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

Discover your next train travel journey from Windsor (CT), US to Boston (MA), 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.
ThuMay 1
FriMay 2
from $27
SatMay 3
from $38
SunMay 4
MonMay 5
from $21
TueMay 6
WedMay 7
ThuMay 8

Trains leaving Friday

One passenger / one way

  • This trip is recommended because it is: Cheapest + Fastest
    Departure time: May 2 at
    Departure city: Windsor
    Departure location: Windsor Station
    Arrival time: May 2 at
    Destination city: Boston
    Destination location: Boston Route 128, MA
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: May 2 at
    Departure city: Windsor
    Departure location: Windsor Station
    Arrival time: May 2 at
    Destination city: Boston
    Destination location: South Station
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: May 2 at
    Departure city: Windsor
    Departure location: Windsor Station
    Arrival time: May 2 at
    Destination city: Boston
    Destination location: South Station
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: May 2 at
    Departure city: Windsor
    Departure location: Windsor Station
    Arrival time: May 2 at
    Destination city: Boston
    Destination location: South Station
    Operated by: AmtrakAmtrak
    Vehicle: TrainDuration:
  • Departure time: May 2 at
    Departure city: Windsor
    Departure location: Windsor Station
    Arrival time: May 2 at
    Destination city: Boston
    Destination location: South 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 Windsor to Boston: Trip Overview

Please note, this information is subject to change.

Average ticket price$47
Average train trip duration5h 35m
Number of daily trains13
Earliest train departure5:01am
Distance89 miles (142 km)
Latest train departure8:04pm

Windsor to Boston Train

Busbud shows you the best train ticket fares and train schedules so you can easily plan and book a trip by train from Windsor to Boston.

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

Discover how much the train trip from Windsor to Boston will cost you. Use our filters and sorting features to find the cheapest train tickets or high-end trains.

Frequently asked questions for your trip Windsor - Boston

Find cheapest prices for trains

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

Best price found
04/27
$68
04/28
$27
Today
$27
04/30
$27
05/01
$21
05/02
$27
05/03
$38
05/04
$42
busbud logoThe cheapest trip from Windsor to Boston 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 Windsor to Boston, as early as possible.

You can expect to pay from $21 to $160 for a train ticket from Windsor to Boston based on the last 2 days. You can expect to find the cheapest price for the trip at $21 which is on 2025-05-01.

About Train Travel

Train Travel Tips

Do you like to go fast? With high-speed trains going faster than 300 km/h on certain routes, the time will fly by. Taking a train between Windsor and Boston is also a great way to travel to arrive in the city centre and save more time for your stay in Boston.

No matter if you plan to take a regional or high-speed train to Boston, 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 Windsor and Boston, the train is an ecological alternative to flights or personal cars.

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

Did you know?

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.

The longest train journey in the world is between Europe and Asia. This long journey starts from Porto in Portugal and crosses the whole European continent to reach Hanoi in Vietnam in 12 days while traveling more than 17,000 km.

Will you be returning to Windsor by train?

Train from Boston to Windsor

Why choose Busbud?

The Best Way To Book Bus and Train Tickets

Busbud helps you easily search, compare and book intercity bus tickets on a worldwide scale with our comprehensive list of bus routes and schedules. Use Busbud to book your trip online, in your own language and currency, wherever you are. Busbud prides itself on its worldwide partnerships. We make it possible for you to buy tickets with its large network of trustworthy bus partners like Greyhound, Eurolines, ALSA, OUIBUS (BlaBlaBus), National Express and many others.

People from around the world trust Busbud

‌

Popular Trains Connecting Windsor

Trains Leaving from Windsor

Popular Trains Connecting Boston

Trains Going to Boston