Cheap train tickets from Greenfield to Windsor
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Greenfield to Windsor Train Schedule
Trip Summary
There are usually 2 daily train trips available from Greenfield to Windsor. Traveling by train from Greenfield to Windsor usually takes one hour and 55 minutes, but the fastest Amtrak Valley Flyer train can make the trip in one hour and 44 minutes.
| Distance | 51 mi (82 km) |
| Fastest train | 1h 44m |
| Lowest price | $17.00 |
| Trains per day | 1 |
| Most frequent service | Amtrak Hartford Line |
| Train lines | 3 |

Train service from Greenfield to Windsor
- Amtrak tickets: $21 one-way
- Amtrak Hartford Line tickets: $17 one-way
- Amtrak Valley Flyer tickets: $20 one-way
Which train should you take from Greenfield to Windsor?
There are 3 train lines with service from Greenfield to Windsor. There is only one daily train on each service.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 1 | 1h 54m | $21.00 |
Amtrak Hartford Line | 1 | 2h 0m | $17.00 |
Amtrak Valley Flyer | 1 | 1h 44m | $20.00 |
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 1 Amtrak trains from Greenfield to Windsor every day, as well as 0 trips on the weekends, with prices starting from $21.
Amtrak Hartford Line train tickets from Greenfield to Windsor start from $17, and on average cost . Daily there are 1 Amtrak Hartford Line schedules to Windsor. Amtrak Hartford Line in Greenfield leaves from 12 Olive St - John W. Olver Transit Ctr . And in Windsor trains arrive at 41 Central St .
From Greenfield to Windsor train travel on Amtrak Hartford Line takes 2 hours and 0 minutes. If you are looking to get to Windsor faster, Amtrak Hartford Line offers more express schedule options with a travel time of 1 hours and 44 minutes.
Amtrak Valley Flyer train tickets from Greenfield to Windsor start from $20, and on average cost . Daily there are 1 Amtrak Valley Flyer schedules to Windsor. Amtrak Valley Flyer in Greenfield leaves from 12 Olive St - John W. Olver Transit Ctr . And in Windsor trains arrive at 41 Central St .
From Greenfield to Windsor train travel on Amtrak Valley Flyer takes 1 hours and 44 minutes.
If you are looking to travel to Windsor on a weekend there is typically one Amtrak Valley Flyer scheduled trip per day, which will cost for a one-way weekend reservation from Greenfield.
Frequently asked questions about traveling by train from Greenfield to Windsor
Trains from Greenfield to Windsor are the most crowded on Thursday. 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 Monday instead, as it tends to be the least crowded day of the week.
The earliest train departs Greenfield at 6:00am while the last train of the day leaves at 9:00am. 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 Greenfield twice a day, so there are a couple of options depending on your preferred travel time. One of these is a direct train, which will typically get you to Windsor faster. While it might still have stops along the way, you will not need to switch trains during your trip.
You can also take a train for your return trip from Windsor to Greenfield.
City Information
Greenfield

Image credit: Unsplash
Greenfield is a city in western Massachusetts and is home to the Greenfield Community College, the Franklin County Fair, and the Pioneer Valley Symphony Orchestra. The town is bustling with green spaces for bikers and nature lovers, like the Canalside Rail Trail and Rocky Mountain Park. The Great Falls Discovery Center and Greenfield Recreation are popular among families. Greenfield also has historical sites in the Museum of Our Industrial Heritage and impressive architecture like the Eunice Williams Covered Bridge and Poets Seat Tower.
Greenfield is a cultural hub known for its old-fashioned, picturesque downtown. The downtown features family-owned department stores, independent movie theatres, and stores for books, furniture, and music, that transports you to the 1950s. You can explore their delicious restaurants and patronize local businesses on Main Street. The craft brew scene is also fast-growing, with top choices like Four Phantom and Lefty's Brewing Company. Visit Greenfield during the summer to enjoy its festivals.
Amtrak provides most of the train routes to Greenfield, while Greyhound has bus routes available. The Franklin Regional Transit Authority serves Greenfield for transportation in the town and is pretty walkable and bikeable.
Windsor

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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 Greenfield?
Main departure station: 12 Olive St - John W. Olver Transit Ctr
There is one train station in Greenfield.
All train stations in Greenfield:
12 Olive St - John W. Olver Transit Ctr
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
Get around town with Moovit
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