Cheap train tickets from Windsor to Boston

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Trip Summary

There are usually 4 daily train trips available from Windsor to Boston. Travelling by train from Windsor to Boston usually takes 5 hours and 22 minutes, but the fastest Amtrak train can make the trip in 4 hours and 6 minutes.

Distance: 88 mi (142 km)
Fastest train: 4h 6m
Lowest price: RON 138.59
Trains per day: 4
Most frequent service: Amtrak
Train lines: 2

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Windsor to Boston Train Timetable

No preview is currently available. Please try another date or search the full timetable.

There are several train options that can take you from Windsor to Boston:

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

In the last month, train tickets from Windsor to Boston cost about RON 262 when booked at the cheapest time. Good news! You can find the cheapest tickets if you book your trip at least 16 days prior to the travel date. You’ll likely pay around RON 298.73 more if you wait to book until the last minute.

Average train ticket prices from Windsor to Boston by travel date

Over the next 30 days, a one-way train trip from Windsor to Boston will cost between RON 186 and RON 1,051. Book in advance to secure the best price in the next few weeks.

Average train ticket prices from Windsor to Boston by month

Ticket prices for the train from Windsor to Boston often fluctuate based on the time of year. For the best prices on this route, book in February when the average ticket price is only RON 220. If you're thinking of travelling from Windsor to Boston during November, keep in mind that train ticket prices may be higher than usual, with an average price of RON 306 during this time of year. The best way to score a cheap deal, even in November, is to book your trip well in advance.

Prices as travel date approaches

By booking your train trip from Windsor to Boston on Wanderu at least 16 days ahead of time, you can save about RON 298.73 on your ticket. Waiting until the last minute means missing out on these savings!

Which train should you take from Windsor to Boston?

2 train services operate from Windsor to Boston. Amtrak usually has more trains scheduled, with 3 trips per day. That said, it's still worth comparing the prices and trip durations:

Train	Daily Trips	Avg. Time	Avg. Price
Amtrak	3	5h 5m	RON 346.94
Amtrak Northeast Regional	1	7h 21m	RON 386.20

Amtrak is the largest passenger railway service in America, offering daily intercity trains to hundreds of destinations across the contiguous United States, as well as several cities in Canada. Every Amtrak train comes equipped with comfortable seats with extra legroom, as well as several four-seat areas with tables in the middle. In addition, each car has a freshly cleaned toilet, free WiFi and power sockets at every seat. There are also snack bars where you can purchase drinks or food during your journey. On average, there are 3 Amtrak trains from Windsor to Boston every day, as well as 3 trips at the weekends, with prices starting from RON 138.59.
The Northeast Regional is Amtrak’s passenger rail service that runs between Boston, MA and Virginia Beach, VA, connecting over 50 cities in the Northeast and Mid-Atlantic regions of the United States. While the line’s downtown-to-downtown train service makes travelling between the biggest cities in the Northeast convenient and hassle-free, the train’s amenities make the journey comfortable and relaxing as well. Amtrak passengers can enjoy large seats with extra legroom and power sockets, as well as free WiFi and clean bathrooms. With 1 daily train trip from Windsor to Boston, the Northeast Regional is the busiest and most popular among all Amtrak routes.

Frequently asked questions about travelling by train from Windsor to Boston

There are 4 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 hand 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 Boston to Windsor.

Trains per day

Direct trains

The distance between Windsor and Boston is approximately 88 miles. The average train journey between these two cities takes 5 hours and 22 minutes, although the absolute fastest you could get there is 4 hours and 6 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 patchy signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and films to your mobile device in advance of your trip. That way the ride will fly by whatever the Wi-Fi situation.

Distance (mi)

Distance (km)

142

The earliest train departs Windsor at 4:41 while the last train of the day leaves at 20:04. To see all scheduled departure times, use the search function on this page to get the full timetable for your specific travel dates.

First train

4:41am

Last train

8:04pm

Trains from Windsor to Boston are the most crowded on Monday. 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 travelling on Sunday instead, as it tends to be the least crowded day of the week.

Busiest

Monday

Least crowded

Sunday

City Information

Windsor

Outside of Hartford is Windsor, a charming Connecticut town that is known as the state's first English settlement. Due to this, the city has several historical sites and antique museums, like the Windsor Historical Society, The New England Air Museum, and Oliver Ellsworth Homestead, with pieces dating back to the 1700s. Outdoor enthusiasts will be pleased with the town's many parks and green spaces, from Northwest Park to the Windsor Center River Trail.

Visit Windsor just after a snowfall with your snowshoes or cross-country skis, and explore the beautiful Northwest Park. Hartford is only six minutes by train from Windsor, offering a weekend of fun and nightlife. Beer lovers can visit the iconic Back East Brewery and Thomas Hooker Brewery, while the Northwest Park Country Fair features competitions, live music, auctions, performances, and more. If you enjoy golf, check out the Keney Park Golf Course, dating back to 1927.

Windsor offers great transport links to and from other cities, especially when you're moving by train. Over 100 cities have train links through Amtrak, while a few coaches also serve the town. Within Windsor, the CT-transit Hartford provides local bus service.

Boston

Boston is one of the oldest cities in the country, but it is kept young and fresh with the help of over 150,000 students who flock to the city’s prestigious universities every year. Beantown’s many sights and activities celebrate American history, prolific sports teams, and New England seafood. So let's spill the tea (into the harbour, if you will):

Boston's Freedom Trail is the best way to see the city on foot and visit some of the most iconic landmarks of the American Revolution: from Bunker Hill and the USS Constitution to the Old North Church and Faneuil Hall. The Freedom Trail officially begins in Boston Common, the oldest public park in the U.S. and a beautiful spot for walking, picnicking, or ice skating in the winter. Foodies will love tasting the Italian cuisine in the North End and the modern eateries of South End, while sports fans can tour Fenway Park, and art lovers can explore the expansive Museum of Fine Arts.

From Boston, travellers can easily get to the beachy summer destination of Cape Cod, or surrounding states like New Hampshire, Vermont, and Rhode Island. With four main train stations and several bus stops in the city, as well as Boston Logan Airport (which, by the way, has some excellent airport food), Boston is a central hub for travel throughout New England and beyond.

Station Information

Where is the train station in Windsor?

Main departure station: 41 Central St

There is one train station in Windsor.

All train stations in Windsor:

41 Central St

Where is the train station in Boston?

Main arrival station: Back Bay Station - 145 Dartmouth St

Boston receives travellers from Windsor at its two active train stations.

Train stations in Boston:

Back Bay Station - 145 Dartmouth St
South Station

Need a return trip from Boston to Windsor?

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