How a man named Smith settled in for the long ride after a short ride
The Town of Smithtown was founded in 1665. This is its history via WikiPedia:
Local legend
An oft-repeated but apocryphal story has it that, after rescuing a Native American chief's abducted daughter, Richard Smith was told that the chief would grant title to all of the land Smith could encircle in one day while riding a bull. Smith chose to ride the bull on the longest day of the year (summer solstice) 1665, to enable him to ride longer "in one day." The land he acquired in this way is said to approximate the current town's borders. A large statue of Smith's bull, known as Whisper, pays homage to the legend at the fork of Jericho Turnpike (New York State Route 25) and St. Johnland Road (New York State Route 25A).
Actual founding
According to local historians, the bull story is a myth. It was actually English settler Lion Gardiner who had helped rescue the daughter of Nissequogue Grand Sachem Wyandanch, after she was kidnapped by rival Narragansetts. Smith, who lived in nearby Setauket, was a friend of Gardiner; it was at Smith's house where the Nissequogue princess was returned to Wyandanch. The Grand Sachem awarded a large tract of land to Gardiner as a gesture of gratitude. In 1663 Gardiner sold the Nissequogue lands to Smith. Two years later, colonial Governor Richard Nicolls recognized the sale by awarding Smith “The Nicolls Patent of 1665,” which formally ratified Smith's claim to the land. Thus, 1665 is considered the founding date of the town.
Smithtown was originally known as "Smithfield".
The border between Smithtown and the town of Huntington is partially defined by Bread and Cheese Hollow Road (Suffolk County Road 4), so named after Bread and Cheese hollow, which according to legend is where Smith stopped on his ride to have a lunch of bread and cheese. The road is reputed to follow part of his original ride. The border between Smithtown and Huntington was also the site of Fort Salonga, a British fort that was the site of a battle of the American Revolution during 1781. The Smithtown hamlet of Nesconset was the home of Spaceplex, an indoor amusement park and arcade that was falsely accused of being the abduction site in the Katie Beers kidnapping case in 1992
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