There are 7 ways to get from Pittsfield to Sag Harbor by bus, train, car ferry, car, 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
best- Take the bus from Pittsfield to Port Authority Bus Terminalbus Williamstown
- Take the bus from 79th St & Broadway to Sag Harbor Westboundbus Sag Harbor-Westbound
7h 36m$64–160Drive, car ferry
cheapest- Drive from Pittsfield to New Londoncar
- Take the car ferry from New London to Orient Pointcarferry
- Drive from Orient Point to Sag Harborcar
5h 18m$44–136Train, bus
- Take the train from Pittsfield Amtrak Station to Albany-Rensselaer Amtrak Stationtrain
- Take the train from Albany-Rensselaer Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain
- Take the bus from 86th St & Broadway to Sag Harbor Westboundbus
8h 14m$94–205Train, car ferry, bus
- Take the train from Pittsfield Amtrak Station to Springfieldtrain
- Take the train from Springfield to New Haventrain
- Take the train from New Haven to New Londontrain
- Take the car ferry from New London to Orient Pointcarferry
- Take the bus from Orient Point Ferry Dock to Main St/Washington Stbus 92
10h 48m$68–183Bus, train, car ferry
- Take the bus from Pittsfield to Springfield Union Stationbus
- Take the bus from Springfield Union Station to New Haven Bus Stopbus
- Take the train from New Haven to New Londontrain
- Take the car ferry from New London to Orient Pointcarferry
- Take the bus from Orient Point Ferry Dock to Main St/Washington Stbus 92
10h 47m$49–141Train, drive
- Take the train from Pittsfield Amtrak Station to Springfieldtrain
- Take the train from Springfield to New Haventrain
- Take the train from New Haven to Old Saybrook Amtrak Stationtrain
- Drive from Old Saybrook Amtrak Station to Sag Harborcar
8h 45m$73–137Bus, fly
- Take the bus from Pittsfield to Albany Bus Terminal, NYbus
- Fly from Albany County Airport (ALB) to Laguardia Airport (LGA)plane ALB - LGA
- Take the bus from JFK Airport Connection - WB to Sag Harbor Westboundbus
7h 52m$116–656
Albany County Airport (ALB) to Laguardia Airport (LGA) flights
Questions & Answers
The cheapest way to get from Pittsfield to Sag Harbor is to drive and car ferry which costs $40 - $140 and takes 5h 18m.
The fastest way to get from Pittsfield to Sag Harbor is to drive and car ferry which takes 5h 18m and costs $40 - $140.
No, there is no direct bus from Pittsfield to Sag Harbor. However, there are services departing from Pittsfield and arriving at Sag Harbor Westbound via W 41 St/8 Av and 79th St & Broadway. The journey, including transfers, takes approximately 7h 36m.
The distance between Pittsfield and Sag Harbor is 249 miles.
The best way to get from Pittsfield to Sag Harbor without a car is to bus which takes 7h 36m and costs $60 - $160.
It takes approximately 7h 36m to get from Pittsfield to Sag Harbor, including transfers.
Pittsfield to Sag Harbor bus services, operated by Peter Pan Bus Lines, depart from Pittsfield station.
Pittsfield to Sag Harbor bus services, operated by Peter Pan Bus Lines, arrive at Port Authority Bus Terminal station.
There are 238+ hotels available in Sag Harbor.
What companies run services between Pittsfield, MA, USA and Sag Harbor, NY, USA?
You can take a bus from Pittsfield to Sag Harbor Westbound via Port Authority Bus Terminal, W 41 St/8 Av, Broadway/W 77 St, and 79th St & Broadway in around 7h 36m.
