There are 10 ways to get from Winston-Salem to Annapolis by plane, bus, train, bus (Greyhound, Flixbus), car, subway, or bus (Flixbus)
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 Ronald Reagan Washington National Airport, bus
best- Fly from Piedmont Triad International Airport (GSO) to Ronald Reagan Washington National Airport (DCA)plane GSO - DCA
- Take the bus from Washington Union Station to Annapolisbus
5h 10m$116–638Drive 334 mi
cheapest- Drive from Winston-Salem to Annapoliscar 334 mi
6h 56m$61–88Bus, train
- Take the bus from Winston Salem(Trans Center) to Greensboro Bus Stopbus
- Take the train from Greensboro to Washington Union Stationtrain
- Take the bus from Washington Union Station to Annapolisbus
9h 43m$98–206Bus
- Take the bus from Winston Salem(Trans Center) to Washington Union Stationbus Greyhound US0670
- Take the bus from Washington Union Station to Annapolisbus FlixBus 2601 / ...
9h 55m$62–117Fly Piedmont Triad International Airport to Washington Dulles International Airport, subway, bus
- Fly from Piedmont Triad International Airport (GSO) to Washington Dulles International Airport (IAD)plane GSO - IAD
- Take the subway from Washington Dulles International Airport, Silver Line Center Platform to Farragut West, Blue/Orange/Silver Line Track 1 Platformsubway
- Take the bus from Washington Union Station to Annapolisbus
5h 44m$82–416Bus to Charlotte Douglas International Airport, fly to Baltimore-Washington International Airport, line 70 bus
- Take the bus from Winston Salem(Trans Center) to Charlotte Bus Stationbus
- Fly from Charlotte Douglas International Airport (CLT) to Baltimore-Washington International Airport (BWI)plane CLT - BWI
- Take the bus from Cromwell Light Rail Station Bay 2 to COLLEGE AVE & BLADEN ST ebbus
7h 3m$132–389Bus to Charlotte Douglas International Airport, fly to Ronald Reagan Washington National Airport, bus
- Take the bus from Winston Salem(Trans Center) to Charlotte Bus Stationbus
- Fly from Charlotte Douglas International Airport (CLT) to Ronald Reagan Washington National Airport (DCA)plane CLT - DCA
- Take the bus from Washington Union Station to Annapolisbus
6h 47m$119–644Bus to Raleigh-Durham International Airport, fly to Baltimore-Washington International Airport, line 70 bus
- Take the bus from Winston Salem(Trans Center) to Durhambus
- Fly from Raleigh-Durham International Airport (RDU) to Baltimore-Washington International Airport (BWI)plane RDU - BWI
- Take the bus from Cromwell Light Rail Station Bay 2 to COLLEGE AVE & BLADEN ST ebbus
7h 51m$203–430Bus to Raleigh-Durham International Airport, fly to Ronald Reagan Washington National Airport, bus
- Take the bus from Winston Salem(Trans Center) to Durhambus
- Fly from Raleigh-Durham International Airport (RDU) to Ronald Reagan Washington National Airport (DCA)plane RDU - DCA
- Take the bus from Washington Union Station to Annapolisbus
7h 41m$575–1,245Bus via Fredericksburg (Flixbus)
- Take the bus from Greensboro Bus Stop to Fredericksburgbus FlixBus 2605
- Take the bus from Fredericksburg to Annapolisbus FlixBus 2605
13h 29m$74–124
Winston-Salem to Annapolis by bus and train
Questions & Answers
The cheapest way to get from Winston-Salem to Annapolis is to bus which costs $60 - $120 and takes 9h 55m.
The fastest way to get from Winston-Salem to Annapolis is to fly and bus which takes 5h 10m and costs $110 - $650.
No, there is no direct bus from Winston-Salem to Annapolis. However, there are services departing from Winston Salem(Trans Center) and arriving at Annapolis via Washington Union Station. The journey, including transfers, takes approximately 9h 55m.
The distance between Winston-Salem and Annapolis is 309 miles. The road distance is 335.9 miles.
The best way to get from Winston-Salem to Annapolis without a car is to bus and train which takes 9h 43m and costs $95 - $210.
