The average train between Southold and Times Square takes 3h 24m and the fastest train takes 2h 38m. The train service runs several times per day from Southold to Times Square. 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 Times Square. 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 Times Square at 11:42 PM. All services require a transfer, and take on average 3h 24m. The schedules shown below are for the next available departures.

3h 16m • 1 change
3h 3m • 1 change
3h 23m • 1 change
2h 38m • 1 change
3h 16m • 1 change
3h 3m • 1 change
3h 23m • 1 change
2h 38m • 1 changeWant to know about travelling from Southold to Times Square? 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 Times Square. However, there are services departing from Southold station and arriving at Times Square station via Ronkonkoma. The journey, including transfers, takes approximately 3h 24m.
Southold to Times Square train services, operated by Long Island Rail Road, depart from Southold station.
Southold to Times Square train services, operated by Long Island Rail Road, arrive at New York Penn Station.
The distance between Southold and Times Square is 135.5 km. The road distance is 147 km.
You can take a train from Southold to New York Penn Station via Ronkonkoma in around 2h 55m.