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Cheap train tickets from Charlottesville to Windsor

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Charlottesville to Windsor Train Schedule

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Trip Summary

2 trains operate daily from Charlottesville to Windsor. The train trip from Charlottesville to Windsor is usually about 11 hours and 57 minutes long. However, traveling on the fastest Amtrak train can get you there in as little as 10 hours and 2 minutes.

Distance406 mi (654 km)
Fastest train10h 2m
Lowest price$96.00
Most frequent serviceAmtrak
Train lines2

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Which train should you take from Charlottesville to Windsor?

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

TrainDaily TripsAvg. TimeAvg. Price
Amtrak212h 4m$206.12
Amtrak Northeast Regional111h 44m$241.53
  • 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 Charlottesville to Windsor every day, as well as 1 trips on the weekends, with prices starting from $96.

  • 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 Charlottesville to Windsor, the Northeast Regional is the busiest and most popular among all Amtrak routes.

Frequently asked questions about traveling by train from Charlottesville to Windsor

The distance between Charlottesville and Windsor is approximately 406 miles, or 654 kilometers. The average train journey between these two cities takes 11 hours and 57 minutes, although the absolute fastest you could get there is 10 hours and 2 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.

On a weekly basis, the greatest number of passengers tend to travel by trains from Charlottesville to Windsor on Saturday. Tickets for Saturday tend to also be the most expensive. For savvy travelers looking for cheaper priced tickets search for travel departing on Monday. Monday also tend to have less passengers which may make boarding faster and let you snag your perfect seat.

The earliest train departs Charlottesville at 10:00am while the last train of the day leaves at 11:00am. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.

Trains leave the station in Charlottesville 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 Charlottesville.

City Information

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.

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.

Station Information

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 departure 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

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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