There are 8 ways to get from Boston to Ossining by train (Amtrak), bus (Flixbus), car, ferry, plane, train, 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
best- Take the train from Boston to Stamford Amtrak Stationtrain
- Take the train from Stamford to 125th Street - Harlemtrain
- Take the train from 125th Street - Harlem to Ossiningtrain
5h 27m$64–717Drive 188 mi
cheapest- Drive from Boston to Ossiningcar 188 mi
3h 35m$33–47Bus via New York (Flixbus)
- Take the bus from Boston to New York Midtownbus FlixBus 2610 / ...
6h 6m$45–67Ferry to Boston Logan Airport, fly to Laguardia Airport, train
- Take the ferry from Long Wharf to Logan Airport Ferry Terminalferry
- Fly from Boston Logan Airport (BOS) to Laguardia Airport (LGA)plane BOS - LGA
- Take the train from 125th Street - Harlem to Ossiningtrain
4h 48m$81–514Bus (Greyhound)
- Take the bus from Boston to White Plains Bus Stationbus Greyhound US0240
6h 26m$42–60Ferry to Boston Logan Airport, fly to John F. Kennedy International Airport, train
- Take the ferry from Long Wharf to Logan Airport Ferry Terminalferry
- Fly from Boston Logan Airport (BOS) to John F. Kennedy International Airport (JFK)plane BOS - JFK
- Take the train from Grand Central Terminal to Ossiningtrain
4h 53m$468–1,445Ferry to Boston Logan Airport, fly to Newark Liberty International Airport, train
- Take the ferry from Long Wharf to Logan Airport Ferry Terminalferry
- Fly from Boston Logan Airport (BOS) to Newark Liberty International Airport (EWR)plane BOS - EWR
- Take the train from Ny Moynihan Train Hall At Penn Station to Croton-Harmon Amtrak Stationtrain
5h 47m$648–1,676Train to Theodore Francis Green State Airport, fly to John F. Kennedy International Airport, train
- Take the train from South Station to TF Green Airporttrain
- Fly from Theodore Francis Green State Airport (PVD) to John F. Kennedy International Airport (JFK)plane PVD - JFK
- Take the train from Grand Central Terminal to Ossiningtrain
5h 40m$64–301
Boston to Ossining by train
Comparing Your Travel Options
The cheapest way to get from Boston to Ossining is to drive which costs $30 - $50 and takes 3h 35m.
The fastest way to get from Boston to Ossining is to drive which takes 3h 35m and costs $30 - $50.
No, there is no direct bus from Boston to Ossining. However, there are services departing from Boston and arriving at New York Midtown via . The journey, including transfers, takes approximately 6h 6m.
No, there is no direct train from Boston to Ossining. However, there are services departing from Boston and arriving at Ossining via Stamford and 125th Street - Harlem. The journey, including transfers, takes approximately 5h 27m.
The distance between Boston and Ossining is 252 miles. The road distance is 189.1 miles.
The best way to get from Boston to Ossining without a car is to train which takes 5h 27m and costs $60 - $750.
It takes approximately 5h 27m to get from Boston to Ossining, including transfers.
Boston to Ossining bus services, operated by Flixbus USA, depart from Boston station.
Boston to Ossining train services, operated by Amtrak, depart from Boston station.
The best way to get from Boston to Ossining is to train which takes 5h 27m and costs $60 - $750. Alternatively, you can bus via New York, which costs $40 - $70 and takes 6h 6m.
What companies run services between Boston, MA, USA and Ossining, NY, USA?
You can take a train from Boston to Ossining via Stamford Amtrak Station, Stamford, and 125th Street - Harlem in around 5h 27m. Alternatively, Flixbus USA operates a bus from Boston to New York Midtown hourly. Tickets cost $30–50 and the journey takes 4h 20m.
- Website
- delta.com
Flights from Boston Logan Airport to Laguardia Airport
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $65–480
Flights from Boston Logan Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 29m
- When
- Every day
- Estimated price
- $35–270
Flights from Boston Logan Airport to Newark Liberty International Airport
- Ave. Duration
- 1h 36m
- When
- Every day
- Estimated price
- $40–300
- Website
- aa.com
Flights from Boston Logan Airport to Laguardia Airport
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $65–480
Flights from Boston Logan Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $35–270
- Website
- united.com
Flights from Boston Logan Airport to Newark Liberty International Airport
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $40–300
- Website
- jetblue.com
Flights from Boston Logan Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 18m
- When
- Every day
- Estimated price
- $35–270
Flights from Theodore Francis Green State Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 7m
- When
- Every day
- Estimated price
- $30–250
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Boston to Stamford Amtrak Station
- Ave. Duration
- 3h 12m
- Frequency
- Every 3 hours
- Estimated price
- $100–170
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Croton-Harmon Amtrak Station
- Ave. Duration
- 43 min
- Frequency
- Hourly
- Estimated price
- $17–28
- Website
- Amtrak
Rome2Rio's guide to Amtrak Acela
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Boston to Stamford Amtrak Station
- Ave. Duration
- 2h 54m
- Frequency
- Every 4 hours
- Estimated price
- $45–700
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $45–480
- First Class
- $180–700
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from Stamford to 125th Street - Harlem
- Ave. Duration
- 1h
- Frequency
- Every 15 minutes
- 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 Ossining
- Ave. Duration
- 52 min
- Frequency
- Every 30 minutes
- Estimated price
- $9–16
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $9–12
- Peak
- $14–16
Train from 125th Street - Harlem to Ossining
- Ave. Duration
- 52 min
- Frequency
- Every 30 minutes
- Estimated price
- $9–16
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $9–12
- Peak
- $14–16
Train from Grand Central Terminal to Ossining
- Ave. Duration
- 1h 2m
- Frequency
- Every 30 minutes
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–13
- Peak
- $15–17
Train from Grand Central Terminal to Ossining
- Ave. Duration
- 1h 2m
- Frequency
- Every 30 minutes
- Estimated price
- $10–17
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $10–13
- Peak
- $15–17
Train from South Station to TF Green Airport
- Ave. Duration
- 1h 25m
- Frequency
- Every 4 hours
- Estimated price
- $9–16
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $9–16
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Boston to New York Midtown
- Ave. Duration
- 4h 20m
- Frequency
- Hourly
- Estimated price
- $30–50
- Schedules at
- Flixbus USA
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from Boston to White Plains Bus Station
- Ave. Duration
- 4h 45m
- Frequency
- Twice daily
- Estimated price
- $35–60
- Website
- Greyhound
Ferry from Long Wharf to Logan Airport Ferry Terminal
- Ave. Duration
- 20 min
- Frequency
- Hourly
- Estimated price
- $3–10
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $3–10
Ferry from Long Wharf to Logan Airport Ferry Terminal
- Ave. Duration
- 20 min
- Frequency
- Hourly
- Estimated price
- $3–10
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $3–10
Ferry from Long Wharf to Logan Airport Ferry Terminal
- Ave. Duration
- 20 min
- Frequency
- Hourly
- Estimated price
- $3–10
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $3–10
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Booking & Getting There
Boston to Ossining bus services, operated by Flixbus USA, arrive at New York Midtown station.
Boston to Ossining train services, operated by Amtrak, arrive at Stamford Amtrak Station.
Yes, the driving distance between Boston to Ossining is 189 miles. It takes approximately 3h 35m to drive from Boston to Ossining.
There are 98+ hotels available in Ossining.










