Ocean City, Maryland/United States. Editorial credit: Yeilyn Channell / Shutterstock.com

8 of the Most Charming Towns in Maryland for 2024

Defined by its abundant waterways and coastlines along the Chesapeake Bay and Atlantic Ocean, Maryland boasts a rich history and diverse natural landscape. This mid-Atlantic state offers a mix of urban excitement and rural tranquility. Beyond bustling cities like Baltimore and Columbia, Maryland is home to captivating small towns such as Annapolis, with its impressive shoreline, and Elkton, famous for outdoor recreation at Elk Neck State Park. These towns provide enjoyable experiences minus the urban hustle and bustle, making Maryland a charming destination to explore.

Ocean City

Stores, shops, and eateries attract visitors on the Ocean City boardwalk. Editorial credit: George Sheldon / Shutterstock.com
Stores, shops, and eateries attract visitors on the Ocean City boardwalk. Editorial credit: George Sheldon / Shutterstock.com

Situated on a small island between the picturesque Isle of Wight Bay and the Atlantic Ocean coast, Ocean City is a resort town filled with rejuvenating experiences. For thrill-seekers, this coastal haven is packed with endless excitement. Whether surfing, paddleboarding, kayaking, or jet skiing at Ocean City Beach, there are countless ways to get your adrenaline pumping. If you prefer to relax, simply take in the refreshing breeze of the Atlantic Ocean and unwind on the sandy shores. And, of course, no visit to Ocean City is complete without a stroll along the iconic Ocean City boardwalk.

To get a closer look at Ocean City’s waters, book one of many local cruises, such as the Sea Rocket Speed Boat and Dolphin Cruise or the OC Bay Hopper Sunset Cruise. During these relaxing excursions, visitors can take in the ocean breeze and marvel at the stunning views along Assawoman Bay.

Annapolis

Annapolis, Maryland, USA downtown cityscape on Main Street at dawn.
Annapolis, Maryland, USA downtown cityscape on Main Street at dawn.

Located on the picturesque shores of the Chesapeake Bay, Annapolis is an enchanting town brimming with stunning natural landscapes and rich history. Dubbed America’s Sailing Capital, the town features an impressive 500 miles of shoreline, full of waterside destinations. One of the most popular ways to take in the coast is Sandy Point Beach, with its shallow waters perfect for children of all ages to swim in. Enjoy a picnic lunch or dinner at one of the beach's scenic picnic tables for a more relaxing time. Besides that, Triton Beach presents various recreational opportunities, including hiking, biking, and beach volleyball.

Don't miss the chance to visit the U.S. Naval Academy, where you can see how this prestigious college for the Navy prepares men and women to become officers in the U.S. Navy and Marine Corps. Established in 1845, the academy houses a museum that allures visitors with a glimpse into its historical treasures.

Salisbury

Aerial drone view of Salisbury city park bridge and lake Salisbury, Maryland.
Aerial drone view of Salisbury City Park bridge and Lake Salisbury, Maryland.

Situated at the head of the Wicomico River, Salisbury is the largest town in Maryland’s Eastern Shore region. With its incredible views and plethora of recreational activities, the Wicomico River is perfect for kayaking, fishing, and boating enthusiasts. The riverfront is also home to the endearing Salisbury Riverwalk, a lovely pathway ideal for walking, jogging, or simply soaking in the tranquil river views. Nearby, nature lovers will find a haven at Pemberton Historical Park, where several wooded trails and serene overlooks invite one to relax and unwind. The park is also famous for its annual wine festival, a lively event featuring live music and various fun activities.

For a family-friendly adventure, head to the Salisbury Zoo. This free-admission zoo is home to over 100 species of animals from North and South America. From playful river otters to majestic bald eagles, there's a zoo resident to captivate visitors of all ages.

Takoma Park

Takoma Park, Maryland. In Wikipedia. https://en.wikipedia.org/wiki/Takoma_Park,_Maryland By Farragutful - Own work, CC BY-SA 3.0, https://commons.wikimedia.org/w/index.php?curid=33000782
Takoma Park, Maryland. In Wikipedia. By Farragutful - Own work, CC BY-SA 3.0, Wikipedia

Gather round, fun lovers! If you're searching for a town where the excitement never stops, look no further than Takoma Park. This dynamic town celebrates art, music, and outdoor adventure year-round with events that keep the fun going. From cultural festivals like TFR Fun Day: National Ice Cream Day and Trivia Night to bustling farmers markets, there's always something happening in Takoma Park. The town boasts two popular farmers markets: Takoma Park and Crossroads Farmers Market. Both markets are not only great for finding fresh produce but also feature live music and unique artisan goods, making them delightful places to explore.

For outdoor enthusiasts, Belle Ziegler Park offers a serene space for hanging out, playing sports with family, or simply taking a stroll through the picturesque surroundings. Just a short distance away is Sligo Creek, a beautiful green oasis with long, winding, shaded trails perfect for walking, jogging, and biking.

