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Storyline · 1780–1799

The Bentons at Hartford: Jesse Benton and the young Thomas Hart Benton, 1780–1799

When Thomas Hart left Orange in 1780, Hartford and its mills passed to Jesse Benton, and his letters to Hart show what the war and the drought of 1782 cost the place. Benton backed the Science Hall academy and claimed 23,931 acres in the west, but he died in 1790 with his estate heavily in debt, and his will let his executors sell Hartford and its mills. His son Thomas Hart Benton, born in 1782 and later a U.S. senator from Missouri, left Hartford for the university and was expelled from the Philanthropic Society in March 1799 for taking his roommates' money.

1780–1799 Filed under Families, Land & Genealogy 10 dated events

Thomas Hart Benton, born at Hart’s Mill near Hillsborough in 1782, in a portrait of about 1861
Thomas Hart Benton, born at Hart’s Mill near Hillsborough in 1782, in a portrait of about 1861Ferdinand Thomas Lee Boyle; photograph by cliff1066; via Wikimedia Commons · Public domain · Source

In the fall of 1780, before moving his family to Maryland, Thomas Hart let Hartford go to Jesse Benton, husband of his niece, for a payment and a note. When Cornwallis's army held Hillsborough in February 1781, Benton saved everything from the troops but 110 gallons of brandy, 60 pounds of brown sugar and some jugs and bottles. On March 14, 1782 Jesse and Ann Gooch Benton's son Thomas Hart Benton, later a U.S. senator from Missouri, was born; his biographer William N. Chambers placed the birth in a house on the Benton land about three miles west of Hillsborough, while the state highway marker gives Hart's Mill. Benton wrote Hart in December 1782 that drought had left no water to run the mills or bring up the crops, and in March 1783 that many families had to go fifty or sixty miles for bread; he was letting many of Hart's small debtors wait. In 1783 he also wrote Hart about legal disputes and the pursuit of enslaved people.

In 1784 Benton was secretary-treasurer of the trustees of Science Hall, an academy trying to get started at Hillsborough. In 1788 he listed claims to 23,931 acres west of the mountains, and the county court, with his brother Samuel Benton Jr. as clerk, ruled that because none had been surveyed he owed no tax on them that year. He died of consumption late in 1790, leaving a large estate heavily in debt. His will left his widow, Nancy, the Meadow Place plantation, divided the enslaved people and western lands among the children, and let his executors sell Hartford and its mills to pay his debts.

Shortly after Christmas 1798 the sixteen-year-old Thomas Hart Benton rode from Hartford to Chapel Hill and entered the university that January. On March 19, 1799, after his roommates traced a marked bill to him, he confessed to taking money from their trunks, and the Philanthropic Society expelled him, ending his time there.

Towns
Hillsborough, Eno River, Chapel Hill
Sites
3
People with pages
7

The events, date by date

Every statement above comes from these dated entries in the chronology. Each links to its source.

