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The 9 Most Beautiful Cities in Maryland to Visit in 2024

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A trip to the East Coast of the United States would not be complete without stopping to experience the allure of the Old Line State. Famous for its fascinating cultural heritage, lush seafood scenery and unparalleled natural beauty, Maryland offers visitors charm beyond the hustle and bustle of bustling Baltimore and neighboring Washington DC. Quaint small towns are dotted throughout the scenic landscape, providing an ideal respite from everyday life. Their slow pace of life and relaxed country living introduce you to life's simple pleasures.

From colonial-era ports along the Chesapeake Bay to 19th-century river villages and quaint mountain communities, these charming Maryland cities are worth exploring, with architectural gems, iconic landmarks and scenic views around every corner. If you're planning a trip to the East Coast in the near future, any of the following destinations would make an excellent addition.

St. Michael

The area around St. Michaels. Image credit: Chris Ferrara / Shutterstock.com

This East Coast gem on the scenic shores of the Chesapeake Bay delights visitors with everything from Victorian architecture to gorgeous waterfront views to delicious blue crab cuisine. Since its founding in the mid-17th century, St. Michaels has witnessed groundbreaking events in the state's and country's existence, culminating in an unparalleled historical legacy that you can discover at the St. Michaels Museum. The Chesapeake Bay Maritime Museum showcases the city's nautical heritage by displaying various vessels used for different maritime activities on the Chesapeake Bay.

As you explore St. Michaels, you can admire time-honored landmarks like the Hooper Strait Lighthouse, which dates back to 1879. Travelers also come to town for its unique Chesapeake Bay cuisine, which includes delicious seafood that you can sample at Foxy's Harbor Grille while enjoying stunning ocean views.

Cumberland

Architecture of the city of Cumberland in Maryland. Image credit: Kosoff / Shutterstock.com
Architecture of the city of Cumberland in Maryland. Image credit: Kosoff / Shutterstock.com

Cumberland delights first-time visitors with mesmerizing views of the peaks of the Allegheny Mountains. The city invites you to enjoy the unparalleled beauty of its landscapes on a relaxing ride on the Western Maryland Scenic Railroad. The journey begins in downtown Cumberland and travels through dense backcountry forests against the backdrop of the Allegheny Mountains. The 3,000-acre Rocky Gap State Park offers endless outdoor opportunities, from hiking and camping to boating on the 243-acre Lake Habeeb.

In the downtown Cumberland district, visitors will find a quaint mix of museums, restaurants and galleries. The Allegany Museum details the region's interesting past, while the Cumberland Theatre is a regional arts center known for its compelling theatrical performances.

Cambridge

Lighthouse and marina of Cambridge, Maryland.
Lighthouse and marina of Cambridge, Maryland.

Cambridge transports tourists back to the East Coast region, where an idyllic coastal landscape and a rich historical heritage enhance their vacation. The city offers several outdoor spaces for those who want to forget their worries and relax. A good example is the riverside Long Wharf Park, which offers a long platform for relaxed, undisturbed strolls. At the end of the trail, you'll come across the Choptank River Lighthouse, a replica of a historic city landmark with postcard-worthy visuals.

Cambridge is a historic community that holds rare reminders of Maryland's formative years. The Harriet Tubman Museum and Educational Center is an excellent destination if you're interested in its history. The beautiful facility displays rare artifacts and shows short films that explore the history of slavery, the Civil War, and the Underground Railroad, among other notable eras.

Havre De Grace

The town of Havre De Grace is illuminated by the golden light of dusk. Image credit: Wirestock Creators / Shutterstock.com
The town of Havre De Grace is illuminated by the golden light of dusk. Image credit: Wirestock Creators / Shutterstock.com

Havre de Grace is a beautiful community in Harford County that is popular with travelers for its rich museum scene, small-town atmosphere, and cozy natural landscape. With numerous historical markers dotting the area, history buffs are in for a long and engaging lesson on the city's past. Havre de Grace is home to the Lock House Museum, which presents interesting American history related to canals and how they work. It also has the Havre de Grace Maritime Museum, which focuses on the region's maritime history.

The city's location at the confluence of the Chesapeake Bay and the Susquehanna River provides breathtaking views that guests can enjoy while strolling along the Havre de Grace Boardwalk. Don't forget to bring your camera, as you'll want to snap a photo of the beautiful Concord Point Lighthouse.

