The average train between Windsor and New Canaan takes 3h 29m and the fastest train takes 2h 23m. The train service runs several times per day from Windsor to New Canaan. 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 every 4 hours between Windsor and New Canaan. The earliest departure is at 4:41 AM at night, and the last departure from Windsor is at 8:04 PM which arrives into New Canaan at 11:16 PM. All services require a transfer at New Haven and take an average of 3h 29m. The schedules shown below are for the next available departures.


2h 23m • 2 changes


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2h 23m • 2 changes


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3h 12m • 2 changes
Want to know about travelling from Windsor to New Canaan? 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 Windsor to New Canaan. However, there are services departing from Windsor station and arriving at New Canaan station via New Haven. The journey, including transfers, takes approximately 3h 29m.
Windsor to New Canaan train services, operated by Amtrak, depart from Windsor station.
Windsor to New Canaan train services, operated by Amtrak, arrive at Stamford station.
The distance between Windsor and New Canaan is 105.8 km. The road distance is 145 km.
You can take a train from Windsor to New Canaan via New Haven and Stamford in around 2h 53m.