Isaac GREGORY John GREGORY Jemima GREGORY George Washington Uncertain GREGORY Lewis GREGORY James GREGORY Charlotte GREGORYWIFE Jesse Tyler GREGORY William George GREGORY Charlotte Ann GREGORY Mary JAMESON Richard GREGORY Isaac GREGORY Jemima FULLENS Mini tree diagram
Benjamin GREGORY

Benjamin GREGORY1,1,2,4,3,1

17231,1 - Sep 17981,2,3,1

Life History


Born in Pennsylvania.1,1

27th Apr 1740

Birth of daughter Jemima GREGORY in New Canaan, Fairfield, Connecticut.1

about 1760

Birth of son George Washington Uncertain GREGORY in Pennsylvania.1,1,4,5

about 1775

Birth of son Lewis GREGORY.6,7,8


Birth of son James GREGORY in Virginia.9

about 1784

Married Mary JAMESON in Dettingen, Prince William. Virginia.4


Death of Charlotte GREGORYWIFE in Prince William County, Virginia

Sep 1791

Birth of son Jesse Tyler GREGORY in Bath County, Virginia.1,4,10,11,9

about 1792

Birth of son William George GREGORY.12


Birth of daughter Charlotte Ann GREGORY in Prince William County, Virginia.13

Sep 1798

Died in Prince William County, Virginia.1,2,3,1

Sep 1798

Buried in Prince William County, Virginia

Other facts


Married Charlotte GREGORYWIFE


  • Researcher Nathan Gregory, whose work I was referred to only in August 2017, has presented many important clues and provided some helpful records for reconstructing the Gregory lineage.  Most of his connections are tentative and suppositional, while presenting some records that offer possibilities for further investigation of the Gregory presence in northern Virginia, Pennsylvania, North Carolina, and Tennessee.

    In a self-description on his revised Gregory genealogy, published in 2017, Nathan presents his summary of his lineage and the state of documentation on the early Gregory generations.

    I believe my direct line stems from Isaac Gregory and wife Jemima, to their son Benjamin Gregory and wife Mary Jameson, to their son Jesse Tyler Gregory and wife Mary Argenbright, to his son Nathaniel Gregory and wife Sarah Tribby, to Joseph Hampton Gregory and wife Lina Summers Ham, to Nathan Thomas Gregory, my father.

    From Jesse forward, the lines are fairly well documented, but Isaac and Benjamin's connections are tenuous, with very little proof. We document herein what data we have, and the basis of our assumptions. The tales are told as nearly in chronological order as possible, with only a few necessary steps out of the timeline in which they occurred.
    --  Nathan Gregory, Gregory Family Origins, (withdrawn by Google pending new version)

    Connections between the Gregory line descended from Benjamin Gregory of Pennsylvania & Prince William Co, Virginia, with descendants in northern Kentucky & eastern Tennessee and the Gregory of Rappahannock or King William counties has not been determined.

    Nathan reports Benjamin's father as Isaac Gregory, only the name Jemima for Isaac's wife.  Pamela Ajarn, likewise, has basic information, but no documentation, for Benjamin's parents, Isaac Gregory and his wife Jemima.  Nathan comments that the common date 1700 is a good round estimate, based on generally known facts, but is not substantiated by any records.  He uses the date of 1690 for Isaac's birth.

    Isaac Gregory 1700-1752
    Spouse Jemima 1700-1788
    Son Benjamin Gregory 1723-1798
    --  Pamela Ajarn, Gregory Family,

    Benjamin and other sons of Isaac Gregory are found in areas of north central Virginia (now northwestern Virgina), and their names are found in old records for Frederick County, which covered an area now administered by several counties of Virginia and West Virginia.

    Winchester, the county seat of old Frederick County and current Frederick County, is reported by several historical sources as the headquarters for General George Washington during the American War of Independence.

    Other Gregory records fit a family configuration for Gregory lineage movement from Pennsylvania into Virginia, then into areas of Virginia farther west.  A record for Benjamin Gregory that matches this individual is found in Prince William County, Virginia, to the southwest of Philadelphia, across the Potomac River from what later became Washington, DC.

    Two proposed children of Benjamin Gregory are found in Virginia counties near Pennsylvania along the southwestward migration route followed by many generations.  A George Washington Gregory is found in Berkeley County in later generations, with a marriage record in 1847.  Berkeley County, Virgina (now West Virgina) is at the northern end of the Shenandoah Valley, south of Hagerstown, Maryland and just north of Winchester, Virginia.

