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

Discover your next train travel journey from Boston (MA), US to Windsor (CT), US and book online with ease

Join 75M+ travelers booking 2M+ routes across 85+ countries.
Enjoy our 24/7 customer service to assist you at every step.
Cancel anytime and receive a 100% refund, no reason needed.
TodayMay 2
from $41
TomorrowMay 3
SunMay 4
from $68
MonMay 5
from $51
TueMay 6
WedMay 7
ThuMay 8
from $41
FriMay 9

Trains leaving Sunday

One passenger / one way

  • This trip is recommended because it is: Cheapest
    Departure time: May 4 at
    Departure city: Boston
    Departure location: Boston Route 128, MA
    Arrival time: May 4 at
    Destination city: Windsor
    Destination location: Windsor Station
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • This trip is recommended because it is: Fastest
    Departure time: May 4 at
    Departure city: Boston
    Departure location: Boston Route 128, MA
    Arrival time: May 4 at
    Destination city: Windsor
    Destination location: Windsor Station
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: May 4 at
    Departure city: Boston
    Departure location: South Station
    Arrival time: May 4 at
    Destination city: Windsor
    Destination location: Windsor Station
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: May 4 at
    Departure city: Boston
    Departure location: South Station
    Arrival time: May 4 at
    Destination city: Windsor
    Destination location: Windsor Station
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: May 4 at
    Departure city: Boston
    Departure location: Boston Route 128, MA
    Arrival time: May 4 at
    Destination city: Windsor
    Destination location: Windsor Station
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:

Accepted payments

  • Visa
  • MasterCard
  • American Express
  • China Union Pay
  • Diners Club Canada
  • Discover Click to Pay
  • JCB payment
  • Klarna (Pay over time)
  • Google Pay

Train Boston to Windsor: Trip Overview

Please note, this information is subject to change.

Average ticket price$72
Average train trip duration4h 32m
Number of daily trains12
Earliest train departure6:00am
Distance89 miles (142 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 for your trip Boston - Windsor

Find cheapest prices for trains

Price is for a one-way ticket for one passenger and based on past searches.

Best price found
04/30
$27
05/01
$21
Today
$41
05/03
No data
05/04
$68
05/05
$51
05/06
No data
05/07
No data
busbud logoThe cheapest trip from Boston to Windsor was searched and found on May 1, 2025 with a price of $21

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 $21 to $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 $51 which is on 2025-05-05.

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 traveled 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

Why choose Busbud?

The Best Way To Book Bus and Train Tickets

Busbud makes bus travel easy. We help travelers find a bus, plot routes, and book intercity bus tickets all over the world. With several language and currency options available, Busbud seeks to cater to international bus travelers no matter where they are in the world. Busbud partners with safe and reliable bus companies throughout the world such as Greyhound, Eurolines, ALSA, OUIBUS (BlaBlaBus), National Express and many others so you can buy tickets without a worry.

People from around the world trust Busbud

‌

Popular Trains Connecting Boston

Trains Leaving from Boston

Popular Trains Connecting Windsor

Trains Going to Windsor