There are 5 ways to get from Pittsfield to Port Chester by train, bus, bus (Greyhound), 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.
Train, line 13 bus
best- Take the train from Pittsfield Amtrak Station to Croton-Harmon Amtrak Stationtrain Berkshire Flyer
- Take the bus from Tarrytown Railroad Station to Westchester Ave @ Smith Stbus 13
5h 31m$56–114Drive 119.2 mi
cheapest- Drive from Pittsfield to Port Chestercar 119.2 mi
2h 40m$22–32Bus
- Take the bus from Pittsfield to Springfield Union Stationbus Greyhound US0270s
- Take the bus from Springfield Union Station to Stamford Bus Stopbus Greyhound US0240
5h 57m$24–58Train
- Take the train from Pittsfield Amtrak Station to Springfieldtrain
- Take the train from Springfield to New Haventrain
- Take the train from New Haven to Stamfordtrain
5h 35m$48–684Bus, line 61 bus
- Take the bus from Pittsfield to New Yorkbus Bz 0723
- Take the bus from Boston Rd @ Pelham Pkwy to Main St @ Westchester Avebus 61
7h 10m$36–76
Pittsfield to Port Chester by train and bus
Questions & Answers
The cheapest way to get from Pittsfield to Port Chester is to drive which costs $21 - $35 and takes 2h 40m.
The fastest way to get from Pittsfield to Port Chester is to drive which takes 2h 40m and costs $21 - $35.
No, there is no direct bus from Pittsfield to Port Chester. However, there are services departing from Pittsfield and arriving at S Main St @ Westchester Ave via Springfield Union Station and Stamford Transportation Center @ Bay E. The journey, including transfers, takes approximately 5h 57m.
No, there is no direct train from Pittsfield station to Port Chester. However, there are services departing from Pittsfield Amtrak Station and arriving at Port Chester via Springfield, New Haven and Stamford. The journey, including transfers, takes approximately 5h 35m.
The distance between Pittsfield and Port Chester is 181 miles. The road distance is 119.9 miles.
The best way to get from Pittsfield to Port Chester without a car is to train and line 13 bus which takes 5h 31m and costs $55 - $120.
It takes approximately 5h 31m to get from Pittsfield to Port Chester, including transfers.
Pittsfield to Port Chester bus services, operated by Greyhound USA, depart from Pittsfield station.
Pittsfield to Port Chester train services, operated by Amtrak, depart from Pittsfield Amtrak Station.
The best way to get from Pittsfield to Port Chester is to bus which takes 5h 57m and costs $23 - $60. Alternatively, you can train, which costs $45 - $700 and takes 5h 35m.
What companies run services between Pittsfield, MA, USA and Port Chester, NY, USA?
You can take a bus from Pittsfield to S Main St @ Westchester Ave via Springfield Union Station, Stamford Bus Stop, and Stamford Transportation Center @ Bay E in around 5h 57m. Alternatively, you can take a train from Pittsfield Amtrak Station to Port Chester via Springfield, New Haven, and Stamford in around 5h 35m.
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Pittsfield Amtrak Station to Croton-Harmon Amtrak Station
- Ave. Duration
- 3h 42m
- Frequency
- Twice a week
- Estimated price
- $45–100
- Website
- Amtrak
Train from Pittsfield Amtrak Station to Springfield
- Ave. Duration
- 1h 19m
- Frequency
- Once daily
- Estimated price
- $15–35
- Website
- Amtrak
Train from Springfield to New Haven
- Ave. Duration
- 1h 22m
- Frequency
- Every 3 hours
- Estimated price
- $18–40
- Website
- Amtrak
Train from New Haven to Stamford
- Ave. Duration
- 47 min
- Frequency
- Hourly
- Estimated price
- $11–25
- Website
- Amtrak
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from New Haven to Stamford
- Ave. Duration
- 1h 11m
- Frequency
- Every 30 minutes
- Estimated price
- $12–20
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $12–15
- Peak
- $17–20
Rome2Rio's guide to Amtrak Acela
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from New Haven to Stamford
- Ave. Duration
- 43 min
- Frequency
- Every 4 hours
- Estimated price
- $9–600
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $9–440
- First Class
- $100–600
- Phone
- +1 (914) 813-7777
- [email protected]
- Website
- Westchester County Bee-Line System
Bus from Tarrytown Railroad Station to Westchester Ave @ Smith St
- Ave. Duration
- 1h 1m
- Frequency
- Hourly
- Estimated price
- $3
- Website
- Westchester County Bee-Line System
- Schedules at
- Bee-Line Bus Schedules and Maps
- All other routes - Adults and children 5+
- $3
- BxM4C/Rte28 Westchester-Manhattan Express - Adult and children 5+
- $8
Bus from Boston Rd @ Pelham Pkwy to Main St @ Westchester Ave
- Ave. Duration
- 1h 32m
- Frequency
- Hourly
- Estimated price
- $3
- Website
- Westchester County Bee-Line System
- Schedules at
- Bee-Line Bus Schedules and Maps
- All other routes - Adults and children 5+
- $3
- BxM4C/Rte28 Westchester-Manhattan Express - Adult and children 5+
- $8
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Pittsfield to Springfield Union Station
- Ave. Duration
- 1h 10m
- Frequency
- Once daily
- Estimated price
- $7–15
- Website
- Greyhound
Bus from Springfield Union Station to Stamford Bus Stop
- Ave. Duration
- 2h 40m
- Frequency
- Once daily
- Estimated price
- $15–29
- Website
- Greyhound
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from Pittsfield to Springfield Union Station
- Ave. Duration
- 1h 15m
- Frequency
- 6 times a week
- Estimated price
- $10–26
- Website
- Peter Pan
Bus from Pittsfield to New York
- Ave. Duration
- 4h
- Frequency
- 5 times a week
- Estimated price
- $29–70
- Website
- Peter Pan
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More Questions & Answers
Pittsfield to Port Chester bus services, operated by Greyhound USA, arrive at Springfield Union Station.
Pittsfield to Port Chester train services, operated by Amtrak, arrive at Springfield station.
Yes, the driving distance between Pittsfield to Port Chester is 120 miles. It takes approximately 2h 40m to drive from Pittsfield to Port Chester.
There are 244+ hotels available in Port Chester.













