There are 8 ways to get from Annapolis to Winston-Salem by bus, plane, train, bus (Flixbus, Greyhound), 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.
Bus to Ronald Reagan Washington National Airport, fly to Piedmont Triad International Airport
best- Take the bus from Annapolis to Washington Union Stationbus
- Fly from Ronald Reagan Washington National Airport (DCA) to Piedmont Triad International Airport (GSO)plane DCA - GSO
4h 32m$157–987Bus
cheapest- Take the bus from Annapolis to Washington Union Stationbus FlixBus 2601 / ...
- Take the bus from Washington Union Station to Winston Salem(Trans Center)bus Greyhound US0670
10h 20m$59–97Bus, train
- Take the bus from Annapolis to Washington Union Stationbus
- Take the train from Washington Union Station to Greensborotrain
- Take the bus from Greensboro Bus Stop to Winston Salem(Trans Center)bus
9h 15m$78–184Drive 333.1 mi
- Drive from Annapolis to Winston-Salemcar 333.1 mi
6h 56m$61–88Bus, subway to Washington Dulles International Airport, fly to Piedmont Triad International Airport
- Take the bus from Annapolis to Washington Union Stationbus
- Take the subway from Metro Center, Blue/Orange/Silver Line Center Platform to Washington Dulles International Airport, Silver Line Center Platformsubway
- Fly from Washington Dulles International Airport (IAD) to Piedmont Triad International Airport (GSO)plane IAD - GSO
5h 14m$112–636Bus to Ronald Reagan Washington National Airport, fly to Charlotte Douglas International Airport, bus
- Take the bus from Annapolis to Washington Union Stationbus
- Fly from Ronald Reagan Washington National Airport (DCA) to Charlotte Douglas International Airport (CLT)plane DCA - CLT
- Take the bus from Charlotte Bus Station to Winston Salem(Trans Center)bus
6h 46m$129–810Fly Baltimore-Washington International Airport to Charlotte Douglas International Airport, bus
- Fly from Baltimore-Washington International Airport (BWI) to Charlotte Douglas International Airport (CLT)plane BWI - CLT
- Take the bus from Charlotte Bus Station to Winston Salem(Trans Center)bus
7h 23m$112–346Bus via Fredericksburg (Flixbus)
- Take the bus from Annapolis to Fredericksburgbus FlixBus 2605
- Take the bus from Fredericksburg to Greensboro Bus Stopbus FlixBus 2605
13h 1m$69–105
Annapolis to Winston-Salem by bus and train
Comparing Your Travel Options
The cheapest way to get from Annapolis to Winston-Salem is to bus which costs $55 - $100 and takes 10h 20m.
The fastest way to get from Annapolis to Winston-Salem is to bus and fly which takes 4h 32m and costs $150 - $1,000.
No, there is no direct bus from Annapolis to Winston-Salem. However, there are services departing from Annapolis and arriving at Winston Salem(Trans Center) via Washington Union Station. The journey, including transfers, takes approximately 10h 20m.
The distance between Annapolis and Winston-Salem is 309 miles. The road distance is 335.1 miles.
The best way to get from Annapolis to Winston-Salem without a car is to bus and train which takes 9h 15m and costs $75 - $190.
It takes approximately 4h 32m to get from Annapolis to Winston-Salem, including transfers.
Annapolis to Winston-Salem bus services, operated by Flixbus USA, depart from Annapolis station.
Annapolis to Winston-Salem bus services, operated by Flixbus USA, arrive at Washington Union Station.
Yes, the driving distance between Annapolis to Winston-Salem is 335 miles. It takes approximately 6h 56m to drive from Annapolis to Winston-Salem.
Book your Annapolis to Winston-Salem bus tickets online with Omio and FlixBus.
What companies run services between Annapolis, MD, USA and Winston-Salem, NC, USA?
You can take a bus from Annapolis to Winston Salem(Trans Center) via Washington Union Station in around 10h 20m.
- Website
- aa.com
Flights from Ronald Reagan Washington National Airport to Piedmont Triad International Airport
- Ave. Duration
- 1h 26m
- When
- Every day
- Estimated price
- $130–950
Flights from Ronald Reagan Washington National Airport to Piedmont Triad International Airport via Charlotte Douglas International Airport
- Ave. Duration
- 3h 28m
- When
- Every day
- Estimated price
- $160–1,100
Flights from Ronald Reagan Washington National Airport to Charlotte Douglas International Airport
- Ave. Duration
- 1h 35m
- When
- Every day
- Estimated price
- $110–750
Flights from Ronald Reagan Washington National Airport to Charlotte Douglas International Airport via Raleigh/Durham
- Ave. Duration
- 3h 41m
- When
- Every day
- Estimated price
- $110–750
Flights from Baltimore-Washington International Airport to Charlotte Douglas International Airport
- Ave. Duration
- 1h 37m
- When
- Every day
- Estimated price
- $85–550
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Washington Union Station to Greensboro
- Ave. Duration
- 5h 55m
- Frequency
- Twice daily
- Estimated price
- $70–170
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Annapolis to Washington Union Station
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $4–7
- Schedules at
- Flixbus USA
Bus from Annapolis to Washington Union Station
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $4–7
- Schedules at
- Flixbus USA
Bus from Annapolis to Washington Union Station
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $4–7
- Schedules at
- Flixbus USA
Bus from Annapolis to Washington Union Station
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $4–7
- Schedules at
- Flixbus USA
Bus from Annapolis to Washington Union Station
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $4–7
- Schedules at
- Flixbus USA
Bus from Annapolis to Fredericksburg
- Ave. Duration
- 2h
- Frequency
- Once daily
- Estimated price
- $12–19
- Schedules at
- Flixbus USA
Bus from Fredericksburg to Greensboro Bus Stop
- Ave. Duration
- 7h 55m
- Frequency
- 4 times a week
- Estimated price
- $50–80
- Schedules at
- Flixbus USA
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
Why you should take the train in the US
Read the travel guide
Need to know: Greyhound
Read the travel guide
Booking & Getting There
There are 144+ hotels available in Winston-Salem.







