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Capt. James Spencer Holloway
Born Feb 26, 1743 Charles Parish, York Co. VA
Died Sep 16, 1829 Jessamine Co. KY

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Father
SPOUSE CHILDREN
Martha Owen Spencer

m. Feb 21, 1779
Charlotte Co. VA
b. Sep 7, 1753
Lunenburg Co. VA
d. Jun 5, 1836
Jessamine Co. KY

Mary

b. Dec 1779
Charlotte Co. VA
d. Dec 12, 1857
?KY
Julie ELizabeth

b. 1780?
Charlotte Co. VA
d. 1833?
Lexington KY
Thomas S.

b. 1782?
Charlotte Co. VA
d. Jan 21, 1814
Lexington KY
John

b. 1784?
Fayette Co. VA (KY)
d. Aug 1834
Jessamine Co. KY
Martha Owen

b. May 3, 1790
Fayette Co. VA (KY)
d. Dec 16, 1871
Washington Co. KY
George

b. 1791?
Fayette Co. VA (KY)
d. by Dec 31, 1830
Jessamine Co. KY
Spencer

b. Feb 28, 1793
Fayette Co. VA (KY)
d. Mar 17, 1883
Jessamine Co. KY
Samuel J.

b. Aug 16, 1795
Fayette Co. VA (KY)
d. Jan 13, 1882
Jessamine Co. KY
The river and county of York are believed to have been named for York, a city in Northern England. Modern Map of Virginia counties shows York County in red. Modern Map of Virginia counties shows Charlotte County in red.
Lunenburg County VA (map) was established in 1746 from Brunswick County (map). Brunswick County was formed from Prince George County in 1720. Prince George County was established in 1702 and its boundaries defined by 1703 (current location shown on map). Originally, its southern boundary was the North Carolina line.
On Dec 13, 1751, relating to a "suit in chancery", by George Holloway and agent Racheal Holloway, it was decreed in Prince George County that the Negroes given by William Holloway to his wife if living be sold and money arising divided among the children of William Holloway and each party to pay their own cost. Exactly three months earlier there was a suit of trespass against Rachell Holloway in Prince George County. She was ordered to pay damages to John Mason, John Robinson, and Martin Trice.
Father George was a surveyor from at least Aug 4, 1752 through May 7, 1755 for Lunenburg County, according to Lunenburg County road orders. On Feb 7, 1760, his son Bennett "is appointed surveyor of the road called Jefferson's Ferry Road whereof George Holloway was the late surveyor".
The Land Grants of Mecklenburg Co. VA in Book 34, page 108 show a grant of 1063 acres in a fork of Church Creek Branch, adjoining Hubbard Ferrell, to George Holloway on 16 Aug 1756. This land, would be divided into 6 equal shares of 177 acres each by George's will three years later.
Father George's will dated Jul 6, 1759, was recorded in Lunenburg Co. VA on Aug 7, 1959. Mother Elizabeth was not named. The sons named, and given 177 acres of land each, were: William, Bennett, John, James, George, and Thomas. His 2 daughters were also named, with Bennett named as co-executor with Henry Delony. Witnesses were John Speed, John Ballard, and Joseph Dobson.
Brothers William and Bennett married sisters Martha and Rebecca Ballard, daughters of John Ballard (1715-1787) of Mecklenburg Co. VA, who witnessed the will of George Holloway on Jul 6, 1759. John Ballard was the son of Thomas Ballard Jr. (1695?-1725?) and grandson of Col. Thomas Ballard (1655?-1710?), born in York Co. VA.
James enlisted in Mar 1776, in the 4th Virginia Regiment of Foote, serving under Col. Robert Lawson. On Sep 28, 1776 he was commissioned an Ensign in command of ten men in Capt. John Brent's company [Roll of Capt. Brent company Jun 1777, familysearch.org, "Rev War Rolls, 1775-1783, State of VA] in Col. Lawson's regiment as it made its way out of Virginia north via the Elk River (MD), then marching through Philadelphia and meeting Gen. Washington's army of 2400 troops before crossing the Delaware into New Jersey, reaching Trenton on Dec 26. James fought at pivotal victories there and then at Princeton Jan 2, 1777, and finally spending the winter at Morristown NJ, where it was recorded: "Ensign James Holloway sick at Morristown".
The battle of White Plains NY was fought Oct 28, 1776 near White Plains NY, and resulted in Washington's army retreating to his base at White Plains and eventually to New Jersey.
On Nov 29, 1777 James received a commission by the Continental Congress as a 2nd Lieutenant in command of 16 men [].
