There are 6 ways to get from Waterbury to Bennington by bus (Greyhound, Flixbus), train (Amtrak), car, bus, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Bus
best- Take the bus from W Main St @ Leavenworth St to Asylum St @ Bushnell Parkbus 928
- Take the bus from Hartford to Springfieldbus
- Take the bus from Springfield Union Station to Albany Bus Terminal, NYbus
- Take the bus from Greyhound \ Trailways Terminal to Green Mountain Community Bus Terminalbus 7
7h 20m$26–69Drive 104.1 mi
cheapest- Drive from Waterbury to Benningtoncar 104.1 mi
2h 37m$19–28Train (Amtrak)
- Take the train from Meriden to Springfieldtrain Amtrak Hartford Line / ...
- Take the train from Springfield to Pittsfield Amtrak Stationtrain Lake Shore Limited
7h 44m$34–78Bus via Lee
- Take the bus from Meadow St @ Waterbury RR Stn to Asylum St @ Bushnell Parkbus 928
- Take the bus from Hartford to Springfieldbus
- Take the bus from Springfield to Leebus
- Take the bus from Lee to Williamstownbus
8h 10m$22–56Train, bus
- Take the train from Meriden to Springfieldtrain
- Take the train from Springfield to Albany-Rensselaer Amtrak Stationtrain
- Take the bus from AMTRAK Station Rensselaer to Green Mountain Community Bus Terminalbus 7
8h 20m$50–106Train, bus via New York
- Take the train from Waterbury to Bridgeporttrain
- Take the train from Bridgeport Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain
- Take the train from Ny Moynihan Train Hall At Penn Station to Albany-Rensselaer Amtrak Stationtrain
- Take the bus from AMTRAK Station Rensselaer to Green Mountain Community Bus Terminalbus 7
8h 39m$74–156
Waterbury to Bennington by bus
Questions & Answers
The cheapest way to get from Waterbury to Bennington is to drive which costs $19 - $28 and takes 2h 37m.
The fastest way to get from Waterbury to Bennington is to drive which takes 2h 37m and costs $19 - $28.
No, there is no direct bus from Waterbury to Bennington. However, there are services departing from W Main St @ Leavenworth St and arriving at Green Mountain Community Bus Terminal via Hartford, Springfield Union Station and Greyhound \ Trailways Terminal. The journey, including transfers, takes approximately 7h 20m.
No, there is no direct train from Waterbury to Bennington station. However, there are services departing from Meriden and arriving at Pittsfield Amtrak Station via Springfield. The journey, including transfers, takes approximately 7h 44m.
The distance between Waterbury and Bennington is 183 miles. The road distance is 104.7 miles.
The best way to get from Waterbury to Bennington without a car is to bus which takes 7h 20m and costs $25 - $70.
It takes approximately 7h 20m to get from Waterbury to Bennington, including transfers.
Waterbury to Bennington bus services, operated by CT Transit, depart from W Main St @ Leavenworth St station.
Waterbury to Bennington train services, operated by Amtrak, depart from Meriden station.
The best way to get from Waterbury to Bennington is to bus which takes 7h 20m and costs $25 - $70. Alternatively, you can train, which costs $30 - $80 and takes 7h 44m.
What companies run services between Waterbury, CT, USA and Bennington, VT, USA?
You can take a bus from W Main St @ Leavenworth St to Green Mountain Community Bus Terminal via Asylum St @ Bushnell Park, Hartford, Springfield, Springfield Union Station, and Greyhound \ Trailways Terminal in around 7h 20m. Alternatively, you can take a bus from W Main St @ Leavenworth St to Bus Terminal at 215 Pleasant St. via State St @ Meriden Transit Center, Meriden, Springfield, Pittsfield Amtrak Station, Pittsfield, Williamstown, and Field Park Traffic Circle in around 7h 44m.