    Benjamin's daughter Susannah Lucretia Gregory, married Joseph McAndrew, who was born in Fauquier County, Virginia, today on the northern border of Virginia with Maryland, only a few miles from Berkeley County, which seceded from Virginia during the US Civil War as part of the new Union state of West Virginia.  They moved from there along the Shenandoah Valley into Jefferson County, Tennessee, a big area for the Gregory clan.  The Wilson-Greer genealogy gives some information about the family.

    George W Gregory
    Birth 1760 Brailes, Warwickshire, England
    Death JUL 24 1828
    Benjamin Gregory Birth 1723 Pennsylvania, Death SEP 1798 Prince William County, Virginia
    Mother Unknown
    Wife Mary Hawkins, no details known
    Wife Susannah Few, Birth BEF 1760, Death ABT 1808
    Children Reported:
    Susannah Lucretia Gregory, Birth 1775 Virginia, Death 1840 Bradley County, Tennessee
    Married Joseph McAndrew, Birth 11 FEB 1777 Fauquier County, Virginia, Death 20 FEB 1855 Bradley County, Tennessee
    Few Hall Gregory
    George Gregory
    Richard Gregory
    --  Wilson, Greer, etal,

    The son Richard reported in the Wilson genealogy also lived in Fauquier County, and moved from there to Tennessee.  Gregory records are also found in nearby Culpeper County, Virginia.  Following this line of movement to the west leads into Ohio and Indiana, which connect to Kentucky.  One branch of the Gregorys moved that direction and then south across the Ohio River into Kentucky.

    The location of possible members of the same Gregory lineage fit the common pattern of migration over the centuries of European settlement of North America.  The connection between Prince William County to Fauquier, Berkeley and Culpeper Counties matches a common route of travel even today.  These counties are in or near the famous Shenandoah Valley, which provides an easy curving route curving southwestward along the east edge of the Appalachian Mountains.

    This leads directly to East Tennessee, where Gregorys became well-established in Jefferson and Cocke Counties and neighboring areas, and on along the curve into Cherokee County, Alabama.  Along this route we also find families of the Few lineage, who have intermarried with the Gregorys in more than one generation.  Some migrants along that southwestward route could have branched north west from East Tennessee, or westward a little farther north into Kentucky, where Gregorys and Fews are also found, and also intermarried.

    Some Gregorys and Fews are found in North Carolina also, and the North Carolina Fews, at least, are linked with the Gregorys in both Jefferson County, Tennessee, and Jefferson County, Kentucky, documented in this genealogy.

    Benjamin Gregory
    BIRTH 1723 Pennsylvania
    DEATH SEP 1798 Prince William County, Virginia
    Wife Charlotte died 1785
    First child reported Jemima Gregory, BIRTH APR 27 1740 New Canaan, Fairfield County, Connecticut, USA, DEATH Unknown
    Wife Mary Jameson
    BIRTH 1761 Prince William, Virginia, USA
    DEATH ABT 1828 Bath, Kentucky
    First child reported Jesse Tyler Gregory, BIRTH SEP 1791 Virginia, DEATH FEB 1863 Bath County, Kentucky
    --  Gregory Family Tree,

    Mary Jameson (1761-1828) and Benjamin Gregory (1723-1798)
    Marriage abt 1784 Dettingen, Prince William Co. Virginia

    "We do NOT know when Benjamin and Mary married.  We only know that in March of 1788 she was referred to as Mary Gregory in her father's Will.  So we know they were married by then.  We have 1791 as the date of Jesse's birth, also supporting assumptions."
    --  Nathan Gregory, Description comment on the marriage fact for Benjamin Gregory,,

    Prince William County, Virginia Wills, Part 2, 1734-1920
    Benjamin Gregory
    Year 1798 (no more specific date)
    Will Book H, p #289
    Inventory Book H, p #329

    Will of Benjamin Gregory

    Mary Gregory lease of land whereon I now live, also negro girl NANCY and stock & etc to be disposed of as they think write for the support and raising of my younger children, but in case my wife should dec. before my youngest child is 21 and any property should remain under-posed [?] of that such property shall be keep [kept ?] for the support of my children and if any property shall remain it to be divided amongst all my children when youngest is of age if my wife is not living.

    Dated 13 June 1798
    Proven 1 October 1798
    Witnesses William Jameson, Lewis Gregory, James Jameson
    Wife Mary

    --  Prince William County Will Book H 1792-1803, pp. 289-290, abstracted by Jane Whitehurst Johnson, courtesy of Nathan Gregory, Posted 18 Jun 2011, accessed 15 September 2017

    Note that this abstract/transcription states that the will was "probated" on 13 June 1798 but that it was "proven" 1 October 1798.  The terms probated and proven normally mean the same thing, that is, to open court proceedings on the estate of the deceased to determine authenticity and set up court supervision of the process of handling the estate to distribute properties and fulfill obligations remaining.

