There are 11 ways to get from Westchester County to Chatham by train, bus, car, plane, or bus (Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train, bus via Boston
best- Take the train from Stamford Amtrak Station to Bostontrain Acela
- Take the bus from Boston South Buses to Hyannis Transportation Centerbus Hyannis - South Shore to Logan Airport
9h 38m$98–183Drive 240.7 mi
cheapest- Drive from Westchester County to Chathamcar 240.7 mi
5h 3m$44–64Train, bus
- Take the train from Stamford Amtrak Station to Bostontrain Acela
- Take the bus from Boston South Station to Hyannis Transportation Centerbus Boston
9h 41m$86–188Train to Laguardia Airport, fly to Barnstable Municipal Airport, bus
- Take the train from Chappaqua to 125th Street - Harlemtrain
- Fly from Laguardia Airport (LGA) to Barnstable Municipal Airport (HYA)plane LGA - HYA
- Take the bus from Hyannis Transportation Center to Veterans Field Rdbus
6h 42m$77–458Train, bus via Providence
- Take the train from Chappaqua to 125th Street - Harlemtrain
- Take the train from 125th Street - Harlem to Stamfordtrain
- Take the train from Stamford Amtrak Station to Providencetrain
- Take the bus from Providence Bus Terminal to Hyannis Transportation Centerbus
9h 51m$91–191Bus
- Take the bus from Stamford Bus Stop to New Haven Bus Stopbus
- Take the bus from New Haven Union Station to Peter Pan Bus Terminalbus
- Take the bus from Providence Bus Terminal to Hyannis Transportation Centerbus
11h 23m$49–127Bus via Boston
- Take the bus from Stamford Bus Stop to Bostonbus Greyhound US0240
- Take the bus from Boston to Hyannisbus Bz 0956 / ...
12h 20m$55–118Train to John F. Kennedy International Airport, fly to Barnstable Municipal Airport
- Take the train from Chappaqua to Grand Central Terminaltrain
- Fly from John F. Kennedy International Airport (JFK) to Barnstable Municipal Airport (HYA)plane JFK - HYA
8h 32m$379–689Fly Westchester County Airport to Barnstable Municipal Airport, bus
- Fly from Westchester County Airport (HPN) to Barnstable Municipal Airport (HYA)plane HPN - HYA
- Take the bus from Hyannis Transportation Center to Veterans Field Rdbus
8h 24m$314–1,318Train to Laguardia Airport, fly to Boston Logan Airport, bus
- Take the train from Chappaqua to 125th Street - Harlemtrain
- Fly from Laguardia Airport (LGA) to Boston Logan Airport (BOS)plane LGA - BOS
- Take the bus from Logan International Airport to Hyannis Transportation Centerbus
8h 31m$89–417Train to John F. Kennedy International Airport, fly to Boston Logan Airport, bus
- Take the train from Chappaqua to Grand Central Terminaltrain
- Fly from John F. Kennedy International Airport (JFK) to Boston Logan Airport (BOS)plane JFK - BOS
- Take the bus from Logan International Airport to Hyannis Transportation Centerbus
8h 42m$256–1,078
Westchester County to Chatham by train and bus
Questions & Answers
The cheapest way to get from Westchester County to Chatham is to drive which costs $40 - $65 and takes 5h 3m.
The fastest way to get from Westchester County to Chatham is to drive which takes 5h 3m and costs $40 - $65.
No, there is no direct bus from Westchester County to Chatham. However, there are services departing from Bedford Rd @ Broadway and arriving at Veterans Field Rd via Main St @ South Broadway, Stamford Bus Stop, New Haven Union Station, Providence Bus Terminal and Hyannis Transportation Center. The journey, including transfers, takes approximately 11h 23m.
The distance between Westchester County and Chatham is 320 miles. The road distance is 242.1 miles.
The best way to get from Westchester County to Chatham without a car is to train and bus via Boston which takes 9h 38m and costs $95 - $190.
It takes approximately 9h 38m to get from Westchester County to Chatham, including transfers.
Westchester County to Chatham bus services, operated by Greyhound USA, depart from Stamford Bus Stop station.
Westchester County to Chatham bus services, operated by Greyhound USA, arrive at New Haven Bus Stop station.
Yes, the driving distance between Westchester County to Chatham is 242 miles. It takes approximately 5h 3m to drive from Westchester County to Chatham.
There are 904+ hotels available in Chatham.
What companies run services between Westchester County, NY, USA and Chatham, MA, USA?
