Looking for some fun things to do in Chesapeake City, Maryland?

The town, which was founded late nineteenth century, aspired to become an opulent resort on the Chesapeake Bay’s coastlines.

The municipality of Chesapeake Beach was incorporated in 1894 after the Maryland state issued a directive to Washington and Chesapeake Beach Railway Company.

Since 1900, visitors from the capital, only twenty-eight miles away, have made Chesapeake Beach a popular tourist attraction.

Only the railroad and steamboats like “The Dixie” & “The Dreamland” were used by them.

The government constructed a park, a recreation area, and a bridge over the river as a resort.

In 1930, it also kicked off a theme park by the shore, which they later renamed Chesapeake beach, Amusement Park. Sadly, it was abandoned in 1972.

There are currently roughly six thousand residents within the town’s municipal boundaries.

In addition to becoming a residential area, Chesapeake is a well-liked tourist destination thanks to its delectable seafood, which includes Maryland steamed crabs, bluefish, crabs, and just rockfish.

Things to do in Chesapeake City, MD

1. Dilearn About The Historical Displays at C&D Canal Museum

A well-known treasure may be found in the center of Chesapeake city in Maryland: the C and D Canal House Museum. 

The Chesapeake canal, which is four hundred and fifty feets broad and 22.53 km (14 mi)long full of interesting tales. 

In addition to displays and images, the museum also has interactive models of old canal locks along with some real equipment. 

You will also have the chance to view a large ship container pass by as you make your way to the grounds. Here, you can inculcate a lot for nothing!

Address: 815 Bethel Road, Chesapeake City, Maryland 21915, United States Of America. 

2. Join Chesapeake City Water Tours on a cruise

Wonderful getaways are offered here, including guided tours, twilight cruises, beverage tastings, and alcohol-themed cruises. 

This fifty feet made – to – order catamaran can accommodate 49 guests & includes a complete bar & sound system, among other amenities, to keep you entertained. 

The entire experience is priceless. Your excursion poses you the chance to go sightseeing and enables you to discover the past around the canal in a relaxing and enjoyable setting. A party would be fun here as well.

Address: 108 Bohemia Avenue, Chesapeake City, Maryland 21915, United States of America 

3. The Bayhead Brewing Company’s selection of beers

Discover the flavor of Bayhead’s Brewing Company, the first & only brewery in Chesapeake City. 

Three countryside men with a love for craft beer started this establishment, where you have the choice to sample the drink in flights, quarts, or brewpubs in a warm and lively setting. 

The food is also excellent. In Bayhead, good beer and good company go hand in hand.

Address: 2525 Augustine Herman Highway D, Chesapeake City, Maryland 21915, United States of America 

4. At Chesapeake Inn Restaurant and Marina, savor delectable dishes.

You can rely on the eatery for excellent food, prompt service, and a welcoming environment. All items on the menu offer a satisfying dining experience, including salads, handcrafted burgers, wood-burning brick oven pizza, and fresh tacos. 

The play here provides entertainment as well. A tiki bar is open, and there is audience participation on the deck. If you still want the restaurant so, provide delectable sushi that is directly from the deep ocean.

Address: 605 Second Street, Chesapeake City, Maryland 21915, United States of America

5. Visit the Chesapeake Beach Water Park with Your Family

You are aware of the family’s favorite things.

The Park offers a whole day of pure aquatic pleasure.

The water park, which is on Gordon Stinnett Avenue, has a lot of fun activities.

You already know what two enormous water slides, a kid’s pool, & lagoons have in store for you.

The ten by ten Cabana, which can accommodate 10 to 12 persons; Queen Cabana, which can accommodate 12-18 persons; and King Cabana, which can accommodate about 25 people, are all available to provide your family with shade from the heat.

If you possess the time, the Park also provides swimming instruction for two weeks, with classes three days per week.

Pizza, hamburgers, wraps, & drinks are all available on the menu at the Park. 

6. Abner’s Crab House and Marina has Delectable Crabs

Harbor Road wouldn’t be the same without Abner’s Crab House and Marina.

You may enjoy a delightful dining experience at this family-run crab house, which serves everyone’s favorite food, crabs.

Enjoy the blue crabs they have steamed and seasoned for you on their large tables covered in paper.

Steamed pots are also available during day time.

You can also sample their other meals, such as their well-known fried oysters & also crab ball sandwich if you wouldn’t like crustaceans for some reason.

