The problem stems from the fact the Town of Greenport, naming itself for South Bay, took a name that was already in use in the State of New York, so when it came time, in the mid-20th century, to assign zip codes, the Town of Greenport couldn't get its own. The US Postal Service couldn't distinguish Greenport on Long Island from Greenport in Columbia County. Consequently, every house and business in Greenport has an address that ends with "Hudson, NY 12534."
A Gossips reader commented recently that "it's high time Hudson annexed Greenport." Easier said than done. But since it's an idea that gets floated from time to time, Gossips decided to take a look at how the division came to be in the first place. Here's how Stephen B. Miller explained it in Historical Sketches of Hudson, which was published in 1862.
The town of Greenport was erected on May 13, 1837, from territory formerly included in Hudson city. The separation was the result of long-continued opposition on the part of residents of the outlying region to sharing the financial burdens of the compact part of the old city. These residents did not value at their true worth the various improvements made within the city and succeeded in obtaining a greatly reduced taxation after the division was made. . . .The reason Hudson and Greenport split in the first place is likely to be the reason the two municipalities won't get back together any time soon. The Hudson Area Libary--one of the "financial burdens of the compact part of the old city"--is a case in point. The library was chartered in 1959 to serve Hudson and Greenport. Thanks to a successful referendum a year or so ago, the City of Hudson now contributes $120,000 to the library's annual budget. The Town of Greenport, where a library referendum has never succeeded, contributes only $5,500 to support the operation of the library.