Westbury's Jericho Turnpike, which provides connection to Mineola and Syosset as well as to the Long Island Expressway (or LIE), was once a trail used by the Massapequa Indians.

As far back as the 17th century, it served as a divider between the early homesteads north of the Turnpike and the Hempstead Plains to its south.

[citation needed] Theirs was the only family farm until an English Quaker, Edmond Titus, and his son Samuel joined them and settled in an area of Hempstead Plains, known today as the Village of Westbury.

From the beginning of the war until 1783, British soldiers and German-speaking mercenaries occupied local homes, confiscated livestock, and cleared the woods for firewood for the troops.

With the close of the war, Westbury received its third group of settlers, the Hessians, mostly from Hesse-Cassel in the Holy Roman Empire, who chose not to return to their home country.

The railroad made it easier for Italian and Irish immigrants to work Westbury's farms and in 1857, St. Brigid's Parish was founded.

In the years after the Civil War, until near the turn of the century, the few stores that comprised the small village around the railroad depot, were mainly black owned.

The Village moved from its agricultural setting in the late 19th century when the very wealthy began to settle and build mansions.

From the 1850s to the 1900s, Westbury's population and ethnic diversity began to rise as many people of Irish and Italian origins continued to settle.

[6] In 1927, Charles Lindbergh took off from Roosevelt Field, a couple of hundred yards south of downtown, for the history-making flight to Paris, marking probably the most famous event tied to Westbury.

[9] In response to a rumor that northern Westbury planned to incorporate, thereby leaving the southern part without a name,[citation needed] residents[who?]

The Village included Grantsville, the section south of Union Avenue around A.M.E. Zion church, but did not take in New Cassel, since the few families that lived there thought it would only unnecessarily increase their taxes.

[citation needed] Many of the remaining Italian-Americans in the village trace their origins to the town of Durazzano in Southern Italy, and are closely related.

[17] Westbury is served by the Main Line of the Long Island Rail Road with connection to Penn Station, Hicksville and Port Jefferson.

It is also served by the following bus routes operated by Nassau Inter-County Express: Westbury hosts New York TRACON, the approach control for several neighbor airports, including JFK, Newark and LaGuardia.