Anchoring in the Sassafras, Middle River, Rock Hall, Annapolis, Herrington Harbor (can be choppy), Chester River, Deltaville area, there are literally thousands of places to anchor Chesapeake Bay. Depends on how close you want to be to dinghy ride and get on land or if its just a spot for the night. More @Wikipedia
Hover over any link to get a description of the article. Please note that search keywords are sometimes hidden within the full article and don't appear in the description or title.