You can always rely on Southern Maryland for its overwhelming charm. From the incredible natural landscapes to its rich history and cultural or food attractions, it offers holistic sites for diverse interests. You'll never be left wondering what to do in Southern Maryland.
Natural Attractions
From shimmering waterways to abundant cliffs and forestry, there are tons of outdoor spots to visit in Southern MD, including:
Parks: There are various parks in St. Mary’s, Charles and Calvert County. Notable parks with stunning views include Chapel Point State Park, St. Mary’s River State Park and more.
Solomons Island: Found at the mouth of Patuxent River, plan a day trip to see the Annmarie Garden and Calvert Cliffs. It’s got stunning waterfront views and parks.
Hiking trails: Take your pick of well-maintained and beautiful trails, no matter your hiking level. Greenwell State Park is an excellent option for diverse skill levels, with paths along the river, in the forest and on generous open fields. For an aquatic-facing hike, choose Flag Ponds Nature Park’s pond, river and beachside trails.
Cultural Experiences
You can find various cultural sites in Southern Maryland. Check out:
Local art exhibits and shows at galleries and studios like Kulture Gallery, Annmarie Sculpture Garden and Arts Center, Mattawoman Creek Art Center, North End Gallery and more.
Various venues for live performances and a night at the theater. Popular spots include the Colonial Players of Annapolis, The Rex Theatre, Black Box Theater and the Chesapeake Choral Arts Society. Check out Port Tobacco Players if you're wondering what to do in La Plata. Port Tobacco Restaurant & Marina also offers live music sessions.
Annual events that showcase local traditions and heritage, including the Southern Maryland Heritage Festival. Discover cultural events around the state at varying times of the year.
Wine and Dine
Start your day of activities off with a delicious breakfast and plan entire foodie experiences with fantastic dining establishments such as:
Local Wineries and Breweries
Award-winning wineries and breweries, sprawling vineyards and experimental beers — there are many places to sample local wines and craft beers and ales. Spend the day tasting delicious wines with a view of stunning vineyards at Running Hare Vineyard, Perigeaux Vineyards & Winery or Xella Winery and Vineyard. Beer lovers can explore a wide selection of interesting brews at Ruddy Duck Brewery and Grill, award-winning Mully’s Brewery or Jubilee Farm Fermentations.
Restaurants With Local Cuisine
Are you in the mood for BBQ ribs or burgers, Asian or Mexican cuisine, light deli foods and coffee, or gourmet ice cream? Southern MD has a colorful restaurant culture. Port Tobacco Marina & Restaurant has a full menu with something for everyone, from fresh seafood to steaks and burgers.
Historical Sites
South Maryland is built on and entrenched in history, with the first Maryland colonial settlement found in St. Mary’s County. Visit these landmarks to learn more about the history of Southern Maryland:
Mallows Bay-Potomac River National Marine Sanctuary
Port Tobacco One-Room Schoolhouse
Jefferson Patterson Park and Museum
Calvert Marine Museum
Historic Sotterley
Plan Your Adventure in Southern Maryland
Southern Maryland has many exciting and interesting places to check out. You’ll never run out of new things to do and spots to discover. Enjoy nature, history, food and the arts across the state or visit Port Tobacco Marina & Restaurant for an extraordinary water view, great food and live music all in one place.

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