There are 7 ways to get from Windsor to Pittsfield by plane, bus, train (Amtrak), bus (Greyhound), car, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly to Albany County Airport, bus
best- Fly from Detroit (DTW) to Albany County Airport (ALB)plane DTW - ALB
- Take the bus from Albany Bus Terminal, NY to Pittsfieldbus
6h 43m$91–491Train
- Take the train from Windsor to Aldershottrain
- Take the train from Aldershot to Albanytrain
- Take the train from Albany-Rensselaer Amtrak Station to Pittsfield Amtrak Stationtrain
15h 38m$97–237Bus
- Take the bus from Detroit Bus Station to Port Authority Bus Terminalbus Greyhound US0420
- Take the bus from Port Authority Bus Terminal to Pittsfieldbus New York
22h 5m$101–247Drive 569.9 mi
- Drive from Windsor to Pittsfieldcar 569.9 mi
10h 18m$131–189Fly to Bradley International Airport, train
- Fly from Detroit (DTW) to Bradley International Airport (BDL)plane DTW - BDL
- Take the train from Springfield to Pittsfield Amtrak Stationtrain
7h 48m$326–1,055Fly to Boston Logan Airport, train
- Fly from Detroit (DTW) to Boston Logan Airport (BOS)plane DTW - BOS
- Take the train from Boston to Pittsfield Amtrak Stationtrain
9h 3m$121–551Fly to Laguardia Airport, train
- Fly from Detroit (DTW) to Laguardia Airport (LGA)plane DTW - LGA
- Take the train from Ny Moynihan Train Hall At Penn Station to Pittsfield Amtrak Stationtrain
9h 18m$105–298
Windsor to Pittsfield by train
Questions & Answers
The cheapest way to get from Windsor to Pittsfield is to train which costs $95 - $240 and takes 15h 38m.
The fastest way to get from Windsor to Pittsfield is to fly and bus which takes 6h 43m and costs $90 - $500.
No, there is no direct bus from Windsor station to Pittsfield. However, there are services departing from Detroit Bus Station and arriving at Pittsfield via Port Authority Bus Terminal. The journey, including transfers, takes approximately 22h 5m.
No, there is no direct train from Windsor to Pittsfield station. However, there are services departing from Windsor and arriving at Pittsfield Amtrak Station via Aldershot and Albany-Rensselaer Amtrak Station. The journey, including transfers, takes approximately 15h 38m.
The distance between Windsor and Pittsfield is 560 miles. The road distance is 573.2 miles.
The best way to get from Windsor to Pittsfield without a car is to train which takes 15h 38m and costs $95 - $240.
It takes approximately 6h 43m to get from Windsor to Pittsfield, including transfers.
Windsor to Pittsfield bus services, operated by Greyhound USA, depart from Detroit Bus Station.
Windsor to Pittsfield train services, operated by VIA Rail, depart from Windsor station.
The best way to get from Windsor to Pittsfield is to train which takes 15h 38m and costs $95 - $240. Alternatively, you can bus, which costs $100 - $250 and takes 22h 5m.
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. Alternatively, you can take a bus from Detroit Bus Station to Pittsfield via Port Authority Bus Terminal in around 22h 5m.
