There are 11 ways to get from Oakland to Pittsfield by plane, bus, train (Amtrak), bus (Greyhound, Flixbus), 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 Oakland International Airport to Albany County Airport, bus
best- Fly from Oakland International Airport (OAK) to Albany County Airport (ALB)plane OAK - ALB
- Take the bus from Albany Bus Terminal, NY to Pittsfieldbus
11h 30m$275–1,123Fly Oakland International Airport to Bradley International Airport, train
cheapest- Fly from Oakland International Airport (OAK) to Bradley International Airport (BDL)plane OAK - BDL
- Take the train from Springfield to Pittsfield Amtrak Stationtrain
12h 36m$273–966Train (Amtrak)
- Take the train from Emeryville to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Pittsfield Amtrak Stationtrain
2d 23h$1,801–2,792Bus
- Take the bus from Oakland to Los Angeles Union Stationbus
- Take the bus from Los Angeles Union Station to St Louis Bus Stationbus
- Take the bus from St Louis Bus Station to Port Authority Bus Terminalbus
- Take the bus from New York to Pittsfieldbus
3d 8h$598–930Drive 2,956.2 mi
- Drive from Oakland to Pittsfieldcar 2,956.2 mi
47h 13m$540–780Fly San Francisco International Airport to Albany County Airport, bus
- Fly from San Francisco International Airport (SFO) to Albany County Airport (ALB)plane SFO - ALB
- Take the bus from Albany Bus Terminal, NY to Pittsfieldbus
11h 54m$411–1,230Fly San Francisco International Airport to John F. Kennedy International Airport, train
- Fly from San Francisco International Airport (SFO) to John F. Kennedy International Airport (JFK)plane SFO - JFK
- Take the train from Ny Moynihan Train Hall At Penn Station to Pittsfield Amtrak Stationtrain
12h 38m$315–692Fly San Francisco International Airport to Boston Logan Airport, train
- Fly from San Francisco International Airport (SFO) to Boston Logan Airport (BOS)plane SFO - BOS
- Take the train from Boston to Pittsfield Amtrak Stationtrain
12h 38m$290–702Fly San Francisco International Airport to Newark Liberty International Airport, train
- Fly from San Francisco International Airport (SFO) to Newark Liberty International Airport (EWR)plane SFO - EWR
- Take the train from Ny Moynihan Train Hall At Penn Station to Pittsfield Amtrak Stationtrain
12h 47m$323–962Fly San Francisco International Airport to Philadelphia International Airport, train
- Fly from San Francisco International Airport (SFO) to Philadelphia International Airport (PHL)plane SFO - PHL
- Take the train from 30th Street Station to Ny Moynihan Train Hall At Penn Stationtrain
- Take the train from Ny Moynihan Train Hall At Penn Station to Pittsfield Amtrak Stationtrain
14h 18m$313–1,387Train, bus
- Take the train from Emeryville to Chicago Union Stationtrain
- Take the bus from Chicago Bus Station to New York Midtownbus
- Take the bus from New York to Pittsfieldbus
3d 7h$1,512–2,330
Oakland to Pittsfield by train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Oakland to Pittsfield is to fly and train which costs $290 - $700 and takes 12h 38m.
The fastest way to get from Oakland to Pittsfield is to fly and bus which takes 11h 30m and costs $270 - $1,200.
No, there is no direct bus from Oakland to Pittsfield. However, there are services departing from Oakland and arriving at Pittsfield via Los Angeles Union Station, St Louis Bus Station and New York. The journey, including transfers, takes approximately 3 days 8h.
No, there is no direct train from Oakland to Pittsfield station. However, there are services departing from Emeryville and arriving at Pittsfield Amtrak Station via Chicago Union Station. The journey, including transfers, takes approximately 2 days 23h.
The distance between Oakland and Pittsfield is 2613 miles. The road distance is 2973.5 miles.
The best way to get from Oakland to Pittsfield without a car is to train which takes 2 days 23h and costs $1,800 - $2,800.
It takes approximately 11h 30m to get from Oakland to Pittsfield, including transfers.
Oakland to Pittsfield bus services, operated by Greyhound USA, depart from Oakland station.
Oakland to Pittsfield train services, operated by Amtrak, depart from Emeryville station.
The best way to get from Oakland to Pittsfield is to train which takes 2 days 23h and costs $1,800 - $2,800. Alternatively, you can bus, which costs $600 - $950 and takes 3 days 8h.
What companies run services between Oakland, CA, USA and Pittsfield, MA, USA?
You can take a train from Emeryville to Pittsfield Amtrak Station via Chicago Union Station in around 2d 23h. Alternatively, you can take a bus from Oakland to Pittsfield via Los Angeles Union Station, St Louis Bus Station, Port Authority Bus Terminal, and New York in around 3d 8h.
