There are 5 ways to get from Waterbury to Chappaqua by train (Amtrak), train, bus, car, taxi, 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 Waterbury to Bridgeporttrain Waterbury
- Take the train from Bridgeport to Stamfordtrain New Haven
3h 35m$31–53Drive 56.4 mi
cheapest- Drive from Waterbury to Chappaquacar 56.4 mi
1h 4m$11–15Train, bus, line 341 bus
- Take the train from Waterbury to Bridgeporttrain
- Take the bus from Water St. at John St. to Burnell Blvd. at Norwalk Wheel Hubbus Cl
- Take the bus from Belden Ave & 24 Belden Ave to Atlantic St @ Main Stbus 341
4h 54m$23–34Taxi
- Take the taxi from Waterbury to Chappaquataxi 56.4 mi
1h 4m$140–180Bus
- Take the bus from W Main St @ Leavenworth St to Asylum St @ Bushnell Parkbus 928
- Take the bus from Hartford Union Station to White Plains Bus Stationbus Greyhound US0240
5h 4m$24–38
Waterbury to Chappaqua by train and bus
Comparing Your Travel Options
The cheapest way to get from Waterbury to Chappaqua is to drive which costs $10 - $15 and takes 1h 4m.
The fastest way to get from Waterbury to Chappaqua is to drive which takes 1h 4m and costs $10 - $15.
No, there is no direct bus from Waterbury to Chappaqua station. However, there are services departing from W Main St @ Leavenworth St and arriving at White Plains Bus Station via Hartford Union Station. The journey, including transfers, takes approximately 5h 4m.
No, there is no direct train from Waterbury to Chappaqua. However, there are services departing from Waterbury and arriving at Chappaqua via Bridgeport and White Plains. The journey, including transfers, takes approximately 3h 35m.
The distance between Waterbury and Chappaqua is 81 miles. The road distance is 56.7 miles.
The best way to get from Waterbury to Chappaqua without a car is to train which takes 3h 35m and costs $30 - $55.
It takes approximately 3h 35m to get from Waterbury to Chappaqua, including transfers.
Waterbury to Chappaqua bus services, operated by CT Transit, depart from W Main St @ Leavenworth St station.
Waterbury to Chappaqua train services, operated by Metro-North Railroad (MNR), depart from Waterbury station.
The best way to get from Waterbury to Chappaqua is to train which takes 3h 35m and costs $30 - $55. Alternatively, you can bus, which costs $23 - $40 and takes 5h 4m.
What companies run services between Waterbury, CT, USA and Chappaqua, NY, USA?
You can take a train from Waterbury to Chappaqua via Bridgeport, Stamford, Stamford Transportation Center @ Bay A, White Plains Transportation Center, and White Plains in around 3h 35m. Alternatively, you can take a bus from W Main St @ Leavenworth St to Chappaqua via Asylum St @ Bushnell Park, Hartford Union Station, White Plains Bus Station, and White Plains in around 5h 4m.
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from Waterbury to Bridgeport
- Ave. Duration
- 52 min
- 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 Bridgeport to Stamford
- Ave. Duration
- 46 min
- Frequency
- Every 30 minutes
- Estimated price
- $9–15
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $9–11
- Peak
- $13–15
Train from Waterbury to Bridgeport
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Bridgeport to Stamford
- Ave. Duration
- 26 min
- Frequency
- Every 2 hours
- Estimated price
- $12–20
- Website
- Amtrak
- Phone
- +1 203-333-3031
- [email protected]
- Website
- Greater Bridgeport Transit
Bus from Water St. at John St. to Burnell Blvd. at Norwalk Wheel Hub
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $2
- Website
- Greater Bridgeport Transit
- Phone
- +1 (203) 852-0000
- [email protected]
- Website
- Norwalk Transit
Bus from Water St. at John St. to Burnell Blvd. at Norwalk Wheel Hub
- Ave. Duration
- 51 min
- Frequency
- Every 4 hours
- Estimated price
- $2
- Website
- Norwalk Transit
- Phone
- +1 860-525-9181
- Website
- CT Transit
Bus from Belden Ave & 24 Belden Ave to Atlantic St @ Main St
- Ave. Duration
- 40 min
- Frequency
- Hourly
- Estimated price
- $2
- Website
- CT Transit
- Book at
- CT Transit Bookings
- Two-Hour Pass
- $2
Bus from W Main St @ Leavenworth St to Asylum St @ Bushnell Park
- Ave. Duration
- 1h
- Frequency
- Hourly
- Estimated price
- $2
- Website
- CT Transit
- Book at
- CT Transit Bookings
- Two-Hour Pass
- $2
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Hartford Union Station to White Plains Bus Station
- Ave. Duration
- 2h 25m
- Frequency
- Once daily
- Estimated price
- $16–25
- Website
- Greyhound
- Ave. Duration
- 1h 4m
- Estimated price
- $140–180
Abco Taxi service
- Phone
- +1-475-449-2308
- Website
- armada-taxi-service.business.site
Touch of Class Taxi Car Service
Want to know more about travelling around United States
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Booking & Getting There
Waterbury to Chappaqua bus services, operated by CT Transit, arrive at Asylum St @ Bushnell Park station.
Waterbury to Chappaqua train services, operated by Metro-North Railroad (MNR), arrive at Bridgeport station.
Yes, the driving distance between Waterbury to Chappaqua is 57 miles. It takes approximately 1h 4m to drive from Waterbury to Chappaqua.
There are 168+ hotels available in Chappaqua.










