The first Poughkeepsie station was built in 1850 as what became the New York Central Railroad‘s Water Level Route worked its way up the Hudson River. For its first two years it was the end of the line, but even after it was completed all the way to Albany, it remained the most important intermediate stop. Many local industries, particularly the carpet mills and shoe factories in the city, used the rail facilities to get their products to market. The concentration of industry around a major rail stop also led to the rise of banking and finance within the city as well.

In 1889, with the completion of the nearby Poughkeepsie Railroad Bridge providing east–west rail service across the Hudson, Poughkeepsie became even more important to regional rail transportation. When it came time for a third station to be built on the site, the firm of Warren & Wetmore was hired to design a station that would impress travelers and communicate the city’s confidence and cosmopolitan aspirations. They chose to model it on Grand Central, another successful design of theirs.

After five years of design and construction, the station was opened on February 18, the main station building is meant to be a much smaller version of Grand Central Terminal. It was a source of civic pride when it opened. In 1976 it was added to the National Register of Historic Places as Poughkeepsie Railroad Station; it and Philipse Manor are the only Hudson Line stations outside Manhattan to be so recognized.

The station is a four-story building built into a rockface, with the bottom two levels given over to the tracks and the top two accounted for by the main waiting room, a two-story brick-faced building. Its five-bay facade features sculptured masonry designs over the five high arched windows. To the west, a 420×15-foot (128×5 m) steel-frame overhead walkway provides access to the tracks via stairs and elevators. Today it continues westward to provide access to the adjacent parking garage. At the time of the station’s construction, it served the businesses along Main Street

The waiting room, modeled on Grand Central Terminal,[4] is a high gallery lit during daylight by the windows and the three original chandeliers. The 14 benches within are also original finished chestnut pieces. The walls are paneled in wood to eight feet (240 cm), after which the carved stone shows all the way to the cornice. More original woodwork, the stained walnut rafters, is present in the ceiling, possibly modeled after a similar design in San Miniato al Monte, an 11th-century church in Florence, Italy.

Amenities include bathrooms (also modernized), a concession stand, as well as a ticket counter selling Metro-North tickets alongside two vending machines which sold MetroCards prior to May 2025. There is no checked baggage service for Amtrak trains; Amtrak tickets are available only via a Quik-Trak kiosk. The northernmost MTA Police substation is adjacent to the station as well. In the late 1960s the North-South Arterial (US 9) was built and elevated immediately to the station’s east, somewhat isolating it from the rest of the city.

There are four tracks at the platform level, enough to accommodate Amtrak and Metro-North stops simultaneously, and from west to east numbered 2, 1, 3, and 5. Only tracks 2, 1, and 3 are regularly used. Track 5, the easternmost, has a lower speed limit and is used mainly for non-revenue maintenance trains or those experiencing difficulties. The station has a high-level island platform, high level side platform, and a low-level side platform, each six cars long and slightly offset from each other. Only the high-level platforms are used in passenger service. 

Taken with a Sony A7CII and Sony FE 28-70 f3.5-5.6 OSS