Previously seen trips
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Train | Back Bay Station | Windsor Station | No tags | ||||
| Train | Boston Route 128, MA | Windsor Station | No tags | ||||
| Train | South Station | Windsor Station | No tags | ||||
| Train | Back Bay Station | Windsor Station | No tags | ||||
| Train | Boston Route 128, MA | Windsor Station | No tags |
Get from Boston to Windsor
The journey takes about 4 hours 25 minutes, and with fares starting at just $29, it presents an excellent value for a comfortable ride.
Train companies
Based on 5751 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 $29
Frequently asked questions about travelling from Boston, MA, US to Windsor, CT, US by train
Please note that schedules, routes, or operator details shown here may be updated or vary 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 at $29. The average price for this train route is around $81. Busbud recommends booking your tickets in advance to increase your chances of getting the lowest possible price.
How long is the train ride from Boston to Windsor?
The average train trip from Boston to Windsor takes 4h 25m and covers 143 km. The quickest 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 serve this route, with 9 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 6:10am. The latest train departs at 3:32pm.
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 Jan 26, 2026 with a price of $51To 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.
