The average train between Montauk and Ossining takes 4h 35m and the fastest train takes 3h 57m. The train service runs several times per day from Montauk to Ossining. 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 Montauk and Ossining. The earliest departure is at 1:09 AM at night, and the last departure from Montauk is at 10:03 PM which arrives into Ossining at 2:55 AM. All services require a transfer at Jamaica and take an average of 4h 35m. The schedules shown below are for the next available departures.


5h 28m • 2 changes

4h 7m • 2 changes

3h 57m • 2 changes

4h 35m • 2 changes

5h 26m • 2 changes

4h 14m • 2 changes

4h 59m • 2 changes

4h 53m • 2 changes

5h 26m • 2 changes

4h 14m • 2 changes

4h 53m • 2 changes

4h 8m • 2 changes

4h 14m • 2 changes

4h 53m • 2 changes

4h 8m • 2 changesWant to know about travelling from Montauk to Ossining? 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 Montauk to Ossining. However, there are services departing from Montauk station and arriving at Ossining station via Jamaica. The journey, including transfers, takes approximately 4h 35m.
Montauk to Ossining train services, operated by Long Island Rail Road, depart from Montauk station.
Montauk to Ossining train services, operated by Long Island Rail Road, arrive at Ossining station.
The distance between Montauk and Ossining is 161.3 km. The road distance is 236 km.
You can take a train from Montauk to Ossining via Jamaica and Grand Central Terminal in around 4h 41m.