A location in Poughkeepsie, NY, is a jinx for any hotel that rests upon it. Over the years, three hotels have occupied the northwest corner of Main and Catharine Streets, and all three have eventually burned down.
The first hotel to fall victim to the jinx was the Eastern Hotel. Theodorus Gregory originally ran a tavern on the ground floor of the building at 341 Main Street and eventually purchased the building and hotel in 1841. Shortly after the hotel was consumed by fire, Gregory constructed a new hotel named the Gregory House. The Gregory House was notable for being a temperance hotel (no booze allowed) and the first in the City of Poughkeepsie. I’m surprised he was willing to lose the alcohol revenue, but he was.
In 1865, Gregory sold the hotel to George Morgan, who made his fortune in the charcoal business in northern Dutchess County. He renamed the hotel the Morgan House. Morgan was a popular figure who served as the Mayor of Poughkeepsie and a State Senator. In 1912, Morgan sold the hotel. It was owned by a series of individuals until 1917, when a fire in the basement spread to the rest of the structure and consumed it. The fire spread to nearby structures and eventually required all available fire personnel in the City of Poughkeepsie to extinguish it. The estimated damages from the fire were approximately $250,000, an immense amount of money back then.
Okay, that’s two up and two down so far. The remains of the Morgan House were demolished shortly after, and a new five-story structure was built at the exact location. The Windsor Hotel remained unscathed until 1943, when the top two floors burned down.
Today, the bottom three floors remain, housing street-level businesses and office space above. The building is located at 341 Main Street.
You can decide: Is it bad luck, a coincidence, or a real-world jinx?




