The average train between Penn Station NY and Southold takes 2h 51m and the fastest train takes 2h 41m. The train service runs several times per day from Penn Station NY 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 5 times a day between Penn Station NY and Southold. The earliest departure is at 1:09 AM at night, and the last departure from Penn Station NY is at 5:25 PM which arrives into Southold at 8:17 PM. All services require a transfer at New York Penn Station and take an average of 2h 51m. The schedules shown below are for the next available departures.

3h 23m • 1 change

2h 41m • 1 change

2h 46m • 1 change

2h 52m • 1 change

2h 48m • 1 change

2h 45m • 1 change

2h 47m • 1 change

2h 41m • 1 change

2h 48m • 1 change

2h 45m • 1 change

2h 47m • 1 change

2h 41m • 1 change
Want to know about travelling from Penn Station NY 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 NY to Southold. However, there are services departing from Penn Station NY station and arriving at Southold station via Ronkonkoma. The journey, including transfers, takes approximately 2h 51m.
Penn Station NY to Southold train services, operated by Long Island Rail Road, depart from New York Penn Station.
Penn Station NY to Southold train services, operated by Long Island Rail Road, arrive at Southold station.
The distance between Penn Station NY and Southold is 136.5 km. The road distance is 148 km.
You can take a vehicle from Penn Station NY to Southold via New York Penn Station and Ronkonkoma in around 3h 46m.