Windsor to Greenfield by Train

Travel from Windsor in Windsor, CT to Greenfield in Greenfield, MA on the Valley Flyer. Approximately 69 miles in 1h 33m.

About this trip

The Valley Flyer connects Windsor and Greenfield directly, with no transfer required. The train operates two daily round trips, and the segment between these two stations is one of 36 origin-destination pairs we catalog on this route.

Coverage of approximately 69 rail miles takes about 1h 33m on a typical schedule. Actual travel time varies with the specific train number, time of day, equipment used, and seasonal speed restrictions. Trains may run faster on the daylight schedules and slower at peak demand on shared-use trackage. A more granular schedule comparison can be found in independent corridor timetable reviews updated each season.

Things to look out for: Connecticut River valley between Hartford and Greenfield.

Fares and ticketing

One-way fares between Windsor and Greenfield typically run between $11 and $25. The lower end represents Saver-bucket advance-purchase coach fares, while the upper end approximates same-day walk-up fares or premium-class buckets. Sleeping car accommodations on overnight runs of the Valley Flyer, when offered, are sold separately from rail fare and increase total ticket cost substantially.

RailRover does not sell tickets. To book this trip, visit the operating carrier (Amtrak (MassDOT)) directly. Discounted fares are typically available with advance purchase, on midweek departures, and through loyalty programs. Several travelers track historical fare patterns on the corridor fare-watch newsletter to time their bookings.

Stations along the way

Between Windsor and Greenfield, the Valley Flyer calls at the following stations. Some trains may operate as "limited-stop" schedules and skip certain intermediate calls; check the published timetable for your departure.

• Windsor — Windsor, CT WND
• Windsor Locks — Windsor Locks, CT WNL
• Springfield Union Station — Springfield, MA SPG
• Holyoke — Holyoke, MA HLK
• Northampton — Northampton, MA NHT
• Greenfield — Greenfield, MA GRT

Getting to Windsor and from Greenfield

Both stations are accessible by local public transit, taxi, and rideshare. Windsor sits in Windsor, CT; arrival at Greenfield places you in Greenfield, MA. Transfers from the platform to onward bus, light rail, or rideshare are well marked at the major hubs along this route. For specific transit connections at either station, see our station guides linked above.

Frequently asked questions

How long does the train from Windsor to Greenfield take?

Approximately 1h 33m on a typical schedule, covering about 69 miles.

Is there a direct train?

Yes — the Valley Flyer operates two daily round trips with no required transfer for this city pair.

How much does the ticket cost?

Approximately $11 to $25 for a one-way coach ticket. Premium classes and sleeping car accommodations cost more.

Can I bring a bicycle or pet?

Most long-distance and corridor trains accept checked or carry-on bicycles and small pets in carriers, with route-specific rules. Confirm with Amtrak (MassDOT) at the time of booking.