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Cheap train tickets from Windsor to Charlottesville

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Windsor to Charlottesville Train Schedule

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Trip Summary

3 trains operate daily from Windsor to Charlottesville. The train trip from Windsor to Charlottesville is usually about 12 hours and 49 minutes long. However, traveling on the fastest Amtrak train can get you there in as little as 10 hours and 15 minutes.

Distance406 mi (654 km)
Fastest train10h 15m
Lowest price$203.00
Most frequent serviceAmtrak
Train lines2

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Which train should you take from Windsor to Charlottesville?

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

TrainDaily TripsAvg. TimeAvg. Price
Amtrak312h 56m$266.29
Amtrak Northeast Regional111h 22m$241.00
  • 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 3 Amtrak trains from Windsor to Charlottesville every day, as well as 2 trips on the weekends, with prices starting from $203.

  • 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 1 daily train trips from Windsor to Charlottesville, the Northeast Regional is the busiest and most popular among all Amtrak routes.

Frequently asked questions about traveling by train from Windsor to Charlottesville

The distance between Windsor and Charlottesville is approximately 406 miles, or 654 kilometers. The average train journey between these two cities takes 12 hours and 49 minutes, although the absolute fastest you could get there is 10 hours and 15 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 Windsor to Charlottesville are the most crowded on Saturday. 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.

The earliest train departs Windsor at 4:00am while the last train of the day leaves at 8:00am. 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 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 Charlottesville to Windsor.

City Information

Windsor

Windsor, CT, US - WSR-0

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.

Charlottesville

Lovingly called Mr. Jefferson’s City by locals, Charlottesville is one of Virginia's best destinations with plenty of interesting attractions to draw in not only fans of history but also of arts and culture. The prime attraction of the city is the famous estate of Thomas Jefferson, Monticello. This 5000-acre mansion is an architectural masterpiece that combines Parisian and Italian elements, giving you a day’s worth of exploration. For those looking for a more idyllic landscape, try Carter Mountain Orchard, which offers apple-picking sessions as well. The University of Charlottesville is also a must-not-miss destination. As the only university in the U.S. to be designated a World Heritage Site, it offers interesting insights into the history of education of the country.

Charlottesville’s wines are famous around the country, and the Monticello Wine Trail is perfect for trying out the best wines that the region has to offer. For an amazing dinner experience, C & O Restaurant, which has been in business since 1976, will be a great choice.

The city’s busiest bus stop is the Greyhound bus stop located downtown at 310 W Main St. For trains, head over to the nearby Amtrak train station, also on W Main St. Charlottesville is served by Amtrak’s Cardinal, Crescent and Northeast Regional lines. The city’s main airport is the Charlottesville-Albemarle Airport, 8 miles from the city.

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 Charlottesville?

Train Station - 810 W Main St  - CVSAMT-0

Image credit: Funky Tee

Link to image attribution
Train Station - 810 W Main St  - CVSAMT-1

Image credit: Bill McChesney

Link to image attribution

Main arrival station: Train Station - 810 W Main St

The Union Station in Charlottesville opened in 1885 and today remains the center of rail transportation in Charlottesville. Three Amtrak lines run through the Charlottesville station: the Cardinal route from Chicago to New York, the Crescent route from New Orleans to New York, and the Northeast Regional route from Roanoke to Boston. Inside the barn-red building, you can have a seat in the indoor waiting room, purchase a snack to go from vending machines, or learn more about Charlottesville from the tourism pamphlets available. The station is just steps away from the University of Virginia campus, and from the station, you can stroll to one of many excellent restaurants along Main Street.

All train stations in Charlottesville:

  • Train Station - 810 W Main St

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