There are 7 ways to get from Gloucester to Winston-Salem by train, plane, bus (Flixbus), bus, or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train, fly to Piedmont Triad International Airport
best- Take the train from Gloucester to Chelseatrain
- Fly from Boston Logan Airport (BOS) to Piedmont Triad International Airport (GSO)plane BOS - GSO
7h 38m$135–689Bus
cheapest- Take the bus from Boston to NYC Downtownbus FlixBus 2611
- Take the bus from New York, NY to Winston-Salem, NCbus Nyc
18h 49m$114–185Train, bus
- Take the train from Gloucester to North Stationtrain
- Take the train from Boston to Lynchburgtrain
- Take the train from Lynchburg to Greensborotrain
- Take the bus from Greensboro Bus Stop to Winston Salem(Trans Center)bus
19h 34m$248–517Drive 771.3 mi
- Drive from Gloucester to Winston-Salemcar 771.3 mi
14h 54m$141–204Train, fly to Charlotte Douglas International Airport, bus
- Take the train from Gloucester to Chelseatrain
- Fly from Boston Logan Airport (BOS) to Charlotte Douglas International Airport (CLT)plane BOS - CLT
- Take the bus from Charlotte Bus Station to Winston Salem(Trans Center)bus
8h 3m$157–362Train, fly to Raleigh-Durham International Airport, bus
- Take the train from Gloucester to Chelseatrain
- Fly from Boston Logan Airport (BOS) to Raleigh-Durham International Airport (RDU)plane BOS - RDU
- Take the bus from Durham to Winston Salem(Trans Center)bus
8h 33m$174–995Train, bus via New York
- Take the train from Gloucester to Chelseatrain
- Take the bus from Boston to Port Authority Bus Terminalbus
- Take the bus from Port Authority Bus Terminal to Winston Salem(Trans Center)bus
22h 53m$131–271
Gloucester to Winston-Salem by train, subway, and bus
Questions & Answers
The cheapest way to get from Gloucester to Winston-Salem is to bus which costs $110 - $190 and takes 18h 49m.
The fastest way to get from Gloucester to Winston-Salem is to train and fly which takes 7h 38m and costs $130 - $700.
No, there is no direct bus from Gloucester station to Winston-Salem. However, there are services departing from Commuter Rail Station - Gloucester and arriving at Winston-Salem, NC via Chelsea, Boston and New York, NY. The journey, including transfers, takes approximately 18h 49m.
The distance between Gloucester and Winston-Salem is 702 miles. The road distance is 775.8 miles.
The best way to get from Gloucester to Winston-Salem without a car is to bus which takes 18h 49m and costs $110 - $190.
It takes approximately 7h 38m to get from Gloucester to Winston-Salem, including transfers.
Gloucester to Winston-Salem bus services, operated by Flixbus USA, depart from Boston station.
Gloucester to Winston-Salem bus services, operated by Flixbus USA, arrive at NYC Downtown station.
Yes, the driving distance between Gloucester to Winston-Salem is 776 miles. It takes approximately 14h 54m to drive from Gloucester to Winston-Salem.
There are 130+ hotels available in Winston-Salem.
What companies run services between Gloucester, MA, USA and Winston-Salem, NC, USA?
You can take a bus from Commuter Rail Station - Gloucester to Winston-Salem, NC via Commuter Rail Station - Beverly, Beverly, Chelsea, Chelsea, South Station, Boston, NYC Downtown, and New York, NY in around 18h 49m.
