The average train between Portland and Winchester takes 2h 54m and the fastest train takes 2h 29m. The train service runs several times per day from Portland to Winchester. 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 Portland and Winchester. The earliest departure is at 5:18 AM in the morning, and the last departure from Portland is at 6:33 PM which arrives into Winchester at 10:26 PM. All services require a transfer at Woburn Amtrak Station and take an average of 2h 54m. The schedules shown below are for the next available departures.

2h 29m • 1 change

3h 59m • 1 change

4h 4m • 1 change

3h 53m • 1 change

2h 39m • 1 change

2h 29m • 1 change

2h 59m • 1 change

2h 49m • 1 change

2h 39m • 1 change

2h 29m • 1 change

2h 59m • 1 change

2h 49m • 1 change

2h 39m • 1 change

2h 29m • 1 change

2h 59m • 1 change

2h 49m • 1 change

2h 39m • 1 change

2h 29m • 1 change

2h 59m • 1 change

2h 49m • 1 change

2h 39m • 1 change

2h 29m • 1 change

2h 59m • 1 change

2h 49m • 1 change

2h 29m • 1 change

2h 29m • 1 change

3h 59m • 1 change

4h 4m • 1 change
Want to know about travelling from Portland to Winchester? 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 Portland to Winchester. However, there are services departing from Portland station and arriving at Winchester station via Woburn Amtrak Station station. The journey, including transfers, takes approximately 2h 54m.
Portland to Winchester train services, operated by Amtrak, depart from Portland station.
Portland to Winchester train services, operated by Amtrak, arrive at Woburn Amtrak Station.
The distance between Portland and Winchester is 151.8 km. The road distance is 173 km.
Amtrak operates a train from Portland to Woburn Amtrak Station every 4 hours. Tickets cost $30–70 and the journey takes 2h 11m.