Putnam County, New York: History
In 1609, the Wappinger Native American people inhabited the east bank of the Hudson River. They farmed, hunted, and fished throughout their range, often encountering Dutch fur traders. They obtained metal tools and goods such as alcohol and firearms in exchange for furs.
The colonial Province of New York and the Connecticut Colony negotiated an agreement on November 28, 1683, establishing their border as 20 miles (32 km) east of the Hudson River, and north to Massachusetts. Dutchess county was organized as one of New York's twelve counties. It included all of today's Putnam County and two towns in the present Columbia county. Until 1713, Dutchess was administered by Ulster county.
In 1691, a group of Dutch traders purchased a tract of land from the Wappingers that spanned from the Hudson River to the Connecticut border. Six years later they sold it to wealthy Dutch-American merchant Adolphus Philipse, who obtained a Royal sanction for a "Highland Patent" (later to be known as the Philipse Patent) that encompassed most of today's Putnam County. Unknown at that time was a northwest veer in the river's path at the Hudson Highlands. This generated a dispute over a roughly 2-mile-wide section of border between northern Westchester County, then-Dutchess County, and the Connecticut Colony, which came to be known as "The Oblong".
In 1737, the New York Colonial Assembly designated the Philipse Patent as the South Precinct of Dutchess County. The Philipses began leasing farms to migrants from Massachusetts, Connecticut, Long Island, and lower Westchester. After Adolph Philipse's death, the Patent was divided in 1754 into nine lots granted to three heirs: Mary Philipse, Philip Philipse, and Susannah Philipse Robinson. During the French and Indian War, many of the Wappinger went to Stockbridge, Massachusetts.
Compared to other parts of the Hudson Valley, Putnam County had slow settlement. It was privately owned and settlement was limited to tenant farmers willing to pay the Philipse family for leases. Secondly, it was mostly hilly and rocky, making it unappealing to men looking for tillable cropland. Its use was generally limited to dairy farming and wood cutting. The first non-tenant settlers in the county were along its eastern edge. The ambiguous border with Connecticut attracted farmers from New England. They assumed that Philipse did not own the disputed area.
Among early settlers were the Hayt family, which built a farm called The Elm in 1720. Jacob Haviland settled in the Oblong in 1731 in what became known as Haviland Hollow. The first village in the county was Fredericksburg, now the hamlet of Patterson. …