Things to do in Annapolis

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Annapolis
Annapolis
U.S. Naval Academy which includes heritage architecture, military items and interior views
Annapolis as well as a couple
Annapolis

Annapolis Attractions

If you are looking for a vacation option among the historical cities of America's eastern shores, you should consider a sojourn in Annapolis. Known as the country's "Sailing Capital," things to do in Annapolis include attending the Wednesday night sailing races that take place on a regular basis on Chesapeake Bay from the end of April through August.

You can see the races best by going to Annapolis Harbor and grabbing a dockside chair.

If you enjoy the water, Annapolis excursions you might enjoy include day cruises on the bay as well as renting sailboats on the docks. If you are a Renaissance Fair aficionado, the Maryland Renaissance Fair begins in late August and continues through October. Other attractions in Annapolis include the Maryland State House, which was built in 1772 and played a significant part in the early beginnings of the United States. The United States Naval Academy is located along the shores of the Chesapeake Bay and is among the favorite choices of the average tourist for Annapolis tours. One of the must see places in the Naval Academy is Preble Hall, which houses the Academy's museum.

Because the Chesapeake Bay region of MD is renowned for its seafood, you won't want to miss the spots that specialize in the preparations of the bay's regional cuisine. The top places to eat are likely to be local restaurants a little off the beaten path. It is recommended you get a map of the city and look for side streets close to Chesapeake Bay's main harbor. However, if you love classic, picturesque Americana, you can't beat Main Street in downtown Annapolis. Its brick buildings, tall-steepled churches and old-fashioned lamp posts will make you think that you have gone back to another time.

For more information on Annapolis activities as well as the latest news on lodging and dining, contact our offices here at Expedia. Whether you are seeking art and culture, heritage tours or outdoor water-based fun, we can help you put together the Chesapeake Bay vacation of your dreams.


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What to do in Annapolis

Free Things to Do in Annapolis

Some say the best things in life are free. Be sure to visit the following around Annapolis:

Annapolis Maritime Museum - Packed with exhibits and artifacts, this place is a paradise for inquiring minds.

St John's College - Be wowed by the creativity and design of this impressive example of modernistic architecture.

Thurgood Marshall Memorial - Come to grips with some of the historical background of the area through this attraction.

Ego Alley - Wander down the streets and immerse yourself in the charm and character of this lively local hangout.

Annapolis City Dock - Look up your guidebook and discover why this place deserves a spot on your itinerary.

Helen Avalynne Tawes Garden - Refresh your mind, body and soul by spending some time with Mother Nature.

Things to Do in Annapolis with Kids

There's fun for the whole family no matter where you go in Annapolis. Here are some family friendly experiences you can do together that are bound to make your vacation a blast:


 

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Discover the most popular places to visit in Annapolis

Discover the most popular landmarks and neighborhoods in Annapolis

Annapolis which includes street scenes and a city as well as a small group of people

Historic District

5/5(83 area reviews)

Discover a well-preserved historic district with elements of the original town plan, featuring landmarks like the Maryland State House, St. Ann's Church, and Paca House and Gardens. The neighborhood features prestigious educational institutions like St. John's College and the U.S. Naval Academy.

Historic District
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Eastport

5/5(1 area review)

While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor.

Eastport
The BEST farm to table restaurant in downtown Annapolis.  The liquor bar and specialty cocktails can't be beat. Hometown fave, for sure!

Murray Hill

While visiting Murray Hill, you might make a stop by sights like Ballet Theater of Maryland and Spa Creek.

Murray Hill
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Cape Saint Claire

Boasting three marinas, multiple parks and beaches, Cape St. Claire offers a shopping center and various churches, with easy access to Annapolis and the Chesapeake Bay Bridge via U.S. Route 50.

Cape Saint Claire
Maryland Quiet Waters Park featuring a garden and a house

Hillsmere

If you're spending some time in Hillsmere, Maryland Quiet Waters Park and Great Frogs Winery are top sights worth seeing.

Hillsmere
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Arundel on the Bay

Former post village turned residential area, Arundel-on-the-Bay boasts a private beach, pier, boat ramp, and boat launch for community use, with the picturesque Thomas Point Lighthouse just a short boat ride away.

Arundel on the Bay

 

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Popular day trips from Annapolis

Frequently asked questions

Is Annapolis worth visiting?
With a mix of watersports and history, there are plenty of things to do in Annapolis. When you're here, check out Annapolis City Dock, a leading attraction in the area.
How do I spend a day in Annapolis?
Annapolis City Dock and Sandy Point Beach are two excellent places to kick-start your getaway adventures. Remember to check out the shopping and dining options in Annapolis while you're there too.
What is the top tourist attraction in Annapolis?
The top tourist attraction in Annapolis is Annapolis City Dock, so be sure to add it to your itinerary.
Is three days enough to stay in Annapolis?
Three days will be plenty of time to tick off the leading city highlights, like Annapolis City Dock, Sandy Point Beach and London Town. The average stay in Annapolis is two days. If you have the time to extend your adventure, Washington isn't far away.
Is Annapolis a walkable city?
Some top sights in Annapolis, including Annapolis City Dock and Bay Ridge Beach, are within walking distance. You can also discover several of the city's neighborhoods on foot. Only 3 miles from the city center of Annapolis is Parole and Historic District is 0.1 miles away.
What are some activities to do in Annapolis with kids?
If you're searching for activities and sights for all ages, here are some great ideas for what to do in Annapolis with kids.

What to do in Annapolis for adults?
14 Fleet Street and U.S. Naval Academy are just a couple of the things to do in Annapolis. With plenty of activities available, there's something here for everyone to experience.
Are there free things to do in Annapolis?
In Annapolis, Annapolis City Dock is a must-see spot for anyone planning to see the city without opening their wallet. Also, stroll around the local parks and neighborhoods, and speak with a local tour guide. It's a simple way to learn about the best free things to do in Annapolis.