
Southern Maryland Holidays from £617
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Your Southern Maryland Holiday
With a Southern Maryland holiday package that can be tailored to your needs, organising your next getaway has never been so simple. If Waldorf is your first destination, get ready to experience a city with a reputation for its nature, culture and more. Your trip to Southern Maryland wouldn't be complete without exploring some of its most well-known cities, starting with Upper Marlboro. Two of the top attractions here include FedEx Field and Six Flags America. Waldorf should also be on the itineraries of all Southern Maryland travellers. Visitors to this city enjoy St. Charles Towne Centre and White Plains Golf Course. Expedia has flights, hotels and everything else you need to help you put together your very own tailored Southern Maryland holiday today.
Top Southern Maryland Flight + Hotel Deals


Sofitel Washington DC Lafayette Square
Reviewed on 14 Sept 2026


Where to stay in Southern Maryland

Point Lookout
If you're spending some time in Point Lookout, Point Lookout State Park and Chesapeake Bay are top sights worth seeing.

Friendly
Though Friendly may 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
While there might not be top attractions in Historic District, you can explore the larger area and discover places like Tanger Outlets and Relache Spa.
Southern Maryland Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Ronald Reagan Washington National Airport (DCA) |
Top hotels in Southern Maryland

Gaylord National Resort & Convention Center
"Amazing experience! I went to the Gaylord in celebration of my birthday and the staff was very attentive, accommodating, and nice. I didn’t go to the pool or gym but they have plenty of restaurants and bars on site. It is also walking distance to everything on the harbor. We parked in the Harbor ..."
Reviewed on 14 Sept 2026

Rod 'N' Reel Resort
"Staff was friendly and professional."
Reviewed on 14 Sept 2026

Hampton Inn & Suites National Harbor - Alexandria Area
"Clean property. Great location"
Reviewed on 13 Sept 2026
Stay near popular Southern Maryland attractions

George Washington's Mount Vernon

St. Mary's College of Maryland

Breezy Point Beach

Cove Point Lighthouse
Maryland International Raceway
Budds Creek Motocross Park
St. Charles Towne Center
Show Place Arena
Frequently asked questions
How much does a Southern Maryland travel package cost?
If I'm not able to travel, can I cancel my Southern Maryland travel package?
How do I get a cheap travel package to Southern Maryland?
Does Expedia offer Book Now, Pay Later Southern Maryland holidays?
- Pay monthly holidays: Klarna offers manageable monthly payment plans that suit all types of budgets, so you can have that well-deserved holiday now.
- Pay in instalments holidays: Like the idea of paying for your holiday in multiple transactions? Then check out this Book Now, Pay Later option with Klarna.
- Low deposit holidays: Hitting the "book now" button is easier with this option. Simply put down a small deposit on your holiday and then start packing your bags.
How far in advance should I book my Southern Maryland holiday?
What does an Expedia Southern Maryland travel package include?
What should I know before booking a Southern Maryland travel package?
Can I choose my airline with a Southern Maryland Expedia travel package?
Explore a world of travel with Expedia
- Gay-Friendly Hotels in California
- Spark by Hilton California Lexington Park
- Chesapeake Beach Hotels
- Club Wyndham National Harbor
- Gaylord National Resort & Convention Center
- Harborside Hotel
- Hyatt Place National Harbor
- Mgm National Harbor Resort & Casino
- The Westin Washington National Harbor
- Hilton Hotels in Dunkirk
- Forestville Hotels
- Hampton Inn by Hilton Lexington Park
- A breathtaking secluded luxury waterfront cottage
- Shewell's A
- Lusby Hotels
- National Harbor Hotels
- Waterfront cottage for paddle boarding
- North Beach Hotels
- Hotels near Perigeaux Vineyards and Winery
- Port Tobacco Hotels
- New! Peaceful Pet Friendly Chesapeake Escape
- Springhill Suites by Marriott Prince Frederick
- Quality Inn Solomons
- Solomons Hotels
- Hotels with Indoor Pools in Southern Maryland
- Hotels with smoking rooms in Southern Maryland
- Temple Hills Hotels
- Apartments in Waldorf
- Wingate by Wyndham Waldorf/Washington DC Area
- Gay-Friendly Hotels in Waldorf
- Hilton Garden Inn Waldorf
- Homewood Suites by Hilton Largo/Washington
- Residence Inn Largo Medical Center Drive
- Towneplace Suites by Marriott Clinton at Joint Base Andrews
- Tranquil Modern Farmhouse
- Washington Hotels
- Flights to Baltimore
- Flights to California
- Flights to Hollywood
- Flights to National Harbor
- Flights to Southern Maryland
- Flights to Sunderland
- Flights to Upper Marlboro
- Flights to Waldorf
- Flights to Washington
- Flights to Maryland
- Flights from Upper Marlboro
- Flights from Great Mills
- Flights from Waldorf
- Flights from Accokeek
- Flights from Mechanicsville
- Flights from California
- Flights from Chesapeake Beach
- Flights from Pittsburgh (AGC) to Leonardtown (LTW)
- Flights from Edinburgh (EDI) to Camp Springs (ADW)
- Flights from London (LHR) to Baltimore (BWI)
- Adelphi Holidays
- Annapolis Holidays
- Baltimore Holidays
- Benjamin Banneker Historical Park & Museum
- Bethesda Holidays
- Blackwater National Wildlife Refuge
- Breezy Point Beach
- California Holidays
- Visit Calvert Beach-Long Beach
- Visit Camp Springs
- Chesapeake Beach Holidays
- Visit Chesapeake Beach
- Choptank River Lighthouse
- Christ Episcopal Church
- Clinton Holidays
- Congressional Country Club
- Dorsey Holidays
- Gaithersburg Holidays
- Greenbelt Holidays
- Hammond-Harwood House
- Harriet Tubman Underground Railroad National Historical Park
- Laurel Holidays
- Visit Lexington Park
- All inclusive Holiday Packages Greater Upper Marlboro
- Visit Lusby
- Marley Holidays
- Maryland Holidays
- Mount Rainier Holidays
- Visit National Harbor
- Oriole Park at Camden Yards
- Visit Oxon Hill
- Potomac Holidays
- Rockville Holidays
- Visit Southern Maryland
- Spocott Windmill
- U.s. Naval Academy
- Waldorf Holidays
- Washington Holidays
- Waterloo Holidays
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.











