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

The average train ticket price from Boston to Windsor is $73. The best way to find 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 train trip from Boston to Windsor?

A train trip between Boston and Windsor is around 5h 5m, although the fastest train will take about 3h 22m. This is the time it takes to travel the 89 miles 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 6. Some trains are direct while others have layovers. Simplify your train trip from Boston to Windsor by comparing and selecting the train that fits your travel style and budget on Busbud.

Which train companies travel from Boston to Windsor?

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

Train Boston to Windsor from $24 | Refundable Tickets

Next train departures

Next departures for Boston to Windsor on December 5
Vehicle type	Departure time	Departure location	Trip duration	Arrival time	Arrival location	Recommended
Train	12:57pm	Back Bay Station	3h 22m	4:19pm	Windsor Station	CheapestFastest
Train	6:10am	South Station (Train Terminal)	4h 25m	10:35am	Windsor Station	No tags
Train	6:10am	South Station (Train Terminal)	4h 25m	10:35am	Windsor Station	No tags
Train	6:10am	South Station (Train Terminal)	5h 39m	11:49am	Windsor Station	No tags
Train	6:10am	South Station (Train Terminal)	5h 39m	11:49am	Windsor Station	No tags

Last refresh of the prices: Yesterday at 4:23 PM EST.

Get from Boston to Windsor

This route is served by train only

The journey takes about 5 hours 5 minutes and with fares starting at just $20, it presents an excellent value for a comfortable ride.

6train per day

5h 5mAverage Duration

81 milesDistance

12kgCO₂ emissions

Train Companies

Amtrak

4/55,615 reviews

Staff4.7

Timeliness3.8

Cleanliness4.6

Wifi3.6

Based on 5615 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 $20

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

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

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

Find cheapest prices for trains

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

Best price found

11/27

$54

11/28

$28

Today

$28

11/30

$115

12/01

No data

12/02

No data

12/03

No data

12/04

No data

The cheapest trip from Boston, MA, US to Windsor, CT, US was searched and found on Nov 28, 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 Boston, MA, US to Windsor, CT, US, as early as possible.

You can expect to pay from $28 to $269 for a train ticket from Boston, MA, US to Windsor, CT, US based on the last 2 days. You can expect to find the cheapest price for the trip at $115 which is on 2025-11-30.