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Compare train tickets from Poughkeepsie to Windsor

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Trip Summary

How much are train tickets from Poughkeepsie to Windsor?

Lowest price$63.25
Fastest train5h 11m
Trains per day3
Train lines1

Frequently Asked Questions

Is it safe to travel by train from Poughkeepsie to Windsor during the COVID-19 pandemic?

Our train partners have implemented several different policies to keep you safe during the COVID-19 pandemic. From limiting vehicle capacity to enhancing cleaning protocols and upgrading air filters, train carriers are committed to maintaining a safe environment. For details on what each company is doing to ensure their fleet remains safe for travel, click here.

In addition, federal law requires all train passengers to wear a face covering for the entire duration of the trip. Please make sure you are wearing a face mask or you may not be allowed to board the train.

Please visit our COVID-19 Travel Guide for more information on all carrier policies and the latest travel advisories issued by every U.S. state, Canadian province, and European country.

What is the price of a train ticket from Poughkeepsie to Windsor?

In the last month, $63.25 was the average price of a train ticket from Poughkeepsie, NY to Windsor, CT. You can expect to find tickets at that price or lower if you book your trip at least 1 days in advance. Otherwise, expect to pay around $51.00 more than that for a same-day booking.

How long is the train journey from Poughkeepsie to Windsor?

The distance between Poughkeepsie and Windsor is approximately 67 miles, or 107 kilometers. The average train journey between these two cities takes 6 hours and 19 minutes, although the absolute fastest you could get there is 5 hours and 11 minutes.

Looking for ways to pass the time? Most trains are equipped with Wi-Fi, which means you can stream music, browse social media or get some work done during your ride. That said, in case your train has a spotty signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and movies to your mobile device in advance of your trip. That way the ride will fly by whatever the Wi-Fi situation.

When are trains the most crowded?

Trains from Poughkeepsie to Windsor are the most crowded on Wednesday. Tickets also tend to be more expensive then. If you are looking for a great deal on your train tickets or just want extra room to stretch out, consider traveling on Monday instead, as it tends to be the least crowded day of the week.

When are the first and last trains of the day?

The earliest train departs Poughkeepsie at 11:00am while the last train of the day leaves at 11:00am. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.

Is there a direct train from Poughkeepsie to Windsor?

There are 3 scheduled trains on most days. Unfortunately, none of them are direct connections, so you will need to disembark from your original train and board a connecting train during your journey. Don't forget to bring your carry-on luggage when you switch trains. In some instances, you may also be responsible for transferring your own checked baggage.

You can also take a train for your return trip from Windsor to Poughkeepsie.

Which train should you take from Poughkeepsie to Windsor?

Amtrak is the one and only train line which connects Poughkeepsie, New York to Windsor, Connecticut. However, there are 3 trains per day to choose from.

TrainDaily TripsAvg. TimeAvg. Price
Amtrak36h 19m$73.45

Amtrak train tickets from Poughkeepsie to Windsor start from $63, and on average cost $73. Daily there are 3 Amtrak schedules to Windsor. Amtrak in Poughkeepsie leaves from 41 Main St, And in Windsor trains arrive at 41 Central St, From Poughkeepsie to Windsor train travel on Amtrak takes 6 hours and 19 minutes. If you are looking to get to Windsor faster, Amtrak offers more express schedule options with a travel time of 5 hours and 11 minutes. If you are looking to travel to Windsor on a weekend there is typically one Amtrak scheduled trip per day, which will cost $114 for a one-way weekend reservation from Poughkeepsie.

Price trends for trains from Poughkeepsie to Windsor

Prices as travel date approaches


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