- Website
- united.com
Flights from San Francisco International Airport to Albany County Airport via Washington Dulles
- Ave. Duration
- 7h 53m
- When
- Every day
- Estimated price
- $230–950
Flights from San Francisco International Airport to Albany County Airport via Chicago O'Hare
- Ave. Duration
- 9h 3m
- When
- Every day
- Estimated price
- $220–900
Flights from San Francisco International Airport to Boston Logan Airport
- Ave. Duration
- 5h 47m
- When
- Every day
- Estimated price
- $140–600
Flights from San Francisco International Airport to Newark Liberty International Airport
- Ave. Duration
- 5h 37m
- When
- Every day
- Estimated price
- $110–440
Flights from San Francisco International Airport to Newark Liberty International Airport via Cleveland
- Ave. Duration
- 7h 7m
- When
- Monday, Thursday, and Sunday
- Estimated price
- $110–440
Flights from San Francisco International Airport to Newark Liberty International Airport via Pittsburgh
- Ave. Duration
- 7h 13m
- When
- Monday, Thursday, and Sunday
- Estimated price
- $110–440
Flights from San Francisco International Airport to Philadelphia International Airport
- Ave. Duration
- 5h 27m
- When
- Every day
- Estimated price
- $150–650
- Website
- southwest.com
Flights from Oakland International Airport to Albany County Airport via Chicago Midway
- Ave. Duration
- 8h 43m
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $260–1,100
Flights from Oakland International Airport to Albany County Airport via Las Vegas
- Ave. Duration
- 8h 5m
- When
- Saturday, Monday, Thursday, and Friday
- Estimated price
- $270–1,100
Flights from Oakland International Airport to Albany County Airport via Denver
- Ave. Duration
- 8h 7m
- When
- Saturday, Monday, Thursday, and Friday
- Estimated price
- $260–1,100
Flights from Oakland International Airport to Albany County Airport via Burbank, Chicago Midway
- Ave. Duration
- 10h 7m
- When
- Saturday and Sunday
- Estimated price
- $280–1,200
Flights from Oakland International Airport to Albany County Airport via Denver, Chicago Midway
- Ave. Duration
- 10h 17m
- When
- Tuesday, Wednesday, and Saturday
- Estimated price
- $260–1,100
Flights from San Francisco International Airport to Albany County Airport via Chicago Midway
- Ave. Duration
- 8h 2m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $220–900
Flights from San Francisco International Airport to Albany County Airport via Baltimore
- Ave. Duration
- 7h 37m
- When
- Saturday, Monday, Tuesday, Wednesday, Thursday, and Sunday
- Estimated price
- $230–950
Flights from San Francisco International Airport to Boston Logan Airport via St. Louis
- Ave. Duration
- 7h 27m
- When
- Tuesday to Friday
- Estimated price
- $150–600
Flights from San Francisco International Airport to Boston Logan Airport via Chicago Midway
- Ave. Duration
- 7h 30m
- When
- Monday, Thursday, and Friday
- Estimated price
- $150–600
Flights from Oakland International Airport to Bradley International Airport via Chicago Midway
- Ave. Duration
- 7h 52m
- When
- Every day
- Estimated price
- $230–900
Flights from Oakland International Airport to Bradley International Airport via Denver
- Ave. Duration
- 7h 42m
- When
- Monday to Wednesday
- Estimated price
- $230–900
Flights from San Francisco International Airport to Philadelphia International Airport via St. Louis
- Ave. Duration
- 7h 5m
- When
- Tuesday and Wednesday
- Estimated price
- $160–650
Flights from San Francisco International Airport to Philadelphia International Airport via Chicago Midway
- Ave. Duration
- 7h 37m
- When
- Saturday, Monday, and Tuesday
- Estimated price
- $150–650
- Website
- aa.com
Flights from San Francisco International Airport to Albany County Airport via Philadelphia International Airport
- Ave. Duration
- 9h 2m
- When
- Every day
- Estimated price
- $230–950
Flights from San Francisco International Airport to Albany County Airport via Chicago O'Hare
- Ave. Duration
- 9h 5m
- When
- Every day
- Estimated price
- $220–900
Flights from San Francisco International Airport to John F. Kennedy International Airport
- Ave. Duration
- 5h 32m
- When
- Every day
- Estimated price
- $100–410
Flights from San Francisco International Airport to Philadelphia International Airport
- Ave. Duration
- 5h 27m
- When
- Every day
- Estimated price
- $150–650
- Website
- delta.com
Flights from San Francisco International Airport to Albany County Airport via Detroit
- Ave. Duration
- 7h 15m
- When
- Every day
- Estimated price
- $220–900
Flights from San Francisco International Airport to John F. Kennedy International Airport
- Ave. Duration
- 5h 28m
- When
- Every day
- Estimated price
- $100–410
Flights from San Francisco International Airport to John F. Kennedy International Airport via Detroit
- Ave. Duration
- 7h 19m
- When
- Every day
- Estimated price
- $100–410
Flights from San Francisco International Airport to Boston Logan Airport
- Ave. Duration
- 5h 42m
- When
- Every day
- Estimated price
- $140–600
Flights from San Francisco International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 7h 29m