Abner’s should be your first pick whether you’re coming over for a perfect supper, a birthday, a wedding, an anniversary, or anything else!

7. Hire the M/V Bay Breeze of Chesapeake City for a tour

You must put this place on your “special visit list.” It is a popular choice for boat excursions and excursions along the stunning Elk River & C and D Canal. 

It accommodates special events like romantic dates, anniversaries, births, bachelorette parties, or even charity & fundraising activities. 

It has considerable room and can accommodate up to twenty people. Amazing views can be found anywhere on the boat, and the crew and skipper are warm and accommodating.

Address: 208 Bank St, Chesapeake City, and 

8. Festival Taste the Beaches is being observed

The names of the events there are one of Chesapeake Beach’s amusing features.

Join the Taste the Beaches festival if you wish to sample the cuisine and beverages that are unique to Chesapeake Beach while enjoying a variety of entertainment, persons, and local businesses.

The greatest time to sample every meal on the menu, visit many food trucks, and savor regional beers and wines!

The best part is that no food-related tickets are offered.

Vendors may, however, offer samples and charge clients over what they purchase.

You never want to miss this wonderful festival, to be honest.

9. Be a part of the Easter Eggstravaganza

Easter is celebrated differently in every community.

Easter Eggstravaganza is held at Chesapeake Beach.

Easter celebrations typically include train trips, egg hunts, & family portraits with the Easter Bunny.

Every activity offered here is geared toward entertaining the whole family, including the kids, who will adore it.

This is a must-do activity if you’re visiting Chesapeake Beach around Easter.

10. Cafe on the Bay offers desserts and coffee

This is a restaurant that is situated in the center of the charming city of Chesapeake. It offers more than just hot, tasty coffee. 

Along with lunch and dinner, they also provide a variety of sweet snacks, sweets, and pastries. Their bagel croissant sandwich is indeed the perfect way to start your day, and it goes well with a Lavender Honey Latte.

Address: 19 Bohemia Avenue, Chesapeake City, MD

11. At Breezy Point Beach, get your fill of sun & sand

A vacation wouldn’t be complete without some time spent in the sun and on the beach.

In this place, no doubt the whole family will have a great time.

However, there are other things you can do here besides merely enjoying the beach and going swimming.

For instance, finding fossils at the beach is well-known.

Give your youngsters the opportunity to feel the excitement of reeling in various fish.

Additionally, there are picnic sites, a play area, and fishing piers where you can unwind and take in the scenery.

12. Join Katherine Charter Fishing on a Chartered Fishing Expedition

Have you considered going on a guided fishing trip?

While anchored at Bay, reel in large fish!

Captain Sam Gotsis of Katherine Charter Fishing will take guests into the Bay for a special fishing trip.

You can travel to Deale, Chesapeake Beach & Solomons.

He will also share with you interesting information about the surroundings and the local fish, like 

Spanish Tuna, bluefish, and redfish, while you are on the boat.

You can believe Katherine Charter Fishing since it was taught to tell stories about the 

Chesapeake Bay by none other than the Maryland Office for Tourism.

Address: 3748 Harbor Road, Chesapeake Beach, Maryland 20732

13. Purchase trinkets at Belle on Bohemia

If you’re searching for tiny, adorable items that will make you think of Chesapeake, stop into Belle on Bohemia (previously Belle Connell’s Emporium). 

This shop combines country charm with mementos, travel essentials, homemade fudge, and nostalgic candy. 

There’s always something here for wine and pet lovers; the ladies will sparkle with stunning jewelry. 

Gift items & holiday decorations, such as Christmas decorations, are in high demand here.

Address: 200 Bohemia Avenue, Chesapeake City, Maryland 21915, United States Of America

14. Outdoor Xtreme Chesapeake City is a great place to play paintball

A blast is ensured at Outdoor Xtreme Chesapeake City. It has playing areas for Airsoft and Woodsball spread throughout sixty-five acres. 

It has practically everything needed for all types of outdoor recreation, including Powerball, laser tag, paintball, and much more – always in good working order. 

The kids can play splat master paintball in the meanwhile.

Address: 2941 Old Telegraph Road, Chesapeake City, Maryland 21915, US

15. Examine the South Chesapeake City Historic District

It is attractive from any perspective. It represents the heyday of Chesapeake City and acts as a significant landmark there (mid-nineteenth century). 

