Various Simmons were connected with Chenango County (and predecessor counties), New York between 1794 and 1820. The information below is taken mainly from the 1880 Chenango county history, deed records, census records and certain Rev. War pension files. Could some of these families be related?
John Simmons of New York City purchased 19 or more lots in Townships 16 and 17 in 1793; much of the land was in or near the area that would later be called New Berlin. John, whose wife was Catherine Dally, never moved to Chenango county and he died in 1795. The land appears to have been purchased for speculation. His son John Jr. appears to have moved to one on the New Berlin lots in about 1795 and to have acted as a sales agent for his deceased father's lots. Another son of the deceased John, Stephen Gifford Simmons, also moved to the New Berline area, probably by 1805. John Jr. had a son John, born 1781, who married Dolly Jennison. There were Jennisons in Chenango County around 1815. John Jr.had a daughter Elizabeth who married Asa Kimball; the Kimballs sold Lot 75 in New Berlin in 1814.
One of the early settlers of the Town of Oxford was Walter Simmons, who came in 1794.
Another early settler was Anna (Simmons)(Mrs. Henry) Pearsall; they came from Long Island about 1787 and settled near Afton and later removed to Bainbridge; they had several children, including Amos, Ann and Smith.
In 1797 William Simmons "of Philadelphia", a son of the deceased John of New York City, bought Lot 71 in Fayette (later Oxford) township.
In the 1800 census for Norwich, a William Simmons was residing next to Amos Simmons. William of Philadelphia is known never to have moved to Chenango county.
In 1801 part of Lot 72 in Fayette (later Oxford) was sold by Amos Simmons "of Oxford" to William Simmons "of Oxford". From whom had Amos purchased all or part of Lot 72 and when?
William and first wife Prudence (Swain) Simmons sold part of Lot 72 in 1802 to Platt Brush (of Green Village?)
Could William of Philadelphia (owner of Lot 71) and Amos/William of Oxford (owners of all or part of Lot 72) be related as cousins? William of Oxford had a son named Walter.
In 1802 Amos and William Simmons of Oxford sold Lot 10 in township 15 (later Norwich) to Peter Garnsey, the town clerk of Oxford; in 1808 Guernsey sold Lot 10 to John Simmons of Otsego and James Simmons of Norwich (and the deed says that the land was in the possession of Amos Simmons). In 1810 John and Abigail Simmons and James and Dolly Simmons of Norwich sold Lot 10 to A. Graham.
The 1810 census for Norwich includes James Simmons 10020/00100; and John Simmons 30010/10010.
By 1810, Amos and William Simmons are believed to be in the part of Oneida County that would become Chautauqua County.
In the 1820 census for Oxford: Ensley, Aaron, David, John, Perry and Smith Simmons. In the 1820 census for Bainbridge: Reuben Simmons.
EnsleySimmons was in the 1790 census for Northeast Township, Dutchess County, N.Y.Also in Northeast were Zachariah, Martha, William and Peter Simmons. A history of the Town of Northeast shows that on July 5, 1775, Ensly (sic) and Smith Simmons signed a petition. Ensley's Rev. War pension file shows that he was born in 1745 in Woodbridge, New Jersey, and that he died in Chenango County in 1832; he had sons Reuben and David and a daughter Sally who married David Tillotson. Ensley is believed to have brothers Aaron, Smith and Edward. Aaron was born in 1759 in Dover, Dutchess County, N.Y., according to his Rev. War pension file.