
Southern Maryland Vacation Packages
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Your Southern Maryland Vacation
Choose one of our vacation packages to Southern Maryland and go wherever your adventurous soul leads you. Nature and culture are just a couple of the things you can look forward to in this captivating destination. Your trip to Southern Maryland wouldn't be complete without experiencing some of its leading cities, starting with Upper Marlboro. A couple of the most popular attractions here include FedEx Field and Six Flags America. La Plata is another favourite with Southern Maryland travellers. Visitors to this destination enjoy St. Charles Towne Centre and White Plains Golf Course. When it's time to stop dreaming and start packing, Expedia will help turn your Southern Maryland vacation into a reality.
Top Southern Maryland Vacation Deals



InterContinental Washington D.C. - The Wharf by IHG
Reviewed on Aug 9, 2026

Where to stay in Southern Maryland

Point Lookout
While visiting Point Lookout, you might make a stop by sights like Point Lookout State Park and Chesapeake Bay.

Friendly
Though Friendly might not have many top sights, you can venture to the surrounding area to see attractions like Harmony Hall and Olde Forte Village Shopping Center.

Historic District
Historic District might not have many top sights, but Tanger Outlets and The Awakening Sculpture are two attractions nearby that you can check out.
Ready to book your vacation to Southern Maryland?
Southern Maryland Hotel Deals

Gaylord National Resort & Convention Center

Rod 'N' Reel Resort
"All was perfect, outdoor pool area and restrooms were dirty unfortunately from previous day…"
Reviewed on Aug 9, 2026

Holiday Inn Express Washington DC East - Andrews AFB by IHG
Stay near popular Southern Maryland attractions

George Washington's Mount Vernon

St. Mary's College of Maryland

Breezy Point Beach
Chesapeake Beach Water Park
Maryland International Raceway
Point Lookout State Park
Budds Motorcross Speedway
St. Charles Towne Center
Frequently asked questions
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