  1. Thomas Hart leaves Hartford and moves his family to Maryland With Loyalists raiding his property and Cornwallis expected after Camden, Thomas Hart took General Gates's advice and in the fall of 1780 moved his family from Hartford to Hagerstown, Maryland, according to his partner Nathaniel Rochester, who went with him. Before leaving Hart sold part of his land, and Hartford went to Jesse Benton, husband of his niece, for a payment and a note. There is no record that Hart came back. People: Thomas Hart, Nathaniel Rochester, Horatio Gates, Jesse Benton Place: Hartford, near HillsboroughInternet Archive: Durward T. Stokes, "Thomas Hart in North Carolina", North Carolina Historical Review 41 (1964), p. 333
  2. Cornwallis's troops plunder Jesse Benton's brandy and sugar Jesse Benton wrote Thomas Hart in June 1781 that when Cornwallis's army held Hillsborough he had saved everything from the troops except 110 gallons of brandy, 60 pounds of brown sugar, and some jugs, bottles and other trifles that they plundered. People: Jesse Benton, Thomas Hart Place: Eno River, near HillsboroughInternet Archive: William N. Chambers, "As the Twig Is Bent: The Family and the North Carolina Years of Thomas Hart Benton, 1752-1801", North Carolina Historical Review 26 (1949), p. 394
  3. Drought leaves the Hartford mills without water and crops short around Hillsborough Jesse Benton wrote Thomas Hart in December 1782 that it was a most fatal hard year, without water to run the mills or bring up the crops, and in March 1783 that crops were poor or lost and many families had to go fifty or sixty miles for bread while their debts mounted. He was letting many small debtors of Hart's wait because of the hard times. People: Thomas Hart Place: Hartford, near Hillsborough · Also named: Jesse BentonSearch the index · Internet Archive: William N. Chambers, "As the Twig Is Bent: The Family and the North Carolina Years of Thomas Hart Benton, 1752-1801", North Carolina Historical Review 26 (1949), p. 397
  4. Jesse Benton's son Thomas Hart Benton is born near Hillsborough Thomas Hart Benton, later a U.S. senator from Missouri, was born on March 14, 1782, the son of Jesse and Ann Gooch Benton. His biographer William N. Chambers placed the birth in a house on the Benton land on the right bank of the Eno about three miles west of Hillsborough, and thought the family did not live at Hart's Mill until late 1782; the state highway marker gives Hart's Mill, and a local tradition names Moorefields. People: Jesse Benton Place: Hart's Mill, near Hillsborough · Also named: Thomas Hart Benton, Ann Gooch Benton · Also mentions: MoorefieldsSearch the index · NC DNCR: Thomas H. Benton (G-26) · Also: Internet Archive: William N. Chambers
  5. Jesse Benton of Orange County writes to Thomas Hart about legal disputes Jesse Benton of Orange County wrote to Thomas Hart about legal disputes and the pursuit of enslaved people. The letter survives in the Jesse Benton Papers at the State Archives. People: Jesse Benton, Thomas Hart Place: Orange CountySearch the index · State Archives of North Carolina catalog: Jesse Benton Papers (PC.322)
  6. Jesse Benton serves as secretary-treasurer of the Science Hall academy's trustees Jesse Benton supported the academy called Science Hall that was trying to get started at Hillsborough, and in 1784 he was secretary-treasurer of its board of trustees. Some years later he gave the school the 50 pounds damages he won from Colonel William Sheppard for an assault. Chambers found that the school disappeared from the record about 1790. People: Jesse Benton Place: Hillsborough · Also named: William SheppardInternet Archive: William N. Chambers, "As the Twig Is Bent: The Family and the North Carolina Years of Thomas Hart Benton, 1752-1801", North Carolina Historical Review 26 (1949), p. 400
  7. The county court rules Jesse Benton owes no tax on his unsurveyed western claims Jesse Benton's 1788 list of taxable property showed claims to 23,931 acres west of the mountains, among them tracts on the Chickasaw Bluffs of the Mississippi and on the Obion River. Because none had been surveyed, the Orange County court, with his brother Samuel Benton Jr. as clerk, found that he need not pay tax on them that year. People: Jesse Benton Place: Hillsborough · Also named: Samuel Benton Jr.Search the index · Internet Archive: William N. Chambers, "As the Twig Is Bent: The Family and the North Carolina Years of Thomas Hart Benton, 1752-1801", North Carolina Historical Review 26 (1949), p. 401
  8. Jesse Benton dies at Hartford Jesse Benton died of consumption before the end of 1790, leaving a large estate heavily in debt. His will, dated October 21, 1790, left his widow Nancy the Meadow Place plantation on McGowen's Creek, divided the enslaved people and western lands among the children, and let his executors, Nancy, Alfred Moore, William Watters and Absalom Tatom, sell Hartford and its mills to pay his debts. It was witnessed by his brothers Samuel and Augustine and proved at Hillsborough in the August 1791 term. He was buried at Hartford. People: Jesse Benton, Alfred Moore, Absalom Tatom Place: Hartford, near Hillsborough · Also named: Nancy Benton, William WattersSearch the index · Internet Archive: William N. Chambers, "As the Twig Is Bent: The Family and the North Carolina Years of Thomas Hart Benton, 1752-1801", North Carolina Historical Review 26 (1949), p. 403
  9. Thomas Hart Benton of Hillsborough enters the university Shortly after Christmas 1798 the sixteen-year-old Thomas Hart Benton rode from Hartford to Chapel Hill and entered the freshman course that began in January 1799, one of a dozen new students. He roomed in the East Building with Fleming Saunders, William Cherry and Marmaduke Baker, and on February 5, 1799, he was elected to the Philanthropic Society. Place: Chapel Hill · Also named: Thomas Hart Benton · Also mentions: Philanthropic SocietySearch the index · Internet Archive: William N. Chambers, "As the Twig Is Bent: The Family and the North Carolina Years of Thomas Hart Benton, 1752-1801", North Carolina Historical Review 26 (1949), p. 410
  10. Thomas Hart Benton is expelled from the Philanthropic Society for stealing from his roommates After money went missing from their trunks, Benton's roommates Fleming Saunders, Marmaduke Baker and William Cherry traced a marked bill to him and, with President Caldwell's help, searched him. Benton confessed, and on March 19, 1799, the roommates signed a statement before the faculty and the Philanthropic Society expelled him by unanimous vote, ending his time at the university. Two days later, at Hartford, Benton admitted to Thomas King that he had opened his trunk with a fitted key and taken his money too. People: Joseph Caldwell Place: Chapel Hill · Also named: Thomas Hart Benton, Thomas King · Also mentions: Philanthropic SocietySearch the index · Internet Archive: William N. Chambers, "As the Twig Is Bent: The Family and the North Carolina Years of Thomas Hart Benton, 1752-1801", North Carolina Historical Review 26 (1949), p. 413

