There are 11 ways to get from Massachusetts to Winston-Salem by train, plane, bus (Flixbus), bus, 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.
Train to Bradley International Airport, fly to Piedmont Triad International Airport
best- Take the train from Springfield to Hartford Amtrak Stationtrain
- Fly from Bradley International Airport (BDL) to Piedmont Triad International Airport (GSO)plane BDL - GSO
5h 37m$105–456Bus via New York
- Take the bus from Boston to NYC Downtownbus FlixBus 2611
- Take the bus from New York, NY to Winston-Salem, NCbus Nyc
16h 5m$114–160Train, bus
- 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
17h 26m$412–635Drive 741.1 mi
- Drive from Boston to Winston-Salemcar 741.1 mi
14h 6m$131–190Fly Boston Logan Airport to Charlotte Douglas International Airport, bus
- 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
7h 10m$160–409Train, train to Laguardia Airport, fly to Piedmont Triad International Airport
- Take the train from Springfield to New Haventrain
- Take the train from New Haven to 125th Street - Harlemtrain
- Fly from Laguardia Airport (LGA) to Piedmont Triad International Airport (GSO)plane LGA - GSO
8h 3m$149–582Fly Boston Logan Airport to Raleigh-Durham International Airport, bus
- 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
7h 52m$172–510Train to Bradley International Airport, fly to Charlotte Douglas International Airport, bus
- Take the train from Springfield to Hartford Amtrak Stationtrain
- Fly from Bradley International Airport (BDL) to Charlotte Douglas International Airport (CLT)plane BDL - CLT
- Take the bus from Charlotte Bus Station to Winston Salem(Trans Center)bus
7h 58m$154–750Train to Theodore Francis Green State Airport, fly to Charlotte Douglas International Airport, bus
- Take the train from South Station to TF Green Airporttrain
- Fly from Theodore Francis Green State Airport (PVD) to Charlotte Douglas International Airport (CLT)plane PVD - CLT
- Take the bus from Charlotte Bus Station to Winston Salem(Trans Center)bus
8h 11m$148–743Train to Bradley International Airport, fly to Raleigh-Durham International Airport, bus
- Take the train from Springfield to Hartford Amtrak Stationtrain
- Fly from Bradley International Airport (BDL) to Raleigh-Durham International Airport (RDU)plane BDL - RDU
- Take the bus from Durham to Winston Salem(Trans Center)bus
8h 48m$131–651Bus (Greyhound)
- Take the bus from Boston to Port Authority Bus Terminalbus Greyhound US0230 / ...
- Take the bus from Port Authority Bus Terminal to Winston Salem(Trans Center)bus Greyhound US0670
21h 5m$150–238
Massachusetts to Winston-Salem by train and bus
Comparing Your Travel Options
The cheapest way to get from Massachusetts to Winston-Salem is to bus via New York which costs $110 - $160 and takes 16h 5m.
The fastest way to get from Massachusetts to Winston-Salem is to train and fly which takes 5h 37m and costs $100 - $460.
No, there is no direct bus from Massachusetts to Winston-Salem. However, there are services departing from Boston and arriving at Winston-Salem, NC via New York, NY. The journey, including transfers, takes approximately 16h 5m.
The distance between Massachusetts and Winston-Salem is 626 miles. The road distance is 745.4 miles.
The best way to get from Massachusetts to Winston-Salem without a car is to bus via New York which takes 16h 5m and costs $110 - $160.
It takes approximately 5h 37m to get from Massachusetts to Winston-Salem, including transfers.
Massachusetts to Winston-Salem bus services, operated by Greyhound USA, depart from Boston station.
Massachusetts to Winston-Salem bus services, operated by Greyhound USA, arrive at Port Authority Bus Terminal station.
Yes, the driving distance between Massachusetts to Winston-Salem is 745 miles. It takes approximately 14h 6m to drive from Massachusetts to Winston-Salem.
Book your Massachusetts to Winston-Salem bus tickets online with Omio and FlixBus.
What companies run services between Massachusetts, USA and Winston-Salem, NC, USA?
You can take a bus from Boston to Winston-Salem, NC via NYC Downtown and New York, NY in around 16h 5m.
