Ellicott City, Maryland

13 Most Scenic Maryland Towns

Within the diverse landscape of the Old Line State, Maryland, lie a multitude of towns, each with its unique charm and captivating vistas. These are the unheralded gems that beckon travelers seeking authentic experiences beyond the usual tourist hotspots. In the heart of the Chesapeake Bay, towns like Havre de Grace and its Concord Point Lighthouse showcase maritime history, while nearby Vienna invites you to explore the serene Nanticoke River. Cumberland, nestled in the Appalachian Mountains, whispers tales of a bygone era with its Allegany Museum and Western Maryland Scenic Railroad. So get ready for a journey through Maryland's most scenic towns, where the essence of this remarkable state unfolds in every cobblestone, riverside trail, and historic landmark. 

Berlin

Berlin, Maryland: Historic Warrenton Virginia, Fauquier County. Old brick buildings and narrow streets. Small souvenir shops for tourists, via Kosoff / Shutterstock.com
Berlin, Maryland: Historic Warrenton Virginia, Fauquier County. Old brick buildings and narrow streets. Small souvenir shops for tourists, via Kosoff / Shutterstock.com

In the driving vicinity of Delaware, "America's Coolest Small Town," Berlin, gives way to the Calvin B. Taylor House Museum, a Victorian-era home turned museum. Inside, you will find a fascinating collection of artifacts that showcase the town's history, from its early days as a trading post to its role in the Civil War. The Globe Theater is an intimate venue hosting live performances, independent films, and art exhibitions, making it a cultural hub for the community. A visit to the Burley Oak Brewing Company offers a chance to savour some exceptional craft beers in a laid-back atmosphere. You can also visit the serene Assateague Island National Seashore, just a short drive away. Here, you can look at the wild ponies, hike scenic trails, or relax on pristine beaches.

Chesapeake City

Chesapeake City along the Chesapeake and Delaware Canal, via Jennifer Schmidt - https://www.fhwa.dot.gov/byways/photos/65272 on Wikipedia
Chesapeake City along the Chesapeake and Delaware Canal, via Jennifer Schmidt - https://www.fhwa.dot.gov/byways/photos/65272 on Wikipedia

Chesapeake City offers a captivating waterside escape. The first thing to do is a walk along the picturesque C&D Canal, where you can watch ships glide through this vital maritime artery. The Chesapeake Inn Marina & Restaurant, besides offering delectable seafood, promises breathtaking views of the canal and is an ideal spot to watch the sunset. The C&D Canal Museum provides insight into the waterway's rich heritage with exhibits showcasing the canal's construction, maritime artifacts, and its role in shaping the region. Afterward, you can rent a kayak or paddleboard to explore the tranquil backwaters and marshes. The C&D Canal Wildlife Area, where hiking trails wind through scenic wetlands, offers birdwatching opportunities for white egrets, bald eagles, and great blue herons. 

St. Michaels

Some of the shops and stores in St Michaels, via George Sheldon / Shutterstock.com
Some of the shops and stores in St Michaels, via George Sheldon / Shutterstock.com

St. Michael's unique charm stems from its maritime heritage, which you can explore at the Chesapeake Bay Maritime Museum. Here, you will discover historic boats, including the iconic Skipjack, lighthouses, and exhibits on the region's coastal history, oystering, and crabbing. Don't forget to visit the Lyon Distilling Company, where you can sample handcrafted rum and learn about the art of distillation. A hidden gem in the area is the Oxford-Bellevue Ferry, the nation's oldest privately owned ferry service, offering a nostalgic trip across the Tred Avon River and a glimpse into a bygone era. A scenic cruise aboard the Patriot, a vintage yacht, is another good idea. You will sail the tranquil waters of the Chesapeake Bay while savouring freshly caught seafood.

Boonsboro

Boonsboro Maryland from South Mountain
Boonsboro Maryland from South Mountain

The rolling hills of Maryland hide the beautiful town of Boonsboro in its lap. South Mountain State Battlefield and Antietam National Battlefield, nearby, offer a glimpse into the past, with preserved Civil War sites and informative visitor centers. You can also plan a visit to Crystal Grottoes Caverns, a remarkable underground labyrinth filled with glittering crystal formations, to admire its mystical depths and marvel at the natural wonders of stalagmite, stalactite, and helectite hidden beneath the surface. In the evening, you should head to Dan's Restaurant and Tap House, where you can sip craft beers and mouth watering dishes made from locally sourced ingredients. And make some time for the Washington Monument State Park, where you can climb to the top of the first monument dedicated to George Washington.