Places in this storyline

Buildings, schools, churches and other sites named in the dated events on this page, the most often named first. The map shows the 1 with a known location.

Map tiles © OpenStreetMap contributors. Site locations from the N.C. State Historic Preservation Office survey, Open Orange, Orange County GIS, OpenStreetMap and a few other published sources named on each site’s page; town and community pins show approximate locations.

All places and the county map →

People in this storyline

People with a page of their own whom the dated events above name, those named most often first.

Reading on the places and people in this storyline

No indexed work is about this storyline itself yet. These are about the sites and people its dated events name, those named most often first, so they may discuss the storyline only in part. Follow a link to find a copy or view the material.

About Moorefields · named in one of this story’s entries

Historic Moorefields : Unique Event Space In Hillsborough, NC

2017

A short promotional piece from 2017 presenting Moorefields, the historic house near Hillsborough, as a venue for events. Of interest mainly as a record of the property's recent use.

Deeds, Plats, Surveys, for Grayfields (later Moorefield), of Orange County, 1779-ca.1835

Waddell, James I. (James Iredell), 1824-1886 · 1779

Deeds, plats and surveys, 1779 to about 1835, for the Orange County property called Grayfields and later Moorefields, the estate near Hillsborough, associated with James Iredell Waddell (1824 to 1886). Twenty-four images.

NC Digital Collections record courtesy of the North Carolina Department of Natural and Cultural Resources.

Moorefields, State Route 1135, Hillsborough, Orange County, NC

Historic American Buildings Survey · 1933

Moorefields, a wooden manor house off State Route 1135 near Hillsborough built by Alfred Moore, later a justice of the U.S. Supreme Court. Historic American Buildings Survey documentation compiled after 1933: five photographs, five data pages and a caption page. Other names attached include Augusta and Sarah Louisa Moore, Henry Clay and Thomas Hart Benton. Topics include domestic life, law, African Americans and restoration.

