Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.

Reserve your car fast and hassle-free on the free Orbitz app

Free cancellation on most cars, plus option to book now and pay later

Read verified reviews from travelers like you!

Top Car Deals in Annapolis

See all Annapolis car rentals

Find cheap car rental deals in Annapolis, Maryland

The state capital of Maryland has preserved its rich history beautifully, with old brick mansions, and wooden ships bobbing in the harbor. Annapolis is, perhaps, best known as the home of the US Naval Academy, which you can tour before visiting the Naval Academy Museum. It’s also a great place to learn about African-American history at the fascinating Banneker-Douglass Museum, or to simply watch luxury yachts sailing into Chesapeake Bay.

Annapolis is easiest to explore with the help of a rental car. Drive around the historic city center before venturing further afield to the larger nearby cities. Use Orbitz to help you find the perfect deal.


Annapolis and beyond: Historic US cities by car

Annapolis is situated near some of the most significant cities in the story of America. Use your rental car to travel through the nation’s history at these three major cities.

Baltimore

It’s easy to see why Baltimore has earned the nickname Charm City. There’s a picturesque harbor area, where you can follow the history of the port city and visit the astonishing National Aquarium, while Downtown is known for its dazzling array of museums. Don’t miss Fort McHenry, where the Star-Spangled Banner was first written.

Journey time: Around 40 minutes

Distance: Approximately 30 miles

Washington, DC

The capital of the US is an elegant, iconic city. It’s where presidents are inaugurated, legendary speeches are delivered, and the figure of Abraham Lincoln watches everything from his stone seat. One of the best reasons to visit, beyond touring the White House and marveling at the Capitol, is to explore the many museums that make up The Smithsonian Institution.

Journey time: Around 40 minutes

Distance: Approximately30 miles

Philadelphia, Pennsylvania

The story of the revolution is told in the city of Philadelphia, the place where the Declaration of Independence was first signed. You can see that very spot in Independence Hall, and in the same trip visit the iconic Liberty Bell. Modern Philadelphia, meanwhile, is possibly most famous for its celebrated sports teams and its delicious cheesesteak sandwiches.

Journey time: Around 2 hours 10 minutes

Distance: Approximately 130 miles