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Windsor to Middletown trains

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Trip Overview

The average train between Windsor and Middletown takes 4h 53m and the fastest train takes 4h 21m. The train service runs several times per day from Windsor to Middletown. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

4h 53m
Duration
159 mi
Distance
$332
Average price
Every 4 hours
Frequency

Windsor to Middletown train times

Trains run every 4 hours between Windsor and Middletown. The earliest departure is at 4:41 AM at night, and the last departure from Windsor is at 8:04 PM which arrives into Middletown at 12:31 AM. All services require a transfer at New Haven and take an average of 4h 53m. The schedules shown below are for the next available departures.

Departing Wednesday, November 11, 2026

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    Arrives next day

    AmtrakAmtrakNJ Transit4h 27m • 2 changes

Departing Thursday, November 12, 2026

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    AmtrakAmtrak AcelaNJ Transit5h 32m • 2 changes
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    AmtrakAmtrakNJ Transit4h 39m • 2 changes
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    AmtrakAmtrakNJ Transit5h 15m • 2 changes
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    AmtrakAmtrakNJ Transit4h 50m • 2 changes
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Departing Friday, November 13, 2026

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    AmtrakAmtrak AcelaNJ Transit5h 32m • 2 changes
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    AmtrakAmtrakNJ Transit4h 39m • 2 changes
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    AmtrakAmtrakNJ Transit5h 15m • 2 changes
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    AmtrakAmtrakNJ Transit4h 50m • 2 changes
  • Show more

Departing Saturday, November 14, 2026

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    AmtrakAmtrakNJ Transit5h 2m • 2 changes
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    AmtrakAmtrakNJ Transit4h 31m • 2 changes
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    AmtrakAmtrakNJ Transit5h 32m • 2 changes
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    AmtrakAmtrakNJ Transit4h 21m • 2 changes
  • Show more

Departing Sunday, November 15, 2026

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    AmtrakAmtrakNJ Transit5h 1m • 2 changes
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    AmtrakAmtrakNJ Transit4h 27m • 2 changes
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    AmtrakAmtrakNJ Transit5h 10m • 2 changes
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    AmtrakAmtrakNJ Transit4h 27m • 2 changes
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Departing Monday, November 16, 2026

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    AmtrakAmtrakNJ Transit5h 20m • 2 changes
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    AmtrakAmtrakNJ Transit4h 32m • 2 changes
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    AmtrakAmtrak AcelaNJ Transit4h 46m • 2 changes
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    AmtrakAmtrakNJ Transit4h 44m • 2 changes
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Departing Tuesday, November 17, 2026

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    AmtrakAmtrakNJ Transit5h 20m • 2 changes
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    AmtrakAmtrakNJ Transit4h 32m • 2 changes
  •  → 

    AmtrakAmtrak AcelaNJ Transit4h 46m • 2 changes
  •  → 

    AmtrakAmtrakNJ Transit4h 44m • 2 changes
  • Show more

Frequently asked questions

Want to know about travelling from Windsor to Middletown? 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 Windsor to Middletown.ExpandLaunch map view
  • Distance: 159.5 mi
  • Duration: 4h 53m

What companies run services between Windsor, CT, USA and Middletown, Monmouth County, NJ, USA?

You can take a train from Windsor to Middletown Nj via New Haven, Ny Moynihan Train Hall At Penn Station, and New York Penn Station in around 4h 56m.

Operators