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
4h 57m$112–636Bus
cheapest- 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 / ...
10h 15m$61–96Bus, 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$78–184Drive 334 mi
- Drive from Winston-Salem to Annapoliscar 334 mi
6h 56m$61–88Fly 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 Metro Center, Blue/Orange/Silver Line Center Platformsubway
- Take the bus from Washington Union Station to Annapolisbus
5h 45m$86–466Bus to Charlotte Douglas International Airport, fly to Baltimore-Washington International Airport, 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 West St & Church Cirbus
6h 50m$117–343Bus 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 35m$104–589Bus, bus to Raleigh-Durham International Airport, fly to Baltimore-Washington International Airport
- Take the bus from Winston Salem(Trans Center) to Durhambus
- Take the bus from Durham Station to Regional Transit Centerbus
- 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 West St & Church Cirbus
7h 47m$163–364Bus 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 32m$575–1,240Bus 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$68–104
Winston-Salem to Annapolis by bus and train
Comparing Your Travel Options
The cheapest way to get from Winston-Salem to Annapolis is to bus which costs $60 - $100 and takes 10h 15m.
The fastest way to get from Winston-Salem to Annapolis is to fly and bus which takes 4h 57m 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 10h 15m.
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 $75 - $190.
It takes approximately 4h 57m to get from Winston-Salem to Annapolis, including transfers.
Winston-Salem to Annapolis bus services, operated by Greyhound USA, depart from Winston Salem(Trans Center) station.
Winston-Salem to Annapolis bus services, operated by Greyhound USA, 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 10h 15m.
- Website
- aa.com
Flights from Piedmont Triad International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 1h 16m
- When
- Every day
- Estimated price
- $85–600
Flights from Charlotte Douglas International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $60–390
Flights from Charlotte Douglas International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $80–550
Flights from Charlotte Douglas International Airport to Ronald Reagan Washington National Airport via Raleigh-Durham International Airport
- Ave. Duration
- 3h 32m
- When
- Every day
- Estimated price
- $80–550
Flights from Charlotte Douglas International Airport to Ronald Reagan Washington National Airport via Wilmington
- Ave. Duration
- 3h 29m
- When
- Every day
- Estimated price
- $95–600
Flights from Raleigh-Durham International Airport to Ronald Reagan Washington National Airport
- Ave. Duration
- 1h 20m
- When
- Every day
- Estimated price
- $70–500
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Greensboro to Washington Union Station
- Ave. Duration
- 6h 18m
- Frequency
- Twice daily
- Estimated price
- $70–170
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Washington Union Station to Annapolis
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $4–7
- Schedules at
- Flixbus USA
Bus from Washington Union Station to Annapolis
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $4–7
- Schedules at
- Flixbus USA
Bus from Washington Union Station to Annapolis
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $4–7
- Schedules at
- Flixbus USA
Bus from Washington Union Station to Annapolis
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $4–7
- Schedules at
- Flixbus USA
Bus from Washington Union Station to Annapolis
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $4–7
- Schedules at
- Flixbus USA
Bus from Washington Union Station to Annapolis
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $4–7
- Schedules at
- Flixbus USA
Bus from Greensboro Bus Stop to Fredericksburg
- Ave. Duration
- 7h 45m
- Frequency
- 4 times a week
- Estimated price
- $50–80
- Schedules at
- Flixbus USA
Bus from Fredericksburg to Annapolis
- Ave. Duration
- 2h 10m
- Frequency
- Once daily
- Estimated price
- $12–19
- Schedules at
- Flixbus USA
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Booking & Getting There
There are 178+ hotels available in Annapolis.