Berlin

Historic downtown Berlin, Maryland. Image credit: Kosoff / Shutterstock.com
Historic downtown Berlin, Maryland. Image credit: Kosoff / Shutterstock.com

A gem in Worcester County and the gateway to Assateague State Park, Berlin is home to a friendly community that prides itself on welcoming newcomers who want to explore its attractions. Visitors get a taste of the overall camaraderie at the Berlin Farmers Market while interacting with local artisans and farmers. Downtown Berlin is a vibrant historic district with Victorian buildings that house restaurants, museums, breweries and other local businesses. The Calvin B. Taylor House transports guests to 19th-century Berlin by offering them the opportunity to explore its rare antiques and memorabilia.

The Mermaid Museum also showcases a quirky side of Berlin with an unusual display of mermaid-related merchandise, clothing, souvenirs, decorative items and more. After your wanderings around the city, one of the best ways to end the day is by stopping by Burley Oak Brewing Company for a pint of locally brewed beer.

Oxford

South Morris Street, Oxford's main street on a sunny day. Image credit: JE Dean / Shutterstock.com
South Morris Street, Oxford's main street on a sunny day. Image credit: JE Dean / Shutterstock.com

Seaside towns are some of the most picturesque places in Maryland, and Oxford is right up there, especially if you want to avoid the crowds. The waterfront location guarantees visitors remarkable opportunities on the water. Safe Harbor Oxford Marina offers access to charter boats for a relaxing cruise that lets you explore the city from the water. The downtown Oxford Museum helps preserve the community's historical heritage, displaying a number of archives and artifacts that document significant events in the city over the years.

Food lovers can look forward to delicious flavors downtown, as it has a bustling restaurant scene. If you like seafood, you'll love the crab dishes at Doc's Sunset Grille. And finally, the Tred Avon Players entertains vacationers with live theater performances.

Easton

The corner of Dover and Harrison Streets in Easton, Maryland on the Eastern Shore. Photo credit: JE Dean / Shutterstock.com
The corner of Dover and Harrison Streets in Easton, Maryland on the Eastern Shore. Photo credit: JE Dean / Shutterstock.com

This artistic community in Talbot County showcases its colorful identity through a rich mix of art galleries. Travelers come from far and wide to explore the city's vibrant art scene. Easton is home to the Academy Art Museum, a regional center known for displaying beautiful artwork and exciting live performances in a 20th-century building. Additionally, the Troika Gallery focuses on artwork, showcasing everything from oil to pastel paintings.

Those interested in fascinating local history will enjoy the exhibits at the Talbot County Historical Society. However, if you prefer to explore the outdoors, you can head to Idlewild Park and enjoy its relaxed atmosphere. There are also amenities there such as picnic tables, a walking trail, and a playground for the public's entertainment.

Ocean City

Wide aerial view of Ocean City, Maryland.
Wide aerial view of Ocean City, Maryland.

This charming Ocean City beach resort is the perfect place for a family vacation. Although it is home to only about 7,000 residents, it is always bustling with tourists looking to enjoy the beautiful weather and calming beach scenery. The Ocean City Boardwalk is a popular corridor with a mix of restaurants, shops and rides that is always busy with family-friendly activities. The boardwalk is right next to Ocean City Beach, a 10-mile stretch of sand that is ideal for sunbathing and strolling.

Several amusement parks along the scenic coastline, including Trimper Rides, promise unadulterated fun for all ages. The facilities keep guests on their toes with thrilling rides and a timeless carousel, among other attractions.

Salisbury

Wicomico County, Maryland. In Wikipedia. https://en.wikipedia.org/wiki/Wicomico_County,_Maryland By Nyttend – Own work, Public domain, https://commons.wikimedia.org/w/index.php?curid=55419153
Wicomico County, Maryland. In Wikipedia. By Nyttend – Own work, Public Domain, Wikipedia

Maryland's Eastern Shores is home to many gems, including this beautiful spot in Wicomico County. Salisbury offers a little bit of everything to ensure an excellent experience for all travelers. It is home to the Salisbury Zoological Park, which invites animal lovers to inspiring encounters with cute native and exotic wildlife species. The Centre At Salisbury offers shopping enthusiasts wonderful opportunities to shop in a sprawling regional mall with shops, restaurants and entertainment centers.

Those who enjoy the outdoors will love the tranquil atmosphere of Schumaker Park, which features a picturesque pond and disc golf course. Those interested in history will certainly want to tour the Poplar Hill Mansion, a beautifully restored home with a history that dates back to 1795.

Exploring these history-rich cities promises adventure around every picturesque corner, from strolling down historic streets lined with preserved architecture to breathtaking views of the Chesapeake Bay and its tributaries. Their charming downtown neighborhoods, maintained for centuries, guarantee an unforgettable cultural education and insight into the state's enduring heritage. A trip to one of the highlighted Maryland cities is a holistic experience that leaves a lasting impression that keeps tourists coming back.