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

The average train ticket price from Windsor to Boston is $59. The best way to find train tickets from Windsor to Boston 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 train trip from Windsor to Boston?

A train trip between Windsor and Boston is around 4h 39m, although the fastest train will take about 3h 54m. This is the time it takes to travel the 89 miles that separates the two cities.

How many daily trains are there between Windsor and Boston?

The number of trains from Windsor to Boston can differ depending on the day of the week. On average, there are 17. Some trains are direct while others have layovers. Simplify your train trip from Windsor to Boston by comparing and selecting the train that fits your travel style and budget on Busbud.

Which train companies travel from Windsor to Boston?

When taking the train from Windsor to Boston, you can travel comfortably and safely with Amtrak.

What are the best sights and things to do in Boston?

Once in Boston, you can explore the city. The top sights and things to do are Freedom Trail, Boston Public Library, New England Aquarium, Boston Bruins at TD Garden, Duck Tour.

Train Windsor to Boston from $22 | Refundable Tickets

Next train departures

Next departures for Windsor to Boston on November 21
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	7:04pm	Windsor Station	4h 27m	11:31pm	Boston Route 128, MA	Cheapest
Train	8:04pm	Windsor Station	3h 54m	11:58pm	Boston Route 128, MA	Fastest
Train	12:29pm	Windsor Station	4h 23m	4:52pm	South Station (Train Terminal)	No tags
Train	12:29pm	Windsor Station	4h 23m	4:52pm	South Station (Train Terminal)	No tags
Train	4:19pm	Windsor Station	5h 47m	10:06pm	South Station (Train Terminal)	No tags

Next departures for Windsor to Boston on November 22
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	12:55pm	Windsor Station	4h 9m	5:04pm	Boston Route 128, MA	CheapestFastest
Train	7:49am	Windsor Station	5h 46m	1:35pm	South Station (Train Terminal)	No tags
Train	7:49am	Windsor Station	5h 46m	1:35pm	South Station (Train Terminal)	No tags
Train	5:55pm	Windsor Station	5h 31m	11:26pm	South Station (Train Terminal)	No tags
Train	5:55pm	Windsor Station	5h 31m	11:26pm	South Station (Train Terminal)	No tags

Next departures for Windsor to Boston on November 24
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	4:19pm	Windsor Station	5h 29m	9:48pm	Boston Route 128, MA	Cheapest
Train	8:04pm	Windsor Station	3h 54m	11:58pm	Boston Route 128, MA	Fastest
Train	4:41am	Windsor Station	7h 25m	12:06pm	South Station (Train Terminal)	No tags
Train	4:41am	Windsor Station	7h 25m	12:06pm	South Station (Train Terminal)	No tags
Train	7:29am	Windsor Station	4h 37m	12:06pm	South Station (Train Terminal)	No tags

Next departures for Windsor to Boston on November 25
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	4:41am	Windsor Station	7h 7m	11:48am	Boston Route 128, MA	Cheapest
Train	8:04pm	Windsor Station	3h 54m	11:58pm	Boston Route 128, MA	Fastest
Train	4:41am	Windsor Station	7h 25m	12:06pm	South Station (Train Terminal)	No tags
Train	4:41am	Windsor Station	7h 25m	12:06pm	South Station (Train Terminal)	No tags
Train	7:29am	Windsor Station	4h 37m	12:06pm	South Station (Train Terminal)	No tags

Next departures for Windsor to Boston on November 26
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	7:04pm	Windsor Station	4h 27m	11:31pm	Boston Route 128, MA	Cheapest
Train	8:04pm	Windsor Station	3h 54m	11:58pm	Boston Route 128, MA	Fastest
Train	4:41am	Windsor Station	7h 25m	12:06pm	South Station (Train Terminal)	No tags
Train	4:41am	Windsor Station	7h 25m	12:06pm	South Station (Train Terminal)	No tags
Train	7:29am	Windsor Station	4h 37m	12:06pm	South Station (Train Terminal)	No tags

Next departures for Windsor to Boston on November 27
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	5:55pm	Windsor Station	5h 12m	11:07pm	Boston Route 128, MA	Cheapest
Train	12:55pm	Windsor Station	4h 9m	5:04pm	Boston Route 128, MA	Fastest
Train	7:49am	Windsor Station	5h 46m	1:35pm	South Station (Train Terminal)	No tags
Train	7:49am	Windsor Station	5h 46m	1:35pm	South Station (Train Terminal)	No tags
Train	5:55pm	Windsor Station	5h 31m	11:26pm	South Station (Train Terminal)	No tags

Last refresh of the prices: Last Wednesday at 11:02 PM EST.

Get from Windsor to Boston

This route is served by train only

The journey takes about 4 hours 39 minutes and with fares starting at just $24, it presents an excellent value for a comfortable ride.

17train per day

4h 39mAverage Duration

88 milesDistance

13kgCO₂ emissions

Train Companies

Amtrak

4/55,597 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

Wifi3.6

Based on 5597 reviews, the company was rated 4.1 stars on Busbud. Travelers were especially satisfied with the seats and the ticket access but often complained with the wifi. Amtrak ticket prices on this trip start at $24

Train and bus companies in US:Amtrak, Trenitalia, Renfe, VIA Rail Canada, Amtrak Acela, NS Nederlandse Spoorwegen, Iryo

Frequently asked questions about traveling from Windsor, CT, US to Boston, MA, US by train

How much does a train ticket from Windsor to Boston cost?
How long is the train trip from Windsor to Boston?
How many daily trains are there between Windsor and Boston?
Which train companies travel from Windsor to Boston?
What are the best sights and things to do in Boston?

Find cheapest prices for trains

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

Best price found

11/19

$28

11/20

$39

Today

$39

11/22

$69

11/23

$43

11/24

$28

11/25

$54

11/26

$69

The cheapest trip from Windsor, CT, US to Boston, MA, US was searched and found on Nov 19, 2025 with a price of $28

To 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 $28 to $269 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 $28 which is on 2025-11-24.