . Severn Avenue Suite Annapolis, MD Tel YOUR BAY Fax .