Cheap train tickets from Windsor to New Haven
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Trip Summary
There are usually 8 daily train trips available from Windsor to New Haven. Traveling by train from Windsor to New Haven usually takes 55 minutes, but the fastest Amtrak train can make the trip in 50 minutes.
Distance | 40 mi (65 km) |
Fastest train | 0h 50m |
Lowest price | $8.00 |
Trains per day | 15 |
Most frequent service | Amtrak |
Train lines | 2 |

What is the price of a train ticket from Windsor to New Haven?
In the last month, the average price of a train ticket from Windsor to New Haven was $9.33. This is basically as cheap as train fares can get. Good news! You can find the cheapest tickets if you book your trip at least 11 days prior to the travel date. You’ll likely pay around $0.27 more if you wait to book until the last minute.
Average train ticket prices from Windsor to New Haven by month
Prices as travel date approaches
The average price of train tickets from Windsor to New Haven is pretty stable year-round. However, we still suggest buying your train tickets at least 48 hours prior to departure to avoid unexpected price hikes and the possibility of the train being sold out.
Which train should you take from Windsor to New Haven?
2 train services operate from Windsor to New Haven. Amtrak usually has more trains scheduled, with 6 trips per day. That said, it's still worth comparing the prices and trip durations:
Train | Daily Trips | Avg. Time | Avg. Price |
---|---|---|---|
Amtrak | 6 | 0h 55m | $10.00 |
Amtrak Northeast Regional | 2 | 0h 56m | $8.00 |
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 6 Amtrak trains from Windsor to New Haven every day, as well as 9 trips on the weekends, with prices starting from $10.
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 Windsor to New Haven, the Northeast Regional is the busiest and most popular among all Amtrak routes.
Frequently asked questions about traveling by train from Windsor to New Haven
On a weekly basis, the greatest number of passengers tend to travel by trains from Windsor to New Haven on Wednesday. Tickets for Wednesday tend to also be the most expensive. For savvy travelers looking for cheaper priced tickets search for travel departing on Sunday. Sunday also tend to have less passengers which may make boarding faster and let you snag your perfect seat.
The earliest train departs Windsor at 5:00am while the last train of the day leaves at 5:00pm. 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 8 scheduled trains on most days. 15 of these are direct connections to New Haven. 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 New Haven 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.
New Haven



Sitting on the mouth of the Quinnipiac River of Connecticut, New Haven has been the home of the esteemed Yale University for more than 300 years. The quaint college town, with its cultural significance, has long been a highly-rated destination for culturally-inclined travelers. The first thing to do in New Haven is to visit the Yale campus, which was designed by famous architects such as Eero Saarinen and Frank O. Gehry. Don’t forget to check out the university’s visitor center as well, which houses impressive historical displays. Other interesting destinations on the premises are the Yale University Art Gallery and the Yale Peabody Museum of Natural History. If you wish to take a break from the urban environment and go hunting for some amazing nature shots, East Rock Park will be a premier choice. Inside the park is the Pardee Rose Garden, which features more than 50 varieties of roses blooming in June and July.
New Haven is a popular destination for foodies, and its greatest offering is pizza. New Haven’s special pizza, also known as “apizza,” is a must-try when you are in town, and the best place to try this delicacy is at Pepe’s, its birthplace. Another establishment to check out is Louis’ Lunch, which has been serving delightful fast food since 1895.
The central hub of transportation in the city is Union Station, where travelers can catch Amtrak trains or buses by Greyhound and Flixbus for intercity transits. Air services are handled by the Tweed New Haven Regional Airport, located 3 miles east of the business district.
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 New Haven?
Main arrival station: State Street Station
New Haven receives travelers from Windsor at its two active train stations.
All train stations in New Haven:
State Street Station
Union Station
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