There are 12 ways to get from Winston-Salem to Massachusetts by bus, plane, bus (Flixbus), train, car, bus (Greyhound), 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.
Bus to Charlotte Douglas International Airport, fly to Boston Logan Airport
best- Take the bus from Winston Salem(Trans Center) to Charlotte Bus Stationbus
- Fly from Charlotte Douglas International Airport (CLT) to Boston Logan Airport (BOS)plane CLT - BOS
5h 46m$161–410Bus to Charlotte Douglas International Airport, fly to Theodore Francis Green State Airport, train
cheapest- Take the bus from Winston Salem(Trans Center) to Charlotte Bus Stationbus
- Fly from Charlotte Douglas International Airport (CLT) to Theodore Francis Green State Airport (PVD)plane CLT - PVD
- Take the train from TF Green Airport to South Stationtrain
7h 44m$82–343Bus via New York
- Take the bus from Winston-Salem, NC to New York, NYbus Winston-Salem
- Take the bus from NYC Downtown to Bostonbus FlixBus 2611
17h 20m$111–164Bus, train
- Take the bus from Winston Salem(Trans Center) to Greensboro Bus Stopbus
- Take the train from Greensboro to Ny Moynihan Train Hall At Penn Stationtrain
- Take the train from Ny Moynihan Train Hall At Penn Station to Bostontrain
17h 21m$405–638Drive 738.3 mi
- Drive from Winston-Salem to Bostoncar 738.3 mi
14h 13m$131–189Fly Piedmont Triad International Airport to Bradley International Airport, train
- Fly from Piedmont Triad International Airport (GSO) to Bradley International Airport (BDL)plane GSO - BDL
- Take the train from Hartford Amtrak Station to Springfieldtrain
5h 54m$130–646Bus to Raleigh-Durham International Airport, fly to Boston Logan Airport
- Take the bus from Winston Salem(Trans Center) to Durhambus
- Fly from Raleigh-Durham International Airport (RDU) to Boston Logan Airport (BOS)plane RDU - BOS
6h 46m$172–511Bus to Charlotte Douglas International Airport, fly to Bradley International Airport, train
- Take the bus from Winston Salem(Trans Center) to Charlotte Bus Stationbus
- Fly from Charlotte Douglas International Airport (CLT) to Bradley International Airport (BDL)plane CLT - BDL
- Take the train from Hartford Amtrak Station to Springfieldtrain
7h 27m$144–651Fly Piedmont Triad International Airport to Laguardia Airport, train
- Fly from Piedmont Triad International Airport (GSO) to Laguardia Airport (LGA)plane GSO - LGA
- Take the train from 125th Street - Harlem to New Haventrain
- Take the train from New Haven to Springfieldtrain
8h 43m$150–594Bus to Raleigh-Durham International Airport, fly to Bradley International Airport, train
- Take the bus from Winston Salem(Trans Center) to Durhambus
- Fly from Raleigh-Durham International Airport (RDU) to Bradley International Airport (BDL)plane RDU - BDL
- Take the train from Hartford Amtrak Station to Springfieldtrain
8h 25m$135–652Bus
- Take the bus from Winston Salem(Trans Center) to Port Authority Bus Terminalbus Greyhound US0670
- Take the bus from New York to Bostonbus Ppb 5623 / ...
19h 37m$159–250Train (Amtrak)
- Take the train from High Point to Lynchburgtrain Crescent
- Take the train from Lynchburg to Bostontrain Northeast Regional
21h 44m$413–665
Winston-Salem to Massachusetts by bus and train
Comparing Your Travel Options
The cheapest way to get from Winston-Salem to Massachusetts is to bus via New York which costs $110 - $170 and takes 17h 20m.
The fastest way to get from Winston-Salem to Massachusetts is to bus and fly which takes 5h 46m and costs $160 - $410.
No, there is no direct bus from Winston-Salem to Massachusetts. However, there are services departing from Winston-Salem, NC and arriving at Boston via NYC Downtown. The journey, including transfers, takes approximately 17h 20m.
No, there is no direct train from Winston-Salem to Massachusetts. However, there are services departing from High Point and arriving at Boston via Lynchburg. The journey, including transfers, takes approximately 21h 44m.
The distance between Winston-Salem and Massachusetts is 820 miles. The road distance is 742.6 miles.
The best way to get from Winston-Salem to Massachusetts without a car is to bus via New York which takes 17h 20m and costs $110 - $170.
It takes approximately 5h 46m to get from Winston-Salem to Massachusetts, including transfers.
Winston-Salem to Massachusetts bus services, operated by Greyhound USA, depart from Winston Salem(Trans Center) station.
Winston-Salem to Massachusetts train services, operated by Amtrak, depart from High Point station.
The best way to get from Winston-Salem to Massachusetts is to bus via New York which takes 17h 20m and costs $110 - $170. Alternatively, you can train, which costs $410 - $700 and takes 21h 44m.
