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Family Outings in Annapolis, Maryland

The state capital and one of America’s oldest cities has a variety of family-friendly activities to enjoy, whether you’re here for the weekend or simply for a day. This historic town continues to captivate and draw thousands of visitors each year with its quaint, scenic location right on the Chesapeake Bay. Also referred to as “America’s Sailing Capital,” Annapolis is well known for its annual boat shows. Whatever the season, there is always something going on in this charming town!

Lights On The Bay at Sandy Point State Park

For some family fun this winter, join Anne Arundel County at the 26th annual Lights On The Bay event! From the comfort of your car, you can take in the two-mile drive overlooking the Chesapeake Bay and enjoy over 60 light displays set up. A couple of light displays include the Thomas Point Shoal Lighthouse and a giant sixteen-foot teddy bear!

This special event draws thousands of people each year. This year, it is taking place from November to early January 2021, so don’t wait to get your tickets! Whether you are young or old, Lights On The Bay is an event all will remember and cherish. Young ones can have fun with the scavenger hunt and keep their eyes peeled for specific things in the light show. They also have the opportunity to enter a raffle to win a special gift! 

What is the SPCA of Anne Arundel County?

Lights On The Bay fully supports the SPCA of Anne Arundel County, giving all proceeds to this special organization. The SPCA is the biggest animal shelter in the county and is dedicated to putting animals of varying breeds and ages up for adoption so they can have the family and life they deserve. Show your support for animal welfare and get your friends and family to attend Lights On The Bay this year! 

Even with the current health concerns, you and your family can still enjoy your winter here in Annapolis and give to a good cause. The fun never ends.

Let’s Eat On Mainstreet!

Mainstreet has something to offer everyone. Enjoy a day trip with your family and friends to this picturesque historic neighborhood. There are restaurants, cafés, art galleries, nightlife activities, cute shopping boutiques, historic landmarks, and more!

Two Top Restaurants in Downtown Annapolis

When visiting downtown Annapolis, also known as “Historic Annapolis,” there are many options for breakfast, lunch, and dinner! Whatever time of day you are visiting, you will have your pick of some good food. Whether you’re looking for a casual spot or want a fancier dinner, there’s something for everyone.

Annapolis Market House 

At Annapolis Market House, enjoy a variety of popular American dishes for reasonable prices. You have your pick of savory seafood from their Oyster Po’Boy and lobster fritters to their delicious crab cake sandwich. 

If you’re not in the mood for seafood, there are also several dishes served right from the grill. Try their famous Market House Burger, Steak and Cheese entrée, or Buffalo Chicken Sandwich!

Annapolis Market House also offers some healthier options under their grain bowl selections. These bowls offer a combo of chicken, veggies, avocado, brown rice, and a variety of healthy toppings. Come check it out for lunch or dinner!

Lewnes’ Steakhouse

For a fine dining experience with the family, come try out Lewnes’ Steakhouse on Fourth Street! They offer a nice variety of dishes for the whole family. Some of their entrées include filet mignon, ribeye, lamb chops, grilled chicken, and salmon filet. In addition to these entrées, you have several side dishes to choose from including salads, veggies, and mashed or baked potatoes. 

Lewnes’ Steakhouse is currently open and serving customers at 50% capacity for a safe and enjoyable dining experience. Come visit Lewnes’ for your next night out with the family.

Visit The United States Naval Academy!

The USNA, located on Blake Road, lets you experience what it’s like to be a midshipman. You can register for a guided tour through the Armel-Leftwich Visitor Center and get a glimpse of common places where the midshipmen spend time, sleep, and study. 

Don’t Forget The USNA Museum

While you’re there, go see the USNA Museum to learn about how the U.S. Navy began and the history of the USNA and the Navy. You’ll also get to see one of the museum’s most popular exhibits, the room of model ships, with some models going all the way back to the mid-1600s! 

This landmark has been around for almost two centuries and continues to draw thousands of people each year. Whether you’re simply visiting or you are a member of the Brigade of Midshipmen, there’s something for all to learn and take from the exhibits and historical artifacts on display. Come see for yourself what’s in store!

Spend An Afternoon at Quiet Waters Park

Quiet Waters Park is the perfect place for those who enjoy outdoor activities. Throughout the park’s almost 350 acres of land, you can enjoy the trails for hiking, running, cycling, etc. If you have little ones, they might enjoy the park’s playground. For the furry children, there are two dog parks and a dog beach waiting for you. 

If you’re visiting during the warmer seasons, get on the water and grab a kayak, canoe, paddleboat, or rowboat from the marina! And we can’t forget about the visitor center! There, you can enjoy some art displays from some of Annapolis’ own local artists. There is truly something for everyone at this local attraction.

Experience The William Paca House and Garden

The William Paca House and Garden is considered a National Historic Landmark. It was constructed in the 1760s by William Paca who was one of the signers of the Declaration of Independence and who served as Maryland’s governor in the 1780s. 

This beautiful, historical mansion takes visitors back to colonial Annapolis with its decor, art, and furnishings common during that time period. Take a stroll through the two acres of beautiful gardens surrounding the home and enjoy the painted terraces throughout the property. You can also sit and relax on benches perched throughout the gardens and take in the relaxing views.


Whether you’re here for the weekend or just visiting for a day, there are many things to do in the state’s capital. Come see all that Annapolis has to offer – historical landmarks, picturesque Mainstreet with delicious food and cute shopping boutiques, fun outdoor activities, the list goes on! Also, check out our list of the best restaurants offering takeout in Anne Arundel County and Davidsonville!


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