The family story is that Isaac Kipp (Nov. 1, 1764 - Aug. 6, 1846 family bible) (the elder), my gg grandfather, came from Dutchess County, New York. He settled in Upper Canada in October 1800. He may have come to Upper Canada because of the offer of land made by Governor Simcoe in the early 1790's, as did many prominent people such as Thomas Horner, who founded Blenheim Township, Oxford County, Ontario in 1793. He may also have known about Horner's Governor's Road Settlement (Princeton) if he was from N.Y. State, since Horner was from the area of Princeton, N.J. The Horner family was Quaker and had connections with Long Island families.
The 1851 Census of Canada West, East Oxford Township, Oxford County has listings for two of his sons, Isaac and David. Isaac said he was born in N.Y. State. David said he was born in the U.S.A. Isaac the elder and three of his older children Jonathan, James and John were dead by then so they are not on the Census.
The 1790 Census of the United States has an Isaac Kipp and wife (no children) living in Northeast, Dutchess County, N.Y. They were living next to Jonathan Meed and family. There is no Isaac Kipp and family there in the 1800 Census. There were many Quaker families in this area.
The 1800 Census of the United States has an Isaac Kipp and wife living in Rensselaerville, Albany County, N.Y. They have children: 3 males to 10 and 1 male 10 to 20. If this is my family, there is one son missing.
It is possible that Isaac and Hannah moved from Dutchess County sometime after 1790, stopped in Albany County near Rennselaerville and were recorded in 1800 US Census and then proceeded across New York State by established routes to cross the Niagara River and then proceeded across Upper Canada to Oxford County. They could also have taken a lake boat and landed along Lake Erie and proceeded inland to Oxford County.
If you have any information that will help make the connection please contact me.