There are 3 ways to get from Waterbury to Ossining by train, car, or bus
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 Waterbury to Bridgeport
- Take the train from Bridgeport to 125th Street - Harlem
- Take the train from 125th Street - Harlem to Ossining
3h 52m$35–55Drive 58.6 mi
cheapest- Drive from Waterbury to Ossining58.6 mi
1h 13m$11–16Train, line 0014 bus
- Take the train from Waterbury to Bridgeport
- Take the train from Bridgeport to Stamford
- Take the bus from N Broadway @ Main St to N Highland Ave @ Croton Ave
4h 53m$18–224
Waterbury to Ossining by train
Questions & Answers
The cheapest way to get from Waterbury to Ossining is to drive which costs $10 - $16 and takes 1h 13m.
The fastest way to get from Waterbury to Ossining is to drive which takes 1h 13m and costs $10 - $16.
No, there is no direct train from Waterbury to Ossining. However, there are services departing from Waterbury and arriving at Ossining via Bridgeport and 125th Street - Harlem. The journey, including transfers, takes approximately 3h 52m.
The distance between Waterbury and Ossining is 110 miles. The road distance is 58.9 miles.
The best way to get from Waterbury to Ossining without a car is to train which takes 3h 52m and costs $35 - $55.
It takes approximately 3h 52m to get from Waterbury to Ossining, including transfers.
Waterbury to Ossining train services, operated by Metro-North Railroad (MNR), depart from Waterbury station.
Waterbury to Ossining train services, operated by Metro-North Railroad (MNR), arrive at Bridgeport station.
Yes, the driving distance between Waterbury to Ossining is 59 miles. It takes approximately 1h 13m to drive from Waterbury to Ossining.
There are 109+ hotels available in Ossining.
What companies run services between Waterbury, CT, USA and Ossining, NY, USA?
You can take a train from Waterbury to Ossining via Bridgeport and 125th Street - Harlem in around 3h 52m.
- Phone
- 877.690.5114
- Website
- mta.info
Train from Waterbury to Bridgeport
- Ave. Duration
- 58 min
- Frequency
- Every 3 hours
- Estimated price
- $11–17
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $11–12
- Peak
- $15–17
Train from Bridgeport to 125th Street - Harlem
- Ave. Duration
- 1h 29m
- Frequency
- Every 30 minutes
- Estimated price
- $14–22
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $14–16
- Peak
- $19–22
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 Bridgeport to Stamford
- Ave. Duration
- 46 min
- Frequency
- Every 30 minutes
- Estimated price
- $9–15
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $9–11
- Peak
- $13–15
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Bridgeport to Stamford
- Ave. Duration
- 26 min
- Frequency
- Every 3 hours
- Estimated price
- $3–200
- Website
- https://www.amtrak.com/home.html
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $3–200
- Business Class
- $40–230
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Bridgeport to Stamford
- Ave. Duration
- 26 min
- Frequency
- Twice daily
- Estimated price
- $11–80
- Website
- https://www.amtrak.com/home.html
Bus from N Broadway @ Main St to N Highland Ave @ Croton Ave
- Ave. Duration
- 1h 11m
- Frequency
- Hourly
- Estimated price
- $3
- Website
- https://transportation.westchestergov.com/bee-line/bee-line-home
- Schedules at
- https://transportation.westchestergov.com/bee-line/timetables-and-maps
- All other routes - Adults and children 5+
- $3
- BxM4C/Rte28 Westchester-Manhattan Express - Adult and children 5+
- $8
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