About Dialectic and Philanthropic Societies · named in one of this story’s entries

The Dialectic and Philanthropic Societies: virtus, libertas et scientia, 1795

Brigman, Brian · 1988

Brian Brigman's short illustrated pamphlet on the Dialectic and Philanthropic Societies, the debating societies founded at the University of North Carolina in 1795, with the Latin phrase virtus, libertas et scientia in its subtitle. Published by the societies themselves in Chapel Hill in 1988, eleven unnumbered pages with portraits.

The Dialectic and Philanthropic Societies portraits, 1795-1868

Reckford, Joseph K. L. · 1981 · Univ. of NC

Joseph K. L. Reckford's honors essay in American Studies at the University of North Carolina, submitted in 1981, reproduces the portraits acquired between 1795 and 1868 by the Dialectic and Philanthropic Societies, the university's two debating societies, and adds selected biographical data on the sitters. 211 pages with a short bibliography.

"And they talked. Always they talked" : 215 years of the Dialectic and Philanthropic Societies

Cherry, Kevin · 2011 · University of North Carolina at Chapel Hill

Kevin Cherry's lecture on 215 years of the Dialectic and Philanthropic Societies, the student debating societies at the University of North Carolina, delivered on April 7, 2011 in Wilson Library for the Gladys Hall Coates University History Lecture series. Seventeen pages as published online, covering student oratory and society life at Chapel Hill from the 1790s onward.

UNC

The growth of the library of the Philanthropic Society at the University of North Carolina, Chapel Hill, 1797-1822

Murphy, Evangeline Burbank, 1947- · 1979 · University of North Carolina at Chapel Hill

Evangeline Burbank Murphy traces the growth of the library built up by the Philanthropic Society at the University of North Carolina between 1797 and 1822, in a thesis the university issued in 1979. Subjects include academic libraries in Chapel Hill and the society and the university library of the 1793 to 1962 period. Seventy three leaves.

UNC

About Jesse Benton · named in 7 of this story’s entries

Jesse Benton Letters (1780-1790)

Dunaway, Stewart E. · 2009 · lulu.com

Stewart E. Dunaway's transcription of letters exchanged between Jesse Benton and Thomas Hart from 1780 to 1790, concerning Hart's affairs at Hartford, his place at Hillsborough. The letters concern the economic and social conditions of Hillsborough in the eighteenth century and the Revolution in North Carolina. Self-published through lulu.com in 2009, 68 pages with illustrations and facsimiles, and part of the library's Wall Local History Collection.

The history of Maddock's Mill - Hillsborough, NC : including owners Thomas Hart, Rev. James Frazier, Jesse Benton, Catlett Campbell

Dunaway, Stewart E. · 2022

History of Maddock's Mill at Hillsborough and of its owners Thomas Hart, Rev. James Frazier, Jesse Benton and Catlett Campbell. Stewart E. Dunaway published it in 2022 through Lulu, 174 pages with illustrations, maps and facsimiles, appending Benton and Hart family histories.

Jesse Benton letters (1780-1790) : Hartford, Hillsborough, NC.

Benton, Jesse · 2009 · S.E. Dunaway

Letters written between 1780 and 1790 by Jesse Benton, a lawyer at Hillsborough, to Thomas Hart, the owner of the Hartford mill complex, edited by Stewart Dunaway and published in 2009. Sixty eight pages with illustrations, facsimiles and a plan. The correspondence falls in the Revolutionary and early federal years.

UNC

Jesse Benton Papers: Hartford, Hillsborough, N.C., 1780-1790

Dunaway, Stewart E. · 1991 · S.E. Dunaway

Stewart E. Dunaway's earlier compilation of the Jesse Benton papers from Hartford at Hillsborough, covering 1780 to 1790, self-published in 1991, 68 pages with illustrations. Alongside the correspondence of Benton and Thomas Hart, it covers the Revolutionary War campaigns in North Carolina, including the battles of Hart's Mill and Lindley's Mill in 1781, both fought in what was then Orange County. Dunaway reissued the letters in 2009.

