There are 5 ways to get from Long Island to Windsor by car ferry, train, bus, car, or train (Amtrak)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Car ferry, train via New Haven
best- Take the car ferry from Port Jefferson to Bridgeportcarferry
- Take the train from Bridgeport to New Haventrain
- Take the train from New Haven to Windsortrain
4h 3m$41–120Drive 123.2 mi
cheapest- Drive from Brooklyn to Windsorcar 123.2 mi
2h 33m$23–33Car ferry, train, bus
- Take the car ferry from Port Jefferson to Bridgeportcarferry
- Take the train from Bridgeport to Waterburytrain
- Take the bus from Meadow St @ Waterbury RR Stn to Central Row South Side @ Travelersbus 928
5h 23m$35–107Car ferry, train
- Take the car ferry from Port Jefferson to Bridgeportcarferry Bridgeport- Port Jefferson
- Take the train from Bridgeport Amtrak Station to Windsortrain Northeast Regional
4h 14m$41–120Train (Amtrak)
- Take the train from Ny Moynihan Train Hall At Penn Station to New Haventrain Northeast Regional / ...
- Take the train from New Haven to Windsortrain Northeast Regional / ...
4h 31m$34–632
Long Island to Windsor by subway, foot, and train (Amtrak)
Questions & Answers
The cheapest way to get from Long Island to Windsor is to drive which costs $22 - $35 and takes 2h 33m.
The fastest way to get from Long Island to Windsor is to drive which takes 2h 33m and costs $22 - $35.
No, there is no direct train from Long Island to Windsor. However, there are services departing from Roosevelt Island and arriving at Windsor via Ny Moynihan Train Hall At Penn Station and New Haven. The journey, including transfers, takes approximately 4h 31m.
The distance between Long Island and Windsor is 78 miles. The road distance is 123.9 miles.
The best way to get from Long Island to Windsor without a car is to car ferry and train via New Haven which takes 4h 3m and costs $40 - $120.
It takes approximately 4h 3m to get from Long Island to Windsor, including transfers.
Long Island to Windsor train services, operated by Amtrak, depart from Ny Moynihan Train Hall At Penn Station.
Long Island to Windsor train services, operated by Amtrak, arrive at New Haven station.
Yes, the driving distance between Long Island to Windsor is 124 miles. It takes approximately 2h 33m to drive from Long Island to Windsor.
There are 186+ hotels available in Windsor.
What companies run services between Long Island, Suffolk County, NY, USA and Windsor, CT, USA?
You can take a subway from Roosevelt Island to Windsor via 34 St-Herald Sq, Ny Moynihan Train Hall At Penn Station, and New Haven in around 4h 31m.
- Phone
- +1 877.690.5114
- Website
- mta.info
Train from Bridgeport to New Haven
- Ave. Duration
- 38 min
- Frequency
- Every 30 minutes
- Estimated price
- $8–13
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $8–9
- Peak
- $11–13
Train from Bridgeport to Waterbury
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Bridgeport to New Haven
- Ave. Duration
- 19 min
- Frequency
- Hourly
- Estimated price
- $5–11
- Website
- https://www.amtrak.com/home.html
Train from New Haven to Windsor
- Ave. Duration
- 53 min
- Frequency
- Every 4 hours
- Estimated price
- $14–29
- Website
- https://www.amtrak.com/home.html
Train from Bridgeport Amtrak Station to Windsor
- Ave. Duration
- 1h 54m
- Frequency
- Twice daily
- Estimated price
- $19–40
- Website
- https://www.amtrak.com/home.html
Train from Ny Moynihan Train Hall At Penn Station to New Haven
- Ave. Duration
- 1h 40m
- Frequency
- Hourly
- Estimated price
- $24–50
- Website
- https://www.amtrak.com/home.html
Train from New Haven to Windsor
- Ave. Duration
- 53 min
- Frequency
- Every 4 hours
- Estimated price
- $14–29
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Amtrak Acela
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Ny Moynihan Train Hall At Penn Station to New Haven
- Ave. Duration
- 1h 43m
- Frequency
- Every 4 hours
- Estimated price
- $17–600
- Schedules at
- https://www.amtrak.com/acela-train
- Website
- https://www.amtrak.com/home.html
- Business Class
- $17–450
- First Class
- $120–600
- Phone
- +1 860-525-9181
- Website
- cttransit.com
Bus from Meadow St @ Waterbury RR Stn to Central Row South Side @ Travelers
- Ave. Duration
- 1h 8m
- Frequency
- Hourly
- Estimated price
- $2–6
- Website
- https://www.cttransit.com
- Book at
- https://buypasses.storesecured.com
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $4–6
- Phone
- +1 888-443-3779
- [email protected]
- Website
- 88844ferry.com
Car ferry from Port Jefferson to Bridgeport
- Ave. Duration
- 1h 15m
- Frequency
- Hourly
- Estimated price
- $22–80
- Website
- https://www.88844ferry.com
- Schedules at
- https://www.88844ferry.com/schedule
- Car and passenger
- $78–80
- Adult
- $25
- Senior
- $22
Car ferry from Port Jefferson to Bridgeport
- Ave. Duration
- 1h 15m
- Frequency
- Hourly
- Estimated price
- $22–80
- Website
- https://www.88844ferry.com
- Schedules at
- https://www.88844ferry.com/schedule
- Car and passenger
- $78–80
- Adult
- $25
- Senior
- $22
Car ferry from Port Jefferson to Bridgeport
- Ave. Duration
- 1h 15m
- Frequency
- Hourly
- Estimated price
- $22–80
- Website
- https://www.88844ferry.com
- Schedules at
- https://www.88844ferry.com/schedule
- Car and passenger
- $78–80
- Adult
- $25
- Senior
- $22
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