You can take a bus from Bedford Rd @ Broadway to Veterans Field Rd via Main St @ South Broadway, Stamford Transportation Center @ Bay A, Stamford Bus Stop, New Haven Bus Stop, New Haven Union Station, Providence Bus Terminal, and Hyannis Transportation Center in around 11h 23m.
- Website
- delta.com
Flights from Laguardia Airport to Boston Logan Airport
- Ave. Duration
- 1h 30m
- When
- Every day
- Estimated price
- $45–350
Flights from John F. Kennedy International Airport to Boston Logan Airport
- Ave. Duration
- 1h 35m
- When
- Every day
- Estimated price
- $35–270
- Website
- jetblue.com
Flights from Laguardia Airport to Barnstable Municipal Airport via Nantucket
- Ave. Duration
- 2h 42m
- When
- Tuesday and Wednesday
- Estimated price
- $65–440
Flights from John F. Kennedy International Airport to Barnstable Municipal Airport via Nantucket
- Ave. Duration
- 3h 10m
- When
- Tuesday to Sunday
- Estimated price
- $45–340
Flights from John F. Kennedy International Airport to Barnstable Municipal Airport via Boston Logan Airport
- Ave. Duration
- 3h 35m
- When
- Every day
- Estimated price
- $50–350
Flights from John F. Kennedy International Airport to Barnstable Municipal Airport via Martha's Vineyard
- Ave. Duration
- 2h 46m
- When
- Friday and Saturday
- Estimated price
- $45–330
Flights from Westchester County Airport to Barnstable Municipal Airport via Martha's Vineyard
- Ave. Duration
- 2h 55m
- When
- Friday and Saturday
- Estimated price
- $300–650
Flights from Westchester County Airport to Barnstable Municipal Airport via Nantucket
- Ave. Duration
- 4h 6m
- When
- Tuesday to Monday
- Estimated price
- $75–550
Flights from Westchester County Airport to Barnstable Municipal Airport via Nantucket, Martha's Vineyard
- Ave. Duration
- 5h 1m
- When
- Friday
- Estimated price
- $80–550
Flights from Laguardia Airport to Boston Logan Airport via Nantucket
- Ave. Duration
- 3h 11m
- When
- Every day
- Estimated price
- $55–380
Flights from John F. Kennedy International Airport to Boston Logan Airport
- Ave. Duration
- 1h 23m
- When
- Every day
- Estimated price
- $35–270
- Website
- aa.com
Flights from Laguardia Airport to Barnstable Municipal Airport
- Ave. Duration
- 1h 12m
- When
- Every day
- Estimated price
- $60–430
Flights from Westchester County Airport to Barnstable Municipal Airport via Reagan Washington
- Ave. Duration
- 5h 32m
- When
- Every day
- Estimated price
- $130–700
Flights from Laguardia Airport to Boston Logan Airport
- Ave. Duration
- 1h 20m
- When
- Every day
- Estimated price
- $45–350
Flights from John F. Kennedy International Airport to Boston Logan Airport
- Ave. Duration
- 1h 29m
- When
- Every day
- Estimated price
- $35–270
- Website
- capeair.com
Flights from John F. Kennedy International Airport to Barnstable Municipal Airport via Martha's Vineyard
- Ave. Duration
- 2h 46m
- When
- Friday and Saturday
- Estimated price
- $45–330
Flights from John F. Kennedy International Airport to Barnstable Municipal Airport via Nantucket
- Ave. Duration
- 3h 1m
- When
- Tuesday and Wednesday
- Estimated price
- $45–340
Flights from John F. Kennedy International Airport to Barnstable Municipal Airport via Boston Logan Airport
- Ave. Duration
- 3h 41m
- When
- Every day
- Estimated price
- $50–350
Flights from Westchester County Airport to Barnstable Municipal Airport via Martha's Vineyard
- Ave. Duration
- 3h 49m
- When
- Friday and Saturday
- Estimated price
- $300–650
Flights from Westchester County Airport to Barnstable Municipal Airport via Nantucket
- Ave. Duration
- 2h 22m
- When
- Saturday
- Estimated price
- $1,700–3,000
Rome2Rio's guide to Amtrak Acela
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Stamford Amtrak Station to Boston
- Ave. Duration
- 2h 57m
- Frequency
- Every 4 hours
- Estimated price
- $45–700
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $45–480
- First Class
- $180–700
Train from Stamford Amtrak Station to Boston
- Ave. Duration
- 2h 57m
- Frequency
- Every 4 hours
- Estimated price
- $45–700
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $45–480