Bel Air

Historic Bel Air Mansion, Maryland, USA.
Historic Bel Air Mansion, Maryland, USA.

If you're drawn to the idea of exploring a quaint town with a variety of beautiful parks, then Bel Air should be on your radar. Though it may be small, this town brims with opportunities to immerse yourself in nature through its picturesque landmarks. The Ma and Pa Heritage Trail is a standout feature, stretching 6.25 miles along an old railroad route, now a scenic walking path. Nearby, Bynum Run Park provides breathtaking water views, with ducks, geese, and seagulls adding to the tranquil atmosphere.

For a touch of history, visitors can opt for a tour of the Liriodendron Mansion. This gem, listed on the National Register of Historic Places, was once the home of Dr. Howard Kelly, one of Johns Hopkins Medical College’s founding physicians. The stunning 100-acre estate now serves as a wedding venue and houses a gallery on the second floor.

Elkton

The historic Little Wedding Chapel in Elkton, Maryland.
The historic Little Wedding Chapel in Elkton, Maryland.

Elkton, nestled near the Chesapeake Bay in Cecil County, is a town steeped in history and brimming with distinctive attractions. Once known as the "Gretna Green of the East," Elkton was famous for its swift marriages until 1938. Today, the town's historic wedding chapels continue to draw couples seeking a romantic getaway. Besides the old-era chapels, the nearby Gilpin’s Falls Covered Bridge is also a cultural hit. Apart from being the longest-covered bridge in Maryland, it has been renovated multiple times and boasts a charming red tint perfect for an Instagram background.

But Elkton isn’t just about love; it’s also a gateway to natural beauty. Elk Neck State Park features the iconic Turkey Point Lighthouse and offers a variety of outdoor activities, from hiking to kayaking. For more adventure, head to Gilpin’s Falls, where you’ll find diverse terrain, including rock formations, hills, and sandy areas, perfect for a day of exploration and excitement.

Hyattsville

Hyattsville, Maryland. In Wikipedia. https://en.wikipedia.org/wiki/Hyattsville,_Maryland By Famartin - Own work, CC BY-SA 4.0, https://commons.wikimedia.org/w/index.php?curid=57042790
Hyattsville, Maryland. In Wikipedia. By Famartin - Own work, CC BY-SA 4.0, Wikipedia

The quaint town of Hyattsville presents a novel mix of cultural attractions and natural beauty. Creativity thrives here, and you can see it at the Vanadu Art House. This quirky venue, created by Clarke Bedford, is filled with a fascinating collection of antiques, junk art, and historical objects. Art enthusiasts will also enjoy the Pyramid Atlantic Art Center, providing a variety of workshops and events in printmaking, papermaking, and book arts, making it an excellent destination for both beginners and seasoned artists.

At the heart of Hyattsville, Anacostia River Park stands out with its extensive opportunities for outdoor fun, wildlife spotting, and tranquil relaxation. The park features well-maintained trails perfect for hiking and biking, with a pleasing route for cyclists and pedestrians. With beautiful water views, the park is a favorite spot for nature lovers and fitness enthusiasts.

Cumberland

Brick architecture of the historic town of Cumberland in Maryland. Editorial credit: Kosoff / Shutterstock.com
Brick architecture of the historic town of Cumberland in Maryland. Editorial credit: Kosoff / Shutterstock.com

Nestled at the foot of the majestic Appalachian Mountains in Allegany County, Cumberland proudly lives up to its regal title as “The Queen City.” This vibrant town serves as a gateway to some of the most breathtaking natural wonders. Take a journey along the Great Allegheny Passage, a 150-mile trail stretching from Pittsburgh to Cumberland. This path is a paradise for hikers and bikers, presenting a thrilling ride through scenic landscapes. But Cumberland's allure doesn’t end there. The Chesapeake and Ohio Canal (C&O) is another gem, with its star attraction—the Paw Paw Tunnel, which is ideal for hiking and has cozy picnic spots.

For those seeking even more natural splendor, Rocky Gap State Park is a 3,000-acre playground of blue waters and rolling hills. The park’s sparkling lake invites you to dive into kayaking, while the expansive trails are perfect for hiking and biking. With its modern camping facilities, Rocky Gap combines adventure and comfort seamlessly.

Exploring Maryland’s charming small towns is like embarking on a journey through a tapestry of history and natural beauty. Each town has its own unique personality and special attractions, presenting a captivating blend of character and adventure. Whether catching waves at Ocean City Beach or tackling the rugged trails of Rocky Gap State Park, Maryland’s diverse geography ensures every visit is filled with exciting and memorable experiences. With such a variety of sights and activities, each town invites you to explore and delight in its distinct features.

Share
  1. Home
  2. Places
  3. Cities
  4. 8 of the Most Charming Towns in Maryland for 2024

More in Places