- Website
- delta.com
Flights from Detroit to Albany County Airport
- Ave. Duration
- 1h 41m
- When
- Every day
- Estimated price
- $75–470
Flights from Detroit to Bradley International Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $65–380
Flights from Detroit to Boston Logan Airport
- Ave. Duration
- 2h 2m
- When
- Every day
- Estimated price
- $70–400
Flights from Detroit to Boston Logan Airport via Cleveland
- Ave. Duration
- 4h 18m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $70–410
Flights from Detroit to Laguardia Airport
- Ave. Duration
- 1h 51m
- When
- Every day
- Estimated price
- $50–300
Flights from Detroit to Laguardia Airport via Pittsburgh
- Ave. Duration
- 3h 46m
- When
- Sunday
- Estimated price
- $50–310
Flights from Detroit to Laguardia Airport via Columbus
- Ave. Duration
- 4h 9m
- When
- Monday to Friday
- Estimated price
- $55–320
- Website
- united.com
Flights from Detroit to Albany County Airport via Washington Dulles
- Ave. Duration
- 4h 7m
- When
- Every day
- Estimated price
- $95–550
Flights from Detroit to Bradley International Airport via Washington Dulles
- Ave. Duration
- 4h 12m
- When
- Every day
- Estimated price
- $75–410
Flights from Detroit to Boston Logan Airport via Toronto
- Ave. Duration
- 4h 22m
- When
- Every day
- Estimated price
- $70–410
- Website
- aa.com
Flights from Detroit to Albany County Airport via Reagan Washington
- Ave. Duration
- 4h 11m
- When
- Monday, Tuesday, Wednesday, Thursday, and Sunday
- Estimated price
- $95–550
Flights from Detroit to Bradley International Airport via Philadelphia
- Ave. Duration
- 4h 5m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $70–400
Flights from Detroit to Laguardia Airport
- Ave. Duration
- 1h 50m
- When
- Every day
- Estimated price
- $50–300
- Website
- spirit.com
Flights from Detroit to Boston Logan Airport
- Ave. Duration
- 1h 57m
- When
- Every day
- Estimated price
- $85–340
Flights from Detroit to Laguardia Airport
- Ave. Duration
- 1h 46m
- When
- Every day
- Estimated price
- $50–170
- Website
- jetblue.com
Flights from Detroit to Boston Logan Airport
- Ave. Duration
- 1h 47m
- When
- Every day
- Estimated price
- $70–400
- Website
- southwest.com
Flights from Detroit to Albany County Airport via Baltimore
- Ave. Duration
- 3h 40m
- When
- Thursday, Friday, and Sunday
- Estimated price
- $95–550
- Website
- aircanada.com
Flights from Detroit to Boston Logan Airport via Toronto
- Ave. Duration
- 4h 22m
- When
- Every day
- Estimated price
- $70–410
- Phone
- +1 888 842-7245
- Website
- viarail.ca
Train from Windsor to Aldershot
- Ave. Duration
- 3h 29m
- Frequency
- 4 times a day
- Estimated price
- $30–95
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $35–95
- Economy Adult - Advanced Booking
- $35–75
- Economy Escape Advanced Booking - Adult
- $30–50
Train from Aldershot to Albany
- Ave. Duration
- 9h 6m
- Frequency
- Once daily
- Estimated price
- $55–120
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $65–120
- Economy Adult - Advanced Booking
- $65–95
- Economy Escape Advanced Booking - Adult
- $55–75
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Albany-Rensselaer Amtrak Station to Pittsfield Amtrak Station
- Ave. Duration
- 1h 3m
- Frequency
- Once daily
- Estimated price
- $9–24
- Website
- https://www.amtrak.com/home.html
Train from Springfield to Pittsfield Amtrak Station
- Ave. Duration
- 1h 16m
- Frequency
- Once daily
- Estimated price
- $21–110
- Website
- https://www.amtrak.com/home.html
Train from Boston to Pittsfield Amtrak Station
- Ave. Duration
- 3h 45m
- Frequency
- Once daily
- Estimated price
- $25–190
- Website
- https://www.amtrak.com/home.html
Train from Ny Moynihan Train Hall At Penn Station to Pittsfield Amtrak Station
- Ave. Duration
- 3h 50m
- Frequency
- Twice a week
- Estimated price
- $50–120
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Albany Bus Terminal, NY to Pittsfield
- Ave. Duration
- 1h
- Frequency
- Once daily
- Estimated price
- $10–15
- Website
- https://www.greyhound.com/
Bus from Detroit Bus Station to Port Authority Bus Terminal
- Ave. Duration
- 16h 45m
- Frequency
- Once daily
- Estimated price
- $80–190
- Website
- https://www.greyhound.com/
- Phone
- 1-800-343-9999
- Website
- peterpanbus.com
Bus from Port Authority Bus Terminal to Pittsfield
- Ave. Duration
- 4h 20m
- Frequency
- Once daily
- Estimated price
- $20–65
- Website
- https://peterpanbus.com
- Adult
- $20–65
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More Questions & Answers
Windsor to Pittsfield bus services, operated by Greyhound USA, arrive at Port Authority Bus Terminal station.
Windsor to Pittsfield train services, operated by VIA Rail, arrive at Aldershot station.
Yes, the driving distance between Windsor to Pittsfield is 573 miles. It takes approximately 10h 18m to drive from Windsor to Pittsfield.
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