Little Britain, New York, is an area in the town of New Windsor, Orange County, south of and adjecent to Stewart International Airport. The name spread to the surrounding region, which at that time was part of Ulster County, New York.
The area of Little Britain was part of a patent issued to Andrew Johnston on July 19, 1719 for 2,000 acres. It was first settled around 1724 by John Humphrey who purchased a farm lot of 250 acres. Peter Mullinder purchased a farm in 1729, the following month Robert Burnet of Scotland by way of Raritan, New Jersey and John Reid also bought land.
Charles Clinton was a native of County Longford, Ireland, who espoused Jacobite sympathies. Having persuaded a number of his friends and relatives to join him, he left Ireland and arrived at Little Britain in 1731. Among those who accompanied him were William Borland, Alexander Denniston, Thomas Dunlap, Robert Frazer, William Hamilton, and George Lille. Clinton became a judge of the court of common pleas.
In 1770 Little Britain was designated a road district for the purpose of maintenance. Little Britain Road was one of the first roads in the town.
In 1737, there being but few children in the settlement, Little Britain had no schoolmaster, but around 1751 the Rev. John Moffat, pastor of Goodwill Church, having succeeded John McNeil, opened "Moffat's Academy", which was located in a house on a farm owned by Robert Shaw, on the road from Little Britain to Washingtonville. By 1814 the Little Britain Meetinghouse school district was established.
The first post office in the town was established at Little Britain on May 29, 1824. Hamilton Morrison was postmaster.