Next available departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Back Bay Station | Windsor Station | CheapestFastest | |||||
| South Station (Train Terminal) | Windsor Station | No tags | |||||
| South Station (Train Terminal) | Windsor Station | No tags | |||||
| South Station (Train Terminal) | Windsor Station | No tags | |||||
| South Station (Train Terminal) | Windsor Station | No tags | |||||
| South Station (Train Terminal) | Windsor Station | No tags | |||||
| South Station (Train Terminal) | Windsor Station | No tags | |||||
| South Station (Train Terminal) | Windsor Station | No tags |
Last refresh of the prices: Yesterday at 12:07 AM EDT.
Get from Boston to Windsor
The journey takes about 5 hours 3 minutes, and with fares starting at just JP¥4 903, it presents an excellent value for a comfortable ride.
Train Companies
Based on 6444 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained about the Wi-Fi. Amtrak ticket prices on this trip start at JP¥3 573
Frequently asked questions about travelling from Boston, MA, US to Windsor, CT, US by train
Please note that timetables, routes, or operator details shown here may be updated or differ at the time of your trip.
How much is the train ticket from Boston to Windsor?
The cheapest train tickets from Boston to Windsor start from JP¥4 903. The average price for this train route is around JP¥16 333. Busbud recommends booking your tickets in advance for a better chance to secure the lowest possible price.
How long is the train journey from Boston to Windsor?
The average train journey time from Boston to Windsor is 5h 3m, covering a distance of 138 km. The quickest train can get you there in 3h 17m and is operated by Amtrak.
Which train operators serve the Boston to Windsor route?
Several major train operators run on this route, with 4 trains available per day.
What are the earliest and latest departure times for the train from Boston to Windsor?
The earliest train from Boston to Windsor departs at 06:50. And the latest train departs at 15:32.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Boston, MA, US to Windsor, CT, US was searched and found on 25 Aug 2026 with a price of JP¥5 360To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Boston, MA, US to Windsor, CT, US as early as possible.
You can expect to pay from JP¥5 360 to JP¥72 267 for a train ticket from Boston, MA, US to Windsor, CT, US based on the last 2 days. You can expect to find the cheapest price for the trip at JP¥5 360, which is on 2026-08-25.