Thurmont

Corner of Main and Water in downtown Thurmont, By Andrew Bain - Own work, CC BY-SA 3.0, File:Thurmont MD Corner of Main and Water.jpg - Wikimedia Commons
Corner of Main and Water in downtown Thurmont, By Andrew Bain - Own work, CC BY-SA 3.0, File:Thurmont MD Corner of Main and Water.jpg - Wikimedia Commons

Outdoor adventure is what makes Thurmont an appealing and scenic Maryland destination. Adventure is most prominent at Cunningham Falls State Park, where the cascading namesake waterfall and the serene Hunting Creek Lake provide a perfect backdrop for picnics, hiking, and swimming. Thurmont's historic heritage is on display at the Catoctin Furnace Historical Society, where you can delve into the town's iron-making history and its role in the Revolutionary War via its educational tours, Fall Fest, and Iron Festival. Loy's Station Covered Bridge, a stunning relic of the past spanning the picturesque Owens Creek, makes for an incredible photography spot. And if you want to hand-feed giraffes, then add the Catoctin Wildlife Preserve and Zoo to your list.

Ellicott City

Intersection in downtown Ellicott City, Maryland.
Intersection in downtown Ellicott City, Maryland.

The oldest surviving train station in America, the Ellicott City Station, which now houses the B&O Railroad Museum, gives Ellicott City its introduction of glory. Here, you can move from one room to another, learning about the town's early industrial success. Don't miss the Patapsco Female Institute Ruins, a hauntingly beautiful historic site that once served as a girls' school. The ruins provide a unique backdrop for photography and offer panoramic views of the Patapsco River Valley. One thing you cannot miss is the Trolley Line Number 9 Trail, meandering through lush forests and along the scenic Patapsco River. Finally, savour a meal at Tersiguel's French Country Restaurant, an iconic spot offering classic French cuisine in a rustic setting.

Hancock

Downtown Hancock, Maryland. Image credit Alejandro Guzmani via Shutterstock
Downtown Hancock, Maryland. Image credit Alejandro Guzmani via Shutterstock

Hancock invites you to discover its rustic charm with a journey at the C&O Canal National Historical Park, where you can explore the remnants of a bygone era, including lockhouses and an intriguing exhibit at the Hancock Visitor Center. You can also venture along the canal towpath for picturesque views and hiking opportunities. But Hancock's hidden wonder lies beneath the surface at the Sideling Hill Overlook and Rest Area. Here, you will witness the mesmerizing geologic wonder of a road cut through the striking Sideling Hill Anticline, displaying millions of years of Earth's history. Dining at Buddy Lou's Eats, Drinks, & Antiques is a must – enjoy a meal surrounded by eclectic antiques.

Cumberland

Cumberland, Maryland, with bridges over the Western Potomac River.
Cumberland, Maryland, with bridges over the Western Potomac River.

Cumberland, known as the "Queen City," lies within the embrace of the Appalachian Mountains. You can book a ride on the Western Maryland Scenic Railroad, a vintage steam locomotive taking you on a picturesque ride through the mountains. Don't miss the Chesapeake & Ohio Canal National Historical Park, where you can witness the impressive Paw Paw Tunnel—a true engineering marvel of the 19th century. Hidden gem alert: Check out the Cumberland Bone Cave, where you'll find ancient fossils and evidence of creatures that roamed the region thousands of years ago. If you are up for a challenging hike, tackle the nearby Evitts Mountain Trail for breathtaking vistas of mountain laurel thickets, rhododendrons, and hemlock forests.

Kensington

Kensington, Maryland: Suburban train station in Maryland, Tony Quinn / Shutterstock.com
Kensington, Maryland: Suburban train station in Maryland, Tony Quinn / Shutterstock.com

Kensington is a serene suburban enclave just a stone's throw from the nation's capital. Walk around the Wheaton Regional Park, boasting a tranquil lake, hiking trails, and the beautiful Brookside Gardens. Find your way to the National Museum of Health and Medicine, home to an intriguing collection of medical artifacts, including specimens related to Abraham Lincoln's assassination. Art lovers will appreciate the unique sculptures scattered around the town as part of the "Sculpture on the Trail" program. The Antique Row, a strip of antique shops, including Georgina’s G&G Antiques, Antiques & Uniques, and Goldsborough Glynn Classic Furnishings & Finds, is where you can uncover vintage treasures and rare collectibles.

