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Cleveland to Southold trains

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Trip Overview

The average train between Cleveland and Southold takes 26h 42m and the fastest train takes 24h 17m. The train runs, on average, 6 times per week from Cleveland 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.

26h 42m
Duration
709 mi
Distance
$439
Average price
6 times a week
Frequency

Cleveland to Southold train times

Trains run 6 times a week between Cleveland and Southold. The service departs Cleveland at 5:50 AM in the morning, which arrives into Southold at 09:01:00. All services require a transfer at Ny Moynihan Train Hall At Penn Station and take an average of 26h 42m. The schedules shown below are for the next available departures.

Departing Monday, November 9, 2026

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    Arrives next day

    AmtrakLong Island Rail RoadLong Island Rail Road27h 11m • 2 changes

Departing Tuesday, November 10, 2026

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    Arrives next day

    AmtrakLong Island Rail RoadLong Island Rail Road27h 11m • 2 changes

Departing Wednesday, November 11, 2026

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    Arrives next day

    AmtrakLong Island Rail RoadLong Island Rail Road27h 11m • 2 changes

Departing Thursday, November 12, 2026

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    Arrives next day

    AmtrakLong Island Rail RoadLong Island Rail Road27h 11m • 2 changes

Departing Friday, November 13, 2026

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    Arrives next day

    AmtrakLong Island Rail RoadLong Island Rail Road24h 17m • 2 changes

Frequently asked questions

Want to know about travelling from Cleveland 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.

Map of how to get from Cleveland to Southold.ExpandLaunch map view
  • Distance: 708.6 mi
  • Duration: 26h 42m

What companies run services between Cleveland, OH, USA and Southold, NY, USA?

You can take a train from Cleveland Amtrak to Southold via Ny Moynihan Train Hall At Penn Station, New York Penn Station, and Ronkonkoma in around 16h 45m.

Operators