Read: 19 Best Things to Do in Southern Maryland 2026 | Waterfront, Food & Local Spots

Southern Maryland is one of those regions that surprises people once they spend real time here. It’s quieter than the core DMV, but still full of waterfront views, historic towns, and local spots that feel genuinely rooted in the area.

If you’re visiting for a wedding or planning a full weekend around your event, there’s more to do than just show up for the ceremony and leave the next morning. From restaurants along the Potomac River to small-town main streets, parks, and day trips, the region offers a mix of relaxed and intentional experiences.

Below, we’ve rounded up 19 things to do in Southern Maryland to help you build out your time here, whether you’re hosting guests or exploring it yourself.

Experience the Charm of Southern Maryland

Welcome to The Pavilion at Weatherly

Before we get into the list, a quick introduction. The Pavilion at Weatherly is a private waterfront wedding venue located near historic Point Lookout along the Potomac River. Set on 25 acres with more than 600 feet of shoreline, the property offers a quiet, expansive setting for events in Southern Maryland.

Guests arrive by way of a long, tree-lined drive that leads to a Georgian Colonial Manor House, with ceremony and reception spaces spread across the estate. The setting is designed to feel both refined and relaxed, shaped by the surrounding landscape and river views.

Best Things to Do in Southern Maryland 🦀

Outdoor Excursions and Natural Wonders

From outdoor adventures to cultural experiences, Southern Maryland offers a diverse array of tourism destinations for visitors to enjoy. Whether you’re seeking relaxation, recreation, or exploration, you’ll find something to suit your interests in this scenic region. Explore the stunning natural beauty of Southern Maryland with these must-visit destinations:

1. Calvert Cliffs State Park: Discover breathtaking views of the Chesapeake Bay and explore miles of scenic hiking trails while searching for ancient fossils along the sandy shores.
2. Myrtle Point Park: Enjoy a peaceful day by the water at this hidden gem, offering serene picnicking spots, tranquil nature trails, and stunning views of the Patuxent River.
3. Greenwell State Park: Immerse yourself in nature at this picturesque park, where you can hike through lush forests, kayak along tranquil waterways, and enjoy family-friendly activities like fishing and picnicking.
4. Annmarie Sculpture Garden & Arts Center: Wander through enchanting sculpture gardens, discover captivating art exhibitions, and participate in creative workshops at this vibrant cultural hub nestled in the heart of Southern Maryland.
5. Newtowne Neck State Park: Escape the hustle and bustle of city life and reconnect with nature at this pristine waterfront park, offering secluded beaches, scenic hiking trails, and abundant wildlife viewing opportunities.
6. Jefferson Patterson Park and Museum: Step back in time and explore the rich history of Southern Maryland at this fascinating archaeological site and museum, featuring historic exhibits, walking trails, and educational programs for all ages.
7. Bushwood Wharf Pier: Cast your line and reel in the catch of the day at this popular fishing spot along the shores of the Potomac River, known for its abundant marine life and stunning sunset views.

History and Heritage

1. Piney Point Lighthouse Museum & Historic Park: Discover the maritime heritage of Maryland at the Piney Point Lighthouse Museum & Historic Park. Located on the picturesque shores of the Potomac River, this historic site features a beautifully restored lighthouse dating back to 1836. Visitors can climb to the top of the lighthouse for panoramic views of the surrounding waterways and explore exhibits detailing the area’s maritime history, including displays on lighthouse keepers, local shipwrecks, and navigation technology. The park also offers scenic picnic areas, nature trails, and a maritime museum showcasing artifacts and memorabilia from the region’s seafaring past.
2. Surratt House Museum: Step into the world of Civil War-era Maryland at the Surratt House Museum. This historic home, located in Clinton, Maryland, was once owned by Mary Surratt, who was implicated in the conspiracy to assassinate President Abraham Lincoln. Today, the museum offers guided tours that provide insight into Mary Surratt’s life and her connections to the Lincoln assassination plot. Visitors can explore the meticulously restored rooms of the house, including the tavern room where John Wilkes Booth and his co-conspirators reportedly met, and learn about the events leading up to Lincoln’s tragic death. With its fascinating history and well-preserved artifacts, the Surratt House Museum offers a compelling glimpse into one of the most dramatic chapters in American history.
3. Calvert Marine Museum: Step inside the museum’s exhibits to explore artifacts, interactive displays, and multimedia presentations that showcase the Chesapeake Bay’s unique ecosystem and maritime traditions. Discover the stories of the people who have called the bay home for centuries, from Native American tribes to European settlers and modern-day watermen.
4. Patuxent River Naval Air Museum: Delve into the rich history of naval aviation at the Patuxent River Naval Air Museum. Located near Naval Air Station Patuxent River, this fascinating museum showcases a diverse collection of aircraft, artifacts, and exhibits highlighting the contributions of the U.S. Navy, Marine Corps, and Coast Guard to aviation technology and innovation. Visitors can explore interactive displays, climb into cockpit simulators, and learn about the pioneering aviators who have shaped the course of flight history. Whether you’re a history buff or an aviation enthusiast, the Patuxent River Naval Air Museum offers a captivating journey through the skies.