About Thomas Hart · named in 4 of this story’s entries

The Hartford mill complex during the revolution

Engstrom, Mary Claire, 1906-1997 · 1979

Mary Claire Engstrom's article on the Hartford mill complex on the Eno and its fortunes during the Revolution, centered on Thomas Hart, who died in 1808. Nine pages with a facsimile and a portrait, printed in 1979.

UNC

Thomas Hart, Orange Detachment's Accounts

North Carolina. Office of Archives and History. Division of Archives and Records Management · 1771

Accounts of the Orange County detachment under Thomas Hart, May 1771, kept during the government's campaign against the Regulators. The Regulator Movement was a backcountry revolt against officials the settlers accused of charging excessive fees and falsifying records. Four images.

NC Digital Collections record courtesy of the North Carolina Department of Natural and Cultural Resources.

Jesse Benton Papers

Benton, Jesse · 1781

Letter of 1783 from Jesse Benton of Orange County, father of Senator Thomas Hart Benton, to Thomas Hart of Maryland about lawsuits and efforts to recover enslaved people who had escaped. The back of the sheet carries property valuations. Dated 1781 and 1783. State Archives of North Carolina, PC.322.

Senate Bills (October 26): Bill to vest the title of certain lands therein mentioned to Abner Nash

North Carolina. General Assembly · 1779

North Carolina Senate bill of 26 October 1779 to vest title to certain lands in Abner Nash, later governor. It touches confiscated property, surveys, wills and executors, with lands in Granville, Guilford, Randolph and Jones counties. Edmund Fanning, the Hillsborough loyalist, and Thomas Hart figure in it. Seven images.

NC Digital Collections record courtesy of the North Carolina Department of Natural and Cultural Resources.

Wider background: Families, Land & Genealogy · the most widely held histories of the theme this storyline is filed under; they may not discuss it

To Free A Family

Nathans, Sydney · 2012 · Harvard University Press

Sydney Nathans's biography of Mary Walker, an enslaved woman from Orange County who escaped to the North in the mid nineteenth century and spent the following decades in Cambridge, Massachusetts, working to free the family she had left behind. Chapter titles trace her flight, her years among Northern friends, a rescue plot, a long silence, and the reunion that gives the book its close. Published 2012 by Harvard University Press, 330 pages with 20 pages of plates, illustrations and maps.

Reviewed in Choice Reviews Online (2012), Civil War Book Review (2012).

Miss Mary's Money

Jones, H. G. · 2014 · McFarland & Co.

H. G. Jones follows the fortune of Mary Ruffin Smith (1814-1885), the unmarried heiress whose Orange and Chatham County lands passed at her death to the University of North Carolina and the Episcopal Church. Chapters profile her grandfather Francis Jones, then trace the bequest through a quarrel among Episcopalians over Price Creek, the Chapel of the Cross and the university's buildings. A December 1885 New York Times report called the gift money; Jones shows it was land. Published by McFarland in 2014, 231 pages.

Kinship and Neighborhood in a Southern Community

Kenzer, Robert C. · 1987 · University of Tennessee Press

Robert C. Kenzer's study of kinship and neighborhood in Orange County between 1849 and 1881, the decades before and after the Civil War, tracing family ties and neighborhood networks through the county's records. Published by the University of Tennessee Press in 1987, 251 pages with illustrations, maps, portraits and a bibliography. Topics include kinship, neighborhoods and social conditions in the county in the nineteenth century.

Reviewed in Choice Reviews Online (1988), Journal of American History (1988), The American Historical Review (1989), The Journal of Southern History (1989), Civil War history (1989), Journal of Social History (1989).

Piedmont Plantation: The Bennehan-Cameron Family and Lands in North Carolina

Anderson, Jean Bradley · 1985 · Historic Preservation Society of Durham

Jean Bradley Anderson's history of the Bennehan and Cameron families and their plantations, Stagville and Fairntosh, on lands that lay in Orange County until Durham County was formed from it in 1881. Published by the Historic Preservation Society of Durham in 1985, the book follows plantation life and ownership across several generations, with genealogical tables, a map, portraits, a bibliography and an index; 227 pages plus plates.