It takes approximately 5h 10m to get from Winston-Salem to Annapolis, including transfers.
Winston-Salem to Annapolis bus services, operated by Greyhound-us, depart from Winston Salem(Trans Center) station.
Winston-Salem to Annapolis bus services, operated by Greyhound-us, arrive at Washington Union Station.
Yes, the driving distance between Winston-Salem to Annapolis is 336 miles. It takes approximately 6h 56m to drive from Winston-Salem to Annapolis.
Book your Winston-Salem to Annapolis bus tickets online with Omio and FlixBus.
What companies run services between Winston-Salem, NC, USA and Annapolis, MD, USA?
You can take a bus from Winston Salem(Trans Center) to Annapolis via Washington Union Station in around 9h 55m.
- Website
- aa.com
Flights from Piedmont Triad International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 1h 23m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $90–600
Flights from Piedmont Triad International Airport to Ronald Reagan Washington National Airport via Charlotte Douglas International Airport
- Ave. Duration
- 3h 38m
- When
- Every day
- Estimated price
- $110–700
Flights from Piedmont Triad International Airport to Washington Dulles International Airport via Charlotte Douglas International Airport
- Ave. Duration
- 3h 31m
- When
- Every day
- Estimated price
- $70–430
Flights from Charlotte Douglas International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $80–490
Flights from Charlotte Douglas International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 1h 34m
- When
- Every day
- Estimated price
- $95–600
Flights from Charlotte Douglas International Airport to Ronald Reagan Washington National Airport via Raleigh-Durham International Airport
- Ave. Duration
- 3h 37m
- When
- Every day
- Estimated price
- $95–600
Flights from Charlotte Douglas International Airport to Ronald Reagan Washington National Airport via Asheville
- Ave. Duration
- 3h 39m
- When
- Every day
- Estimated price
- $110–650
Flights from Charlotte Douglas International Airport to Ronald Reagan Washington National Airport via Norfolk
- Ave. Duration
- 3h 51m
- When
- Sunday, Monday, Tuesday, Wednesday, Thursday, and Friday
- Estimated price
- $100–650
Flights from Charlotte Douglas International Airport to Ronald Reagan Washington National Airport via Wilmington
- Ave. Duration
- 3h 55m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $110–650
Flights from Raleigh-Durham International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $70–480
- Website
- southwest.com
Flights from Charlotte Douglas International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 1h 30m
- When
- Every day
- Estimated price
- $80–490
Flights from Raleigh-Durham International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 1h 7m
- When
- Every day
- Estimated price
- $60–410
- Website
- delta.com
Flights from Raleigh-Durham International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 1h 24m
- When
- Every day
- Estimated price
- $70–480
- Website
- united.com
Flights from Piedmont Triad International Airport to Washington Dulles International Airport
- Ave. Duration
- 1h 20m
- When
- Every day
- Estimated price
- $55–380
- Website
- flyfrontier.com
Flights from Charlotte Douglas International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 1h 34m
- When
- Every day
- Estimated price
- $110–220
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Greensboro to Washington Union Station
- Ave. Duration
- 6h 18m
- Frequency
- Twice daily
- Estimated price
- $90–190
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 202 466 3876
- Website
- wmata.com
Subway from Washington Dulles International Airport, Silver Line Center Platform to Farragut West, Blue/Orange/Silver Line Track 1 Platform
- Ave. Duration
- 46 min
- Frequency
- Every 15 minutes
- Estimated price
- $2–3
- Website
- https://www.wmata.com
- standard fare after 9:30 p.m
- $2–3
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Washington Union Station to Annapolis
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $4–8
- Schedules at
- flixbus.com
Bus from Washington Union Station to Annapolis
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $4–8
- Schedules at
- flixbus.com