Local Flavors and Festivities

1. Scuttlebutt Restaurant & Marina: Set along the scenic waterfront, the restaurant offers a delightful dining experience with stunning views of the Chesapeake Bay. Specializing in fresh seafood and classic American fare, this charming eatery serves up mouthwatering dishes such as crab cakes, grilled fish, and steamed shrimp. Guests can dine al fresco on the spacious outdoor patio or enjoy a cozy meal indoors surrounded by nautical-themed decor. With its relaxed atmosphere and delicious cuisine, Scuttlebutt is a favorite destination for locals and visitors alike.
2. Captain John’s Crab House: Craving the ultimate seafood feast? Look no further than Captain John’s Crab House. Located in the heart of Maryland’s crab country, this family-owned restaurant is renowned for its succulent steamed crabs, crab cakes, and seafood platters. Diners can enjoy waterfront dining on the outdoor deck while savoring panoramic views of the scenic Patuxent River. With its casual vibe and generous portions, Captain John’s is the perfect spot to satisfy your seafood cravings.
3. The RIVAH: Experience Southern-inspired cuisine with a modern twist at The RIVAH. Situated in a historic building overlooking the picturesque Wicomico River, this upscale eatery offers an innovative menu featuring locally sourced ingredients and seasonal specialties. From gourmet burgers and fresh salads to decadent seafood entrees and artisanal cocktails, there’s something to please every palate at The RIVAH. With its elegant ambiance and attentive service, it’s the ideal spot for a romantic dinner or special celebration.
4. The Point Grill: Tucked away in a quaint waterfront village, The Point Grill offers a laid-back dining experience with panoramic views of the Chesapeake Bay. Featuring a menu of classic American favorites and regional seafood dishes, this cozy restaurant is a favorite among locals and visitors alike. Diners can enjoy fresh oysters, juicy burgers, and flavorful salads while soaking up the tranquil ambiance of the waterfront setting. With its welcoming atmosphere and delicious food, The Point Grill is a hidden gem waiting to be discovered.
5. Hot Pot Chinese: Satisfy your cravings for authentic Chinese cuisine. Located in the heart of Maryland, this cozy eatery specializes in traditional hot pot dishes made with fresh, flavorful ingredients. Diners can customize their hot pot creations by choosing from a variety of meats, seafood, vegetables, and savory broths. In addition to hot pot, the restaurant also offers a wide selection of classic Chinese dishes, including stir-fries, noodles, and dim sum. With its vibrant flavors and cozy atmosphere, Hot Pot Chinese is a must-visit destination for food lovers.

