There are 3 ways to get from Annapolis to Chestertown by bus, taxi, or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Bus, taxi
best- Take the bus from Church Circle Annapolis to Kramer Center Centrevillebus 3
- Take the taxi from Kramer Center Centreville to Chestertowntaxi
1h 48m$48–63Drive 46 mi
cheapest- Drive from Annapolis to Chestertowncar 46 mi
1h 4m$9–13Taxi
- Take the taxi from Annapolis to Chestertowntaxi 46 mi
1h 4m$130–160
Questions & Answers
The cheapest way to get from Annapolis to Chestertown is to drive which costs $8 - $13 and takes 1h 4m.
The fastest way to get from Annapolis to Chestertown is to drive which takes 1h 4m and costs $8 - $13.
The distance between Annapolis and Chestertown is 48 miles. The road distance is 46.3 miles.
The best way to get from Annapolis to Chestertown without a car is to bus and taxi which takes 1h 48m and costs $45 - $65.
It takes approximately 1h 48m to get from Annapolis to Chestertown, including transfers.
Yes, the driving distance between Annapolis to Chestertown is 46 miles. It takes approximately 1h 4m to drive from Annapolis to Chestertown.
There are 22+ hotels available in Chestertown.
What companies run services between Annapolis, MD, USA and Chestertown, MD, USA?
There is no direct connection from Annapolis to Chestertown. However, you can take the bus to Kramer Center Centreville then take the taxi to Chestertown. Alternatively, you can drive from Annapolis to Chestertown in around 1h 4m.
- Ave. Duration
- 44 min
- Estimated price
- $45–160
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