Cheap train tickets from Bridgeport to Windsor

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Trip Summary

There are usually 6 daily train trips available from Bridgeport to Windsor. Travelling by train from Bridgeport to Windsor usually takes 2 hours and 7 minutes, but the fastest Amtrak train can make the trip in 1 hour and 29 minutes.

Distance: 54 mi (87 km)
Fastest train: 1h 29m
Lowest price: $25.40
Trains per day: 6
Most frequent service: Amtrak
Train lines: 2

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Bridgeport to Windsor Train Schedule

There are several train options that can take you from Bridgeport to Windsor:

See more details

What is the price of a train ticket from Bridgeport to Windsor?

In the last month, train tickets from Bridgeport to Windsor cost about $63 when booked at the cheapest time. Compared to most train fares, this is an excellent price. Good news! You can find the cheapest tickets if you book your trip at least 17 days prior to the travel date. You’ll likely pay around $41.41 more if you wait to book until the last minute.

Average train ticket prices from Bridgeport to Windsor by travel date

Over the next 30 days, a one-way train trip from Bridgeport to Windsor will cost between $44 and $134. Book in advance to secure the best price in the next few weeks.

Average train ticket prices from Bridgeport to Windsor by month

Ticket prices for the train from Bridgeport 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 $48. If you're thinking of travelling from Bridgeport to Windsor during May, keep in mind that train ticket prices may be higher than usual, with an average price of $69 during this time of year. The best way to score a cheap deal, even in May, is to book your trip well in advance.

Prices as travel date approaches

By booking your train trip from Bridgeport to Windsor on Wanderu at least 17 days ahead of time, you can save about $41.41 on your ticket. Waiting until the last minute means missing out on these savings!

Which train should you take from Bridgeport to Windsor?

2 train services operate from Bridgeport to Windsor. Amtrak usually has more trains scheduled, with 5 trips per day. That said, it's still worth comparing the prices and trip durations:

Train	Daily Trips	Avg. Time	Avg. Price
Amtrak	5	2h 11m	$84.18
Amtrak Northeast Regional	1	1h 49m	$44.26

Amtrak is the largest passenger railway 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 washroom, 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 5 Amtrak trains from Bridgeport to Windsor every day, as well as 5 trips on the weekends, with prices starting from $25.40.
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 travelling 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 trip from Bridgeport to Windsor, the Northeast Regional is the busiest and most popular among all Amtrak routes.

Frequently asked questions about travelling by train from Bridgeport to Windsor

Yes, there are trains that can take you the entire way from Bridgeport to Windsor. However, there are also some trips on this route that require you to board another vehicle, such as a bus or a shuttle, during your journey. This is worth paying attention to as you book your trip, since a direct train may be preferable for its speed and convenience.

There are 6 scheduled trains on most days. There is one direct train, which you can stay on for the entire journey from Bridgeport to Windsor. In contrast, taking a non-direct train would require you to transfer trains during your trip. You can also take a train for your return trip from Windsor to Bridgeport.

Trains per day

Direct trains

The distance between Bridgeport and Windsor is approximately 87 kilometres. The average train journey between these two cities takes 2 hours and 7 minutes, although the absolute fastest you could get there is 1 hour and 29 minutes. As a relatively short ride, taking the train is an easy way to travel between these two cities.

Distance (mi)

Distance (km)

The earliest train departs Bridgeport at 7:00 a.m. while the last train of the day leaves at 10:12 p.m. 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

7:00am

Last train

10:12pm

Trains from Bridgeport to Windsor are the most crowded on Wednesday. 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 travelling on Monday instead, as it tends to be the least crowded day of the week.

Busiest

Wednesday

Least crowded

Monday

City Information

Bridgeport

While it has fallen on hard times after WW2, Bridgeport has seen many new development projects that have breathed an air of life to the city, making it an attractive destination for many young travellers. The city’s prime attraction is the Klein Memorial Auditorium, which features amazing art-deco architecture and a lavish marble lobby. The auditorium is being used as a theatre, so check out their calendar when you’re in town. Nature lovers should consider giving Beardsley Zoo a visit, as it holds a wide variety of ecosystems, including a rainforest building. It is also a good picnic spot if you simply want to lounge around. For those who enjoy learning more about the city and its people, head over to the Barnum Museum.

For those who just can’t have enough steaks, Joseph’s Steakhouse is the place to be. If you wish to try an authentically American culinary experience, Walrus + Carpenter is a famous local spot.

The city’s main bus station is the Greyhound Bus Terminal located at 710 Water St in Downtown Bridgeport. The main Amtrak train station is also located on Water St, just a block south from the bus station. Bridgeport is served by Amtrak’s Northeast Regional and Vermonter lines. The city’s main airport is the Sikorsky Memorial Airport, which is three miles southeast of downtown.

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 Bridgeport?

Main departure station: 525 Water St

The Amtrak station in Bridgeport is accessible from 525 Water St, and the unusual design means that the station’s waiting area is part of a raised structure above the six lanes of Water Street. The railway lines along Pequonnock River are used by local Metro North and CTrail commuter rail, as well as two Amtrak lines: the Northeast Regional from Boston to Roanoke and the Vermonter from St. Albans to Washington, DC. Travellers can connect to the nearby bus terminal on Water St to continue their travels via bus. The station’s downtown location offers easy access to parking garages, fast food, and several nearby hotels.

All train stations in Bridgeport:

525 Water 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 Bridgeport?

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Plan your next adventure

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