On May 1, 1778, after spending the winter of 1777/8 at Valley Forge, James was commissioned as a 1st Lieutenant under Col. James Wood to command 20 men.
On Sep 30, 1778 Lieutenant James Holloway was "returned as a supernumerary" according to a Dec 13, 1831 pension application [Graves, revwarapps.org, website]. A supernumerary was be an officer in the war who was no longer needed, possibly due to merging of regiments after battle losses.
In 1780, Lt. James Holloway was appointed Captain of the Charlotte Co. Militia [Cundiff, "Holloway ancestry", manuscript, p. 7, ref. Charlotte Co. records].
Brother George married Sarah Patterson (1757-1825) and had four children born in Virginia. They later had a child named David born in North Carolina in 1783 and died Jul 24, 1856 in Rusk Co. TX. Sarah died in Wilkes Co. NC in 1825.
Brother Reuben was listed as being a patriot at the Battle of the Cowpens, Jan 17, 1781, a decisive victory over the British. Reuben enlisted from District 96 (Spartanburg) as a waiting boy/cook.
Brother Reuben appears in the 1790 Edgefield SC Census (begun Aug 1790), on the first line of the first column on page 511, as a 10-member household headed by "Reubin Holleway" living in the Edgefield section (Ninety-Six District). A Caleb Holloway and a "Wm Holloday" (Reuben's brother and nephew), and several John Holloways also appear on the same page in the same District [FamilySearch.org, website, microfilm image #325, source p. 511].
The grave marker of Reuben Holloway, "PVT REUBEN HOLLOWAY SC MILITIA REV WAR 1753 1806", at Holloway Family Cemetery in the town of Ninety-Six, Greenwood Co. SC [Find-a-grave, website].
The Edgefield District in South Carolina was created in 1785. (see present day map for location).
After his war service, James married Martha Owen Spencer (1753-1836) on Feb 21, 1779 in Charlotte Co. VA. Charlotte Co. was formed from Lunenburg Co. in 1764. It was named for Queen Charlotte, wife of King George III.
After the end of the war, James and Martha moved their family from Charlotte Co. VA (current location in VA) to what was originally Fayette Co. VA until Jun 1780 when it was divided into Fayette, Jefferson amd Lincoln counties. It was named for Gen. Lafayette. In 1799 Fayette Co. was reduced to its modern boundary (current location in KY).
Daughter Mary and Houston Crutcher II had at least 4 sons.
Daughter Julie married Barnett Rucker on Jun 5, 1803 in Jessamine KY.
Daughter Martha married James Flournoy on Dec 21, 1812 in Jessamine KY.
Son Spencer married Catharine Reid on Apr 2, 1816 in Jessamine KY.
Son Samuel J. married Jane Pogue Spencer on Mar 21, 1833 in Charlotte Co. VA.
Sources:
Cemetery record incl. photo of grave marker of Reuben Holloway, Holloway Family Cemetery, Ninety-Six, Greenwood Co. SC, off Pleasant Rd.
Cundiff, Jim, "Holloway ancestry", unpubl. manuscript, 60 pp., Cincinnati OH.
Graves, Will, transc., "Pension application of James Holloway R30382", "Southern Campaign American Revolution Pension Statements & Rosters", revwarapps.org.
Hogg, D, "David Holloway [131063] = Elizabeth Frances Matthews", "descendants of George Holloway of England", website.
Hopkins, Garland Evans, "Descendants of James Holloway", in Colonial Cousins... HOLLOWAY and related families originating in the original shire of Charles River, now York County, Virginia, privately issued, 1940, pp. 17, 43.
Elliott, Katherine B., Early Wills 1746-1766 Lunenburg Co., Virginia, South Hill VA, ca. 1967, pp. 68, 100.
Lunenburg County Virginia, Will of George Holloway, Will Bk 1, written Jul 6, 1759, recorded Aug 7, 1759, p. 264.
Moss, Bobby Gilmer, The Patriots at the Cowpens, Greenville SC, A Press, p.117.
Olson, Marie K., compiler, "William Holloway", Charleston SC, Apr 9, 1988; ref to Prince George Co., Virginia Deeds 1713-28, page 292.
Pawlett, Nathaniel Mason and Tyler Jefferson Boyd, Lunenburg County Road Orders 1747-1764, Virginia Transportation Research Council, Charlottesville VA:50, 1993, p. 123.
U.S. Census 1790, Edgefield SC, microfilm, familysearch.org, website.
Virginia Will Book 9, p. 318.
"Virginia Troops in French and Indian Wars", Virginia Hist. Mag., v.1, 1894, p. 389.
Woodson, Mrs. Agatha A., compiler, South Carolina Records Wills Etc., vol. 2, 1929, microfilm.