What companies run services between Winston-Salem, NC, USA and Massachusetts, USA?
You can take a bus from Winston-Salem, NC to Boston via New York, NY and NYC Downtown in around 17h 20m. Alternatively, you can take a bus from Winston-Salem Transportation Center to Boston via High Point Terminal, High Point, and Lynchburg in around 21h 44m.
- Website
- aa.com
Flights from Charlotte Douglas International Airport to Boston Logan Airport
- Ave. Duration
- 2h 14m
- When
- Every day
- Estimated price
- $80–450
Flights from Piedmont Triad International Airport to Bradley International Airport via Charlotte Douglas International Airport
- Ave. Duration
- 4h 5m
- When
- Every day
- Estimated price
- $110–600
Flights from Raleigh-Durham International Airport to Boston Logan Airport via Reagan Washington
- Ave. Duration
- 3h 38m
- When
- Monday to Saturday
- Estimated price
- $80–440
Flights from Charlotte Douglas International Airport to Bradley International Airport
- Ave. Duration
- 1h 57m
- When
- Every day
- Estimated price
- $110–600
Flights from Charlotte Douglas International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 2h 1m
- When
- Every day
- Estimated price
- $55–300
Flights from Charlotte Douglas International Airport to Theodore Francis Green State Airport via Reagan Washington
- Ave. Duration
- 4h 18m
- When
- Saturday
- Estimated price
- $55–310
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 Douglas International Airport
- Ave. Duration
- 3h 58m
- 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 Raleigh-Durham International Airport to Bradley International Airport via Reagan Washington
- Ave. Duration
- 3h 56m
- When
- Sunday, Monday, Tuesday, Wednesday, Thursday, and Friday
- Estimated price
- $100–600
Flights from Raleigh-Durham International Airport to Bradley International Airport via Philadelphia
- Ave. Duration
- 4h
- When
- Every day
- Estimated price
- $100–600
Flights from Raleigh-Durham International Airport to Bradley International Airport via Charlotte Douglas International Airport
- Ave. Duration
- 4h 3m
- When
- Thursday, Friday, and Sunday
- Estimated price
- $120–650
- Website
- delta.com
Flights from Charlotte Douglas International Airport to Boston Logan Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $80–450
Flights from Piedmont Triad International Airport to Bradley International Airport via Detroit
- Ave. Duration
- 4h 23m
- When
- Every day
- Estimated price
- $130–700
Flights from Raleigh-Durham International Airport to Boston Logan Airport
- Ave. Duration
- 2h 3m
- When
- Every day
- Estimated price
- $75–440
Flights from Raleigh-Durham International Airport to Boston Logan Airport via Reagan Washington
- Ave. Duration
- 3h 54m
- When
- Monday to Friday
- Estimated price
- $80–440
Flights from Piedmont Triad International Airport to Laguardia Airport
- Ave. Duration
- 1h 44m
- When
- Every day
- Estimated price
- $80–480
- Website
- southwest.com
Flights from Charlotte Douglas International Airport to Boston Logan Airport via Baltimore
- Ave. Duration
- 4h 5m
- When
- Saturday
- Estimated price
- $85–450
Flights from Raleigh-Durham International Airport to Boston Logan Airport via Baltimore
- Ave. Duration
- 3h 30m
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $80–440
Flights from Charlotte Douglas International Airport to Bradley International Airport via Baltimore
- Ave. Duration
- 4h 10m
- When
- Every day
- Estimated price
- $110–600
Flights from Charlotte Douglas International Airport to Theodore Francis Green State Airport via Baltimore
- Ave. Duration
- 4h 26m
- When
- Tuesday, Wednesday, Monday, Thursday, Friday, and Sunday
- Estimated price
- $55–310
Flights from Raleigh-Durham International Airport to Bradley International Airport via Baltimore
- Ave. Duration
- 3h 35m
- When
- Every day
- Estimated price
- $100–600
- Website
- united.com
Flights from Charlotte Douglas International Airport to Boston Logan Airport via Washington Dulles
- Ave. Duration
- 4h 6m
- When
- Every day
- Estimated price
- $85–450
Flights from Piedmont Triad International Airport to Bradley International Airport via Washington Dulles
- Ave. Duration
- 3h 41m
- When
- Monday, Wednesday, Thursday, Friday, Tuesday, and Sunday
- Estimated price
- $95–600
Flights from Raleigh-Durham International Airport to Boston Logan Airport via Washington Dulles
- Ave. Duration
- 3h 53m
- When
- Saturday and Sunday
- Estimated price
- $80–440
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 Raleigh-Durham International Airport to Bradley International Airport via Washington Dulles
- Ave. Duration
- 3h 47m
- When
- Every day
- Estimated price
- $100–600
- Website
