9 Most Charming Small Towns In Maryland
From the beautiful coast to vibrant cities such as Baltimore and Annapolis, Maryland is a great state to visit. Travelers can enjoy colonial architecture, fresh seafood, scenic byways, and outdoor activities, making it an exciting destination. While big cities such as Baltimore have bustling streets and famous attractions such as Inner Harbor, Maryland's smaller towns offer a more peaceful vacation. Many of Maryland's small towns have a cozy atmosphere with a rich history and beautiful natural landscapes, making them the perfect place for a vacation to recharge. Maryland is home to many charming small towns, but here we explore Maryland's nine most charming small towns.
St. Michaels
St. Michaels is a dreamy town in Maryland with waterfront views along the Miles River and lush gardens. The town has a combination of serene harbor views and rich Chesapeake Bay history. Learn about this history at the town's Chesapeake Bay Maritime Museum. This must-visit gem explores the rich maritime history of the Chesapeake Bay. The museum is over 18 acres and has a working boatyard. After, expand on your knowledge of the town's history by visiting St. Michael's Museum at St. Mary’s Square. Learn about the town's development through artifacts, photographs, and exhibits. Looking for some waterfront views? Relax and admire the beautiful Miles River on a cruise down the river. There are a variety of companies offering boat cruises, some even offer a sunset boat cruise. Another way to appreciate the town's beauty is by taking a stroll down the St. Michaels Nature Trail. Overall, the natural beauty and historic sites in town make St. Michaels one of Maryland's most charming towns.
Havre de Grace
Havre de Grace is another town in Maryland with a lot of natural beauty. The town has a boardwalk, a little under a mile long, called Havre de Grace Promenade, where visitors can walk along the Susquehanna River and enjoy scenic views of Chesapeake Bay. Susquehanna State Park is also near the town. This is a great spot to spend an afternoon enjoying the area's fresh air and natural scenery. The park has trails such as the Lower Susquehanna Heritage Greenway, which runs along the river, that are the perfect spot for an afternoon hike. Havre de Grace also has unique cultural landmarks, such as the Concord Point Lighthouse. This is Maryland's oldest publicly accessible Lighthouse, dating back to 1827.
Berlin
Berlin is a town with something for everyone. Nature lovers will enjoy exploring Berlin's Assateague State Park. The park has wild horses, beautiful beaches, and trails. To enjoy the best of the beach by bike, check out the Assateague National Seashore Bike Path. The path starts at the visitor center and takes visitors along the shore, offering opportunities to enjoy views of wildlife and maybe even horses. Beyond the outdoors, Berlin is home to some quirky attractions that add to the town's charm, including the Mermaid Museum. This is a great spot to take the family for an afternoon to explore mermaid lore. The Ghost Museum is another unique museum in Berlin. Here, visitors can learn about the spooky side of the town's history. The exhibits feature local legends and ghost stories.
Thurmont
Thurmont is a beautiful town in the Catoctin Mountains, one of Maryland's natural wonders. From rich landscapes to historic sites, there is an undeniable charm to the town. One of the town's most beloved attractions is Cunningham Falls, located in Cunningham Falls State Park. Enjoy a hike through a picturesque, lush forest to get to a towering waterfall that plunges 78 feet into a rocky pool. This spot is perfect for taking photos or just enjoying the beautiful scenery. Another spot in the area for hiking and enjoying nature is Catoctin Mountain Park. The park has breathtaking views of the surrounding mountains and valleys. Thurmont also has some charming historic sites, such as the Roddy Road Covered Bridge. This is a great spot for a photo op and is one of the few remaining covered bridges in Frederick County. History buffs will enjoy visiting the town's Catoctin Furnace from 1774, which provided ammunition during the American Revolution. There is an on-site museum dedicated to this part of history.
