When the original site was flooded in 1927 to create the Quabbin Reservoir, Hillside relocated to 320 acres of farmland in Marlborough, Massachusetts, its current location. Area that was to become Greenwich, MA is settled as Quabbin Parish. 1754 Area is incorporated and was known as Quabbin. Ellery Drinkwater remarries to Olive Blackmer. 1863 Charlotte graduates from Westfield Normal School.
Charlotte teaches elementary school in Swift River Valley.
1871 - 1900 Charlotte works as Director of YWCA in Boston. 1872 circa Mary Drinkwater marries Charles Warren. Charlotte retires from YWCA and returns to Greenwich, MA in the Swift River Valley. Two branches of the Swift River ran through Greenwich and one branch ran right by the Drinkwater Farm. The main building on the farm was right on the side of Mt. Quabbin and thus the school's name.