Rock Hall

Street view in Rock Hall, By Captain Bluecrab - Own work, CC BY-SA 3.0, File:Main Street Dentist.jpg - Wikimedia Commons
Street view in Rock Hall, By Captain Bluecrab - Own work, CC BY-SA 3.0, File:Main Street Dentist.jpg - Wikimedia Commons

Rock Hall is a maritime haven boasting the Watermen's Museum. You can discover the art of oystering and crabbing through fascinating exhibits and gain insights into the lives of the local watermen. Don't forget to bring your binoculars for birdwatching, as the Eastern Neck National Wildlife Refuge is a hotspot for migratory birds. You can catch a Zebra Swallowtail, Canvasback, or Bald Eagle in all their brightest. But Rock Hall's hidden wonder awaits beneath the waves. The town boasts some of the East Coast's best kayaking and sailing opportunities. You can always rent a kayak at Chester River Kayak Adventures or charter a sailboat at Haven Charters to explore secluded coves. 

Chestertown

Aerial summer view of colonial Chestertown on the Chesapeake Bay in Maryland
Aerial summer view of colonial Chestertown on the Chesapeake Bay in Maryland

The colonial gem of Chestertown welcomes you aboard the Schooner Sultana, a meticulously recreated 18th-century vessel. You can take a guided sail on the Chester River aboard the Sultana to experience life on the high seas as it was in colonial times. Wilmer Park is a must-visit for its vibrant Chestertown Tea Party Festival commemorating the town's tea-tossing protest, Aunt Sarah’s Playground, kayak launches, and modern art sculptures. You should stroll along High Street to admire well-preserved 18th-century architecture, including the grand Geddes-Piper House. Don't miss the Chester River Wine & Cheese Co. for a taste of local flavors of gourmet cheese, frozen pasta, wine, olives, and antipasti.   

Havre De Grace

Concord Point Light in Havre de Grace, Maryland.
Concord Point Light in Havre de Grace, Maryland.

Havre De Grace is where Havre De Grace Decoy Museum pays an ode to the town's waterfowl hunting heritage. You can admire the intricate artistry of decoy makers and learn about the Chesapeake Bay's rich hunting traditions. You can ascend the spiral staircase of the Concord Point Lighthouse, one of the oldest lighthouses on the East Coast, for panoramic views of the Susquehanna River and Chesapeake Bay. Nearby, the Susquehanna Museum at the Lock House offers a glimpse into the region's canal and railroad history. What truly sets Havre De Grace apart is its annual Havre De Grace Art Show, a vibrant celebration of local talent in its parades, art stalls, and music events.

Vienna

Intersection of Market and Race Streets in Vienna, Maryland. Image credits: Acroterion via Wikimedia Commons
Intersection of Market and Race Streets in Vienna, Maryland. Image credits: Acroterion via Wikimedia Commons

Maryland's Eastern Shore has a quaint and hidden gem in Vienna. The Vienna Heritage Museum, a lesser-known treasure that celebrates the town's history, including its once-thriving shipbuilding industry, allows you to discover artifacts and stories that illuminate Vienna's past. As you explore the Nanticoke Riverwalk by kayak or canoe or walk, keep an eye out for the historic Pine Street Bridge, a charming relic from the past. What makes Vienna truly special is its annual Nanticoke Riverfest, a lively celebration of the river's importance to the community, where you get to enjoy boat races, live music, and delicious seafood, all while basking in the town's warm hospitality.

In conclusion, Maryland's scenic towns are about embracing the essence of the region. Whether you are exploring the maritime heritage of Havre de Grace, hiking the Appalachian trails in Cumberland, or immersing yourself in the history of Chestertown, each town boasts a unique character and an abundance of activities to engage in. While discovering these towns, don't forget to explore the lesser-known wonders – the hidden museums, unique cultural attractions, and offbeat adventures that add depth to your Maryland journey. Take a boat ride along the Chesapeake Bay, climb to the top of a historic lighthouse, or paddle down a serene river – the possibilities are as diverse as the towns themselves.

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