Southern Maryland Vacations from $335

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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.
Sheraton Baltimore North Hotel
Harbor free indoor parking
Eurostars Saint Gregory Dupont Circle Georgetown
Pendry Baltimore
The Waypoint
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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

Stay near popular Southern Maryland attractions

Southern Maryland Hotel Deals

Gaylord National Resort & Convention Center

Gaylord National Resort & Convention Center

4 out of 5
201 Waterfront Street Fort Washington MD
Fully refundableReserve now, pay when you stay
$269 nightly
The price is $318 total per night from Nov 29 to Nov 30
$318 total
Nov 29 - Nov 30
Total with taxes and fees
Gaylord National Resort & Convention Center
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
$172 nightly
The price is $191 total per night from Nov 30 to Dec 1
$191 total
Nov 30 - Dec 1
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
"Our stay was for several days. The property is very well maintained, and great views of Chesapeake Bay. Booking through Expedia is the best decision because the daily rack rate is far higher. There is onsite uniformed security. There are an abundance of handicapped parking and a parking garage. We ..."

Reviewed on Nov 10, 2026

Rod 'N' Reel Resort
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
$72 nightly
The price is $80 total per night from Nov 30 to Dec 1
$80 total
Nov 30 - Dec 1
Total with taxes and fees
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.