There are 7 ways to get from Winston-Salem to Bridgeport by plane, train, bus, train (Amtrak), 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.
Fly Piedmont Triad International Airport to Laguardia Airport, train
best- Fly from Piedmont Triad International Airport (GSO) to Laguardia Airport (LGA)plane GSO - LGA
- Take the train from 125th Street - Harlem to Bridgeporttrain
5h 41m$116–534Bus to Raleigh-Durham International Airport, fly to John F. Kennedy International Airport, train
cheapest- Take the bus from Winston Salem(Trans Center) to Durhambus
- Fly from Raleigh-Durham International Airport (RDU) to John F. Kennedy International Airport (JFK)plane RDU - JFK
- Take the train from Grand Central Terminal to Bridgeporttrain
8h 22m$93–350Bus, train
- Take the bus from Winston-Salem, NC to New York, NYbus Winston-Salem
- Take the train from 125th Street - Harlem to Bridgeporttrain New Haven
14h 4m$99–140Train (Amtrak)
- Take the train from High Point to Ny Moynihan Train Hall At Penn Stationtrain Crescent / ...
- Take the train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Stationtrain Northeast Regional / ...
15h 30m$312–502Drive 587 mi
- Drive from Winston-Salem to Bridgeportcar 587 mi
11h 25m$101–145Fly Piedmont Triad International Airport to Newark Liberty International Airport, train
- Fly from Piedmont Triad International Airport (GSO) to Newark Liberty International Airport (EWR)plane GSO - EWR
- Take the train from Newark Liberty International Airport to Bridgeport Amtrak Stationtrain
6h 36m$98–378Bus (Greyhound)
- Take the bus from Winston Salem(Trans Center) to Port Authority Bus Terminalbus Greyhound US0670
- Take the bus from Port Authority Bus Terminal to Bridgeport Bus Stopbus Greyhound US0255s
17h 10m$128–190
Winston-Salem to Bridgeport by bus (Greyhound)
Comparing Your Travel Options
The cheapest way to get from Winston-Salem to Bridgeport is to drive which costs $100 - $150 and takes 11h 25m.
The fastest way to get from Winston-Salem to Bridgeport is to fly and train which takes 5h 41m and costs $110 - $550.
No, there is no direct bus from Winston-Salem to Bridgeport. However, there are services departing from Winston Salem(Trans Center) and arriving at Bridgeport Bus Stop via Port Authority Bus Terminal. The journey, including transfers, takes approximately 17h 10m.
No, there is no direct train from Winston-Salem to Bridgeport station. However, there are services departing from High Point and arriving at Bridgeport Amtrak Station via Ny Moynihan Train Hall At Penn Station. The journey, including transfers, takes approximately 15h 30m.
The distance between Winston-Salem and Bridgeport is 545 miles. The road distance is 590.5 miles.
The best way to get from Winston-Salem to Bridgeport without a car is to bus and train which takes 14h 4m and costs $95 - $140.
It takes approximately 5h 41m to get from Winston-Salem to Bridgeport, including transfers.
Winston-Salem to Bridgeport bus services, operated by Greyhound USA, depart from Winston Salem(Trans Center) station.
Winston-Salem to Bridgeport train services, operated by Amtrak, depart from High Point station.
The best way to get from Winston-Salem to Bridgeport is to train which takes 15h 30m and costs $310 - $500. Alternatively, you can bus, which costs $120 - $190 and takes 17h 10m.
What companies run services between Winston-Salem, NC, USA and Bridgeport, CT, USA?
You can take a bus from Martin Luther King Jr Drive at Rams Drive to Bridgeport Amtrak Station via High Point Terminal, High Point, and Ny Moynihan Train Hall At Penn Station in around 15h 30m. Alternatively, you can take a bus from Winston Salem(Trans Center) to Bridgeport Bus Stop via Port Authority Bus Terminal in around 17h 10m.