- When
- Every day
- Estimated price
- $150–600
Flights from San Francisco International Airport to Philadelphia International Airport via Detroit
- Ave. Duration
- 7h 29m
- When
- Every day
- Estimated price
- $150–650
- Website
- jetblue.com
Flights from San Francisco International Airport to John F. Kennedy International Airport
- Ave. Duration
- 5h 33m
- When
- Every day
- Estimated price
- $100–410
Flights from San Francisco International Airport to Boston Logan Airport
- Ave. Duration
- 5h 52m
- When
- Every day
- Estimated price
- $140–600
- Website
- alaskaair.com
Flights from San Francisco International Airport to John F. Kennedy International Airport
- Ave. Duration
- 5h 42m
- When
- Every day
- Estimated price
- $190–490
- Website
- flybreeze.com
Flights from Oakland International Airport to Bradley International Airport via Las Vegas
- Ave. Duration
- 7h 34m
- When
- Tuesday
- Estimated price
- $300–1,500
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Emeryville to Chicago Union Station
- Ave. Duration
- 2d 4h
- Frequency
- Once daily
- Estimated price
- $1,300–2,100
- Website
- Amtrak
Train from Chicago Union Station to Pittsfield Amtrak Station
- Ave. Duration
- 18h
- Frequency
- Once daily
- Estimated price
- $470–750
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Pittsfield Amtrak Station
- Ave. Duration
- 3h 54m
- Frequency
- Twice a week
- Estimated price
- $100–170
- Website
- Amtrak
Train from Boston to Pittsfield Amtrak Station
- Ave. Duration
- 3h 45m
- Frequency
- Once daily
- Estimated price
- $80–130
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Pittsfield Amtrak Station
- Ave. Duration
- 3h 54m
- Frequency
- Twice a week
- Estimated price
- $100–170
- Website
- Amtrak
Train from Springfield to Pittsfield Amtrak Station
- Ave. Duration
- 1h 16m
- Frequency
- Once daily
- Estimated price
- $28–45
- Website
- Amtrak
Train from 30th Street Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 1h 24m
- Frequency
- Every 30 minutes
- Estimated price
- $50–80
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Pittsfield Amtrak Station
- Ave. Duration
- 3h 54m
- Frequency
- Twice a week
- Estimated price
- $100–170
- Website
- Amtrak
Train from Emeryville to Chicago Union Station
- Ave. Duration
- 2d 4h
- Frequency
- Once daily
- Estimated price
- $1,300–2,100
- Website
- Amtrak
Rome2Rio's guide to Amtrak Acela
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from 30th Street Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 1h 17m
- Frequency
- Hourly
- Estimated price
- $20–600
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $20–460
- First Class
- $130–600
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Albany Bus Terminal, NY to Pittsfield
- Ave. Duration
- 1h
- Frequency
- Once daily
- Estimated price
- $6–10
- Website
- Greyhound
Bus from Oakland to Los Angeles Union Station
- Ave. Duration
- 8h 45m
- Frequency
- Twice daily
- Estimated price
- $65–100
- Website
- Greyhound
Bus from Los Angeles Union Station to St Louis Bus Station
- Ave. Duration
- 40h 10m
- Frequency
- Once daily
- Estimated price
- $330–500
- Website
- Greyhound
Bus from St Louis Bus Station to Port Authority Bus Terminal
- Ave. Duration
- 24h 45m
- Frequency
- 3 times a day
- Estimated price
- $180–280
- Website
- Greyhound
Bus from Albany Bus Terminal, NY to Pittsfield
- Ave. Duration
- 1h
- Frequency
- Once daily
- Estimated price
- $6–10
- Website
- Greyhound
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from Albany Bus Terminal, NY to Pittsfield
- Ave. Duration
- 1h
- Frequency
- 6 times a week
- Estimated price
- $7–13
- Website
- Peter Pan
Bus from New York to Pittsfield
- Ave. Duration
- 4h 15m
- Frequency
- 5 times a week
- Estimated price
- $28–50
- Website
- Peter Pan
Bus from Albany Bus Terminal, NY to Pittsfield
- Ave. Duration
- 1h
- Frequency
- 6 times a week
- Estimated price
- $7–13
- Website
- Peter Pan
Bus from New York to Pittsfield
- Ave. Duration
- 4h 15m
- Frequency
- 5 times a week
- Estimated price
- $28–50
- Website
- Peter Pan
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Oakland to Los Angeles Union Station
- Ave. Duration
- 8h 15m
- Frequency
- Twice daily
- Estimated price
- $60–90
- Schedules at
- Flixbus USA
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 20h 10m
- Frequency
- Twice daily
- Estimated price
- $150–230
- Schedules at
- Flixbus USA
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Booking & Getting There
Oakland to Pittsfield bus services, operated by Greyhound USA, arrive at Los Angeles Union Station.
Pittsfield is 3h ahead of Oakland. It is currently 11:57 AM in Oakland and 2:57 PM in Pittsfield.
Oakland to Pittsfield train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Oakland to Pittsfield is 2973 miles. It takes approximately 47h 13m to drive from Oakland to Pittsfield.
Book your Oakland to Pittsfield train tickets online with Omio.
Book your Oakland to Pittsfield bus tickets online with Omio.
There are 144+ hotels available in Pittsfield.













