Chesapeake City, Maryland

Chesapeake City at a Glance

Located on the Chesapeake and Delaware Canal which connects the Chesapeake and Delaware Bays, this historic town offers great shopping, fine dining and elegant B&B’s in a quaint, Victorian setting.

The town is “split in half” by the canal, which is not only used by commercial shipping vessels heading to and from the port of Baltimore, but also pleasure craft touring the bay. The Chesapeake City Bridge, which spans the canal and joins the two halves of the city, is tall enough for merchant vessels to pass beneath. Ship watching is a fun pastime here.

Historical Background

Founded in 1839 as a canal town, Chesapeake City played a crucial role in facilitating trade and transportation between the Chesapeake Bay and Delaware River. Its rich maritime history is evident in the well-preserved architecture and canal infrastructure.

Savor the Quaint Atmosphere

Today, Chesapeake City exudes a charming atmosphere with its tree-lined streets, Victorian-era homes, and waterfront views. The town’s small size encourages leisurely strolls and a sense of tranquility, making it a hidden gem for visitors.

Explore Shops and Boutiques

The town’s Main Street is lined with unique shops and boutiques, perfect for browsing antiques, artwork, and locally crafted goods. It’s an ideal place to find a special souvenir or gift.

Chesapeake City is a charming destination that blends history, natural beauty, and small-town hospitality. Whether you’re passing through on a road trip or seeking a peaceful getaway, this canal town offers a unique experience that captures the essence of Maryland’s waterfront heritage.

Places to Stay in Chesapeake City

Chesapeake City offers a variety of charming accommodations, from luxurious waterfront retreats to cozy bed and breakfasts. Whether you’re planning a romantic getaway or a family vacation, these lodging options provide comfort and convenience amidst the town’s historic charm and scenic beauty.

Inn at the Canal Bed & Breakfast
104 Bohemia Ave, Chesapeake City, MD 21915
Perfect for families. Experience historic charm with modern amenities at this waterfront B&B overlooking the Chesapeake and Delaware Canal.

Blue Max Inn
300 Bohemia Ave, Chesapeake City, MD 21915
A cozy Victorian-style inn offering elegant rooms and personalized service, just steps away from local shops and dining.

Shipwatch Inn Bed & Breakfast
401 1st St, Chesapeake City, MD 21915
Enjoy scenic views of the canal from this charming B&B known for its comfortable rooms and delicious homemade breakfasts.

Vandiver Inn
301 S Union Ave, Havre De Grace, MD 21078
Escape to this historic inn featuring elegant rooms, beautiful gardens, and a tranquil setting for a romantic weekend.

Chesapeake Inn Restaurant and Marina
605 2nd St, Chesapeake City, MD 21915
Stay in style at this waterfront hotel offering scenic views of the canal and easy access to dining and entertainment.

Places to Eat in Chesapeake City

Whether you’re a local or a visitor, discovering the top places to eat in Chesapeake City can turn a casual outing into a memorable gastronomic journey.

Chesapeake City boasts several wonderful restaurants for seafood lovers (and landlubbers alike). On the south side, The Bayard House, The Chesapeake Inn, and The Yacht Club all boast first rate fare for lunch and dinner. Also for those who love Maryland Crabs and beer, the Tap Room on the south side fits the bill.

Bayard House Restaurant
11 Bohemia Ave, Chesapeake City, MD 21915
Located in a historic building overlooking the C&D Canal, Bayard House Restaurant combines scenic views with a menu highlighting fresh seafood and American classics. Dine indoors for a cozy experience or enjoy outdoor seating to soak in the waterfront ambiance.

Schaefer’s Canal House
208 Bank St, Chesapeake City, MD 21915
A local favorite, Schaefer’s Canal House offers a diverse menu featuring everything from Maryland crabcakes to prime rib. With its expansive waterfront deck and live entertainment on weekends, it’s a perfect spot for enjoying a relaxing meal with family or friends.

The Tap Room
201 Bohemia Ave, Chesapeake City, MD 21915
For a casual dining experience with a touch of elegance, The Tap Room offers a refined menu complemented by a wide selection of craft beers and wines. Their seasonal dishes showcase locally sourced ingredients, making it a go-to spot for both lunch and dinner.

Prime 225
225 Bohemia Ave, Chesapeake City, MD 21915
Seeking a steakhouse experience in Chesapeake City? Prime 225 delivers with its premium cuts of USDA Prime beef and an extensive wine list. The elegant yet welcoming atmosphere makes it an ideal choice for special occasions or a memorable dinner.