Indoor Activities

1. Scary Strokes – Mini Golf and Arcade: Unleash your competitive spirit at Scary Strokes, an indoor entertainment center offering a thrilling combination of mini golf and arcade games. Put your way through 18 holes of glow-in-the-dark mini golf, complete with spooky themes and challenging obstacles that will test your skills and creativity. Afterward, head to the arcade area to enjoy a wide selection of classic and modern arcade games, from pinball and air hockey to racing and shooting games. With its lively atmosphere and family-friendly fun, Scary Strokes is the perfect destination for a day of indoor excitement.
2. Still Creek Vineyards: Indulge in a wine-tasting adventure at Still Creek Vineyards, a cozy winery nestled in the heart of Maryland’s wine country. Step inside the rustic tasting room and sample a selection of handcrafted wines made from locally grown grapes, including crisp whites, robust reds, and elegant rosés. Learn about the winemaking process from knowledgeable staff members as you sip and savor each unique varietal. With its warm hospitality and serene ambiance, Still Creek Vineyards offers a relaxing escape from the hustle and bustle of everyday life.
3. Port of Leonardtown Winery: Experience the art of winemaking at Port of Leonardtown Winery, a boutique winery located in historic Leonardtown. Settle into the inviting tasting room and enjoy a flight of award-winning wines crafted from grapes grown in Maryland’s fertile soil. From crisp Chardonnays to velvety Merlots, each wine reflects the unique terroir of the region and the skill of the winemaker. After your tasting, stroll through the scenic vineyards and soak up the picturesque views of the surrounding countryside. With its charming ambiance and exceptional wines, Port of Leonardtown Winery is a hidden gem waiting to be discovered.

FAQs: Planning Your Southern Maryland Attractions

What is Southern Maryland best known for?

Southern Maryland is best known for its waterfront setting, small historic towns, and easy access to the Chesapeake Bay and Potomac River. The region has a strong connection to the water, from crabbing and boating to waterfront dining and scenic views that shape the overall pace of the area.

It’s also known for its colonial history, with sites like Point Lookout and St. Mary’s City offering a look into early American life. Today, that history blends with a more relaxed, local feel, where visitors can explore parks, marinas, and town centers without the crowds you’ll find closer to Washington, D.C.

Are there any accessible attractions for families with children?

Yes. Southern Maryland has a range of family-friendly attractions that are easy to navigate with children. You’ll find interactive museums, waterfront parks, and nature centers that offer space to explore without feeling crowded or overwhelmed.

Many public parks in the area include playgrounds, picnic areas, and short walking trails, making them ideal for younger kids. Attractions like local farms, wildlife areas, and small-town main streets are also more relaxed and accessible than larger tourist destinations, making planning around a wedding weekend much easier for families.

What is the southernmost part of Maryland?

The southernmost part of Maryland is St. Mary’s County, located at the state’s southern tip. St. Mary’s County is bordered by the Potomac River to the west and the Patuxent River to the east, with the Chesapeake Bay to the east of the county. It is known for its rich history, scenic landscapes, and charming waterfront towns.

What are some other nearby cities and attractions?

• Lexington Park
• Smithsonian Museum
• Mallows Bay
• Mechanicsville
• Breton Bay
• Solomons Island
• Fenwick Island
• Tuscany-Canterbury
• Cobb Island
• Smallwood State Park
• Cove Point Winery
• Long Wharf Park

Where is your wedding venue located?

We are located in Newburg, MD, along the Potomac River.

We’ve created this helpful map so you can make the most of your wedding day (or weekend!) in Maryland. Explore local lodging options, landmarks, and nearby restaurants near our venue.

When is the best time to visit Maryland?

Planning Your Visit to MD

We offer more than just things to do in Southern Maryland. Our weekend wedding experiences give you the opportunity to turn a single event into a full getaway, with space to explore, relax, and spend time with the people you’ve invited in.

If you’re considering hosting your wedding here, The Pavilion at Weatherly provides a private waterfront setting along the Potomac River, with room for both the event itself and the moments around it. From arrival to last call, the property is designed to support a smooth, well-paced celebration.

If that kind of setting aligns with what you’re looking for, we invite you to schedule a visit and see how it all comes together in person.

About the Author

Gabbi Rubino is a wedding venue marketing strategist who works closely with venues in Southern Maryland and the greater DMV region. Through her work with Snowmad Digital, she helps properties create location-based guides that improve guest experience beyond the wedding day.

Her writing focuses on how couples and their guests interact with a destination, from where to stay and eat to how to build a full weekend around a single event. By combining local insight with venue strategy, she creates resources that make travel and planning feel more seamless.