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Meriden to Springfield
- Ave. Duration
- 1h 1m
- Frequency
- Every 3 hours
- Estimated price
- $12–28
- Website
- Amtrak
Train from Springfield to Pittsfield Amtrak Station
- Ave. Duration
- 1h 16m
- Frequency
- Once daily
- Estimated price
- $15–35
- Website
- Amtrak
Train from Meriden to Springfield
- Ave. Duration
- 1h 1m
- Frequency
- Every 3 hours
- Estimated price
- $12–28
- Website
- Amtrak
Train from Springfield to Albany-Rensselaer Amtrak Station
- Ave. Duration
- 2h 44m
- Frequency
- Once daily
- Estimated price
- $30–65
- Website
- Amtrak
Train from Bridgeport Amtrak Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 1h 16m
- Frequency
- Every 2 hours
- Estimated price
- $17–40
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Albany-Rensselaer Amtrak Station
- Ave. Duration
- 2h 31m
- Frequency
- Hourly
- Estimated price
- $40–90
- Website
- Amtrak
- 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
- Phone
- +1 860-525-9181
- Website
- CT Transit
Bus from W Main St @ Leavenworth St to Asylum St @ Bushnell Park
- Ave. Duration
- 1h
- Frequency
- Hourly
- Estimated price
- $2–5
- Website
- CT Transit
- Book at
- CT Transit Bookings
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $4–5
Bus from Meadow St @ Waterbury RR Stn to Asylum St @ Bushnell Park
- Ave. Duration
- 1h 5m
- Frequency
- Hourly
- Estimated price
- $2–6
- Website
- CT Transit
- Book at
- CT Transit Bookings
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $4–6
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from Hartford to Springfield
- Ave. Duration
- 35 min
- Frequency
- Every 4 hours
- Estimated price
- $5–14
- Website
- Peter Pan
Bus from Springfield Union Station to Albany Bus Terminal, NY
- Ave. Duration
- 2h 15m
- Frequency
- 6 times a week
- Estimated price
- $17–40
- Website
- Peter Pan
Bus from Hartford to Springfield
- Ave. Duration
- 35 min
- Frequency
- Every 4 hours
- Estimated price
- $5–14
- Website
- Peter Pan
Bus from Springfield to Lee
- Ave. Duration
- 45 min
- Frequency
- 6 times a week
- Estimated price
- $8–20
- Website
- Peter Pan
Bus from Lee to Williamstown
- Ave. Duration
- 1h 10m
- Frequency
- 5 times a week
- Estimated price
- $6–16
- Website
- Peter Pan
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Springfield Union Station to Albany Bus Terminal, NY
- Ave. Duration
- 1h 30m
- Frequency
- 3 times a day
- Estimated price
- $12–23
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Springfield Union Station to Albany Bus Terminal, NY
- Ave. Duration
- 1h 30m
- Frequency
- 3 times a week
- Estimated price
- $12–20
- Schedules at
- Flixbus USA
- Phone
- +1 844- 888-7267
- [email protected]
- Website
- Vermont Translines
Bus from Greyhound \ Trailways Terminal to Green Mountain Community Bus Terminal
- Ave. Duration
- 1h 15m
- Frequency
- Twice daily
- Estimated price
- $7–10
- Website
- Vermont Translines
- Book at
- Vermont Translines
Bus from AMTRAK Station Rensselaer to Green Mountain Community Bus Terminal
- Ave. Duration
- 1h 5m
- Frequency
- Twice daily
- Estimated price
- $6–9
- Website
- Vermont Translines
- Book at
- Vermont Translines
Bus from AMTRAK Station Rensselaer to Green Mountain Community Bus Terminal
- Ave. Duration
- 1h 5m
- Frequency
- Twice daily
- Estimated price
- $6–9
- Website
- Vermont Translines
- Book at
- Vermont Translines
- Phone
- (800) 822-2400
- Website
- Yankee Trails
Bus from Greyhound \ Trailways Terminal to Green Mountain Community Bus Terminal
- Ave. Duration
- 1h 40m
- Frequency
- Once daily
- Estimated price
- $4
- Website
- Yankee Trails
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More Questions & Answers
Waterbury to Bennington bus services, operated by CT Transit, arrive at Asylum St @ Bushnell Park station.
Waterbury to Bennington train services, operated by Amtrak, arrive at Springfield station.
Yes, the driving distance between Waterbury to Bennington is 105 miles. It takes approximately 2h 37m to drive from Waterbury to Bennington.
There are 45+ hotels available in Bennington.



