- Website
- delta.com
Flights from Albany County Airport to Laguardia Airport
- Ave. Duration
- 1h 4m
- When
- Every day
- Estimated price
- $70–550
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Pittsfield Amtrak Station to Albany-Rensselaer Amtrak Station
- Ave. Duration
- 1h 28m
- Frequency
- Once daily
- Estimated price
- $16–35
- Website
- https://www.amtrak.com/home.html
Train from Albany-Rensselaer Amtrak Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 2h 31m
- Frequency
- Hourly
- Estimated price
- $45–95
- Website
- https://www.amtrak.com/home.html
Train from Pittsfield Amtrak Station to Springfield
- Ave. Duration
- 1h 19m
- Frequency
- Once daily
- Estimated price
- $16–35
- Website
- https://www.amtrak.com/home.html
Train from Springfield to New Haven
- Ave. Duration
- 1h 22m
- Frequency
- Every 3 hours
- Estimated price
- $20–45
- Website
- https://www.amtrak.com/home.html
Train from New Haven to New London
- Ave. Duration
- 1h 5m
- Frequency
- Hourly
- Estimated price
- $16–35
- Website
- https://www.amtrak.com/home.html
Train from New Haven to New London
- Ave. Duration
- 1h 5m
- Frequency
- Hourly
- Estimated price
- $16–35
- Website
- https://www.amtrak.com/home.html
Train from Pittsfield Amtrak Station to Springfield
- Ave. Duration
- 1h 19m
- Frequency
- Once daily
- Estimated price
- $16–35
- Website
- https://www.amtrak.com/home.html
Train from Springfield to New Haven
- Ave. Duration
- 1h 22m
- Frequency
- Every 3 hours
- Estimated price
- $20–45
- Website
- https://www.amtrak.com/home.html
Train from New Haven to Old Saybrook Amtrak Station
- Ave. Duration
- 42 min
- Frequency
- Hourly
- Estimated price
- $10–22
- Website
- https://www.amtrak.com/home.html
- Website
- shorelineeast.com
Train from New Haven to New London
- Ave. Duration
- 1h 5m
- Frequency
- Every 4 hours
- Estimated price
- $8–11
- Schedules at
- shorelineeast.com
Train from New Haven to New London
- Ave. Duration
- 1h 5m
- Frequency
- Every 4 hours
- Estimated price
- $8–11
- Schedules at
- shorelineeast.com
Train from New Haven to Old Saybrook Amtrak Station
- Ave. Duration
- 41 min
- Frequency
- Every 4 hours
- Estimated price
- $6–8
- Schedules at
- shorelineeast.com
- Phone
- 1-800-343-9999
- Website
- peterpanbus.com
Bus from Pittsfield to Port Authority Bus Terminal
- Ave. Duration
- 4h
- Frequency
- Once daily
- Estimated price
- $30–80
- Website
- https://peterpanbus.com
- Adult
- $45–65
- Phone
- +1 631.283.4600
- Website
- hamptonjitney.com
Bus from 79th St & Broadway to Sag Harbor Westbound
- Ave. Duration
- 2h 40m
- Frequency
- On demand
- Estimated price
- $30–75
- Website
- https://www.hamptonjitney.com/hjmobile/
- Schedules at
- https://www.hamptonjitney.com/booking/jitney/schedules.php
- Book at
- https://www.hamptonjitney.com/booking/jitney/tripfinder.php
- Onboard
- $40–50
- Ambassador
- $60–75
- Prepaid Online Rate
- $30–40
Bus from 86th St & Broadway to Sag Harbor Westbound
- Ave. Duration
- 2h 35m
- Frequency
- On demand
- Estimated price
- $30–75
- Website
- https://www.hamptonjitney.com/hjmobile/
- Schedules at
- https://www.hamptonjitney.com/booking/jitney/schedules.php
- Book at
- https://www.hamptonjitney.com/booking/jitney/tripfinder.php
- Onboard
- $40–50
- Ambassador
- $60–75
- Prepaid Online Rate
- $30–40
Bus from JFK Airport Connection - WB to Sag Harbor Westbound
- Ave. Duration
- 2h 20m
- Frequency
- On demand
- Estimated price
- $30–75
- Website
- https://www.hamptonjitney.com/hjmobile/
- Schedules at
- https://www.hamptonjitney.com/booking/jitney/schedules.php
- Book at
- https://www.hamptonjitney.com/booking/jitney/tripfinder.php
- Onboard
- $40–50
- Ambassador
- $60–75
- Prepaid Online Rate
- $30–40
- Phone
- 631 852 5200
- [email protected]
- Website
- sctbus.org
Bus from Orient Point Ferry Dock to Main St/Washington St
- Ave. Duration
- 2h 45m
- Frequency
- Every 4 hours
- Estimated price
- $3
- Schedules at
- sctbus.org
- Adults
- $3
Bus from Orient Point Ferry Dock to Main St/Washington St
- Ave. Duration
- 2h 45m
- Frequency
- Every 4 hours
- Estimated price
- $3
- Schedules at
- sctbus.org
- Adults
- $3
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Pittsfield to Springfield Union Station
- Ave. Duration
- 1h 10m
- Frequency
- Once daily
- Estimated price
- $8–16
- Website
- https://www.greyhound.com/
Bus from Springfield Union Station to New Haven Bus Stop
- Ave. Duration
- 1h 30m
- Frequency
- 3 times a day
- Estimated price
- $10–21
- Website
- https://www.greyhound.com/
Bus from Pittsfield to Albany Bus Terminal, NY
- Ave. Duration
- 1h
- Frequency
- Once daily
- Estimated price
- $6–12
- Website
- https://www.greyhound.com/
- Phone
- +1 860-443-5281
- [email protected]
- Website
- longislandferry.com
Car ferry from New London to Orient Point
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $20–90
- Schedules at
- longislandferry.com
- Passenger
- $20–23
- Vehicle and Passenger
- $70–90
Car ferry from New London to Orient Point
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $20–90
- Schedules at
- longislandferry.com
- Passenger
- $20–23
- Vehicle and Passenger
- $70–90
Car ferry from New London to Orient Point
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $20–90
- Schedules at
- longislandferry.com
- Passenger
- $20–23
- Vehicle and Passenger
- $70–90
- Phone
- +1 860-444-4624
- [email protected]
- Website
- goblockisland.com
Car ferry from New London to Orient Point
- Ave. Duration
- 1h 20m
- Frequency
- 4 times a day
- Estimated price
- $14
- Website
- https://www.goblockisland.com
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
Need to know: Greyhound
Read the travel guide


