Beautifully restored mansions, the Canal Museum, dining options, antique shops, and a terrific location for summer shows can all be found in this area, which is included on the National & Maryland Historic Registers.

Address: Chesapeake City, Maryland 21915, US

16. Ride a bicycle on the Chesapeake Beach Railway Trail

Biking along the Railway Trail is a great way to discover the city’s natural surroundings.

With a length of approximately two miles and accessibility for bikes and wheelchairs, it offers breathtaking views of Fishing Creek & local fauna.

The trail travels along the railroad that founded the town.

Keep an eye out for the many songbirds and other animals that have made the region their home.

Cheers to the Chesapeake Beach Oyster Cultivation Society; the trail’s various exhibits are more fascinating (CBOCS).

To help the locals get rid of the neighborhood mosquitoes, they have also built osprey platforms and educational gardens.

17. Visit Chateau Bu-De, LLC Bohemia Manor Farm to sample the best wines

Company Chateau Bu-De Bohemia Manor Farm, a breathtaking four hundred-and-forty-acre farm, is situated on Augustine Herrman’s historic estate (Bohemian explorer). 

There is no other place to go than here if you wish to taste the best wines Maryland has to offer. This farm offers a pleasant ambiance, friendly people, great wines, and breathtaking vistas. 

If you’re lucky, you can also enjoy spectacular fireworks and live music.

Address: 237 Bohemia Manor Farm Ln, Chesapeake City, Maryland, United States Of America

18. Visit the Chesapeake Beach Railway Museum’s exhibits

It serves as a bridge between the community’s past and present.

The tales of the coastline, and railway, allowing with the idea that sparked this community, are gathered, preserved, and shared.

The Chesapeake Beach Railway Museum is included in both the Maryland Inventory of Historic Properties and the National Register of Historic Places.

Between the autumn of 1898 and the spring of 1935, the Chesapeake Railway was in operation.

It’s a stop you shouldn’t skip in Chesapeake Beach, and it’s on Mears Avenue.

19. With Chesapeake Windsail Cruises, take in the Chesapeake Bay

Spend the next two and half hours on the water admiring the beautiful scenery of the Cliffs of Calvert as well as the surrounding landscape.

The Rod n’ Reel Resort in the bayside community of Chesapeake Beach will serve as your departure point.

Depending on your preferences, have dinner either before or even after the trip.

Address: 4160 Mears Ave Dock A, Slip 15, Chesapeake Beach, Maryland 20732

20. Visit Chesapeake Central Library to peruse the book selections

Maybe going to the library and museum are on your agenda if you’re a bookish traveler. Fortunately, the library’s staff is extremely accommodating. 

Then what? Additionally, they offer numerous seminars and programs, including Children’s Song Time, Toddlers Storytime, Family Outing Fall Planting Trees, and more; the calendar is jam-packed with events. This library is the best place to go if you desire a good time while learning.

21. Charters by Kyran Lynn

One of the best fishing charter companies in Chesapeake Beach is Kyran Lynn Charters, which is based at the town’s Rod ‘N Reel Marina. 

The business offers excursions on its Kyran Lynn charter boat, captained by Captain Marty Simonet, that go as far as Baltimore, Solomons Isle, Tilghman Island, & Deale.

Dinner cruises stop at the adjacent Harrison’s Chesapeake House on Tilghman Island, which serves delicious seafood dishes and offers views of the stunning Chesapeake Bay shoreline of Maryland. 

The Bay’s waters provide some of the best opportunities on the East Coast to catch bottom-dwelling fish species like sea bass, mat flounder, huge gray trout, etc.

Address: 4165 Mears Avenue, Chesapeake Beach, Maryland 20732

22. Fishing for big worms

Captain Drew “Worm” Payne is in charge of Big Worm Fishing Charters, which offers fishing trips for up to forty-nine people in the Chesapeake Bay’s Chesapeake Beach, Annapolis, Kentish Island, Baltimore, & Northern Virginia regions. 

Every excursion is provided on board the stunning Big Worfifty-two-footot deadrise yacht vessel, built by Millennium Marine, and it has passed a Coast Guard inspection to ensure the highest level of safety. 

Passengers can take advantage of excellent chances to catch rockfish, bream, speckled trout, striped bass, and black & red drum somewhat on waters throughout the entire year. 

