The average train between Winchester and Portland takes 2h 59m and the fastest train takes 2h 29m. The train service runs several times per day from Winchester to Portland. 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 Portland. The earliest departure is at 8:36 AM in the morning, and the last departure from Winchester is at 10:01 PM which arrives into Portland at 1:00 AM. All services require a transfer at Anderson/Woburn and take an average of 2h 59m. The schedules shown below are for the next available departures.

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Want to know about travelling from Winchester to Portland? 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 Portland. However, there are services departing from Winchester station and arriving at Portland station via Portland. The journey, including transfers, takes approximately 2h 59m.
Winchester to Portland train services, operated by MBTA, depart from Woburn Amtrak Station.
Winchester to Portland train services, operated by MBTA, arrive at Portland station.
The distance between Winchester and Portland is 151.8 km. The road distance is 173 km.
Amtrak operates a train from Woburn Amtrak Station to Portland 5 times a day. Tickets cost $30–70 and the journey takes 2h 12m.