I. Maj. John Bolling, b. 1700, son of Col. John Bolling and Mary, née Kennon, was noted for his sagacity in business and fine executive ability, as well as for his hospitality and love of pleasure. He lived in a style of profuse elegance, feasting and hunting and keeping fine horses and dogs. For many years he was County Lieutenant of Chesterfield, an office of much dignity and importance, as he commanded the county militia, and presided at court. He married (August 24, 1728) Elizabeth Blair, daughter of Col. Archibald Blair, and niece of the Commissary of the Bishop of London, Rev. Dr. James Blair, one of the founders of William and Mary College and its first President. Maj. John Bolling, of Cobbs, d. September 6, 1757. Issue:
1. Thomas Bolling, sixth in descent, b. 1735; d. 1804. Married Elizabeth Gay.
2. John Bolling, of Chestnut Grove, b. 1737. Married Martha Jefferson, sister of Thomas Jefferson, President of the United States.
3. Robert Bolling, of Chillowe, b. 1738; d. 1769. Married, first, Mary Bruton; second, Susan Watson.
4. Mary Bolling, b. 1744. Married Richard Bland, of Jordans.
5. Sarah Bolling, b. 1748. Married John Tazewell, of Williamsburg. He was Judge of the General Court and Clerk of the Revolutionary Conventions of 1775 and 1776.
6. Archibald Bolling, b. 1750, lived at "Mt. Athos," in Campbell County. Married, first (1770), Sarah Cary; second (1774), Jane Randolph; third (1797), widow Byrd; fourth (1802), widow Clark.
7. Ann Bolling, b. 1752. Married William Dandridge.