- flybreeze.com
Flights from Piedmont Triad International Airport to Bradley International Airport
- Ave. Duration
- 1h 45m
- When
- Monday and Friday
- Estimated price
- $220–1,300
Flights from Raleigh-Durham International Airport to Bradley International Airport
- Ave. Duration
- 1h 41m
- When
- Every day
- Estimated price
- $230–1,400
- Website
- jetblue.com
Flights from Raleigh-Durham International Airport to Boston Logan Airport
- Ave. Duration
- 2h 7m
- When
- Every day
- Estimated price
- $75–440
- Website
- flyfrontier.com
Flights from Raleigh-Durham International Airport to Boston Logan Airport
- Ave. Duration
- 2h 10m
- When
- Every day
- Estimated price
- $140–410
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Greensboro to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 11h 13m
- Frequency
- Twice daily
- Estimated price
- $280–430
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Boston
- Ave. Duration
- 4h 21m
- Frequency
- Every 3 hours
- Estimated price
- $120–200
- Website
- Amtrak
Train from Hartford Amtrak Station to Springfield
- Ave. Duration
- 37 min
- Frequency
- Every 3 hours
- Estimated price
- $14–22
- Website
- Amtrak
Train from Hartford Amtrak Station to Springfield
- Ave. Duration
- 37 min
- Frequency
- Every 3 hours
- Estimated price
- $14–22
- Website
- Amtrak
Train from New Haven to Springfield
- Ave. Duration
- 1h 24m
- Frequency
- Every 3 hours
- Estimated price
- $30–55
- Website
- Amtrak
Train from Hartford Amtrak Station to Springfield
- Ave. Duration
- 37 min
- Frequency
- Every 3 hours
- Estimated price
- $14–22
- Website
- Amtrak
Train from High Point to Lynchburg
- Ave. Duration
- 2h 36m
- Frequency
- Once daily
- Estimated price
- $70–110
- Website
- Amtrak
Train from Lynchburg to Boston
- Ave. Duration
- 16h 25m
- Frequency
- Twice daily
- Estimated price
- $340–550
- Website
- Amtrak
Rome2Rio's guide to Amtrak Acela
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Boston
- Ave. Duration
- 3h 47m
- Frequency
- Every 4 hours
- Estimated price
- $50–750
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $50–490
- First Class
- $200–750
Train from TF Green Airport to South Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $9–16
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $9–16
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from 125th Street - Harlem to New Haven
- Ave. Duration
- 1h 59m
- 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
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Winston Salem(Trans Center) to Charlotte Bus Station
- Ave. Duration
- 1h 20m
- Frequency
- 4 times a day
- Estimated price
- $14–21
- Website
- Greyhound
Bus from Winston Salem(Trans Center) to Greensboro Bus Stop
- Ave. Duration
- 40 min
- Frequency
- Twice daily
- Estimated price
- $5–8
- Website
- Greyhound
Bus from Winston Salem(Trans Center) to Durham
- Ave. Duration
- 1h 50m
- Frequency
- Once daily
- Estimated price
- $15–22
- Website
- Greyhound
Bus from Winston Salem(Trans Center) to Charlotte Bus Station
- Ave. Duration
- 1h 20m
- Frequency
- 4 times a day
- Estimated price
- $14–21
- Website
- Greyhound
Bus from Winston Salem(Trans Center) to Charlotte Bus Station
- Ave. Duration
- 1h 20m
- Frequency
- 4 times a day
- Estimated price
- $14–21
- Website
- Greyhound
Bus from Winston Salem(Trans Center) to Durham
- Ave. Duration
- 1h 50m
- Frequency
- Once daily
- Estimated price
- $15–22
- Website
- Greyhound
Bus from Winston Salem(Trans Center) to Port Authority Bus Terminal
- Ave. Duration
- 14h 10m
- Frequency
- Twice daily
- Estimated price
- $110–180
- Website
- Greyhound
- 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 (855) 626-8585
- Website
- Flixbus USA
Bus from NYC Downtown to Boston
- Ave. Duration
- 5h
- Frequency
- Every 4 hours
- Estimated price
- $30–55
- Schedules at
- Flixbus USA
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from New York to Boston
- Ave. Duration
- 4h 35m
- Frequency
- Hourly
- Estimated price
- $40–75
- Website
- Peter Pan
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Booking & Getting There
Winston-Salem to Massachusetts bus services, operated by Greyhound USA, arrive at Port Authority Bus Terminal station.
Winston-Salem to Massachusetts train services, operated by Amtrak, arrive at Lynchburg station.
Yes, the driving distance between Winston-Salem to Massachusetts is 743 miles. It takes approximately 14h 13m to drive from Winston-Salem to Massachusetts.
Book your Winston-Salem to Massachusetts train tickets online with Omio.
Book your Winston-Salem to Massachusetts bus tickets online with Omio.
There are 1805+ hotels available in Massachusetts.















