The average train between Penn Station and Southold takes 7h 28m and the fastest train takes 5h 23m. The train service runs several times per day from Penn Station to Southold. 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 Penn Station and Southold. The earliest departure is at 7:05 AM in the morning, and the last departure from Penn Station is at 10:51 PM which arrives into Southold at 8:39 AM. All services require a transfer at Baltimore Penn Station and take an average of 7h 28m. The schedules shown below are for the next available departures.


6h 1m • 2 changes


5h 50m • 2 changes
Arrives next day


9h 48m • 2 changes


6h 1m • 2 changes


5h 50m • 2 changes
Arrives next day


9h 48m • 2 changes


6h 1m • 2 changes


5h 54m • 2 changes


5h 50m • 2 changes
Arrives next day


8h 28m • 2 changes


5h 23m • 2 changes


6h 13m • 2 changes
Arrives next day


8h 24m • 2 changes
Arrives next day


11h 37m • 2 changes
Want to know about travelling from Penn Station to Southold? 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 Penn Station to Southold. However, there are services departing from Penn Station station and arriving at Southold station via Ny Moynihan Train Hall At Penn Station station. The journey, including transfers, takes approximately 7h 28m.
Penn Station to Southold train services, operated by Amtrak, depart from Baltimore Penn Station.
Penn Station to Southold train services, operated by Amtrak, arrive at Southold station.
The distance between Penn Station and Southold is 405.9 km. The road distance is 444 km.
You can take a vehicle from Penn Station to Southold via Baltimore Penn Station, Ny Moynihan Train Hall At Penn Station, New York Penn Station, and Ronkonkoma in around 6h 22m.