Bus from Washington Union Station to Annapolis
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $4–8
- Schedules at
- flixbus.com
Bus from Washington Union Station to Annapolis
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $4–8
- Schedules at
- flixbus.com
Bus from Washington Union Station to Annapolis
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $4–8
- Schedules at
- flixbus.com
Bus from Washington Union Station to Annapolis
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $4–8
- Schedules at
- flixbus.com
Bus from Greensboro Bus Stop to Fredericksburg
- Ave. Duration
- 7h 45m
- Frequency
- 4 times a week
- Estimated price
- $55–95
- Schedules at
- flixbus.com
Bus from Fredericksburg to Annapolis
- Ave. Duration
- 2h 10m
- Frequency
- Once daily
- Estimated price
- $13–23
- Schedules at
- flixbus.com
- Website
- flixbus.com
Bus from Washington Union Station to Annapolis
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Schedules at
- flixbus.com
Bus from Washington Union Station to Annapolis
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Schedules at
- flixbus.com
Bus from Washington Union Station to Annapolis
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Schedules at
- flixbus.com
Bus from Washington Union Station to Annapolis
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Schedules at
- flixbus.com
Bus from Washington Union Station to Annapolis
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Schedules at
- flixbus.com
Bus from Washington Union Station to Annapolis
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Schedules at
- flixbus.com
- Website
- greyhound.com
Bus from Winston Salem(Trans Center) to Greensboro Bus Stop
- Ave. Duration
- 40 min
- Frequency
- Twice daily
- Schedules at
- greyhound.com
Bus from Winston Salem(Trans Center) to Washington Union Station
- Ave. Duration
- 8h 10m
- Frequency
- Twice daily
- Schedules at
- greyhound.com
Bus from Winston Salem(Trans Center) to Charlotte Bus Station
- Ave. Duration
- 1h 20m
- Frequency
- 4 times a day
- Schedules at
- greyhound.com
Bus from Winston Salem(Trans Center) to Charlotte Bus Station
- Ave. Duration
- 1h 20m
- Frequency
- 4 times a day
- Schedules at
- greyhound.com
Bus from Winston Salem(Trans Center) to Durham
- Ave. Duration
- 1h 50m
- Frequency
- Once daily
- Schedules at
- greyhound.com
Bus from Winston Salem(Trans Center) to Durham
- Ave. Duration
- 1h 50m
- Frequency
- Once daily
- Schedules at
- greyhound.com
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Winston Salem(Trans Center) to Greensboro Bus Stop
- Ave. Duration
- 40 min
- Frequency
- Twice daily
- Estimated price
- $4–9
- Website
- https://www.greyhound.com/
Bus from Winston Salem(Trans Center) to Washington Union Station
- Ave. Duration
- 8h 10m
- Frequency
- Twice daily
- Estimated price
- $55–110
- Website
- https://www.greyhound.com/
Bus from Winston Salem(Trans Center) to Charlotte Bus Station
- Ave. Duration
- 1h 20m
- Frequency
- 4 times a day
- Estimated price
- $12–23
- Website
- https://www.greyhound.com/
Bus from Winston Salem(Trans Center) to Charlotte Bus Station
- Ave. Duration
- 1h 20m
- Frequency
- 4 times a day
- Estimated price
- $12–23
- Website
- https://www.greyhound.com/
Bus from Winston Salem(Trans Center) to Durham
- Ave. Duration
- 1h 50m
- Frequency
- Once daily
- Estimated price
- $12–25
- Website
- https://www.greyhound.com/
Bus from Winston Salem(Trans Center) to Durham
- Ave. Duration
- 1h 50m
- Frequency
- Once daily
- Estimated price
- $12–25
- Website
- https://www.greyhound.com/
- Phone
- 1-866-743-3682
- Website
- mta.maryland.gov
Bus from Cromwell Light Rail Station Bay 2 to COLLEGE AVE & BLADEN ST eb
- Ave. Duration
- 1h 3m
- Frequency
- Hourly
- Estimated price
- $2
- Website
- https://www.mta.maryland.gov
Bus from Cromwell Light Rail Station Bay 2 to COLLEGE AVE & BLADEN ST eb
- Ave. Duration
- 1h 3m
- Frequency
- Hourly
- Estimated price
- $2
- Website
- https://www.mta.maryland.gov
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
Need to know: Greyhound
Read the travel guide
Why you should take the train in the US
Read the travel guide
More Questions & Answers
There are 177+ hotels available in Annapolis.

