    Gregory researcher Nathan Gregory reports that Nathan Benjamin Gregory died in Sept 1798.  This would fit with a probating of the will on 1 October, which would be done soon after the death and burial of the individual.  No documentation of the death in September has been found.

    Nathan reports from research as well as family information.  So we may take his date seriously, lacking any public record source.  The probate date of 1 October would support a death in late September, at least the latter half of the month,

    The will was witnessed  November 29, 1752

    Gregorys and Fews in Migration Patterns from the 1700s
    By Orville Boyd Jenkins
    Posted on 16 October 2017

    One factor in reconstructing a family lineage are patterns of movement and migration.  These migration paths are helpful in finding and evaluating records in our Gregory and related Few line.  We see Gregory records in a generational pattern along the migration streams along the tidewater area or valleys southwards and westward.

    Records are being discovered in the westward line from Philadelphia through Frederick and Hagerstown, Maryland, through what is now West Virginia, still part of Virginia in the era we are looking at, and on to Ohio and Indiana.  Brothers John, Richard and Benjamin Gregory, thought to be sons of Isaac Gregory of Pennsylvania, are mentioned several times in lists of residents of old Frederick County, Virginia, a large area at the northern end of the Shenandoah Valley, also on a common east-west migration route.

    Records for a younger Richard Gregory are found in Culpeper County and Fauquier County, Virginia, on this westward path south of the Pennsylvania border.  These two counties were established in 1749, cut out of Orange County, the original huge area from which Frederick County was originally established in 1743.  These counties bordered Frederick County on the east.

    Dates and locations of various records match a line of movement from the residence of Richard's likely grandfather Benjamin Gregory of Pennsylvania, into Frederick County, and later back to eastern Virginia in Prince William County, across the Potomac from Washington, DC.  This westward line of migration connects with the great Shenandoah Valley running southwestward along the eastern edge of the Appalachian Mountains in what is now West Virginia.

    Records for a Lewis Gregory, who appears to be a son of Benjamin, son of Isaac, are found along this Shenadoah Valley route then across into the part of Virginia that later became Kentucky, one of the areas where Fews and Gregorys come into contact.  This matches the pattern of residence and Gregory-Few marriages in some of these areas along this southward line of migration.  Details are found in individual notes for the Fews and Gregorys.  Gregorys from this lineage moved westward a bit to the part of Virginia that is now northern Kentucky.

    Gregorys are found along the Shenandoah Valley which runs southwestward from Hagerstown to Bristol, Virginia/Tennessee, on the border, on through Jefferson and Cocke County, which were all one area of North Carolina, then East Tennessee (current I-81 to I-40 to Knoxville) in the 1700s and early 1800s and on toward Cherokee and contiguous counties in Alabama.

    We find Gregorys that appear to be from two different lineages who followed the Shenandoah or similar route from Philadelphia-Baltimore through Virginia into Tennessee, our line through the easterly route of the named east Tennessee counties, the other a bit more westerly, with members of both lines in Kentucky.

    These two lines seem to be connected to the same line from Pennsylvania and northern Virginia.  But there are indication of one or two separate migration streams in the same areas.  Early sources are not clear on these lines, and similar names in what may be different lineages seem to have been confused in some genealogies.

    I have been through all these areas and explored these lines of migration so have these in mind as I read through records and watch for connections and clues.

    Westward Ho
    Gregorys in the line of James Henry Gregory and Rachel Lewis are found in those counties of Tennessee from Jefferson-Cocke on to Knox, McMinn (where we find both these Gregorys, with apparently no crossover), Franklin, etc, in the westward migration route.  Gregorys of our lineage also seem to have moved northwestward through the mountain passes toward Louisville.

    Fews and Gregorys are connected in the states of Virginia, Kentucky (which was originally part of Virginia colony), North Carolina and Tennessee (which was originally part of North Carolina Colony) in several generations.  The Fews in North Carolina apparently followed the westerly route over the Smokies into Tennessee into Jefferson County, Tennessee, and surrounding counties where they connected again with the Gregory lineage.  We find them in the family of Francis Marion Few from North Carolina Jefferson County, Tennessee, where his daughter Letha married Andrew Jackson Gregory, my great great grandfather's brother.

