The average train between Southold and Penn Station takes 7h 7m and the fastest train takes 5h 33m. The train service runs several times per day from Southold to Penn Station. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.
Trains run 3 times a day between Southold and Penn Station. The earliest departure is at 5:31 AM in the morning, and the last departure from Southold is at 9:04 PM which arrives into Penn Station at 7:34 AM. All services require a transfer at Ronkonkoma and take an average of 7h 7m. The schedules shown below are for the next available departures.


5h 48m • 2 changes

5h 33m • 2 changes

6h 4m • 2 changesArrives next day


10h 30m • 2 changes

5h 48m • 2 changes

5h 33m • 2 changes

6h 4m • 2 changesArrives next day


11h 13m • 2 changesWant to know about travelling from Southold to Penn Station? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.
No, there is no direct train from Southold to Penn Station. However, there are services departing from Southold station and arriving at Penn Station station via Ronkonkoma. The journey, including transfers, takes approximately 7h 7m.
Southold to Penn Station train services, operated by Long Island Rail Road, depart from Southold station.
Southold to Penn Station train services, operated by Long Island Rail Road, arrive at Baltimore Penn Station.
The distance between Southold and Penn Station is 405.9 km. The road distance is 444 km.
You can take a train from Southold to Penn Station via Ronkonkoma, Penn Station, Ny Moynihan Train Hall At Penn Station, and Baltimore Penn Station in around 5h 27m.