- Website
- aa.com
Flights from Bradley International Airport to Piedmont Triad International Airport via Philadelphia
- Ave. Duration
- 4h 22m
- When
- Every day
- Estimated price
- $70–410
Flights from Bradley International Airport to Piedmont Triad International Airport via Reagan Washington
- Ave. Duration
- 4h 14m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $70–410
Flights from Bradley International Airport to Piedmont Triad International Airport via Charlotte Douglas International Airport
- Ave. Duration
- 4h 26m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $80–450
Flights from Boston Logan Airport to Charlotte Douglas International Airport
- Ave. Duration
- 2h 35m
- When
- Every day
- Estimated price
- $140–750
Flights from Laguardia Airport to Piedmont Triad International Airport
- Ave. Duration
- 1h 52m
- When
- Every day
- Estimated price
- $75–470
Flights from Laguardia Airport to Piedmont Triad International Airport via Charlotte Douglas International Airport
- Ave. Duration
- 4h 13m
- When
- Every day
- Estimated price
- $90–500
Flights from Laguardia Airport to Piedmont Triad International Airport via Reagan Washington
- Ave. Duration
- 4h 4m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $75–470
Flights from Bradley International Airport to Charlotte Douglas International Airport
- Ave. Duration
- 2h 17m
- When
- Every day
- Estimated price
- $120–700
Flights from Theodore Francis Green State Airport to Charlotte Douglas International Airport
- Ave. Duration
- 2h 24m
- When
- Every day
- Estimated price
- $120–700
Flights from Theodore Francis Green State Airport to Charlotte Douglas International Airport via Reagan Washington
- Ave. Duration
- 4h 29m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $130–700
Flights from Bradley International Airport to Raleigh-Durham International Airport via Philadelphia
- Ave. Duration
- 3h 47m
- When
- Every day
- Estimated price
- $95–600
Flights from Bradley International Airport to Raleigh-Durham International Airport via Reagan Washington
- Ave. Duration
- 4h 5m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $95–600
- Website
- united.com
Flights from Bradley International Airport to Piedmont Triad International Airport via Washington Dulles
- Ave. Duration
- 3h 45m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $70–420
Flights from Boston Logan Airport to Charlotte Douglas International Airport via Washington Dulles
- Ave. Duration
- 4h 17m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $140–750
Flights from Laguardia Airport to Piedmont Triad International Airport via Washington Dulles
- Ave. Duration
- 4h 1m
- When
- Every day
- Estimated price
- $75–470
Flights from Boston Logan Airport to Raleigh-Durham International Airport via Washington Dulles
- Ave. Duration
- 4h 4m
- When
- Every day
- Estimated price
- $110–650
Flights from Bradley International Airport to Charlotte Douglas International Airport via Washington Dulles
- Ave. Duration
- 4h 9m
- When
- Every day
- Estimated price
- $120–700
Flights from Theodore Francis Green State Airport to Charlotte Douglas International Airport via Washington Dulles
- Ave. Duration
- 4h 29m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $130–700
Flights from Bradley International Airport to Raleigh-Durham International Airport via Washington Dulles
- Ave. Duration
- 3h 46m
- When
- Every day
- Estimated price
- $95–600
- Website
- delta.com
Flights from Bradley International Airport to Piedmont Triad International Airport via Detroit
- Ave. Duration
- 4h 41m
- When
- Every day
- Estimated price
- $100–500
Flights from Bradley International Airport to Piedmont Triad International Airport via Atlanta
- Ave. Duration
- 4h 58m
- When
- Every day
- Estimated price
- $110–550
Flights from Boston Logan Airport to Charlotte Douglas International Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $140–750
Flights from Laguardia Airport to Piedmont Triad International Airport
- Ave. Duration
- 1h 51m
- When
- Every day
- Estimated price
- $75–470
Flights from Boston Logan Airport to Raleigh-Durham International Airport
- Ave. Duration
- 2h 12m
- When
- Every day
- Estimated price
- $100–600
- Website
- southwest.com