    Traffic went both ways along those Midwestern routes over a period of two centuries.  Fews moved into the Louisville, Kentucky, area from Indiana (across the Ohio River.  Gregorys and Fews also moved from eastern Tennessee into Kentucky.

    Great migrations northward occurred in the 1920s and later because of extensive floods along the Mississippi, destroying much of the Delta South.  The depression added to this exodus northward.  Midwestern droughts accelerated movement to California.  Further industrialization in the next two decades and after WWII accelerated this migration northward and westward.

    The geographical indicators are not only contiguous counties, but similarly in the counties along these common natural migration routes, which also reveal patterns of the same family decade to decade and generation to generation.  These patterns match the same kinds of patterns we find in ethnic investigations all over the world.

    Early Virginia Gregory Records
    Orville Boyd Jenkins

    Focus on Gregorys
    Three Gregorys reported to be sons of Isaac Gregory are referred to in several county administrative documents in 1744 and later in Frederick County, Virginia, concerning road repair.  The residents required to work it include John Gregory, Richard. Gregory and Benjamin Gregory.

    The son Benjamin Gregory is reported to have been born in Pennsylvania, and later moved to Prince William County, Virginia, across the border from the Maryland area that would become Washington, DC, where Benjamin died in 1798.  Prince William County is a few miles to the east or southeast of Frederick County, Virginia, in the Shenandoah Valley of what is now western Virginia.

    The document states that the starting point of the road to be repaired was Gregory's Ford, attesting to the early presence of Gregorys in this region.  The exact location of this place has not been determined.  It does not appear on the later map of old Frederick County by John Wood (ca 1775-1822)

    A whole list of residents required to assist in the repair, including the Gregory brothers, were all named as tenants of the "tithables" owned by Thomas Lord Fairfax.

    Frederick County
    Frederick County, Virginia, was formed out of old Orange County in 1743.  The original and current county seat of current Frederick County is Winchester.  This is at the northern end of the Shenandoah Valley, a major north to south (southwest) migration route, where US Interstate Highway 81 runs today.  Winchester is on the east to west migration route from Philadelphia and Frederick, Maryland, to the west.

    A few miles north of Winchester is through Hagerstown, Maryland, where US Interstate Highway 70 runs today through that east-west corridor.  From today's Frederick County, many people commute daily to Fairfax County, Virginia, across the Potomac River form Washington, DC.

    The county of Frederick, when it was first created in 1743 from the original Orange County, Virginia, included a huge area:
    "'Old Frederick County' encompassed all or part of four counties in present-day Virginia - Shenandoah, Clarke, Warren, and Frederick - and five in present-day West Virginia - Hardy, Hampshire, Berkeley, Jefferson and Morgan.  The Virginia Assembly named the new county for Frederick Louis, Prince of Wales (1707-1751), the eldest son of King George II of Great Britain."
    --  "Frederick County, Virginia," Wikipedia,,_Virginia

    The Records
    Note:  the word "tithables" in the following records is used approximately equivalent to taxpayer, or land upon which the resident pays taxes in the county.  One landmark repeatedly mentioned in description of roads is Gregory's Ford.  No record has been found to definitely locate this old place in Frederick County.

    The standard format for building or maintaining a road was for all tithables living within 10 miles of the road to work on it.  One or two overseers were appointed for each job or road section.

    The header paging numbers for each entry is the original page in the original Frederick County administrative records.

    The following information comes from:
    Frederick County (Virginia) Road 1743-1772
    G Luckman and A B Miller, published in 2005
    Library of Congress,

    Frederick County Virginia

    13 July 1744 O. S., FOB 1, p. 137
    On the motion of SAMUEL EARLE, it is Ordered that John Rout[t] be Overseer of the Road from Gregorys Ford to the Top of the Ridge & that all the male labouring Tithables belonging to the Honble Thomas Lord Fairfax's Quarter, James Seabern, Widow Borden, William Remy, Edward Rogers, Jacob Peck, Edwd Corder, Thos Postgate, John Painter, James Burn, Thomas Hooper, John Gregory, Richd Gregory, Benjn Gregory, Saml Earle & John Oldrages work on the same & Observe the said Overseers Order & Directions in Clearing the same And its further Ordered that the said Rout keep the said Road in Good Repair According to Law [commas added between names to assist modern readability]
    --  Frederick County Virginia Road Projects, June 2005, p 6