- Website
- aa.com
Flights from Piedmont Triad International Airport to Laguardia Airport
- Ave. Duration
- 1h 49m
- When
- Every day
- Estimated price
- $80–480
Flights from Piedmont Triad International Airport to Laguardia Airport via Charlotte
- Ave. Duration
- 3h 57m
- When
- Thursday, Friday, and Sunday
- Estimated price
- $95–550
Flights from Piedmont Triad International Airport to Laguardia Airport via Reagan Washington
- Ave. Duration
- 4h 1m
- When
- Monday to Friday
- Estimated price
- $80–490
Flights from Piedmont Triad International Airport to Newark Liberty International Airport via Charlotte
- Ave. Duration
- 4h 8m
- When
- Every day
- Estimated price
- $55–320
Flights from Raleigh-Durham International Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 57m
- When
- Every day
- Estimated price
- $45–280
Flights from Raleigh-Durham International Airport to John F. Kennedy International Airport via Charlotte
- Ave. Duration
- 4h 3m
- When
- Thursday, Friday, and Sunday
- Estimated price
- $55–320
- Website
- delta.com
Flights from Piedmont Triad International Airport to Laguardia Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $80–480
Flights from Raleigh-Durham International Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 51m
- When
- Every day
- Estimated price
- $45–280
- Website
- united.com
Flights from Piedmont Triad International Airport to Laguardia Airport via Washington Dulles
- Ave. Duration
- 3h 44m
- When
- Every day
- Estimated price
- $80–490
Flights from Piedmont Triad International Airport to Newark Liberty International Airport
- Ave. Duration
- 1h 47m
- When
- Every day
- Estimated price
- $45–290
Flights from Piedmont Triad International Airport to Newark Liberty International Airport via Washington Dulles
- Ave. Duration
- 4h 10m
- When
- Every day
- Estimated price
- $45–290
- Website
- jetblue.com
Flights from Raleigh-Durham International Airport to John F. Kennedy International Airport
- Ave. Duration
- 1h 41m
- When
- Every day
- Estimated price
- $45–280
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from 125th Street - Harlem to Bridgeport
- Ave. Duration
- 1h 21m
- Frequency
- Every 30 minutes
- Estimated price
- $15–23
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $15–17
- Peak
- $20–23
Train from 125th Street - Harlem to Bridgeport
- Ave. Duration
- 1h 21m
- Frequency
- Every 30 minutes
- Estimated price
- $15–23
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $15–17
- Peak
- $20–23
Train from Grand Central Terminal to Bridgeport
- Ave. Duration
- 1h 31m
- Frequency
- Every 30 minutes
- Estimated price
- $15–24
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $15–18
- Peak
- $22–24
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from High Point to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 11h 41m
- Frequency
- Twice daily
- Estimated price
- $280–450
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Bridgeport Amtrak Station
- Ave. Duration
- 1h 20m
- Frequency
- Hourly
- Estimated price
- $30–50
- Website
- Amtrak
Train from Newark Liberty International Airport to Bridgeport Amtrak Station
- Ave. Duration
- 1h 56m
- Frequency
- Every 4 hours
- Estimated price
- $35–65
- Website
- Amtrak
- Phone
- +1 646-630-7186
- [email protected]
- Website
- Wanda Coach
Bus from Winston-Salem, NC to New York, NY
- Ave. Duration
- 11h 15m
- Frequency
- 3 times a day
- Estimated price
- $80–110
- Website
- Wanda Coach
- Book at
- GotoBus.com
- Adult One Way
- $80–110
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Winston Salem(Trans Center) to Durham
- Ave. Duration
- 1h 50m
- Frequency
- Twice daily
- Estimated price
- $14–22
- Website
- Greyhound
Bus from Winston Salem(Trans Center) to Port Authority Bus Terminal
- Ave. Duration
- 14h 10m
- Frequency
- 4 times a day
- Estimated price
- $110–180
- Website
- Greyhound
Bus from Port Authority Bus Terminal to Bridgeport Bus Stop
- Ave. Duration
- 2h
- Frequency
- Twice daily
- Estimated price
- $10–16
- Website
- Greyhound
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
How to get from JFK to New York City
Read the travel guide
Booking & Getting There
Winston-Salem to Bridgeport bus services, operated by Greyhound USA, arrive at Port Authority Bus Terminal station.
Winston-Salem to Bridgeport train services, operated by Amtrak, arrive at Ny Moynihan Train Hall At Penn Station.
Yes, the driving distance between Winston-Salem to Bridgeport is 590 miles. It takes approximately 11h 25m to drive from Winston-Salem to Bridgeport.
Book your Winston-Salem to Bridgeport train tickets online with Omio.
Book your Winston-Salem to Bridgeport bus tickets online with Omio and FlixBus.
There are 126+ hotels available in Bridgeport.









