Things to Do in Annapolis, Maryland

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If you’re looking for things to do in Annapolis, Maryland, you’re in luck. There is no shortage of entertainment and recreation options available in this historic town on the Chesapeake Bay. From dining and shopping to sightseeing and kayaking, Annapolis has something for everyone. Here are just a few of the things you can do.

Put on your walking shoes and take a tour through the rich history of Annapolis by visiting the Historic District, a collection of National Historic Landmarks like St. Anne’s Church, the William Paca House, and the Maryland State House.

Enjoy the charming old buildings steeped in nostalgia, coupled with quaint shops and restaurants, all by the water with a remarkable view. The district first earned designation as a National Historic Landmark District in 1965 and was expanded further geographically in 1984. The area includes Colonial, Georgian, and Victorian architectural styles. 

The Annapolis Historic District is located at 211 Main Street in Annapolis, Maryland, 21401. For more information, call (410) 267-7619.

The U.S. Naval Academy Museum was founded in 1845 and is one of the world’s largest military academies and naval museums. The museum displays historical artifacts coupled with audio and video technology to bring to life the stories of the men and women who dedicated themselves to serving their country at sea.

The museum features two stories of exhibits about the development of the U.S. Navy, the history of sea power, and the role of the academy in producing officers who possess the skills and aptitude to lead America’s sailors and marines.

The U.S. Naval Academy is located at 121 Blake Road in Annapolis, Maryland, 21402. For more information, call (410) 293-1000.

William Paca had a five-part mansion built in the late 1700s. Paca was one of the state’s four Signers of the Declaration of Independence. He also served as the state’s third Governor.  

The home was restored beginning in 1965 by Historic Annapolis and is now honored as one of the finest homes from the 18th-century in the country.

You can take a guided tour of the mansion to experience period furnishings and paintings that reveal the lifestyle of an upper-class home in colonial and revolutionary Annapolis.

The William Paca House and Garden is located at 186 Prince George Street in Annapolis, Maryland, 21401. For more information, call (410) 990-4543.

One of the gems of Annapolis is Quiet Waters Park, which sprawls across 340 acres of beautiful parkland that offers trails, a playground, and picnic areas, all situated between Harness Creek and the South River. During the winter, take advantage of the family-friendly environment’s outdoor skating rink.

It’s also one of the area’s most popular venues for weddings and special events, including the South River Overlook, the James Lighthizer Gazebo, and the Blue Heron Center.

Quiet Waters Visitor Center features two galleries with displays of art from the best local and regional artists.

Quiet Waters Park is located at 600 Quiet Waters Park Road in Annapolis, Maryland, 21403. For more information, call (410) 222-1777.

Bow Tie Cinemas

There’s nothing quite like spending a few hours with popcorn, a cold beverage, and a blockbuster hit to keep yourself entertained, and Annapolis makes that possible at Bow Tie Cinemas located inside the Ultimate Annapolis Mall 11. But you’re not limited to just popcorn and soda! Check out the theater’s full food and bar menus. 

Bow Tie Cinemas is located at 1020 Westfield Annapolis Mall in Annapolis, Maryland 21401. For more information, call (410) 224-1145.

Take your bowling game to the next level at Annapolis Bowl. Whether you’re looking for a date idea, family fun, leagues, clubs, or a place to host a party or special event, Annapolis Bowl is ready to serve up the fun. The venue is family-owned and operated and offers 32 lanes, including plenty of bumper lanes for the wee ones.

Annapolis Bowl is located at 2057 Generals Highway in Annapolis, Maryland, 21401. For more information, call (410) 266-0700.

Team up with your family, friends, co-workers, or teammates to solve clues to break free from one of four escape rooms ranging in difficulty from the novice to the advanced escape artist. Choose from the Mad Dentist, the Legend of Sasquatch, UFO Crash Landing, or Once Upon a Crime.

Mission Escape Annapolis is located at 40 West St. in Annapolis, Maryland, 21401. For more information, call (410) 263-3333.

Shopping in Annapolis

Whether you’re shopping for yourself or a loved one for fine furniture or fashion, you’ll find what you need at one of the small shops, specialty stores, boutiques, and big-box retail stores throughout the area. 

Popular shopping venues include the Westfield Annapolis Mall, Annapolis Harbour Center, Clock Tower Place Shopping Center, Annapolis Town Center, Eastport Shopping Center, and more.

Dining in Annapolis

There’s something to tempt every tummy in Annapolis, whether you’re looking for a quick bite, a casual meal, or a fine dining experience. Some of the area’s most highly-rated restaurants include Julep Southern Kitchen & Bar, O’Learys Seafood Restaurant, Osteria 177, Lewnes’ Steakhouse, Boatyard Bar & Grill, and more.

Golf in Annapolis

If golf is your game, you’ll be right at home in Annapolis, with several courses to choose from. Grab your clubs and tee off at the Heritage Harbor Golf Club, United States Naval Academy Golf Club, and Duke’s Golf, LLC.


Annapolis is bursting with activity and things to do, from casual strolls along beautiful trails, afternoons in the park, a trip through a museum, a few hours at the movies, bowling with friends, shopping, dining, and more.

For more information about living in Annapolis, Maryland, reach out to your local professional real estate agent today.

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