- Website
- aa.com
Flights from Boston Logan Airport to Piedmont Triad International Airport via Philadelphia
- Ave. Duration
- 4h 31m
- When
- Every day
- Estimated price
- $110–650
Flights from Boston Logan Airport to Piedmont Triad International Airport via Charlotte Douglas International Airport
- Ave. Duration
- 4h 48m
- When
- Every day
- Estimated price
- $130–700
Flights from Boston Logan Airport to Piedmont Triad International Airport via New York La Guardia
- Ave. Duration
- 4h 46m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $110–650
Flights from Boston Logan Airport to Piedmont Triad International Airport via Reagan Washington
- Ave. Duration
- 5h 4m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $120–650
Flights from Boston Logan Airport to Charlotte Douglas International Airport
- Ave. Duration
- 2h 27m
- When
- Every day
- Estimated price
- $110–600
Flights from Boston Logan Airport to Raleigh-Durham International Airport via Philadelphia
- Ave. Duration
- 4h 4m
- When
- Every day
- Estimated price
- $80–440
- Website
- delta.com
Flights from Boston Logan Airport to Piedmont Triad International Airport via New York La Guardia
- Ave. Duration
- 5h 1m
- When
- Every day
- Estimated price
- $110–650
Flights from Boston Logan Airport to Piedmont Triad International Airport via Detroit
- Ave. Duration
- 5h 9m
- When
- Every day
- Estimated price
- $170–800
Flights from Boston Logan Airport to Piedmont Triad International Airport via Atlanta
- Ave. Duration
- 5h 16m
- When
- Every day
- Estimated price
- $180–850
Flights from Boston Logan Airport to Charlotte Douglas International Airport
- Ave. Duration
- 2h 37m
- When
- Every day
- Estimated price
- $110–600
Flights from Boston Logan Airport to Raleigh-Durham International Airport
- Ave. Duration
- 2h 10m
- When
- Every day
- Estimated price
- $80–440
- Website
- united.com
Flights from Boston Logan Airport to Piedmont Triad International Airport via Washington Dulles
- Ave. Duration
- 4h 23m
- When
- Every day
- Estimated price
- $120–650
Flights from Boston Logan Airport to Piedmont Triad International Airport via Newark
- Ave. Duration
- 4h 40m
- When
- Every day
- Estimated price
- $110–650
Flights from Boston Logan Airport to Charlotte Douglas International Airport via Washington Dulles
- Ave. Duration
- 3h 59m
- When
- Monday, Friday, Saturday, and Sunday
- Estimated price
- $110–600
Flights from Boston Logan Airport to Raleigh-Durham International Airport via Washington Dulles
- Ave. Duration
- 3h 49m
- When
- Every day
- Estimated price
- $80–440
- Website
- southwest.com
Flights from Boston Logan Airport to Charlotte Douglas International Airport via Baltimore
- Ave. Duration
- 4h 10m
- When
- Monday to Wednesday
- Estimated price
- $110–600
Flights from Boston Logan Airport to Raleigh-Durham International Airport via Baltimore
- Ave. Duration
- 3h 56m
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $80–440
- Website
- jetblue.com
Flights from Boston Logan Airport to Raleigh-Durham International Airport
- Ave. Duration
- 2h 2m
- When
- Every day
- Estimated price
- $80–440
- Website
- flyfrontier.com
Flights from Boston Logan Airport to Raleigh-Durham International Airport
- Ave. Duration
- 2h 9m
- When
- Monday, Wednesday, Friday, and Saturday
- Estimated price
- $130–460
Train from Gloucester to Chelsea
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $5–11
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $5–11
Train from Gloucester to North Station
- Ave. Duration
- 1h 8m
- Frequency
- Hourly
- Estimated price
- $5–12
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $5–12
Train from Gloucester to Chelsea
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $5–11
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $5–11
Train from Gloucester to Chelsea
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $5–11
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $5–11
Train from Gloucester to Chelsea
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $5–11
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $5–11
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Boston to Lynchburg
- Ave. Duration
- 12h 36m
- Frequency
- 5 times a week
- Estimated price
- $200–420
- Website
- Amtrak
Train from Lynchburg to Greensboro
- Ave. Duration
- 2h 9m
- Frequency
- Once daily
- Estimated price
- $35–75
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Boston to NYC Downtown
- Ave. Duration
- 5h
- Frequency
- Hourly
- Estimated price
- $30–60
- Schedules at
- Flixbus USA
- Phone
- +1 646-630-7186
- [email protected]
- Website
- Wanda Coach
Bus from New York, NY to Winston-Salem, NC
- Ave. Duration
- 10h
- Frequency
- 3 times a day
- Estimated price
- $80–110
- Website
- Wanda Coach
- Book at
- GotoBus.com
- Adult One Way
- $80–110
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Greensboro Bus Stop to Winston Salem(Trans Center)
- Ave. Duration
- 30 min
- Frequency
- Every 4 hours
- Estimated price
- $4–8
- Website
- Greyhound
Bus from Charlotte Bus Station to Winston Salem(Trans Center)
- Ave. Duration
- 1h 25m
- Frequency
- 4 times a day
- Estimated price
- $11–22
- Website
- Greyhound
Bus from Durham to Winston Salem(Trans Center)
- Ave. Duration
- 1h 35m
- Frequency
- Every 4 hours
- Estimated price
- $12–23
- Website
- Greyhound
Bus from Boston to Port Authority Bus Terminal
- Ave. Duration
- 4h 50m
- Frequency
- Hourly
- Estimated price
- $30–65
- Website
- Greyhound
Bus from Port Authority Bus Terminal to Winston Salem(Trans Center)
- Ave. Duration
- 15h 10m
- Frequency
- 4 times a day
- Estimated price
- $95–190
- Website
- Greyhound
- Phone
- +1 888-378-3823
- [email protected]
- Website
- Barons Bus
Bus from Charlotte Bus Station to Winston Salem(Trans Center)
- Ave. Duration
- 1h 15m
- Frequency
- Once daily
- Estimated price
- $7–40
- Website
- Barons Bus
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