Boonsboro
A town rich in history, Boonsboro is a charming town with lots of fun attractions! Check out the town's Crystal Grottoes Caverns, a local hidden gem. This cavern is unique as the only show cave in the entire state. There are guided tours available where visitors can learn about the geological formation of the caverns. If going underground is not for you, there is a lot in Boonsboro above ground to enjoy. Greenbrier State Park is a beautiful park in the area with opportunities for hiking and enjoying a tranquil natural landscape. Pack a lunch and enjoy a picnic with the family at one of the park's picnic areas. In the heart of the town, Boonsboro has some cute historic attractions and charming shops. Check out the Boonsborough Museum of History to see Civil War relics and local history exhibits. Afterwards, head to Turn the Page Bookstore for a cozy atmosphere filled with new and used books.
Oxford
From historic walking tours and dining at local seafood restaurants to waterfront views, it is no wonder that Oxford made the list of charming towns in Maryland. The University town has different self-guided walking tours of the town that take visitors to colleges, churches, museums, and shops. Check out Kebel College, one of the University of Oxford's historic buildings, opposite the University Museum. Visit the Oxford University Museum of Natural History to see some cool exhibits from a range of species, including the Dodo specimen and the remains of the Oxfordshire dinosaurs. Afterwards, head to the Tred Avon River for a peaceful ferry ride on the Oxford-Bellevue Ferry. This is also a historic site as it is thought to be America's oldest privately owned ferry. The business has been operating since 1683. Finish off the day with a delicious seafood dinner from Robert Morris Inn.
Chestertown
A charming small town on the beautiful Chester River, Chestertown is full of history and creativity. Explore the town's vibrant spirit at the MassoniArt Gallery. The gallery shows contemporary art pieces from paintings to sculptures, and its exhibits rotate regularly. Afterwards, experience local theater at the Garfield Center for the Arts. The theater is an important part of the community and runs community programs, plays, and concerts. Check out what is playing for some afternoon entertainment. A fascinating museum to visit in town is the Historical Society of Kent County. The museum has exhibits that tell the story of Kent County. Reflect on the local community and culture as you walk through the exhibits. After a day of exploring, relax and enjoy waterfront views at the Safe Harbor Great Oak Landing.
Frostburg
Despite the town's small size, Frostburg is a captivating town to visit with an unparalleled charm. Step back in time at the town's Thrasher Carriage Museum. The unique museum features a collection of horse-drawn carriages from the 1800s and early 1900s. Explore the beautifully restored carriages, which range in style from elegant Victorian-era carriages to rustic wooden farm carriages. Also, explore the local Frostburg Museum, which tells the story of the town's past. Learn about the importance of coal mining in the area, and see exhibits on genealogy and the National Road. Afterwards, enjoy the natural scenery in the area on the Western Maryland Scenic Railroad. Hop aboard for a nostalgic adventure and enjoy the picturesque mountain view.
Cambridge
Last, but not least on this list of charming towns is Cambridge, a cute town on the Eastern Shore of Maryland. The town has a rich cultural history, with attractions such as the Harriet Tubman Museum. This museum shows the life of Harriet Tubman, featuring exhibits on her role in the Underground Railroad. There are many historic buildings throughout the town, adding to Cambridge's charm. Check out the historic architecture of the Dorchester County Courthouse, which has beautiful brickwork. Cambridge also has a vibrant local artist scene. Head over to the Cambridge Main Street Gallery to see the work of local artists.
Why Visit These Charming Towns
Overall, these nine towns are some of the most charming towns in Maryland. Each one has something unique to offer. Whether you are a nature lover looking to admire the beauty of mountain views or a history buff looking to learn about local history, there is something for everyone in these charming towns. Beyond the charm of their historic attraction, natural beauty, and opportunities for sightseeing, these towns have a friendly, warm ambience that invites visitors to stay longer and rest. Relax and let yourself unwind in the cozy comfort of small-town living. Take some pictures with friends and family at natural sites, then stroll down the streets with cute brick buildings and local shops. Whatever you are looking for on your next vacation, a trip to any of these towns will be a trip to remember.
