5. Old Homestead Steakhouse (1868)
Old Homestead is not only one of New York’s oldest, but also the longest continuously operating steakhouse in the United States. Like many other current steakhouses in New York, this one was born in 1868, around the same time as the concept of a “chophouse” gained popularity, It was originally known as the Tidewater Trading Post, because the Hudson River of the time ran next to it, straight through the center of what is now Chelsea. The restaurant was purchased by Harry Sherry, who got his start working in the back as a dishwasher, and has been run by the same Sherry family for over 70 years.
Besides its impressive legacy, the Old Homestead’s other claim to fame is that it’s responsible for the first importation of Wagyu, or Kobe beef to the U.S. in the 1990s. Kobe, a region of Japan native to the unique Wagyu cows, produces some of the most high-priced and delicious steaks in the world, widely revered by food critics as the absolute best. To put it in perspective, a Wagyu burger from the Old Homestead will cost you $47. If you’re looking for the highest of the high quality and you don’t mind a little splurge, the Old Homestead has had your back for over 150 years.