Reviewed in South Atlantic Quarterly (1987).

The Age of Orange: Political and Intellectual Leadership in North Carolina, 1752-1861

Blackwelder, Ruth · 1961

Ruth Blackwelder's study of political and intellectual leadership in Orange County and North Carolina from 1752 to 1861, published in Charlotte by W. Loftin in 1961. Topics include state politics and government, intellectual life before the Civil War, and county genealogy. It runs 216 pages with illustrations and a bibliography. Part of the Wall Local History Collection.

Show 6 more

Orange County, 1752-1952

Lefler, Hugh Talmage; Wager, Paul W. · 1953

Hugh Talmage Lefler and Paul W. Wager's history of Orange County across its first two centuries, 1752 to 1952, prepared for the county's bicentennial. It covers government and politics, biography and the county's families, and doubles as a genealogical reference. Published in Chapel Hill by the Orange Printshop in 1953, 389 pages with illustrations and an index; this copy is a later reprint.

Reviewed in The Journal of Southern History (1954).

The Cloudbuster Nine

Keene, Anne R. · 2018

Anne R. Keene's history of the Cloudbusters, the baseball team of the Navy Pre-Flight School at the University of North Carolina in Chapel Hill during the Second World War, on which Ted Williams played in 1943. The chapters move from a batboy's trunk of keepsakes through the pre-flight training program to the players' lives after the war, and Keene's own family is part of the story. Published by Sports Publishing in New York in 2018, 340 pages with sixteen pages of plates.

Abstracts of the Minutes of the Inferior Court of Pleas & Quarter Sessions of Orange County, N.C

1966

Abstracts of the minutes of Orange County's Inferior Court of Pleas and Quarter Sessions for 1777 to 1788, the county court of justices of the peace in the Revolutionary years. The abstracts name the people who came before the court. First published in Charlotte in 1966 and later reprinted from Greenville, South Carolina, in three paginated sections with a map.

A Historical Sketch of New Hope Church, in Orange County, N.C

Craig, D. I. · 1891

Rev. D. I. Craig's history of New Hope Church, a Presbyterian congregation in Chapel Hill Township, Orange County, printed at Reidsville in 1891. A closing family history section covers the Strayhorn, Craig, Blackwood and Kirkland families.

Chapel Hill, N.C. History of Town Lots (1790-1930s)

Dunaway, Stewart E. · 2014

Deed transcripts for the town lots of Chapel Hill and adjoining land from 1790 to the 1930s, compiled by Stewart E. Dunaway. Each transcript keeps only the working facts: grantor and grantee, price, acreage and the metes and bounds of the parcel. Self-published in 2014 as Issue 1G, 702 pages with maps and facsimiles.

The Land Grant Atlas of Old Orange County

Chilton, Mark · 2012 · Hand Made Books

Mark Chilton's oversized atlas plotting eighteenth-century land grants across the original Orange County, which stretched well beyond today's boundaries into what became Alamance and Durham counties. Published in Carrboro by Hand Made Books beginning in 2012, the set was planned in four volumes: Henry McCulloh's great tract number 11 and the land north of it; the Saxapahaw old fields (volume 2); Chapel Hill, Hillsborough and the Johnston Tract; and Durham, Rougemont and McCulloh's tract number 12. Maps and color illustrations, 41 cm.

Research this storyline

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Friends of the Orange County Public Library. “The Bentons at Hartford: Jesse Benton and the young Thomas Hart Benton, 1780–1799.” Orange County Indexed, https://focplnc.org/orange-county-books/storylines/bentons-hartford-storyline-1780/. Accessed October 22, 2026.

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Two mice reading back to back against a leaf, with the hand-lettered words Friends of the Orange County Public Library
Illustration by Caldecott Medalist Matthew Cordell, gifted to the Friends 2026