Next available departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Boston Route 128, MA | Windsor Station | Cheapest | |||||
| Boston Route 128, MA | Windsor Station | Fastest | |||||
| South Station (Train Terminal) | Windsor Station | No tags | |||||
| South Station (Train Terminal) | Windsor Station | No tags | |||||
| Boston Route 128, MA | Windsor Station | No tags |
Last refresh of the prices: Yesterday at 13:12 EDT.
Get from Boston to Windsor
The journey takes about 5 hours 3 minutes, and with fares starting at just PEN 141, it presents an excellent value for a comfortable ride.
Train Companies
Based on 5826 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained with the Wi‑Fi. Amtrak ticket prices on this trip start at PEN 138
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 vary at the time of your journey.
How much does a train ticket cost from Boston to Windsor?
The cheapest train tickets from Boston to Windsor start from PEN 141. The average price for this train route is around PEN 260. Busbud recommends booking your tickets in advance for the best chance of getting 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 86 miles. The fastest train gets you there in 3h 22m and is operated by Amtrak.
Which train operators serve the Boston to Windsor route?
Several major train operators run on this route with 5 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 22 Jun 2026 with a price of PEN 91To 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 PEN 91 to PEN 1,537 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 PEN 91, which is on 2026-06-22.
