There are 7 ways to get from Sag Harbor to Pittsfield by bus, train, car ferry, car, train (Amtrak), or plane
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Bus, train
best- Take the bus from Sag Harbor Westbound to 86th St & Broadwaybus Sag Harbor-Westbound / ...
- Take the train from Ny Moynihan Train Hall At Penn Station to Pittsfield Amtrak Stationtrain Berkshire Flyer
7h 43m$136–235Drive, car ferry
cheapest- Drive from Sag Harbor to Orient Pointcar
- Take the carferry from Orient Point to New Londoncarferry
- Drive from New London to Pittsfieldcar
5h 32m$41–131Bus
- Take the bus from Sag Harbor Westbound to 86 St & Central Park Westbus Sag Harbor-Westbound / ...
- Take the bus from New York to Pittsfieldbus Bz 0712
8h$64–125Bus, car ferry, train
- Take the bus from Main St/Washington St to Orient Point Ferry Dockbus 92
- Take the carferry from Orient Point to New Londoncarferry
- Take the train from New London to New Haventrain
- Take the train from New Haven to Springfieldtrain
- Take the train from Springfield to Pittsfield Amtrak Stationtrain
10h 58m$88–203Train
- Take the train from East Hampton to Jamaicatrain Montauk Branch
- Take the train from Ny Moynihan Train Hall At Penn Station to Pittsfield Amtrak Stationtrain Berkshire Flyer
9h 7m$126–223Bus, car ferry, train via Northampton
- Take the bus from Main St/Washington St to Orient Point Ferry Dockbus 92
- Take the carferry from Orient Point to New Londoncarferry
- Take the train from New London to New Haventrain
- Take the bus from New Haven Bus Stop to Springfield Union Stationbus
- Take the bus from Main St / Masonic St to Pittsfield ITCbus 904
11h 52m$45–125Bus, fly
- Take the bus from Sag Harbor Westbound to JFK Airport Connection - WBbus
- Fly from Laguardia Airport (LGA) to Albany County Airport (ALB)plane LGA - ALB
- Take the bus from Albany Bus Terminal, NY to Pittsfieldbus
8h 18m$138–805
Sag Harbor to Pittsfield by bus and train
Comparing Your Travel Options
The cheapest way to get from Sag Harbor to Pittsfield is to drive and car ferry which costs $40 - $140 and takes 5h 32m.
The fastest way to get from Sag Harbor to Pittsfield is to drive and car ferry which takes 5h 32m and costs $40 - $140.
No, there is no direct bus from Sag Harbor to Pittsfield. However, there are services departing from Sag Harbor Westbound and arriving at Pittsfield via New York. The journey, including transfers, takes approximately 8h.
No, there is no direct train from Sag Harbor to Pittsfield station. However, there are services departing from East Hampton and arriving at Pittsfield Amtrak Station via Jamaica and Ny Moynihan Train Hall At Penn Station. The journey, including transfers, takes approximately 9h 7m.
The distance between Sag Harbor and Pittsfield is 296 miles.
The best way to get from Sag Harbor to Pittsfield without a car is to bus and train which takes 7h 43m and costs $130 - $240.
It takes approximately 7h 43m to get from Sag Harbor to Pittsfield, including transfers.
Sag Harbor to Pittsfield bus services, operated by Hampton Jitney Inc., depart from Sag Harbor Westbound station.
Sag Harbor to Pittsfield train services, operated by Long Island Rail Road, depart from East Hampton station.
The best way to get from Sag Harbor to Pittsfield is to bus which takes 8h and costs $60 - $130. Alternatively, you can train, which costs $120 - $230 and takes 9h 7m.
What companies run services between Sag Harbor, NY, USA and Pittsfield, MA, USA?
You can take a bus from Sag Harbor Westbound to Pittsfield via 86 St & Central Park West, 86 St, 42 St-Port Authority Bus Terminal, and New York in around 8h. Alternatively, you can take a bus from Main St/Washington St to Pittsfield Amtrak Station via East Hampton LIRR, East Hampton, Jamaica, Penn Station, and Ny Moynihan Train Hall At Penn Station in around 9h 7m.