Flights from Boston Logan Airport to Raleigh-Durham International Airport via Baltimore
- Ave. Duration
- 3h 55m
- When
- Every day
- Estimated price
- $110–600
Flights from Bradley International Airport to Charlotte Douglas International Airport via Baltimore
- Ave. Duration
- 4h 38m
- When
- Every day
- Estimated price
- $120–700
Flights from Theodore Francis Green State Airport to Charlotte Douglas International Airport via Baltimore
- Ave. Duration
- 4h 27m
- When
- Every day
- Estimated price
- $130–700
Flights from Bradley International Airport to Raleigh-Durham International Airport via Baltimore
- Ave. Duration
- 3h 50m
- When
- Every day
- Estimated price
- $95–600
- Website
- flybreeze.com
Flights from Bradley International Airport to Piedmont Triad International Airport
- Ave. Duration
- 2h 1m
- When
- Monday and Friday
- Estimated price
- $160–950
Flights from Bradley International Airport to Raleigh-Durham International Airport
- Ave. Duration
- 2h 2m
- When
- Every day
- Estimated price
- $220–1,300
- Website
- jetblue.com
Flights from Boston Logan Airport to Raleigh-Durham International Airport
- Ave. Duration
- 2h 11m
- When
- Every day
- Estimated price
- $100–600
- Website
- flyfrontier.com
Flights from Boston Logan Airport to Raleigh-Durham International Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $140–410
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Springfield to Hartford Amtrak Station
- Ave. Duration
- 32 min
- Frequency
- Every 3 hours
- Estimated price
- $14–22
- Website
- Amtrak
Train from Boston to Lynchburg
- Ave. Duration
- 12h 42m
- Frequency
- 5 times a week
- Estimated price
- $340–550
- Website
- Amtrak
Train from Lynchburg to Greensboro
- Ave. Duration
- 2h 9m
- Frequency
- Once daily
- Estimated price
- $60–95
- Website
- Amtrak
Train from Springfield to New Haven
- Ave. Duration
- 1h 22m
- Frequency
- Every 3 hours
- Estimated price
- $30–55
- Website
- Amtrak
Train from Springfield to Hartford Amtrak Station
- Ave. Duration
- 32 min
- Frequency
- Every 3 hours
- Estimated price
- $14–22
- Website
- Amtrak
Train from Springfield to Hartford Amtrak Station
- Ave. Duration
- 32 min
- Frequency
- Every 3 hours
- Estimated price
- $14–22
- Website
- Amtrak
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from New Haven to 125th Street - Harlem
- Ave. Duration
- 1h 55m
- Frequency
- Every 30 minutes
- Estimated price
- $18–28
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $18–21
- Peak
- $25–28
Train from South Station to TF Green Airport
- Ave. Duration
- 1h 24m
- Frequency
- Every 4 hours
- Estimated price
- $9–16
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $9–16
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Boston to NYC Downtown
- Ave. Duration
- 5h
- Frequency
- Every 4 hours
- Estimated price
- $30–55
- 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
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Greensboro Bus Stop to Winston Salem(Trans Center)
- Ave. Duration
- 35 min
- Frequency
- 4 times a day
- Estimated price
- $5–8
- Website
- Greyhound
Bus from Charlotte Bus Station to Winston Salem(Trans Center)
- Ave. Duration
- 1h 25m
- Frequency
- Twice daily
- Estimated price
- $14–21
- Website
- Greyhound
Bus from Durham to Winston Salem(Trans Center)
- Ave. Duration
- 1h 45m
- Frequency
- 3 times a day
- Estimated price
- $14–22
- Website
- Greyhound
Bus from Charlotte Bus Station to Winston Salem(Trans Center)
- Ave. Duration
- 1h 25m
- Frequency
- Twice daily
- Estimated price
- $14–21
- Website
- Greyhound
Bus from Charlotte Bus Station to Winston Salem(Trans Center)
- Ave. Duration
- 1h 25m
- Frequency
- Twice daily
- Estimated price
- $14–21
- Website
- Greyhound
Bus from Durham to Winston Salem(Trans Center)
- Ave. Duration
- 1h 45m
- Frequency
- 3 times a day
- Estimated price
- $14–22
- Website
- Greyhound
Bus from Boston to Port Authority Bus Terminal
- Ave. Duration
- 4h 50m
- Frequency
- Hourly
- Estimated price
- $35–60
- Website
- Greyhound
Bus from Port Authority Bus Terminal to Winston Salem(Trans Center)
- Ave. Duration
- 15h 15m
- Frequency
- Twice daily
- Estimated price
- $110–180
- Website
- Greyhound
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Booking & Getting There
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