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Southern Maryland trip planner
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Southern Maryland
Shaped by the cool waters of the Chesapeake Bay and its tributaries, Southern Maryland seduces visitors with its shoreline, picturesque resort towns, maritime heritage, and a network of scenic byways. This verdant peninsula with fossil-laden cliffs and stunning riverscape vistas offers plenty of water-based recreational activities. History buffs will have plenty on their plate during their Southern Maryland tour. For a comprehensive insight into colonial history, visit Saint Mary's City--the oldest European settlement in the U.S. and the state's first capital. You can also explore the events surrounding President Lincoln's assassination and retrace the steps of John Wilkes Booth at the museum in Waldorf. To find serenity, head to Solomons Island. Put Southern Maryland at the heart of your travel plans by using our United States online driving holiday planner.
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Top Southern Maryland tours
Places to visit in Southern Maryland
SolomonsTrip planner
Best for: Lighthouse, Nightlife, Marina
Chesapeake BeachTrip planner
Best for: Water Park, Beach, Specialty Museum
Lexington ParkTrip planner
Best for: Military Museum, Movie Theater, Beach
ScotlandTrip planner
Best for: State Park, History Museum, Military Museum
Prince FrederickTrip planner
Best for: Winery / Vineyard, Water Park, Wildlife Area
Kid-friendly things to do in Southern Maryland
Historic Sites in Southern Maryland
Hidden gems in Southern Maryland
Where to stay in Southern Maryland

Browse hotels, guesthouses, and unique homes and book your stay on the world's leading accommodation sites.
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