The Baileys Motel sits on 35 acres of land and has a history in transient lodging since the 1890’s.Early ownership of the property began with Jonathan Raynor and then willed to Nathan Raynor. It is believed that in 1750, Nathan Raynor built a small house on the land.
The land later was passed to Nathan’s son Elihu.
In 1799, Thomas Rogers purchased the property from Elihu Raynor. Thomas Rogers’ son, Lester would later occupy the house and live there until his death in 1895. David Rogers added the front section to the house in 1890 and quickly began taking in boarders in the home’s 4 upstairs rooms. |
The Rogers family ran the boarding house until they lost the home due to financial troubles sometime in the 1920s. |
The home had various renters through the 1930s until it was bought by Irving and Irene Bailey in 1942. As demand for rooms increased over the years, Mr. Bailey built a motor lodge section on the property in the 1960’s. |
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He started out with the purchase of a latrine from the World War II Army which had an encampment in Westhampton Beach and made it into section of rooms. As demand for more lodging increased, he added additional sections until he had a total of 15 rooms on the property. |
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The Bailey Family ran the motel together until Mrs. Bailey passed away in the summer of 2000. Irving Bailey and his two sons continued operating the motel until retiring in November 2002. Today the property is owned by the Town of Southampton |
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After a suspicious fire in April of 2008 which destroyed storage sheds on the property, an article in the Southampton Press mentions that a public information officer for the Westhampton Beach Fire Dept. is noted as saying that the main house is scheduled for demolition. |
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Sad to report but this Historic structure is no more and has been leveled. You can read more about it at:
The Westhampton News 27east.com
The Westhampton News 27east.com
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