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Trip Summary
You can pick from 8 daily train trips between Bridgeport and Windsor. The average train journey from Bridgeport to Windsor takes one hour and 46 minutes, but some Amtrak train trips are as short as one hour and 27 minutes.
| Distance | 54 mi (87 km) |
| Fastest train | 1h 27m |
| Lowest price | $14.00 |
| Trains per day | 2 |
| Most frequent service | Amtrak |
| Train lines | 2 |
What is the price of a train ticket from Bridgeport to Windsor?
In the last 30 days, the average cost of a train ticket from Bridgeport to Windsor was $25.18. This is a fantastic deal for train travel. You have the best chances of scoring the cheapest ticket to Windsor if you book your train tickets at least 29 days in advance. Waiting to purchase until the day of your trip could end up costing you an extra $22.00.
Average prices by travel date
The average cost of a one-way train trip from Bridgeport to Windsor is expected to fluctuate between $21 and $41 in the next 30 days. If you’re planning a train trip to Windsor in the upcoming week, the cheapest price in the next 7 days for a ticket from Bridgeport is $22.
Monthly avg. prices
Prices as travel date approaches
Planning ahead pays off when it comes to booking your train trip from Bridgeport to Windsor. By reserving your ticket on Wanderu at least 29 days before departure, you can save around $22.00. Don't miss out on these savings — book in advance!
Which train should you take from Bridgeport to Windsor?
2 train services operate from Bridgeport to Windsor. 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 | 1h 50m | $34.25 |
| Amtrak Northeast Regional | 2 | 1h 38m | $20.53 |
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 6 Amtrak trains from Bridgeport to Windsor every day, as well as 5 trips on the weekends, with prices starting from $14.
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 Bridgeport to Windsor, the Northeast Regional is the busiest and most popular among all Amtrak routes.
Frequently Asked Questions
Trains from Bridgeport to Windsor are the most crowded on Tuesday. 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 Sunday instead, as it tends to be the least crowded day of the week.
The earliest train departs Bridgeport at 8:00am 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. 2 of these are direct connections to Windsor. 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 Windsor to Bridgeport.
City Information
Bridgeport
Image credit: Justin Brockie
Link to image attributionWhile 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 travelers. 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 theater, 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
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 Bridgeport?
Image credit: Harold Shapiro
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 railroad 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. Travelers 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
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