8. One If By Land, Two If By Sea
A Greenwich Village staple, One if by Land, Two if by Sea, is located in a historic, landmarked carriage house that was built in 1767, and used by Aaron Burr in the 1790s as a storage place for his coach and horses. The eatery is often referred to as the “most romantic restaurant in New York City,” thanks to its beautiful decor, which includes brick fireplaces, candlelit tables, a baby grand piano, and a private garden. In fact, according to the restaurant, more engagement announcements have taken place at this restaurant than in any other in Manhattan.
Today, the building is steeped both in history and urban legend. Before serving as a restaurant, it operated as a firehouse, a bar, a silent movie house, and more. It is believed that the spirit of Aaron Burr’s daughter, Theodosia, who died in a shipwreck, returns to haunt her father’s former carriage house. There is also a mystery surrounding the origins of a stone-lined tunnel that leads to the carriage house, which was used by the underground railroad.