Cheap train tickets from Philadelphia to Windsor
Find and compare the best ground travel options in one place.
Trip Summary
There are usually 11 daily train trips available from Philadelphia to Windsor. Traveling by train from Philadelphia to Windsor usually takes 5 hours and 25 minutes, but the fastest Amtrak train can make the trip in 4 hours and 31 minutes.
- Distance
- 186 mi (299 km)
- Fastest train
- 4h 31m
- Lowest price
- RON 156.98
- Trains per day
- 2
- Most frequent service
- Amtrak
- Train lines
- 2
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Philadelphia to Windsor Train Schedule

There are several train options that can take you from Philadelphia to Windsor:
See more detailsWhat is the price of a train ticket from Philadelphia to Windsor?
In the last month, the average price of a train ticket from Philadelphia to Windsor was RON 429.67. Good news! You can find the cheapest tickets if you book your trip at least 29 days prior to the travel date. You’ll likely pay around RON 398.78 more if you wait to book until the last minute.
Average train ticket prices from Philadelphia to Windsor by travel date
Over the next 30 days, a one-way train trip from Philadelphia to Windsor will cost between RON 249 and RON 697. Book in advance to secure the best price in the next few weeks.
Average train ticket prices from Philadelphia to Windsor by month
Ticket prices for the train from Philadelphia 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 RON 499. If you're thinking of traveling from Philadelphia to Windsor during November, keep in mind that train ticket prices may be higher than usual, with an average price of RON 711 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 Philadelphia to Windsor on Wanderu at least 29 days ahead of time, you can save about RON 398.78 on your ticket. Waiting until the last minute means missing out on these savings!
Which train should you take from Philadelphia to Windsor?
2 train services operate from Philadelphia to Windsor. Amtrak usually has more trains scheduled, with 9 trips per day. That said, it's still worth comparing the prices and trip durations:
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 9 | 5h 30m | RON 713.75 |
| Amtrak Northeast Regional | 2 | 5h 4m | RON 623.62 |
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 9 Amtrak trains from Philadelphia to Windsor every day, as well as 7 trips on the weekends, with prices starting from RON 156.98.










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 traveling 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 outlets, as well as free WiFi and clean bathrooms. With 2 daily train trips from Philadelphia to Windsor, the Northeast Regional is the busiest and most popular among all Amtrak routes.
Frequently asked questions about traveling by train from Philadelphia to Windsor
There are 11 scheduled trains on most days. 2 of these are direct connections to Windsor. While direct trains may still make stops along the way, you will not need to switch trains at any point. If you're looking to get to your destination faster, a direct train is the convenient and time-efficient choice. You can also take a train for your return trip from Windsor to Philadelphia.
Trains per day
11
Direct trains
2
The distance between Philadelphia and Windsor is approximately 186 miles, or 299 kilometers. The average train journey between these two cities takes 5 hours and 25 minutes, although the absolute fastest you could get there is 4 hours and 31 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)
186
Distance (km)
299
The earliest train departs Philadelphia at 1:22am while the last train of the day leaves at 6:56pm. 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
1:22am
Last train
6:56pm
Trains from Philadelphia to Windsor 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 traveling on Saturday instead, as it tends to be the least crowded day of the week.
Busiest
Monday
Least crowded
Saturday
City Information
Philadelphia



We may feel a little bit more than just brotherly love for Philadelphia, a city steeped in history and culture. Where else can you channel your inner Rocky Balboa on his epic run, and later enjoy an authentic Philly cheesesteak as a reward?
Philadelphia’s affordability (especially compared to other East Coast cities) is just one of many reasons it is among Wanderu’s best destinations for college students. Another reason is how much there is to do! Early American history takes precedence at Independence Hall and the Liberty Bell, while museums abound on Benjamin Franklin Parkway, sometimes called the most artistic mile in the city. Head to Reading Terminal Market to fuel up for a night hitting the bars, clubs, and live music joints that line South Street.
Philadelphia is a major hub for both Greyhound and Amtrak, and its 30th Street Station is one of the busiest stations in the country. The plentitude of ground travel and the nearby Philadelphia International Airport make this exciting city very easily accessible, even on a budget.
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 Philadelphia?
Main departure station: 30th St Station - 2955 Market St

There is one train station in Philadelphia.
All train stations in Philadelphia:
- 30th St Station - 2955 Market 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
Need a return trip from Windsor to Philadelphia?
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Continue by train from Windsor
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