Next train departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Train | Windsor Station | Boston Route 128, MA | Cheapest | ||||
| Train | Windsor Station | Boston Route 128, MA | Fastest | ||||
| Train | Windsor Station | South Station (Train Terminal) | No tags | ||||
| Train | Windsor Station | South Station (Train Terminal) | No tags | ||||
| Train | Windsor Station | South Station (Train Terminal) | No tags |
Last refresh of the prices: Yesterday at 6:34 AM EST.
Get from Windsor to Boston
The journey takes about 4 hours 39 minutes, and with fares starting at just $35, it presents an excellent value for a comfortable ride.
Train companies
Based on 5608 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 WiFi. Amtrak ticket prices on this trip start at $35
Frequently asked questions about travelling from Windsor, CT, US to Boston, MA, 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 Windsor to Boston?
The cheapest train tickets from Windsor to Boston start at $35. The average price for this train route is around $84. Busbud recommends booking your tickets in advance to increase your chances of getting the lowest possible price.
How long is the train ride from Windsor to Boston?
The average train trip from Windsor to Boston takes 4h 39m and covers 130 km. The quickest train gets you there in 3h 54m and is operated by Amtrak.
Which train operators serve the Windsor to Boston route?
Several major train operators serve this route, with 17 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 4:41am. The latest train departs at 8:04pm.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Windsor, CT, US to Boston, MA, US was searched and found on Dec 2, 2025 with a price of $32To 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 $32 to $388 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 $32 which is on 2025-12-02.
