The Holloway Family
For a number of years I had John Holloway as the son of David and Elizabeth (Matthews) Holloway. Based on the extensive research of Scott Swanson and others, we believe that he was actually the son of William and Anne Holloway. I have relied heavily on the research of Scott for the information on this page who was kind enough to share it with me.
William Holloway – Died After 04 December 1744 and Before 1 April 1746.
William Holloway died after 04 December 1744 in Spotsylvania County, Virginia, the date of his will. Sometime before 1701 he married Anne. Some researchers have her maiden name as Waller, however there is nothing to substantiate that (at least to-date.) There were Waller families living close to William, but no daughters named Anne that have been found to-date. William and Anne had six children, all of who are mentioned in his will dated 04 December 1744. William’s will was proven 03 June 1746 in Spotsylvania County, Virginia.
Some genealogies on the web give William’s surname as Holladay. There is no equivalence between the surnames Holloday and Holloway. Crozier, who abstracted the Spotsylvania records, may be responsible for some of the confusion since he abstracted “our” William’s will as that of William Holladay. The county records invariably refer to “our” William in the probate and deed records that can be clearly associated with him as Holloway. There were Holliday’s in that area of Virginia at the same time as our Holloway family. (Thanks to Scott Swanson for this clarification.)
Will of William Holloway- Died After 04 December 1744 and Before 1 April 1746.
In the name of God Amen I William Holloway of the Parish of St. George and County of Spotsylvania in the Colony of Virginia being of perfect sense and memory do make this my last will and testament in manner following:.
Item I give and bequeath to my beloved wife Ann Holloway three negroes named Jack a man and Nason and Jonny woman to her and her heirs forever also one negro girl named Milly to her and her heirs forever.
Item I give to my son John two negro men named Tony and Will to him and his heirs forever.
Item I give to my son Charles two negroes one named Robin a man and the other named Moll a girl to him and his heirs forever. I give to my son George a negro man called Harry and a negro boy called Toboy to him and his heirs forever.
Item I give to my son Robert a negro man named Sam to him and his heirs forever also a negro girl named Bette to him and his heirs forever also a negro woman named Sarah to him and his heirs forever.
Item I give to my daughter Elizabeth the wife of Thomas Dillard a negro girl named Judey to her and her heirs forever.
Item I give to my grandson John Robinson a negro man named Peter to him and his heirs forever.
Item I give unto my grandson William Holloway the son of Robert Holloway all my land in King William County to him and his heirs forever.
Item I give the one half of my land in Spotsylvania County unto my loving wife for and during her natural life including the plantation and after her decease I give the same land unto my grandson John Robinson to him and his heirs forever.
Item I give the remainder of my land in Spotsylvania County unto my grandson William Holloway the son of John Holloway to him and his heirs forever.
Item I give unto my daughter Ann the wife of John Robinson a cow and calf to her and her heirs forever.
Item I give all the rest of my estate be it of what nature of quality soever to be equally divided amongst my wife and all my children.
And of this my last will and testament I do constitute and appoint my sons Charles and Robert whol and sole executors, confirming this to be my last will and revoking all other wills by me made in testimony of which I have hereunto set my hand and seal this fourth day of December 1744.
[signed] William Holloway (x) Sealed, published, and declared in the presence of us W. Walton, Matthew Gayle, Henry Rogers.
[Spotsylvania County VA Will Book A: 431-432; printed in Carlton M. Dillard, Back to Old Virginia….: 14-15]
William Holloway´s will was proved by witnesses Matthew Gale and Henry Rogers. John Holloway, the heir at law, appeared and said he had no objections to offer against the proving of the will; Charles Holloway, one of the executors named in the will, refused the executorship thereof. Robert Holloway, the other executor, was summoned to the next Court to answer whether he will accept the executorship; 1 April 1746.
