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Boston - Windsor Train Schedule
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Trip Summary
You can pick from 5 daily train trips between Boston and Windsor. The average train journey from Boston to Windsor takes 4 hours and 31 minutes, but some Amtrak train trips are as short as 3 hours and 22 minutes.
| Distance | 88 mi (142 km) |
| Fastest train | 3h 22m |
| Lowest price | $14.00 |
| Most frequent service | Amtrak |
| Train lines | 1 |
What is the price of a train ticket from Boston to Windsor?
The average price for a train ticket from Boston to Windsor is $34.21, Compared to most train fares, this is an excellent price. By booking your trip at least 28 days in advance, you increase your chances of scoring even cheaper tickets. But if you wait until the day of your trip to book tickets, expect to pay $32.44 more.
Average prices by travel date
For the next 30 days, the cost of a one-way train trip from Boston to Windsor will range from $30 to $67. If you're planning to travel by train to Windsor in the upcoming week, the cheapest train ticket from Boston you can find in the next 7 days is $30. Be sure to book your trip in advance as train ticket prices typically increase as your travel date approaches.
Monthly avg. prices
Prices as travel date approaches
Planning ahead pays off when it comes to booking your train trip from Boston to Windsor. By reserving your ticket on Wanderu at least 28 days before departure, you can save around $32.44. Don't miss out on these savings — book in advance!
Which train should you take from Boston to Windsor?
Amtrak is the one and only train line which connects Boston to Windsor. However, there are 5 trains per day to choose from.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 5 | 4h 31m | $46.57 |
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 5 Amtrak trains from Boston to Windsor every day, as well as 2 trips on the weekends, with prices starting from $14.
Frequently Asked Questions
The distance between Boston and Windsor is approximately 88 miles, or 142 kilometers. The average train journey between these two cities takes 4 hours and 31 minutes, although the absolute fastest you could get there is 3 hours and 22 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.
Trains from Boston to Windsor are the most crowded on Friday. 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.
The earliest train departs Boston at 6:00am while the last train of the day leaves at 1:00pm. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.
There are 5 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 Boston.
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
Image credit: Unsplash
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?
Image credit: Tony Hisgett
Link to image attribution
Main departure station: South Station
South Station is the largest and busiest train station in Boston, and a major transportation hub for the greater New England area. South Station's 13 tracks are used by Amtrak, Acela, the MBTA commuter rail, and the MBTA subway system (a.k.a. the "T") with connections to the Boston Logan International Airport. You can also access intercity bus service in the adjacent South Station Bus Terminal. South Station's historic train terminal opened in 1899 right in downtown Boston, and is close to many points of interest like the Boston Common, the Freedom Trail, and the hip Seaport district. At the terminal, you'll find free WiFi, luggage storage, a 24-hour information booth, and 14 dining options, including that New England favorite, Dunkin'.
All train stations in Boston:
South Station
Back Bay Station - 145 Dartmouth St
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
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