There are 5 ways to get from Windham to Pittsfield by bus (Greyhound), bus, train, car, or train (Amtrak)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Bus
best- Take the bus from Salem, NH-exit 2 to Boston South Busesbus I-93 Southbound / ...
- Take the bus from Boston to Pittsfieldbus Greyhound US0270s
5h 43m$75–105Drive 130.1 mi
cheapest- Drive from Windham to Pittsfieldcar 130.1 mi
3h 27m$23–34Bus, train
- Take the bus from Salem, NH-exit 2 to Boston South Busesbus I-93 Southbound / ...
- Take the train from Boston to Pittsfield Amtrak Stationtrain Lake Shore Limited
5h 50m$128–190Train
- Take the train from Lowell to North Stationtrain Lowell Line
- Take the train from Boston to Pittsfield Amtrak Stationtrain Lake Shore Limited
6h 6m$168–240Bus, train via Worcester
- Take the bus from Salem, NH-exit 2 to Boston South Busesbus
- Take the train from Lansdowne to Worcestertrain
- Take the bus from Worcester to Pittsfieldbus
7h 4m$79–117
Comparing Your Travel Options
The cheapest way to get from Windham to Pittsfield is to drive which costs $23 - $35 and takes 3h 27m.
The fastest way to get from Windham to Pittsfield is to drive which takes 3h 27m and costs $23 - $35.
No, there is no direct bus from Windham to Pittsfield. However, there are services departing from Salem, NH-exit 2 and arriving at Pittsfield via Boston. The journey, including transfers, takes approximately 5h 43m.
No, there is no direct train from Windham to Pittsfield station. However, there are services departing from Lowell and arriving at Pittsfield Amtrak Station via North Station and Boston. The journey, including transfers, takes approximately 6h 6m.
The distance between Windham and Pittsfield is 188 miles. The road distance is 130.8 miles.
The best way to get from Windham to Pittsfield without a car is to bus which takes 5h 43m and costs $75 - $110.
It takes approximately 5h 43m to get from Windham to Pittsfield, including transfers.
Windham to Pittsfield bus services, operated by Boston Express, depart from Salem, NH-exit 2 station.
Windham to Pittsfield train services, operated by MBTA, depart from Lowell station.
The best way to get from Windham to Pittsfield is to bus which takes 5h 43m and costs $75 - $110. Alternatively, you can train, which costs $160 - $240 and takes 6h 6m.
What companies run services between Windham, NH, USA and Pittsfield, MA, USA?
You can take a vehicle from Windham to Pittsfield via Salem, NH-exit 2, Boston, South Station, and Boston in around 5h 43m. Alternatively, you can take a vehicle from Windham to Pittsfield Amtrak Station via Lowell, North Station, North Station, Back Bay, and Boston in around 6h 6m.
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Boston to Pittsfield Amtrak Station
- Ave. Duration
- 3h 52m
- Frequency
- Once daily
- Estimated price
- $80–130
- Website
- Amtrak
Train from Boston to Pittsfield Amtrak Station
- Ave. Duration
- 3h 45m
- Frequency
- Once daily
- Estimated price
- $80–130
- Website
- Amtrak
Train from Lowell to North Station
- Ave. Duration
- 45 min
- Frequency
- Hourly
- Estimated price
- $4–11
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $4–11
Train from Lansdowne to Worcester
- Ave. Duration
- 1h 22m
- Frequency
- Hourly
- Estimated price
- $7–14
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $7–14
- Phone
- +1 800-639-8080
- [email protected]
- Website
- Boston Express
Bus from Salem, NH-exit 2 to Boston South Buses
- Ave. Duration
- 50 min
- Frequency
- Every 2 hours
- Estimated price
- $11–16
- Schedules at
- Boston Express
Bus from Salem, NH-exit 2 to Boston South Buses
- Ave. Duration
- 50 min
- Frequency
- Every 2 hours
- Estimated price
- $11–16
- Schedules at
- Boston Express
Bus from Salem, NH-exit 2 to Boston South Buses
- Ave. Duration
- 50 min
- Frequency
- Every 2 hours
- Estimated price
- $11–16
- Schedules at
- Boston Express
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Boston to Pittsfield
- Ave. Duration
- 3h 45m
- Frequency
- Once daily
- Estimated price
- $27–45
- Website
- Greyhound
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from Worcester to Pittsfield
- Ave. Duration
- 2h 35m
- Frequency
- 4 times a week
- Estimated price
- $21–40
- Website
- Peter Pan
Want to know more about travelling around United States
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Booking & Getting There
Windham to Pittsfield bus services, operated by Boston Express, arrive at Boston South Buses station.
Windham to Pittsfield train services, operated by MBTA, arrive at North Station.
Yes, the driving distance between Windham to Pittsfield is 131 miles. It takes approximately 3h 27m to drive from Windham to Pittsfield.
There are 153+ hotels available in Pittsfield.
















