Although Robert’s portion of his father’s property included properties in Spotsylvania County, Robert continued to live at his place called Huckleberry Hall (Roseville). This homesite was acquired in 1766 by purchase from John Pendleton and was comprised of 450 acres. Here Robert Hill and his wife Hannah Garlick reared ten children also. From his carefully kept accounts we find these quaint contracts drawn up as an assurance his own children and neighboring ones would receive the simple rudiments of education and have chaperonage:

The subscriber do agree to live with Robert Hill for the year 1773. To teach children to Read Write Som & Mark to be at school in dur time if health and Weather permits; to take care of his children and House effects in his absence. I do further agree to pay 5 (pounds) if I misbehave or fly from the above. (signed Mary Boyce).

For his part of the agreement Mr. Robert Hill promised:

The subscriber do agree to give Mary Boyce eight pounds as School Mistress & Tutor to my & others children, and 2 shilling a Head for all children except my own & Wm. Garlicks two for one year.

Nine of the ten children Robert and Hannah Hill reared, married and married well. They must have had an eye for the future as their alliances leads one to believe they were making every effort to keep the money and/or lands in the family. Robert served as Gentleman Justice in the county several times between 1757 and 1775. As such he was a member of the County Court, a place held in high regard during all of the colonial period. Only the most representative citizens attained these posts. In mid-October of 1774 when the First Continental Congress met, all of the colonies favoring a boycott of British goods were asked to select a committee of qualified voters who pledged themselves to ferret out and report publicly all persons known to be enemies of American Liberty, no matter whether man or woman. An “enemy” was considered anyone who broke the boycott, beginning December 1, 1774. Robert hill of Huckleberry Hall was among about two dozen men from King and Queen chosen to make up a local Committee Safety. Toward the close of the Revolution he was appointed a commissioner to impress supplies for the Continental Army.