The directive service, which offers onboard DJ services & catering options, is a terrific alternative for group-forming activities, lunch or dinner excursions, bachelor & bachelorette parties, or other exclusive special events.

Address: 3150 Karen Dr., Chesapeake Beach, MD 20732

23. Chesapeake Beach hosts the Stars & Stripes Festival

Chesapeake Beach sponsors the Event every year.

Its main objective is to inform the public about Memorial Day’s importance through a very long Memorial Day weekend outreach.

Every year, they introduce a fresh theme and new elements to help make people more aware of such sacrifices made by those who lost their lives while defending their nation.

Live music, a ton of food & drink, ice cream, sports, activities, & more will be available.

24. Chesapeake Beach hosts Light Up the Town

The Mayor & Town Council annually host the Event, which takes place at Town Hall.

The count to the town’s Christmas light-up for the season officially begins with this.

It officially kicks off the celebration.

You wouldn’t want to even miss Chesapeake Beach’s Christmas tradition.

25. Ledo Pizza

It was first established in Adelphi, Maryland, in 1955 and has since become a staple there in the Chesapeake Bay region. The franchise currently runs a number of locations within the Baltimore & Annapolis areas, including one in the center of Chesapeake Beach. 

The restaurant brand is recognized for its superior, freshly produced rectangular pizzas made with handcrafted dough, fine cheese, and authentic Italian tomato sauce. 

Favorite pizza options on the menu range from classics like papery pepperoni to inventive creations like tzatziki, Korean BBQ, or hot honey pies. 

Gourmet calzones, cheesesteak subs, and pitas go well with shareable snacks like panko-breaded shrimp.

Address: 8416 Bayside Road, Chesapeake Beach, Maryland 20732

26. DMV Jet Skis: Enjoy the Waters of Chesapeake Beach

Would you like to up the ante on your aquatic experience?

Only DMV Jet Skis offers jet ski renting on Chesapeake Beach, and the company is family-run and owned.

With its ATVs, they always work to ensure a safe place for everyone while attempting to give your family an outstanding experience.

These are likewise contemporary designs that exclusively make use of cutting-edge aquatic technology.

Although you don’t need any prior expertise, you must be not less than 16 years of age in order to rent one.

Through their knowledgeable and well-trained staff, DMV Jet Skis will offer life jackets, directions, & safety training.

Address: 298 Cedar Road, Chesapeake, VA 23322, US

27. The Bayside History Museum has exhibits about Chesapeake Bay culture

Reach this destination by traveling two minutes to North Beach.

Find out how Chesapeake Beach influenced the local culture.

The museum fosters care of this history while interpreting the artifacts and preserving historic resources.

The museum also makes sure that information about them is preserved for future generations.

See artifacts from Camp Roosevelt, the very first American permanent Boy Scout camp, the paleontological exhibition, and other historical items as you peruse the various exhibits.

28. Daydreamer Sportfishing

The Daydreamer is a thirty-eight-foot Bertram charter boat created by famous yacht architect Ray Hunt; it is offered by Daydreamer Sportfishing as a group charter fishing expedition on the waters of the magnificent Chesapeake Bay. 

Twin 2006 Cummins diesel engines, a full kitchenette, and an enclosed, air-conditioned saloon with a tv and a personal shower are all featured on the wonderful yacht. 

Anglers have fantastic year-round opportunities to catch rockfish that can about fifty pounds. For standup and trolling, Penn & Shimano equipment are available, and a complete tuna tower is outfitted with Raymarine devices and a complete GPS system.

Address: 4165 Mears Avenue, Chesapeake Beach, Maryland 20732

29. Discover North Beach’s Stunning Sunrise Garden

This is a tranquil neighborhood park on Bay ave that is ideally positioned close to the town’s seaside region.

Sit on the seats and sitting walls or luxuriate in the pavilion as you take in the breathtaking surroundings.

Look out for water features, which include tiny ponds, waterfalls, and rain gardens.

Enjoy the native plants, and pad areas, along with historical sculptures, while relaxing on the walkways and taking in the lovely scenery.

It’s a fantastic place to unwind, unwind, and take in the scenery while feeling like you’re far from the stresses of the city.

Bring the kids along, let them engage with other youngsters, or enjoy the flowers.

Final Thoughts

You can find beaches, cultural attractions, and history at Chesapeake Beach.

It’s the perfect destination for a family vacation because it caters to all interests and ages.

Plan your trip to Chesapeake Beach right away!