    10 August 1744 O. S., FOB 1, p. 165
    On the Petition of David Vance Gent & Others its Ordered that a Road be Cleared from John Hites Mill into the Road that Comes from John Funks Mill to John Gregory’s & John Niswanger & Robert Warth are hereby Appointed Overseers of the same & its Ordered that they cause the  8 same to be Cleared & when cleared that they keep the same in good repair According to Law & its further Ordered that the Tithables living within two Miles of the said Road work on the same.
    --  Frederick County Virginia Road Projects, pp 7-8

    11 August 1744 O. S., FOB 1, p. 170
    Thomas Postgate & John Gregory are hereby Appointed to View Mark and lay Off a Road from the said Postgate’s Islands into the Road that comes from Thos Chesters Gent. & make return of their proceeding to the next Court.
    --  Frederick County Virginia Road Projects, pp 7-8

    2 April 1745 O. S., FOB 1, p. 316
    On the Petition of Thomas Branson Thomas Thorntown Thomas Sharp Junr,  John Downton, Edward Churchman, John Branson, Robert McKay Junr,  Thomas Sharp Senr,  Thomas Hankins, Joseph Hankins, Marmaduke Vickory, Spencer Jones, William Smith, Bathany Haines, William Ramor, John Duckworth, John Painter, Thomas Postgate, William Fearnley, Hugh Caneday, John Arledge, James Sadin, Thomas Alexander, Edward Cordit, John Gregory, Abraham Crandon, Robert Catlett, William Remy, James Kempes, Benja Gregory, Christopher Nation, John Nation, for a Road from the Courthouse to Gregory’s ford Its Ordered that the Petitioners Clear & Work on the same, And Samuel Earle is hereby Appointed Surveyor thereof And its further Ordered that he keep the said Road in good repair According to Law. [commas added between names to assist modern readability]
    --  Frederick County Virginia Road Projects, p 12

    6 August 1745 O. S., FOB 1, p. 402
    Thomas Postgate & John Gregory having Viewed the Road from the said Thomas Postgate’s Island into the Road that comes from Thomas Chesters Gent according to an Order of this Court made their report in these Words, Viewed and Marked the Road within Mentioned Whereupon it is Ordered that the said Road be from henceforth Established a public Road & Samuel Earle is hereby Appointed Surveyor thereof & that the Tithables belonging to Thomas Postgate, Robert Halfpenny, James Burn, John Painter John Gregory & Thomas Alexander work on the same And it is further Ordered that the said Samuel Earle cause the said Road to be Cleared & when Cleared that he keep the same in good repair according to Law.
    --  Frederick County Virginia Road Projects, p 13

    2 August 1748 O. S., FOB 2, p. 450
    On the Petition of Thomas Ashby Junr for a road from Howels ford to Gregory’s Waggon Road It is Ordered that the Tithables from Thomas Hoopers to Mark Hardins on both sides of the River Clear & Work on the same under Thomas Ashby Junr who is hereby Appointed Overseer thereof And it is further Ordered that the said Thomas Ashby cause the said Road to be cleared & make Bridges thereon where it is requisite according to Law.
    --  Frederick County Virginia Road Projects, p 32

    2 September 1761, FOB 9, p. 336
    James Seaburn is Appointed Overseer of the road from Gregory’s ford to the Top of the Blue ridge at the head of Menasses run Ordered that the Tithables five miles above & two miles below the Ford work on the same.
    --  Frederick County Virginia Road Projects, p 109

    4 March 1762, FOB 9, p. 398
    John Routt is Appointed Overseer of the Road from Gregorys ford to Menasses run at the County Line in the room of Thomas Cooper. Ordered that the Tithables formerly Appointed work under him and Keep the same in Repair According to Law.
    --  Frederick County Virginia Road Projects, p 110

    2 August 1768, FOB 14 Part 1, p. 295
    James Burns is appointed overseer of the Road from McKay’s Chappel to Gregorys Ford in the Room [in the place] of Robert McKay Ordered that the usael [usual] Tithables work thereon under him.
    --  Frederick County Virginia Road Projects, p 138

    7 March 1770, FOB 14 Part 2, p. 591
    William Ashby is appointed overseer of the Road from Gregorys Ford to the Top of the blue Ridge in the Room [in the place] of Joseph King Ordered that the Tithables Two Miles up & down the River Including those in the forks Work on the same under him.
    --  Frederick County Virginia Road Projects, p 148

    We have cited only the references mentioning the Gregorys.  Other insights into the areas and residents are found in the collection of original administrative acts of the old Frederick County, Virginia.

    Gregory's Ford was again mentioned several times as a location in the area in various road discussions.  One reference mentions other prominent land areas in the county.


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