Chesapeake City

7 Most Beautiful Cities In Maryland

Nestled in the northeastern United States among dense forests and the rugged coastline of the Atlantic Ocean, you will find Maryland. But, if you blinked, you could miss it, as Maryland is one of the smallest states. Yet it hosts some of country's most historic and beautiful cities. So grab yourself a glass of milk. Yes, that's the state drink! And enjoy all things crabs, just like a fellow Marylander.

Ocean City

Ocean City, Maryland
A crowded beach in Ocean City, Maryland.

Looking for somewhere to unwind? Look no further than the oceanfront resort town of Ocean City. With expansive beaches, the iconic boardwalk is chock-full of shops, restaurants, and even a theme park. That being said, Ocean City is an astonishing place to bring the whole family for endless entertainment. While here, enjoy swimming, sea kayaking, and fishing. Traveling as a couple? Walk along the beach and gawk at the vibrant colors of a sunset over the Atlantic Ocean. 

Chesapeake City

Chesapeake City
Aerial view of Chesapeake City, Maryland.

Chesapeake City is undeniably one of the best-kept secrets in all of Maryland. Away from all the tourism, this city gives visitors an authentic taste of that Maritime feel. Perched along the Chesapeake and Delaware Canals, visitors can peer at the ships as they come and go from the sea. But, perhaps, its charm is best seen from a casual bike ride or cruise of the 19th-century buildings that have passed the test of time. Standing today, as they did 200 years ago, making Chesapeake City an unspoiled waterfront community teeming with a rich heritage and beauty. 


Annapolis, Maryland
Annapolis, Maryland.

Flourishing with Romanesque churches and brick buildings on the photo-worthy Chesapeake Bay, Annapolis should be the top place to see in Maryland. Annapolis is the Capital city of Maryland and boasts spectacular views, regardless of where you turn your head. From the colorfully painted building of the Annapolis Historic District, the Tiffany glass windows of St. Anne's Episcopal Church, to the Maryland State House. There's something to cater to all tastes in Annapolis. Such as strolling along the Chesapeake Bay at Sandy Point State Park, going for a sailing expedition before checking out the Sailing Hall of Fame, or learning about mysterious messages at the Fort Meade NSA Cryptologic Museum. There's something here to pique the interest of all family members.


Aerial view of downtown Frederick Maryland through the Evangelical Lutheran Church steeples
Aerial view of downtown Frederick Maryland through the Evangelical Lutheran Church steeples.

Situated in western Maryland, Frederick oozes with an intriguing history and limitless scenery. Whether you're looking for an escape for a few hours or a few days, Frederick offers plenty of green spaces boasting crystal-clear rivers and streams. Go for a bite at one of the local restaurants and ponder around the picturesque downtown dotted with old buildings and historic churches. Take in the sights at the Monocacy National Battlefield nestled on the Monocacy River and the very spot where Washington, DC, was saved during the American Civil War. Thus, being a battle-born city, it doesn't come without its casualties. And as such, Frederick houses the awe-inspiring National Museum of Civil War Museum. It's a peculiar attraction, but it should be at the top of everyone's list when visiting pretty Frederick. 


Cumberland, Maryland
Aerial view of Cumberland, Maryland.

Situated on the border with West Virginia, Cumberland is an idyllic city surrounded by the Alleghany Mountains and thick forests. Found in Allegany County, history buffs will rejoice at all the footprints left behind from Cumberland's Civic War past. Meander among the Washington Street Historic District and feel you've been cast back in time at all the masterfully preserved Gothic Revival buildings. Peer upon the sparking waters of the North Branch of the Potomac River at Riverside Park, which houses a lonely cabin with a surprising past. Hint, George Washington may have been here! Yet, the best feature of this city comes by means of rail. Hop onboard the Western Maryland Scenic Railroad for a ride through the Appalachian Mountains. Time it right, and come in the fall for all the fiery colors. This is one attraction that you don't want to miss!

St. Michaels

St. Michaels
Aerial view of St. Michaels.

Are you looking for a romantic getaway? Consider taking a trip to St. Michael. Once established for shipbuilding and tobacco growing in 1677, St. Michaels has held on to its nautical appeal. Resting on the Miles River in Talbot County, many come here from its maritime tranquility. A very walkable city; roam along the small downtown shops and pop into one of the local galleries to observe fine art. Snap some photos of the 19th-century Hooper Strait Lighthouse and the harbor. It's the perfect place to spend time with that one special person and hidden gem when it comes to the most beautiful cities in Maryland. 


Beach promenade at Salisbury, USA. 

Where folk art meets the essence of the coast, you have the quaint city of Salisbury. Donning white fenced bridges spanning over a river of its waterfront parks, 18th centuries homes, and an antique mall. You could say Salisbury is all things small town but found in a city. Visits and cheer on the local baseball team at Arthur W. Perdue Stadium. Or, browse the hand-carved birds at Ward Museum. Have little ones? No Worries. Go for an afternoon at the Salisbury Zoological Park. Enjoy a scrumptious meal and one of the restaurants and enjoy suds from the local craft Brewery. Salisbury entices many for its charm, making it one of the most scenic and beautiful cities of Maryland and perfect for a weekend getaway. 

Maryland houses some of the most scenic and stunning abodes on the Atlantic coast. From the impressive Chesapeake Bay, the marvelous rivers, the Appalachian Mountains, and the sandy or rugged shoreline. An image is worth a thousand words around each snaking road and over every mountain peak. If you have never been to America's smallest state, consider doing so. It's a destination of four-season wonder, from the falling leaves of autumn, snowy resort ski hills, luscious forests in the spring, and spectacular beaches in the fall.

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