There are 7 ways to get from Boston to Ossining by plane, train, train (Amtrak), bus (Greyhound), or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly to Laguardia Airport, train
best- Fly from Boston Logan Airport (BOS) to Laguardia Airport (LGA)plane BOS - LGA
- Take the train from 125th Street - Harlem to Ossiningtrain
3h 11m$98–412Drive 188 mi
cheapest- Drive from Boston to Ossiningcar 188 mi
3h 33m$35–50Train
- 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 25m$47–717Bus (Greyhound)
- Take the bus from Boston to White Plains Bus Stationbus Greyhound US0240
6h 27m$45–68Fly to John F. Kennedy International Airport, train
- 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
3h 17m$363–786Fly to Newark Liberty International Airport, train
- 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
4h 13m$140–453Fly to Long Island Mac Arthur Airport, train
- Fly from Boston Logan Airport (BOS) to Long Island Mac Arthur Airport (ISP)plane BOS - ISP
- Take the train from Central Islip to Jamaicatrain
- Take the train from Grand Central Terminal to Ossiningtrain
5h$275–388
Boston to Ossining by train
Questions & Answers
The cheapest way to get from Boston to Ossining is to drive which costs $30 - $50 and takes 3h 33m.
The fastest way to get from Boston to Ossining is to fly and train which takes 3h 11m and costs $95 - $420.
No, there is no direct bus from Boston to Ossining. However, there are services departing from Boston and arriving at Croton Ave @ S Highland Ave via White Plains Bus Terminal Lane E. The journey, including transfers, takes approximately 6h 27m.
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 25m.
The distance between Boston and Ossining is 219 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 25m and costs $45 - $750.
It takes approximately 3h 11m to get from Boston to Ossining, including transfers.
Boston to Ossining bus services, operated by Greyhound USA, depart from Boston station.
Boston to Ossining train services, operated by Amtrak Northeast Regional, depart from Boston station.
The best way to get from Boston to Ossining is to train which takes 5h 25m and costs $45 - $750. Alternatively, you can bus, which costs $40 - $70 and takes 6h 27m.
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 25m. Alternatively, Greyhound USA operates a bus from Boston to White Plains Bus Station once daily. Tickets cost $40–70 and the journey takes 4h 45m.
- Website
- delta.com
Flights from Boston Logan Airport to Laguardia Airport
- Ave. Duration
- 1h 26m
- When
- Every day
- Estimated price
- $35–260
Flights from Boston Logan Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 32m
- When
- Every day
- Estimated price
- $35–270
Flights from Boston Logan Airport to Newark Liberty International Airport
- Ave. Duration
- 1h 37m
- When
- Every day
- Estimated price
- $35–250
- Website
- aa.com
Flights from Boston Logan Airport to Laguardia Airport
- Ave. Duration
- 1h 24m
- When
- Every day
- Estimated price
- $35–260
Flights from Boston Logan Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 23m
- When
- Every day
- Estimated price
- $35–270
- Website
- united.com
Flights from Boston Logan Airport to Newark Liberty International Airport
- Ave. Duration
- 1h 30m
- When
- Every day
- Estimated price
- $35–250
- Website
- jetblue.com
Flights from Boston Logan Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 19m
- When
- Every day
- Estimated price
- $35–270
Flights from Boston Logan Airport to John F. Kennedy International Airport via Nantucket
- Ave. Duration
- 3h 5m
- When
- Monday, Tuesday, Thursday, and Friday
- Estimated price
- $45–290
- Website
- capeair.com
Flights from Boston Logan Airport to Long Island Mac Arthur Airport
- Ave. Duration
- 1h 32m
- When
- Every day
- Estimated price
- $250–340
- Phone
- 877.690.5114
- Website
- mta.info
Train from 125th Street - Harlem to Ossining
- Ave. Duration
- 52 min
- Frequency
- Every 30 minutes
- Estimated price
- $10–16
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $10–11
- Peak
- $13–16
Train from Stamford to 125th Street - Harlem
- Ave. Duration
- 58 min
- Frequency
- Every 15 minutes
- Estimated price
- $10–17
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $10–12
- Peak
- $14–17
Train from Grand Central Terminal to Ossining
- Ave. Duration
- 1h 3m
- Frequency
- Every 30 minutes
- Estimated price
- $10–17
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $10–12
- Peak
- $14–17
Rome2Rio's guide to Amtrak Northeast Regional
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Boston to Stamford Amtrak Station
- Ave. Duration
- 3h 12m
- Frequency
- Every 3 hours
- Estimated price
- $27–280
- Website
- https://www.amtrak.com/home
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $27–280
- Business Class
- $85–330
Rome2Rio's guide to Amtrak Acela
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Boston to Stamford Amtrak Station
- Ave. Duration
- 2h 49m
- Frequency
- Every 4 hours
- Estimated price
- $45–700
- Schedules at
- https://www.amtrak.com/acela-train
- Website
- https://www.amtrak.com/home.html
- Business Class
- $45–480
- First Class
- $180–700
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Ny Moynihan Train Hall At Penn Station to Croton-Harmon Amtrak Station
- Ave. Duration
- 43 min
- Frequency
- Every 2 hours
- Estimated price
- $17–50
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-718-217-5477
- Website
- mta.info
Train from Central Islip to Jamaica
- Ave. Duration
- 50 min
- Frequency
- Every 30 minutes
- Estimated price
- $9–22
- Website
- https://www.mta.info/agency/long-island-rail-road
- Schedules at
- https://www.mta.info/agency/long-island-rail-road/timetables
- Off-Peak
- $9–14
- Peak
- $13–22
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Boston to White Plains Bus Station
- Ave. Duration
- 4h 45m
- Frequency
- Once daily
- Estimated price
- $40–70
- Website
- https://www.greyhound.com/
Want to know more about travelling around United States
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More Questions & Answers
Boston to Ossining bus services, operated by Greyhound USA, arrive at White Plains Bus Station.
Boston to Ossining train services, operated by Amtrak Northeast Regional, arrive at Stamford Amtrak Station.
Yes, the driving distance between Boston to Ossining is 189 miles. It takes approximately 3h 33m to drive from Boston to Ossining.
There are 93+ hotels available in Ossining.

