- Website
- delta.com
Flights from Laguardia Airport to Albany County Airport
- Ave. Duration
- 1h 8m
- When
- Every day
- Estimated price
- $90–700
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- 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
- $100–160
- Website
- Amtrak
Train from New London to New Haven
- Ave. Duration
- 1h 5m
- Frequency
- Hourly
- Estimated price
- $28–45
- Website
- Amtrak
Train from New Haven to Springfield
- Ave. Duration
- 1h 24m
- Frequency
- Every 3 hours
- Estimated price
- $30–55
- Website
- Amtrak
Train from Springfield to Pittsfield Amtrak Station
- Ave. Duration
- 1h 16m
- Frequency
- Once daily
- Estimated price
- $28–45
- 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
- $100–160
- Website
- Amtrak
Train from New London to New Haven
- Ave. Duration
- 1h 5m
- Frequency
- Hourly
- Estimated price
- $28–45
- Website
- Amtrak
- Website
- shorelineeast.com
Train from New London to New Haven
- Ave. Duration
- 1h 5m
- Frequency
- Every 4 hours
- Estimated price
- $8–11
- Schedules at
- shorelineeast.com
Train from New London to New Haven
- Ave. Duration
- 1h 5m
- Frequency
- Every 4 hours
- Estimated price
- $8–11
- Schedules at
- shorelineeast.com
- Phone
- +1-718-217-5477
- Website
- Long Island Rail Road
Train from East Hampton to Jamaica
- Ave. Duration
- 2h 32m
- Frequency
- 5 times a day
- Estimated price
- $22–55
- Website
- Long Island Rail Road
- Schedules at
- Long Island Rail Road Schedules
- Off-Peak
- $22–35
- Peak
- $40–55
- Phone
- +1 631.283.4600
- Website
- Hampton Jitney
Bus from Sag Harbor Westbound to 86th St & Broadway
- Ave. Duration
- 2h 35m
- Frequency
- Hourly
- Estimated price
- $30–75
- Website
- Hampton Jitney
- Schedules at
- Hampton Jitney Schedule Information
- Book at
- Hampton Jitney Reservations
- Onboard
- $40–50
- Ambassador
- $60–75
- Prepaid Online Rate
- $30–40
Bus from Sag Harbor Westbound to 86 St & Central Park West
- Ave. Duration
- 2h 30m
- Frequency
- Hourly
- Estimated price
- $30–75
- Website
- Hampton Jitney
- Schedules at
- Hampton Jitney Schedule Information
- Book at
- Hampton Jitney Reservations
- Onboard
- $40–50
- Ambassador
- $60–75
- Prepaid Online Rate
- $30–40
Bus from Sag Harbor Westbound to JFK Airport Connection - WB
- Ave. Duration
- 2h 20m
- Frequency
- Hourly
- Estimated price
- $30–75
- Website
- Hampton Jitney
- Schedules at
- Hampton Jitney Schedule Information
- Book at
- Hampton Jitney Reservations
- Onboard
- $40–50
- Ambassador
- $60–75
- Prepaid Online Rate
- $30–40
- Phone
- 1-800-343-9999
- 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
- Phone
- 631 852 5200
- [email protected]
- Website
- Suffolk County Transit
Bus from Main St/Washington St to Orient Point Ferry Dock
- Ave. Duration
- 2h 57m
- Frequency
- Hourly
- Estimated price
- $3
- Schedules at
- Suffolk County Transit
- Adults
- $3
Bus from Main St/Washington St to Orient Point Ferry Dock
- Ave. Duration
- 2h 57m
- Frequency
- Hourly
- Estimated price
- $3
- Schedules at
- Suffolk County Transit
- Adults
- $3
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from New Haven Bus Stop to Springfield Union Station
- Ave. Duration
- 1h 20m
- Frequency
- Every 3 hours
- Estimated price
- $12–18
- Website
- Greyhound
Bus from Albany Bus Terminal, NY to Pittsfield
- Ave. Duration
- 1h
- Frequency
- Twice daily
- Estimated price
- $6–10
- Website
- Greyhound
- Website
- Berkshire Region Transit
Bus from Main St / Masonic St to Pittsfield ITC
- Ave. Duration
- 1h 20m
- Frequency
- Once daily
- Estimated price
- $1–10
- Schedules at
- Berkshire Region Transit
- Phone
- +1 860-443-5281
- [email protected]
- Website
- Long Island Ferry
Car ferry from Orient Point to New London
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $20–90
- Schedules at
- Long Island Ferry
- Passenger
- $20–23
- Vehicle and Passenger
- $70–90
Car ferry from Orient Point to New London
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $20–90
- Schedules at
- Long Island Ferry
- Passenger
- $20–23
- Vehicle and Passenger
- $70–90
Car ferry from Orient Point to New London
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $20–90
- Schedules at
- Long Island Ferry
- Passenger
- $20–23
- Vehicle and Passenger
- $70–90
- Phone
- +1 860-444-4624
- [email protected]
- Website
- Block Island Express
Car ferry from Orient Point to New London
- Ave. Duration
- 1h 20m
- Frequency
- 4 times a day
- Estimated price
- $14
- Website
- Block Island Express
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Booking & Getting There
Sag Harbor to Pittsfield bus services, operated by Hampton Jitney Inc., arrive at 86 St & Central Park West station.
Sag Harbor to Pittsfield train services, operated by Long Island Rail Road, arrive at Jamaica station.
There are 153+ hotels available in Pittsfield.





















