Driving
Chester to Annapolis
Updated: 28 May 2026
The trip from Stevensville, Maryland to Annapolis, Maryland is a short 15-kilometer journey across the Chesapeake Bay. The primary mode of transport is driving via US-50 W, which takes you over the iconic Chesapeake Bay Bridge. This route is a daily commute for many residents and offers stunning views of the bay. Annapolis, the capital of Maryland, is known for its historic downtown, the United States Naval Academy, and its rich maritime heritage. The journey is quick, usually taking about 20 minutes depending on bridge traffic.
Total Distance: 15 km driving; 12 km air distance.
Fastest Way
Driving is the fastest method, taking about 20 minutes.
Cheapest Way
Driving is the only practical way to make this short trip.
Compare Chester to Annapolis Routes
Driving
Direct
Duration
20 mins
Avg Price
$5-$10 (toll)
Operator
Personal Vehicle
Route
US-50 W across the Chesapeake Bay Bridge.
Bridge traffic can be heavy on summer weekends; check for delays before leaving.
Travel Tips
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ParkingDowntown parking is limited; use the public garages.
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TransportationAnnapolis is very walkable once you arrive downtown.
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EventsCheck for local festivals, which can impact traffic and parking.
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DiningEnjoy fresh Maryland blue crabs at local waterfront restaurants.
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WeatherThe bay area can be windy; bring a light jacket.
Safety Tips
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DrivingBe cautious of high winds on the Chesapeake Bay Bridge.
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Personal SafetyStay in well-lit areas when exploring downtown at night.
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EmergencyKeep your phone charged and have a backup power bank.
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WeatherMonitor local news for weather alerts.
People Also Ask
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Is Annapolis a good place to visit?Yes, it offers a great mix of history, culture, and waterfront views.
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How long is the drive?It takes about 20 minutes of driving time.
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Is there a bus to Annapolis?Yes, there are limited bus services available.
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What is the best way to get around?Walking is the best way to explore downtown Annapolis.
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Is the bridge safe?Yes, the bridge is safe, but it can be intimidating for some drivers.
Quick Info
- From Chester, Maryland, United States
- To Annapolis, Maryland, United States
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Modes
Best Time to Travel
April to October for pleasant weather and boating activities.
Things to Do in Annapolis
1
United States Naval Academy
Tour the historic campus and see the chapel and museum.
2
Annapolis City Dock
Enjoy the waterfront, shops, and restaurants in the heart of the city.
3
Maryland State House
Visit the oldest state capitol in continuous legislative use.
4
William Paca House and Garden
Explore this beautifully restored 18th-century home and garden.
Tags
Stevensville to Annapolis travel
driving to Annapolis
Chesapeake Bay Bridge
Annapolis travel guide
Maryland travel
best way to reach Annapolis
commuting to Annapolis
Stevensville to Annapolis
