George A. Flagg was the son of Levi Flagg and was born on June 14, 1855, in Boylston Massachusetts. George went to public school in Boylston and started working in the fields around the same age as his father, Levi, had started. He worked on the family farm that Levi owned for three years after his schooling ended. Like Levi, he bought his own farm in Boylston and was involved in the cattle exchange business. George was also involved in a slaughterhouse, cider mill, and wood cutting businesses.1 Moreover, George had invested heavily in local electric railways companies.2 To the right is an image of a house George owned but did not live in when the Wachusett Reservoir was formed.
2Ellery Bicknell Crane, Historic Homes and Institutions and Genealogical and Personal Memoirs of Worcester County, Massachusetts: With a History of Worcester Society of Antiquity.
George Flagg's Icehouse
George was a Republican like his father and held multiple positions in the town such as collector of taxes, assessor, and town treasurer in Boylston.1 George also owned much land in the town of Boylston that was not flooded. For example, he owned another house on Main Street that had an apple orchard. George was also one of the main developers in the Morningdale section of Boylston. In 1898, he purchased a significant amount of land in the section of town and built 22 buildings on Flagg Street and Mill Road. This section was not flooded during the construction of the reservoir. The pond near George’s property is referred to as Flaggs Pond as the land around it had been owned by Stephen Flagg and his son Captain Stephen Flagg.2
George married Mary Bruseau in 1888 and would have nine children: Mabel, Levi, Frank, Caroline, Gertrude, Augustus, J. Walter, George, and Henry.George died in 1928.3 On the right is another building of George's that was taken; it is an icehouse.
1Ellery Bicknell Crane, Historic Homes and Institutions and Genealogical and Personal Memoirs of Worcester County, Massachusetts: With a History of Worcester Society of Antiquity.
3Ellery Bicknell Crane, Historic Homes and Institutions and Genealogical and Personal Memoirs of Worcester County, Massachusetts: With a History of Worcester Society of Antiquity.