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Charles Holloway
Born Apr 15, 1688 York Co. VA
Died by 1748? Caroline Co. VA

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Father

SPOUSE	CHILD
Rachael d. aft Nov 1760	?George b. by 1720 York Co. VA d. 1772? ?Caroline Co. VA	Robert b. 1710? VA? d. by ?Mar 11, 1748 Caroline Co. VA	John b. Feb 21, 1719 Martin's Brandon Parish, Prince George Co. VA d. after 1790? ?Edgefield Co. SC
	William b. VA d. after 1790? ?Edgefield Co. SC	dtr b. by 1730 VA	Anne b. by 1730 VA d. by Nov 1747 King George Co. VA
York County Virginia was formed in 1634, one of the earliest in the colonies (see present day map for location).
A Brief Sketch of Colonial York Co. VA [from Hopkins, pp. 5-6].
Prince George County Virginia was formed in 1703 from a portion of Charles City County (see present day map for location). Prince George of Denmark was the husband of England's reigning Queen Anne.
Caroline County Virginia was formed in 1728 from parts of Essex, King and Queen, and King William counties (see present day map for location). Culpeper County Virginia was formed in 1749 from Orange Co. as one of the larger counties in VA, lying between the Blue Ridge Mountains to the west and Rappahannock River to the south and east (see present day map for location).
On May 10, 1728, Charles, of Prince George Co. VA, sold 100 acres of land to John Goodwyn of Surry Co. VA. This land was in Martins Brandon Parish, Prince George Co., bounded by Myery Meadow, "laid out of land left to John, Edward, and Charles Holoway by their father, and is all of that part left to Charles Holloway... Signed, Charles (X) Holloway". Witnesses were Thomas Goodwyn, Thomas Taylor, Jr., George Bagley. Thomas Taylor Jr. would be the son of Thomas Taylor Sr., and brother of Katherine Taylor Holloway, the wife of Charles' brother Edward Jr. [VA Deed book page 1099].
Charles (8 times), John (7) and William (6) were jurors in Caroline County between 1732 and 1745 [Campbell, Colonial Caroline..., p. 353]. On Apr 10, 1741 - CHARLES HOLLOWAY, along with William Lawson, Nicholas Ware, and Robert Taliaferro were appointed to appraise the estate of Hopkins Muse.
In 1735, Charles and John (son?) Holloway and others were fined by the Caroline Co. Court for not testifying regarding their knowledge in a lengthy election investigation [Campbell, Colonial Caroline, p. 86].
In 1746 daughter Anne married Edward Hoyle of King George Co., more than one year after Charles advertised for any eligible young man to marry her, offering two Negroes and 100 pounds sterling. The offer was negotiated down to one negress named Lucy who became a personal maid to Anne in King George which was across the Rappahannock River from Caroline Co. Anne died after a year of marriage and there was a lawsuit in Caroline Co. by Hoyle, accusing his father-in-law of kidnapping the negress Lucy and her two children born while in King George Co. The court allowed Charles to keep them. The order books also mention his "daughters" at the time [Campbell, Colonial Caroline, pp. 423-4].
In 1748 Rachael Holloway was the sole Executrix for the decedent Charles Holloway [Campbell, Colonial Caroline, p. 473].
On Mar 11, 1748/9, the court grants a petition by Rachel Holloway to have administration of the estate of Robert Holloway, security with Charles Holloway. [Caroline Co. Deed Book, Part II, p.135].
On Jun 11, 1748 - Suit in chancery between GEORGE HOLLOWAY plt. and CHARLES HOLLOWAY def. , def. allowed time to answer. On Jun 9, 1749 - GEORGE HOLLOWAY vs. CHARLES HOLLOWAY chancery ordered in account of Robert Holloway. And six months later, on Dec 9, 1749 - Suit in chancery between GEORGE HOLLOWAY compl. And JOHN HOLLOWAY def.deposition be taken relating to the gift of the nergro girl Milly. SIMON POE confessed judgment to the King for 200 pounds. On Dec 13, 1751 - In suit in chancery between GEORGE HOLLOWAY & RACHEL HOLLOWAY it was ordered that the three negroes given by William Holloway to his wife be sold and money divided among his children. And on Aug 10, 1753 - Petition brought by JAMES HANKS against JOHN HOLLOWAY exec. of Anne Holloway. (on May 10, 1751, Ann and John Holloway were involved in a bond hearing.
