The average train between Winchester and Connecticut takes 3h 54m and the fastest train takes 3h 23m. The train service runs several times per day from Winchester to Connecticut. 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 Winchester and Connecticut. The earliest departure is at 5:47 AM in the morning, and the last departure from Winchester is at 7:10 PM which arrives into Connecticut at 10:33 PM. All services require a transfer at North Station and take an average of 3h 54m. The schedules shown below are for the next available departures.


3h 37m • 2 changes


3h 49m • 2 changes


3h 57m • 2 changes


3h 42m • 2 changes


3h 37m • 2 changes


3h 49m • 2 changes


3h 57m • 2 changes


3h 42m • 2 changes


3h 37m • 2 changes


3h 49m • 2 changes


3h 57m • 2 changes


3h 42m • 2 changes


3h 37m • 2 changes


3h 49m • 2 changes


3h 57m • 2 changes


3h 42m • 2 changes


3h 40m • 2 changes


3h 39m • 2 changes


4h 39m • 2 changes


4h 38m • 2 changes


3h 40m • 2 changes


3h 39m • 2 changes


5h 21m • 2 changes


4h 38m • 2 changes
Want to know about travelling from Winchester to Connecticut? 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 Winchester to Connecticut. However, there are services departing from Winchester station and arriving at Connecticut station via Bridgeport Amtrak Station station. The journey, including transfers, takes approximately 3h 54m.
Winchester to Connecticut train services, operated by MBTA, depart from Boston station.
Winchester to Connecticut train services, operated by MBTA, arrive at Bridgeport Amtrak Station.
The distance between Winchester and Connecticut is 159.2 km. The road distance is 292 km.
Amtrak operates a train from Boston to Bridgeport Amtrak Station every 3 hours. Tickets cost $55–120 and the journey takes 2h 41m.