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Trip Summary
3 trains operate daily from Windsor to Madison. The train trip from Windsor to Madison is usually about 30 hours and 21 minutes long. However, traveling on the fastest Amtrak train can get you there in as little as 28 hours and 12 minutes.
| Distance | 857 mi (1379 km) |
| Fastest train | 28h 12m |
| Lowest price | $213.00 |
| Most frequent service | Amtrak |
| Train lines | 1 |
Which train should you take from Windsor to Madison?
Amtrak is the one and only train line which connects Windsor to Madison. However, there are 3 trains per day to choose from.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 3 | 1d 6h 21m | $340.70 |
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 Madison every day, as well as 2 trips on the weekends, with prices starting from $213.
Frequently Asked Questions
The distance between Windsor and Madison is approximately 857 miles, or 1379 kilometers. The average train journey between these two cities takes 30 hours and 21 minutes, although the absolute fastest you could get there is 28 hours and 12 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.
Friday tends to be the busiest day of the week with travelers taking trains from Windsor to Madison. Ticket price also tend to be more expensive on Friday than other days. If you are hoping to have more room on the train and even save some change check out travel options on Sunday instead, as less people travel then and deals are more likely to be found.
The earliest train departs Windsor at 5:00am 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.
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 Madison to Windsor.
City Information
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.
Madison
Consistently ranking high on the lists of the best places to live in the USA, Madison still maintains its quaint and idyllic small-town vibe despite being the capital city of Wisconsin. Sitting among the city’s most iconic and most popular landmarks is the Madison Memorial Union, which is located within the campus of the University of Madison. The building features a lakeview terrace filled with colorful chairs, allowing visitors to chill out and enjoy the sun. If you are interested in the history of the state or architecture as a whole, head over to the State Capitol building, which was built between 1906 and 1917. The building features lavish council chambers, which were modeled after the famous Doge’s Palace in Venice, along with other architectural highlights. If you wish to stay close to nature, the Olbrich Botanical garden, with its famous Thai Pavilion and Garden, will certainly be a great choice.
As a college city, Madison features numerous cutting-edge establishments that will make your mouth water. For some of the best dining views in town, head over to Graze, where you can also grab some of the best cheese curds in Madison. If you want to enjoy the best brunch in town, Sardine might have what you need.
The busiest bus/train station in Madison is located on Collins Ct. The city is served by the Dane County Regional Airport, 6 miles northeast of downtown.
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 Madison?
Main arrival station: University of Wisconsin - Gordon Center
Madison receives travelers from Windsor at its two active train stations.
All train stations in Madison:
University of Wisconsin - Gordon Center
Dutch Mill Park & Ride Lot
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