"From the settling of York, ca. 1630, to the Battle of Yorktown in 1781, no single section in the New World played a more important part in the founding of the American nation than York County, Virginia" [Hopkins, p. 7].
About 1756, a John Holloway, possibly this son of Charles, secured land in Welch Neck, Cheraws District (now Marlboro County), in the interior of South Carolina, and remained there for several decades. He would then already be there when John Holloway first appears there, after receiving a share of Robert's estate from Rachael. His son George Holloway (1766-1851) is born in Lynches Creek SC about the same time as the children of John, the son of Charles.
Welch Neck was settled around 1737 by Welsh Baptists from Delaware, an area of the old Cheraws District that is part of present day Marlboro Co. SC. The Welsh were later joined by English and Scotch-Irish settlers. Map of the Cheraws District between 1785 and 1790
The boundaries of the original Georgetown District remained the same from inception in 1768 to its elimination in 1800, replaced by the county system. The colonial city of Georgetown was located on Winyah Bay at the confluence of the Great Pee Dee River, Waccamaw River, and Sampit River. By 1721 the colonial government granted the English residents' petition to found a new parish, Prince George, on the Black River. In 1734, Prince George was divided; and the newly created Prince Frederick Parish congregation occupied the church at Black River. Prince George Parish, Winyah then encompassed the new town of Georgetown on the Sampit River. Map of the Georgetown District between 1768 and 1784.
On Nov 20, 1760, Rachael gave to her son John, "orphan", his share of his father's estate. It amounted to a little over eight pounds, according to Culpeper Co. VA court records. This could be her son George's son John who was orphaned at this time. Or it could be her son John who was not of age to inherit at the time of Charles' death.
Map of Caroline Co. drawn in 1751 showed Prince George County to the north, and what were previously St. Mary, Drysdale and St. Margaret parishes [Louisa Co. VA Genealogy, website].
In 1762, a George Holloway, possibly Charles' son, was listed among many in Caroline Co. VA who were delinquent on paying a new "tax on wheels" during the French and Indian War [Campbell, pp. 145-6].
In 1769, a John and a William "Hollaway", possibly two sons of Charles were listed as Taxpayers in Craven Co. NC (see website).
In 1772 the estate of a George Holloway [son?] was administered by "Thomas Slaughter and Betty Holloway" [Campbell, Colonial Caroline, p. 483].
In the 1790 Ninety-Six District, Edgefield Co. SC Census [middle column] there is a "John Holloway" with 2 white males over 16 (son John,?) and 1 female (John's daughter ?Mary, his wife Frances died the previous year). Three households up, there is a "Holloday, Wm " with: 1 white male aged 16 or older (son William), 2 white males under 16, 6 white females [?wife, 5 daughters), and no slaves. In this location, there are 5 additional households with similar spellings of the last name Holloway [Gregg, p. 64].
Sources: Campbell, T.E., Colonial Caroline, A History of Caroline County, Virginia, The Dietz Press, Richmond VA, 3rd ed., 1989, pp. 86, 145-6, 353, 423-4, 473, 483. Caroline Co. Deed Book, Part II, p.135. Dorman, John F., Culpeper County Va., Will Book A 1749-1770, Washington DC, p.237; entry re: Rachael's distribution to son John Nov 20, 1760 of his father's estate. Gregg, Alexander, History of the Old Cheraws, Geneal Publ. Co., Balt. MD, 1967, repr. 1925 ed., p. 64. Hopkins, Garland Evans, comp., "The Holloways of York Co. Virginia, and Related Families", in Colonial Cousins... HOLLOWAY and related families originating in the original shire of Charles River, now York County, Virginia, privately issued, 1940, pp. 10, 14-16. Louisa Co. VA Genealogy, "Caroline Co. Creeks and Rivers", map drawn 1751 by Joshua Fry and Peter Jefferson, website. Prince George Co., VA Wills and Deeds 1713-28, Deed book page 1099, abstracted by Benjamin B. Weisiger III, 1973, pp. 147, 292.