- First Class
- $180–700
Train from Stamford Amtrak Station to Providence
- Ave. Duration
- 2h 10m
- Frequency
- Every 4 hours
- Estimated price
- $35–650
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $35–470
- First Class
- $160–650
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Stamford Amtrak Station to Boston
- Ave. Duration
- 3h 31m
- Frequency
- Every 3 hours
- Estimated price
- $60–130
- Website
- Amtrak
Train from Stamford Amtrak Station to Boston
- Ave. Duration
- 3h 31m
- Frequency
- Every 3 hours
- Estimated price
- $60–130
- Website
- Amtrak
Train from Stamford Amtrak Station to Providence
- Ave. Duration
- 2h 41m
- Frequency
- Every 3 hours
- Estimated price
- $45–100
- Website
- Amtrak
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from Chappaqua to 125th Street - Harlem
- Ave. Duration
- 49 min
- Frequency
- Hourly
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–12
- Peak
- $14–17
Train from Chappaqua to 125th Street - Harlem
- Ave. Duration
- 49 min
- Frequency
- Hourly
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–12
- Peak
- $14–17
Train from 125th Street - Harlem to Stamford
- Ave. Duration
- 1h 5m
- Frequency
- Every 20 minutes
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–12
- Peak
- $14–17
Train from Chappaqua to Grand Central Terminal
- Ave. Duration
- 1h 1m
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from Chappaqua to 125th Street - Harlem
- Ave. Duration
- 49 min
- Frequency
- Hourly
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–12
- Peak
- $14–17
Train from Chappaqua to Grand Central Terminal
- Ave. Duration
- 1h 1m
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
- Phone
- +1 (508) 746-0378
- [email protected]
- Website
- Plymouth & Brockton
Bus from Boston South Buses to Hyannis Transportation Center
- Ave. Duration
- 1h 50m
- Frequency
- Hourly
- Estimated price
- $27–35
- Website
- Plymouth & Brockton
- One Way - Adult
- $27–35
Bus from Logan International Airport to Hyannis Transportation Center
- Ave. Duration
- 2h 15m
- Frequency
- Hourly
- Estimated price
- $28–40
- Website
- Plymouth & Brockton
- One Way - Adult
- $28–40
Bus from Logan International Airport to Hyannis Transportation Center
- Ave. Duration
- 2h 15m
- Frequency
- Hourly
- Estimated price
- $28–40
- Website
- Plymouth & Brockton
- One Way - Adult
- $28–40
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from Boston South Station to Hyannis Transportation Center
- Ave. Duration
- 1h 35m
- Frequency
- Every 3 hours
- Estimated price
- $15–40
- Website
- Peter Pan
Bus from Providence Bus Terminal to Hyannis Transportation Center
- Ave. Duration
- 1h 50m
- Frequency
- Every 4 hours
- Estimated price
- $15–45
- Website
- Peter Pan
Bus from New Haven Union Station to Peter Pan Bus Terminal
- Ave. Duration
- 2h 5m
- Frequency
- Hourly
- Estimated price
- $22–60
- Website
- Peter Pan
Bus from Providence Bus Terminal to Hyannis Transportation Center
- Ave. Duration
- 1h 50m
- Frequency
- Every 4 hours
- Estimated price
- $15–45
- Website
- Peter Pan
Bus from Boston to Hyannis
- Ave. Duration
- 1h 40m
- Frequency
- Every 3 hours
- Estimated price
- $15–40
- Website
- Peter Pan
- Phone
- 1-800-352-7155
- [email protected]
- Website
- Cape Cod Regional Transit Authority
Bus from Hyannis Transportation Center to Veterans Field Rd
- Ave. Duration
- 1h 1m
- Frequency
- Every 2 hours
- Estimated price
- $3
- Website
- Cape Cod Regional Transit Authority
- Adult
- $3
Bus from Hyannis Transportation Center to Veterans Field Rd
- Ave. Duration
- 1h 1m
- Frequency
- Every 2 hours
- Estimated price
- $3
- Website
- Cape Cod Regional Transit Authority
- Adult
- $3
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Stamford Bus Stop to New Haven Bus Stop
- Ave. Duration
- 1h
- Frequency
- Once daily
- Estimated price
- $5–12
- Website
- Greyhound
Bus from Stamford Bus Stop to Boston
- Ave. Duration
- 5h 15m
- Frequency
- Once daily
- Estimated price
- $29–60
- Website
- Greyhound
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