[Sparacio, Spotsylvania County VA Order Book 1744-1746: 87]
Anne Holloway, widow of William Holloway, renounced legacies and insists on her third share of his estate; William McWilliams, John Parrish, Matthew Gale, and Philip Vincent Vass ordered, once they have appraised the estate, to set aside her thirds; 3 June 1746.
[Sparacio, Spotsylvania County VA Order Book 1744-1746: 92]
Children of William and Anne Holloway
The children named in the will of William and Anne Holloway are:
- John Holloway (married Rachel)
- Elizabeth Holloway (married Thomas Dillard)
- Charles Holloway
- George Holloway
- Robert Holloway
- Anne Holloway (married John Robinson)
John Holloway (son of William and Anne Holloway)
John died in 1764 in Caroline County, Virginia. About 1724 he married Rachel. Rachel’s last name is unknown. Many genealogies on the web give his date of birth/baptism as 07 December 1701. This, however, is not correct. The John Holloway who was baptized 07 December 1701, was the son of David and Elizabeth (Matthews) Holloway, not the son of William and Anne.
He qualified as a guardian of his son William in the Spotsylvania records dated October 7, 1746.
William may have inherited property in Spotsylvania (see the will of William Holloway above) for the county records show that he and his wife, Mary, deeded property on August 5, 1755. In the deed he was described as “of Caroline County”.
John’s will, written in Essex County, Virginia was probated in Caroline Co., VA in 1770. His son William is not mentioned in his will. William may have already been provided for at an earlier date.
Garland Evans Hopkins, in his book Colonial Cousins, has John as the son of David and Elizabeth (Matthews) Holloway. I think this is incorrect. From William’s will (above) we know that William and Anne had a son named John and that John had a son named William. William left his grandson, William land in Spotsylvania County, Virginia. About the same time as William, Sr.’s death, John was named guardian of his son William in Spotsylvania County, Virginia, presumably as a result of the bequest from his grandfather. In 1755, William Holloway and his wife Mary of Caroline County, Virginia sold land in Spotsylvania County, Virginia (see below.)
Mr. Hopkins seems to have confused the two families in a number of cases. No doubt this is caused by the fact that the Holloway family was not very original in naming there children. There are lots of Williams, Georges and Johns! I believe that the David Holloway family is closely related to the Holloway family outlined here, but exactly will have to be the subject of further research.
Children of John and Rachel Holloway
John and Rachel had at least two sons:
- John Holloway (married Elizabeth Cammack)
- William Holloway (married Mary)
William above was the father of Clarissa Holloway Hill who married Samuel Hill.
William Holloway (son of John and Rachel Holloway)
William Holloway, son of John Holloway, heir in will of his grandfather William Holloway, dated 04 December 1744, proven 03 June 1746 Spotsylvania County VA: the half of land in Spotsylvania County VA not including plantation John Holloway guardian to his son William Holloway; surety John Chew; 7 October 1746 Spotsylvania County VA; [Spotsylvania County VA Will Book A; Crozier, Spotsylvania County VA: 71]
William Holloway appears in the Caroline County, Virginia land tax list for 1785-1793. In 1794 the land of his estate was divided between sons George Holloway and John Holloway
William Holloway, son of John Holloway, being of lawful age, chose his father John Holloway as his guardian, who came to Court and gave bond; 07 October 1746; Presumably this means that William Holloway was at least 14 years old. That would mean John was born somewhere between 1732 and 1736. The guardianship was probably necessitated by the bequest under his grandfather’s will. [Spotsylvania County VA Order Book 1738-1749: 393; Sparacio, Spotsylvania County VA Order Book 1746-1748: 2]
William Holloway of Caroline County VA and his wife Mary Holloway, sold Robert Dudley of Spotsylvania County VA, 250 acres in St George’s Parish, Spotsylvania County, VA on 5 August 1755; [Crozier: Spotsylvania County Records 1721-1800: 200]
Children of William and Mary Holloway
William and Mary Holloway had three children:
- George Holloway
- John Holloway
- Clarissa Jane Holloway
Clarissa married Samuel Hill, who is the progenitor of the Hills on this website.