There are 6 ways to get from Winsted to Middletown by bus, train, car, 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.
Bus via New York
best- Take the bus from Park Pl @ NW CT Comm College to Asylum St @ Bushnell Parkbus 926
- Take the bus from Hartford to New Yorkbus
- Take the bus from Port Authority Bus Terminal to Railroad Ave - Middletown Terminalbus
7h 3m$43–105Drive 92.9 mi
cheapest- Drive from Winsted to Middletowncar 92.9 mi
2h 13m$17–25Bus, train
- Take the bus from Park Pl @ NW CT Comm College to Asylum St @ Bushnell Parkbus 926
- Take the train from Hartford Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain
- Take the bus from Port Authority Bus Terminal to Railroad Ave - Middletown Terminalbus
7h 42m$49–120Bus
- Take the bus from Park Pl @ NW CT Comm College to Asylum St @ Bushnell Parkbus 926
- Take the bus from Hartford Union Station to Port Authority Bus Terminalbus
- Take the bus from Port Authority Bus Terminal to Railroad Ave - Middletown Terminalbus
7h 13m$36–80Bus, train via New Haven
- Take the bus from Park Pl @ NW CT Comm College to Asylum St @ Bushnell Parkbus 926
- Take the train from Hartford Amtrak Station to New Haventrain
- Take the train from New Haven to Ny Moynihan Train Hall At Penn Stationtrain
- Take the bus from Port Authority Bus Terminal to Railroad Ave - Middletown Terminalbus
7h 40m$47–669Bus, train via New Haven #2
- Take the bus from Park Pl @ NW CT Comm College to Asylum St @ Bushnell Parkbus 926
- Take the train from Hartford Amtrak Station to New Haventrain
- Take the train from New Haven to Ny Moynihan Train Hall At Penn Stationtrain
- Take the train from Secaucus Lower Level to Middletown Nytrain
7h 51m$56–691
Winsted to Middletown by bus
Questions & Answers
The cheapest way to get from Winsted to Middletown is to drive which costs $17 - $25 and takes 2h 13m.
The fastest way to get from Winsted to Middletown is to drive which takes 2h 13m and costs $17 - $25.
No, there is no direct bus from Winsted to Middletown. However, there are services departing from Park Pl @ NW CT Comm College and arriving at Railroad Ave - Middletown Terminal via Hartford and Port Authority Bus Terminal. The journey, including transfers, takes approximately 7h 3m.
The distance between Winsted and Middletown is 242 miles. The road distance is 93.4 miles.
The best way to get from Winsted to Middletown without a car is to bus via New York which takes 7h 3m and costs $40 - $110.
It takes approximately 7h 3m to get from Winsted to Middletown, including transfers.
Winsted to Middletown bus services, operated by CT Transit, depart from Park Pl @ NW CT Comm College station.
Winsted to Middletown bus services, operated by CT Transit, arrive at Asylum St @ Bushnell Park station.
Yes, the driving distance between Winsted to Middletown is 93 miles. It takes approximately 2h 13m to drive from Winsted to Middletown.
There are 80+ hotels available in Middletown.
What companies run services between Winsted, CT, USA and Middletown, Orange County, NY, USA?
You can take a bus from Park Pl @ NW CT Comm College to Railroad Ave - Middletown Terminal via Asylum St @ Bushnell Park, Hartford, New York, and Port Authority Bus Terminal in around 7h 3m.
