Cheap train tickets from Boston to Windsor

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Trip Summary

There are usually 2 daily train trips available from Boston to Windsor. Traveling by train from Boston to Windsor usually takes 4 hours and 20 minutes, but the fastest Amtrak train can make the trip in 3 hours and 17 minutes.

Distance: 88 mi (142 km)
Fastest train: 3h 17m
Lowest price: NOK 236.09
Trains per day: 2
Most frequent service: Amtrak
Train lines: 1

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Boston to Windsor Train Schedule

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

Amtrak tickets: NOK 236 one-way

See more details

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

In the last month, train tickets from Boston to Windsor cost about NOK 473 when booked at the cheapest time. Good news! You can find the cheapest tickets if you book your trip at least 4 days prior to the travel date. You’ll likely pay around NOK 399.27 more if you wait to book until the last minute.

Average train ticket prices from Boston to Windsor by travel date

Over the next 30 days, a one-way train trip from Boston to Windsor will cost between NOK 293 and NOK 2,125. Book in advance to secure the best price in the next few weeks.

Average train ticket prices from Boston to Windsor by month

Ticket prices for the train from Boston to Windsor often fluctuate based on the time of year. For the best prices on this route, book in January when the average ticket price is only NOK 378. If you're thinking of traveling from Boston to Windsor during November, keep in mind that train ticket prices may be higher than usual, with an average price of NOK 661 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 Boston to Windsor on Wanderu at least 4 days ahead of time, you can save about NOK 399.27 on your ticket. Waiting until the last minute means missing out on these savings!

Which train should you take from Boston to Windsor?

Amtrak is the one and only train line which connects Boston to Windsor. The schedule is relatively limited as the train only runs twice a day.

Train	Daily Trips	Avg. Time	Avg. Price
Amtrak	2	4h 20m	NOK 702.07

Amtrak is the largest passenger railroad 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 restroom, free WiFi and power outlets at every seat. There are also snack bars where you can purchase drinks or food during your journey. On average, there are 2 Amtrak trains from Boston to Windsor every day, as well as 2 trips on the weekends, with prices starting from NOK 236.09.

Frequently asked questions about traveling by train from Boston to Windsor

Trains leave the station in Boston twice a day, so there are a couple of options depending on your preferred travel time. However, there are no direct trains. This means that you will need to disembark from your original train and board a connecting train at some point during your journey. You will need to remember to bring your carry-on luggage with you when you change trains. Depending on the carrier's policy, you may also be responsible for transferring your own checked baggage. You can also take a train for your return trip from Windsor to Boston.

Trains per day

Direct trains

The distance between Boston and Windsor is approximately 88 miles. The average train journey between these two cities takes 4 hours and 20 minutes, although the absolute fastest you could get there is 3 hours and 17 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.

Distance (mi)

Distance (km)

142

The earliest train departs Boston at 6:10 AM while the last train of the day leaves at 3:21 PM. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.

First train

6:10am

Last train

3:21pm

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

Busiest

Tuesday

Least crowded

Sunday

City Information

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 harbor, 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, travelers 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.

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 buses also serve the town. Within Windsor, the CT-transit Hartford provides local bus service.

Station Information

Where is the train station in Boston?

Main departure station: Back Bay Station - 145 Dartmouth St

There are two stations in Boston where you can board the train to Windsor.

All train stations in Boston:

Back Bay Station - 145 Dartmouth St
South Station

Where is the train station in Windsor?

Main arrival station: 41 Central St

Windsor has one train station.

All train stations in Windsor:

41 Central St

Need a return trip from Windsor to Boston?

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