The British colonial government of the province of Pennsylvania and the Native American tribes in the Ohio country signed this document stating they would be allies in the French and Indian War.

Cheesecocks as a precinct included all of present-day Monroe, Palm Tree, Woodbury, Tuxedo, and Stony Point.

This site still contains the ruins of the grist mill built in 1741 by David Smith, the first settler (Map of Orange and Rockland Counties Area laid down by R. Erskine 1778–1779).

It was unknown to the British patrolling the Hudson and gave Washington his escape route from New York to his New Windsor headquarters.

The area was called Southfields prior to April 6, 1808, when it took its present name of Monroe (Belcher, pp. 68–9).

On Sunday, July 20, 1777, Washington has moved on northward into the Ramapo Valley and to the place then known as Galloway's, which is now the village of Southfields (Belcher, p. 81).

David Smith, a prosperous miller of Smithtown, Long Island, bought land from one of the original patentees, Philip Livingston.

Negotiations led to an agreement that Kiryas Joel would split from Monroe and become its own town, subject to voter approval in a November 2017 referendum.

The new town was originally set to be created in 2020,[5] but a bill was passed by the New York state legislature and signed into law by Governor Andrew Cuomo that officially established Palm Tree on January 1, 2019.

[6] About 600 Hasidic landowners and residents left outside Palm Tree's boundaries by the compromise accepted in the 2017 referendum proposed the following year to create another village, Seven Springs, on 2 square miles (5.2 km2) in the town between Palm Tree and the village of Monroe.

Other residents were opposed to the plan, as well as the government of Palm Tree, which filed its own annexation petition for some of the same land along Route 17.

A county Supreme Court judge ruled in 2019 that the Seven Springs petition had preceded the Palm Tree one; a year later she further held that Monroe had improperly rejected it.

The attorney for the residents seeking to create the village said he would challenge the new law in court as a violation of the federal and state constitutions.

"The total losses of real estate were three large business places, three barns, a storehouse, several sheds and smaller buildings valued altogether at $25,000.

[10] The track became a part of the Orange County Harness Racing Circuit which included Endicott, Middletown, Goshen, and Monroe.

"[10] In 1927 Monroe was dropped by the circuit and was replaced by one in Elmira, New York, where construction of a new 5,000 seat grandstand had been completed.