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Hartford Amtrak Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 3h 4m
- Frequency
- 3 times a day
- Estimated price
- $30–75
- Website
- Amtrak
Train from Hartford Amtrak Station to New Haven
- Ave. Duration
- 47 min
- Frequency
- Every 3 hours
- Estimated price
- $11–24
- Website
- Amtrak
Train from New Haven to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 1h 37m
- Frequency
- Hourly
- Estimated price
- $23–50
- Website
- Amtrak
Train from Hartford Amtrak Station to New Haven
- Ave. Duration
- 47 min
- Frequency
- Every 3 hours
- Estimated price
- $11–24
- Website
- Amtrak
Train from New Haven to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 1h 37m
- Frequency
- Hourly
- Estimated price
- $23–50
- Website
- Amtrak
Rome2Rio's guide to Amtrak Acela
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from New Haven to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 1h 38m
- Frequency
- Every 4 hours
- Estimated price
- $17–600
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $17–450
- First Class
- $120–600
Train from New Haven to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 1h 38m
- Frequency
- Every 4 hours
- Estimated price
- $17–600
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $17–450
- First Class
- $120–600
- Phone
- +1 973-275-5555
- Website
- New Jersey Transit
Train from Secaucus Lower Level to Middletown Ny
- Ave. Duration
- 1h 30m
- Frequency
- Every 2 hours
- Estimated price
- $2–25
- Website
- New Jersey Transit
- Website
- NJ Transit: World Cup 2026
- Adult
- $2–25
- Phone
- +1 860-525-9181
- Website
- CT Transit
Bus from Park Pl @ NW CT Comm College to Asylum St @ Bushnell Park
- Ave. Duration
- 57 min
- Frequency
- Twice daily
- Estimated price
- $2–5
- Website
- CT Transit
- Book at
- CT Transit Bookings
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $4–5
Bus from Park Pl @ NW CT Comm College to Asylum St @ Bushnell Park
- Ave. Duration
- 57 min
- Frequency
- Twice daily
- Estimated price
- $2–5
- Website
- CT Transit
- Book at
- CT Transit Bookings
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $4–5
Bus from Park Pl @ NW CT Comm College to Asylum St @ Bushnell Park
- Ave. Duration
- 57 min
- Frequency
- Twice daily
- Estimated price
- $2–5
- Website
- CT Transit
- Book at
- CT Transit Bookings
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $4–5
Bus from Park Pl @ NW CT Comm College to Asylum St @ Bushnell Park
- Ave. Duration
- 57 min
- Frequency
- Twice daily
- Estimated price
- $2–5
- Website
- CT Transit
- Book at
- CT Transit Bookings
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $4–5
Bus from Park Pl @ NW CT Comm College to Asylum St @ Bushnell Park
- Ave. Duration
- 57 min
- Frequency
- Twice daily
- Estimated price
- $2–5
- Website
- CT Transit
- Book at
- CT Transit Bookings
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $4–5
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from Hartford to New York
- Ave. Duration
- 2h 35m
- Frequency
- Every 2 hours
- Estimated price
- $24–60
- Website
- Peter Pan
- Phone
- +1 (866) 912 - 6224
- [email protected]
- Website
- Rockland Coaches
Bus from Port Authority Bus Terminal to Railroad Ave - Middletown Terminal
- Ave. Duration
- 1h 51m
- Frequency
- Hourly
- Estimated price
- $17–40
- Schedules at
- Rockland Coaches
- Adult
- $17–40
Bus from Port Authority Bus Terminal to Railroad Ave - Middletown Terminal
- Ave. Duration
- 1h 51m
- Frequency
- Hourly
- Estimated price
- $17–40
- Schedules at
- Rockland Coaches
- Adult
- $17–40
Bus from Port Authority Bus Terminal to Railroad Ave - Middletown Terminal
- Ave. Duration
- 1h 51m
- Frequency
- Hourly
- Estimated price
- $17–40
- Schedules at
- Rockland Coaches
- Adult
- $17–40
Bus from Port Authority Bus Terminal to Railroad Ave - Middletown Terminal
- Ave. Duration
- 1h 51m
- Frequency
- Hourly
- Estimated price
- $17–40
- Schedules at
- Rockland Coaches
- Adult
- $17–40
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Hartford Union Station to Port Authority Bus Terminal
- Ave. Duration
- 2h 45m
- Frequency
- Every 2 hours
- Estimated price
- $17–35
- Website
- Greyhound
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