Southern Maryland Vacations from $377

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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 favorite with Southern Maryland travelers. Visitors to this destination enjoy St. Charles Towne Center 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.

The Latest Southern Maryland vacation packages

Price found within the past 48 hours. Click for updated prices.
Eurostars Saint Gregory Dupont Circle Georgetown
Kimpton Hotel Monaco Washington DC by IHG
Hotel Rendale Washington DC
American Guest House
Kellogg Conference Hotel at Gallaudet University
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Where to stay in Southern Maryland

Find the best Southern Maryland areas and neighborhoods for the activities you enjoy most. Learn more about Southern Maryland

Discover the most popular places to visit in Southern Maryland

Southern Maryland Hotel Deals

Gaylord National Resort & Convention Center

Gaylord National Resort & Convention Center

4 out of 5
201 Waterfront Street Fort Washington MD
$247 nightly
The price is $291 total per night from May 21 to May 22
$291 total
May 21 - May 22
Total with taxes and fees
8.8/10 Excellent! (1,029 reviews)
Beautiful property and enjoyed my stay!

Reviewed on May 3, 2026

Gaylord National Resort & Convention Center
Red Roof  PLUS+ Washington DC - Oxon Hill 

Red Roof PLUS+ Washington DC - Oxon Hill 

2.5 out of 5
6170 Oxon Hill Road Oxon Hill MD
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $105 total per night from May 13 to May 14
$105 total
May 13 - May 14
Total with taxes and fees
7.2/10 Good! (1,013 reviews)
Friendly staff

Reviewed on May 7, 2026

Red Roof PLUS+ Washington DC - Oxon Hill 
Spark by Hilton Waldorf

Spark by Hilton Waldorf

3 out of 5
11770 Business Park Drive Waldorf MD
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $93 total per night from May 17 to May 18
$93 total
May 17 - May 18
Total with taxes and fees
8.2/10 Very Good! (128 reviews)
Front Desk was super nice in changing our room to the first floor. Only bad thing was some people were smoking weed outside and it's a very strong smell.

Reviewed on May 5, 2026

Spark by Hilton Waldorf
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find the Best Southern Maryland Vacation Packages

Southern Maryland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Ronald Reagan Washington National Airport (DCA)

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