Trains leaving Thursday
One passenger / one way
- This trip is recommended because it is the: Cheapest + FastestDeparture time: May 8 atDeparture city: BostonDeparture location: Boston Route 128, MAArrival time: May 8 atDestination city: WindsorDestination location: Windsor-Mt. Ascutney StationOperated by: Amtrak
Vehicle: TrainDuration: - Departure time: May 8 atDeparture city: BostonDeparture location: South StationArrival time: May 8 atDestination city: WindsorDestination location: Windsor-Mt. Ascutney StationOperated by: AmtrakVehicle: TrainDuration:
- Departure time: May 8 atDeparture city: BostonDeparture location: South StationArrival time: May 8 atDestination city: WindsorDestination location: Windsor-Mt. Ascutney StationOperated by: AmtrakVehicle: TrainDuration:
- Departure time: May 8 atDeparture city: BostonDeparture location: Back Bay StationArrival time: May 8 atDestination city: WindsorDestination location: Windsor-Mt. Ascutney StationOperated by: AmtrakVehicle: TrainDuration:
- Departure time: May 8 atDeparture city: BostonDeparture location: Back Bay StationArrival time: May 8 atDestination city: WindsorDestination location: Windsor-Mt. Ascutney StationOperated by: AmtrakVehicle: TrainDuration:
Last refresh of the prices: Last Thursday at 5:14 PM EDT.
Prices and availability are subject to change.
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Train Boston to Windsor: Trip Overview
Please note, this information is subject to change
Train companies
Based on 5098 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 US$75.00
Boston to Windsor Train
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Train service from Boston to Windsor will be provided by the most trusted companies.
Discover how much the train trip from Boston to Windsor will cost you. Use our filters and sorting features to find the cheapest train tickets or high-end trains.
Frequently asked questions on the trip Boston - Windsor
How much does a cheap train ticket from Boston to Windsor cost?
The average train ticket price from Boston to Windsor is US$121. The best way to find cheap train tickets from Boston to Windsor is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!
How long is the trip from Boston to Windsor?
A train trip between Boston and Windsor is around 8h 1m, although the fastest train will take about 6h 36m. This is the time it takes to travel the 166 km that separates the two cities.
How many daily trains are there between Boston and Windsor?
The number of trains from Boston to Windsor can differ depending on the day of the week. On average, there are 4. Some trains are direct while others include transferring trains. Simplify your train trip from Boston to Windsor by comparing and selecting the train that fits your travel style and budget on Busbud.
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 to Windsor was searched and found on May 8, 2025 with a price of US$89To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Boston to Windsor, as early as possible.
You can expect to pay from US$89 to US$234 for a train ticket from Boston to Windsor based on the last 2 days. You can expect to find the cheapest price for the trip at US$89 which is on 2025-05-08.
About Train Travel
Train Travel Tips
Taking the fastest trains allows you to travel at speeds greater than 300 km/h. Taking a trip from Boston to Windsor is not only much quicker but more comfortable too! You can usually travel directly to the city centre and save time while you're at it.
No matter if you plan to take a regional or high-speed train to Windsor, the planet will thank you. You’ll help to protect the beautiful landscapes that will unfold before your very eyes.
With up to 30x less CO2 emissions for your train journey between Boston and Windsor, the train is an ecological alternative to flights or personal cars.
Create your real-life musical score by curating a personalized train travel playlist - the perfect accompaniment to your train ride from Boston to Windsor.
Did you know?
You can find the straightest railway in the world in Australia. This railway line is 478 kilometres long and is also considered the longest and straightest railway line in the world.
The first high-speed train line was inaugurated in 1964, in Japan, to connect Tokyo with Osaka. It was during the Olympics that the first passengers travelled aboard the Shinkansen at a speed of 210 km / h.
The magnetic levitation train (Maglev for short) is currently the fastest train in the world. With a speed of 603 km/ h, it is closely followed by the French high-speed train (574.8 km / h) which remains in 2020, the fastest train to date.
Top Travelled Train Routes
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