Chesapeake Inn Restaurant and Marina
605 2nd St, Chesapeake City, MD 21915
Boasting panoramic views of the marina and the C&D Canal, The Chesapeake Inn Restaurant offers a diverse menu ranging from seafood to pub-style favorites. Its lively atmosphere, especially during sunset, makes it a prime destination for both dining and socializing.

Chesapeake City offers a culinary adventure that caters to every taste and occasion. From waterfront dining with scenic views to cozy cafes and family-owned eateries, each restaurant on this list promises a unique experience. Whether you’re exploring the historic streets or enjoying the waterfront vistas, these places to eat encapsulate the diverse and delicious flavors of Chesapeake City’s dining scene.

Places to Go in Chesapeake City

Exploring Chesapeake City is perfect adventure. Quaint shops are tucked in the historic district of the south side, including art galleries, collectible and antique shops. Most of the town’s buildings on the south side are on the Maryland Historic Register, dating to the early-mid 1800’s. The quaint homes and businesses are period maintained, with signs on the houses listing dates and names of historic owners. Printed tourist guides are available in all the shops.

This area of Cecil County is noted for its beautiful, rural scenery and lovely thoroughbred farms. Bring your bicycles and cameras! Other historic towns are sprinkled within driving distance, as well as several marinas for access to the freshwater rivers on the upper bay.

Here’s our list of must-visit Chesapeake City destinations:

Chesapeake and Delaware Canal
The Chesapeake and Delaware Canal, a historic waterway linking the Chesapeake Bay and the Delaware River, is a central feature of Chesapeake City. Visitors can stroll along the canal’s banks, watch boats pass through its locks, or simply enjoy the scenic views of this vital shipping route.

Chesapeake City Bridge
Spanning the Chesapeake and Delaware Canal, the Chesapeake City Bridge offers breathtaking views of the waterway and passing ships. It’s a perfect spot for photography enthusiasts and those looking to soak in the tranquil surroundings.

Chesapeake City Waterfront
The Chesapeake City waterfront along Bohemia Avenue is lined with charming shops, galleries, and cafes. Take a leisurely walk to explore local artwork, unique gifts, and enjoy waterfront dining with views of the canal.

Bohemia Vista Marina
Bohemia Vista Marina is the gateway to exploring the Chesapeake Bay by boat. Rent a kayak or charter a boat tour to explore nearby islands, go fishing, or simply relax on the water with stunning views of the bay.

Pell Gardens
Pell Gardens is a hidden gem offering a peaceful retreat amidst lush greeneryand seasonal blooms. Pack a picnic, stroll along the winding paths, or simply relax on a bench and enjoy the serenity of this well-maintained public garden.

Chesapeake City Park
Chesapeake City Park is ideal for families seeking outdoor recreation. The park features playgrounds, sports fields, picnic areas, and scenic overlooks of the Chesapeake Bay. It’s a great spot for a family day out or a leisurely afternoon in nature.

C&D Canal Museum
Learn about the fascinating history of the Chesapeake and Delaware Canal at the C&D Canal Museum. Interactive exhibits, artifacts, and displays highlight the canal’s construction, impact on trade, and its role in shaping Chesapeake City’s identity.

Bohemia Avenue Historic District
Stroll through the Bohemia Avenue Historic District to admire well-preserved 19th-century architecture. Victorian-era homes, historic churches, and quaint storefronts offer a glimpse into Chesapeake City’s past and architectural heritage.

Chesapeake City beckons visitors with its historic charm, scenic waterfront, and a wealth of attractions that celebrate its maritime heritage. Whether you’re exploring the canal, relaxing in a garden oasis, or discovering local history at museums and historic sites, each destination offers a unique glimpse into this idyllic town’s allure. Plan your visit to Chesapeake City today and immerse yourself in its beauty and cultural richness.

Getting Around Chesapeake City

Chesapeake City can be reached easily from I-95 using the Elkton exit to Route 40, then south on Rt 213. Look for exit signs approaching and after crossing the Chesapeake and Delaware Canal bridge. Signs point the way into town. On the south side, George Street and Bohemia Avenue run parallel to the bridge, ending at the canal. All businesses and restaurants on the south side are accessed from these streets. Parking is limited due to the historic nature of the streets, but there is parking under the bridge a short walk from anywhere, and the stroll is a very pleasant one. On weekends, catch a ride on one of our horse drawn carriages to and from the parking areas.

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