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Windsor to Pittsfield trains

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Trip Overview

The train between Windsor and Pittsfield takes 46h 50m. The train runs, on average, 5 times per week from Windsor to Pittsfield. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

46h 50m
Duration
608 mi
Distance
$286
Average price
5 times a week
Frequency

Windsor to Pittsfield train times

Trains run 5 times a week between Windsor and Pittsfield. The service departs Windsor at 5:40 PM in the evening, which arrives into Pittsfield at 16:30:00. All services require a transfer at Aldershot and take an average of 46h 50m. The schedules shown below are for the next available departures.

Departing Friday, November 6, 2026

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    Arrives +2 days

    VIA RailVIA RailAmtrak46h 50m • 2 changes

Departing Saturday, November 7, 2026

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    Arrives +2 days

    VIA RailVIA RailAmtrak46h 50m • 2 changes

Departing Sunday, November 8, 2026

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    Arrives +2 days

    VIA RailVIA RailAmtrak46h 50m • 2 changes

Departing Monday, November 9, 2026

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    Arrives +2 days

    VIA RailVIA RailAmtrak46h 50m • 2 changes

Departing Tuesday, November 10, 2026

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    Arrives +2 days

    VIA RailVIA RailAmtrak46h 50m • 2 changes

Frequently asked questions

Want to know about travelling from Windsor to Pittsfield? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.

Map of how to get from Windsor to Pittsfield.ExpandLaunch map view
  • Distance: 608.3 mi
  • Duration: 46h 50m

What companies run services between Windsor, ON, Canada and Pittsfield, MA, USA?

You can take a train from Windsor to Pittsfield Amtrak Station via Aldershot, Albany, and Albany-Rensselaer Amtrak Station in around 15h 38m.

Operators