Based on 5752 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 R 390
Frequently asked questions about travelling from Windsor, CT, US to Boston, MA, 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 Windsor to Boston?
The cheapest train tickets from Windsor to Boston start from R 390. The average price for this train route is around R 860. Busbud recommends booking your tickets in advance for a better chance to secure the lowest possible price.
How long is the train journey from Windsor to Boston?
The average train journey time from Windsor to Boston is 4h 46m, covering a distance of 143 km. The quickest train can get you there in 3h 54m and is operated by Amtrak.
Which train operators serve the Windsor to Boston route?
Several major train operators run on this route, with 15 trains available per day.
What are the earliest and latest departure times for the train from Windsor to Boston?
The earliest train from Windsor to Boston departs at 04:41. And the latest train departs at 20:04.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
28/01
R 358
29/01
R 358
Today
R 358
31/01
R 877
01/02
R 1 867
02/02
R 358
03/02
R 358
04/02
R 358
The cheapest trip from Windsor, CT, US to Boston, MA, US was searched and found on 28 Jan 2026 with a price of R 358
To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Windsor, CT, US to Boston, MA, US as early as possible.
You can expect to pay from R 358 to R 3 458 for a train ticket from Windsor, CT, US to Boston, MA, US based on the last 2 days. You can expect to find the cheapest price for the trip at R 358, which is on 2026-02-02.