Trains tickets from Boston (MA), US to Windsor (CT), US

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TodayMay 5
from US$54
TomorrowMay 6
WedMay 7
ThuMay 8
from US$44
FriMay 9
from US$41
SatMay 10
from US$57
SunMay 11
from US$72
MonMay 12

Next departures to Windsor

One passenger / one way

  • This trip is recommended because it is the: Cheapest
    Departure time: May 8 at
    Departure city: Boston
    Departure location: Back Bay Station
    Arrival time: May 8 at
    Destination city: Windsor
    Destination location: Windsor Station
    Operated by: AmtrakAmtrak
    Vehicle: BusDuration:
  • This trip is recommended because it is the: Fastest
    Departure time: May 8 at
    Departure city: Boston
    Departure location: Boston Route 128, MA
    Arrival time: May 8 at
    Destination city: Windsor
    Destination location: Windsor Station
    Operated by: AmtrakAmtrak
    Vehicle: BusDuration:
  • Departure time: May 8 at
    Departure city: Boston
    Departure location: South Station
    Arrival time: May 8 at
    Destination city: Windsor
    Destination location: Windsor Station
    Operated by: AmtrakAmtrak
    Vehicle: BusDuration:
  • Departure time: May 8 at
    Departure city: Boston
    Departure location: South Station
    Arrival time: May 8 at
    Destination city: Windsor
    Destination location: Windsor Station
    Operated by: AmtrakAmtrak
    Vehicle: BusDuration:
  • Departure time: May 8 at
    Departure city: Boston
    Departure location: South Station
    Arrival time: May 8 at
    Destination city: Windsor
    Destination location: Windsor Station
    Operated by: AmtrakAmtrak
    Vehicle: BusDuration:

Last refresh of the prices: Last Thursday at 5:51 PM EDT.

Prices and availability are subject to change.

Accepted payments

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Train Boston to Windsor: Trip Overview

Please note, this information is subject to change

Average Ticket PriceUS$72
Average train trip duration4h 32m
Number of daily trains12
Earliest train departure6:00am
Distance142 km
Latest train departure8:03pm

Boston to Windsor Train

With Busbud, comparing and booking tickets for a train from Boston to Windsor is a breeze. Browse through an extensive selection of train fares and train schedules to find the best deals.

Train service from Boston to Windsor will be provided by the most trusted companies.

Whether it is train tickets or first class train tickets going to Windsor from Boston, we help you find what you're looking for based on how much of a budget you have.

Frequently asked questions on the trip Boston - Windsor

  1. How much does a cheap train ticket from Boston to Windsor cost?

    The average train ticket price from Boston to Windsor is US$72. 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!

  2. How long is the trip from Boston to Windsor?

    A train trip between Boston and Windsor is around 4h 32m, although the fastest train will take about 3h 14m. This is the time it takes to travel the 143 km that separates the two cities.

  3. 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 12. 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.

Best price found
05-03
No data
05-04
US$68
Today
US$51
05-06
No data
05-07
No data
05-08
US$41
05-09
US$38
05-10
US$53
busbud logoThe cheapest trip from Boston to Windsor was searched and found on May 9, 2025 with a price of US$38

To 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$38 to US$244 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$38 which is on 2025-05-09.

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.

By choosing the train between Boston and Windsor, you emit up to 30 times less CO2 than for the same journey made by plane or car!

Tune out to the fine sounds of your best music playlist on your train trip from Boston to Windsor while indulging in miles on end of beautiful scenic views.

Did you know?

One of the deepest train stations in the world is in Kiev. Located at a depth of 105 m, it was designed in this way to serve as a shelter in the event of an attack. The second deepest station is in China. Badaling station is located 60 m under the Great Wall of China!

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.

Railway companies played a major role as early as 1883 in the use of time zones as we know them today.

Will you be returning to Boston by train?

Train from Windsor to Boston

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