The average train between Derby and Windsor takes 2h 36m and the fastest train takes 2h 3m. The train service runs several times per day from Derby to Windsor. 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 Derby and Windsor. The earliest departure is at 7:35 AM in the morning, and the last departure from Derby is at 8:39 PM which arrives into Windsor at 10:47 PM. All services require a transfer at Bridgeport and take an average of 2h 36m. The schedules shown below are for the next available departures.


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Want to know about travelling from Derby to Windsor? 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 Derby to Windsor. However, there are services departing from Derby station and arriving at Windsor station via New Haven. The journey, including transfers, takes approximately 2h 36m.
Derby to Windsor train services, operated by Metro-North Railroad (MNR), depart from Bridgeport station.
Derby to Windsor train services, operated by Metro-North Railroad (MNR), arrive at Windsor station.
The distance between Derby and Windsor is 69.6 km. The road distance is 118 km.
You can take a train from Derby-Shelton to Windsor via Bridgeport and New Haven in around 2h 53m.