Southern Maryland Vacations
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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
Point Lookout
1 out of top 10 points of interest in this area
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.
Find the Best Southern Maryland Vacation Packages
Southern Maryland Hotel Deals
Gaylord National Resort & Convention Center
201 Waterfront Street Fort Washington MD
Fully refundableReserve now, pay when you stay
₩242,976
₩327,141 total
Aug 30 - Aug 31
includes taxes & fees
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
₩152,759
₩216,722 total
Sep 3 - Sep 4
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Food at 1936 restaurant was amazing! We loved the views!!"
Reviewed on Aug 18, 2026
Holiday Inn Express Washington DC East - Andrews AFB by IHG
5001 Mercedes Blvd Suitland MD
Fully refundable
₩131,707
₩164,833 total
Aug 27 - Aug 28
includes taxes & fees
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.
Stay near popular Southern Maryland attractions
George Washington's Mount Vernon
9.2/10 (884 reviews)
Walk through George Washington's restored 18th-century plantation home along the Potomac River. The estate features beautiful gardens, a museum with personal artifacts, and heritage-breed animals on a working farm.
St. Mary's College of Maryland
8.8/10 (156 reviews)
This waterfront National Public Honors College offers a serene academic setting along the St. Mary's River. Explore hidden gardens, attend gallery exhibitions, or enjoy performances at the Bruce Davis Theater.
Breezy Point Beach
8.4/10 (61 reviews)
Stroll this half-mile Chesapeake Bay shoreline where gentle waves meet fossil-hunting adventures. Relax in shaded picnic areas after swimming in the netted area or trying your luck at the 200-foot fishing pier.
Calvert Cliffs State Park
8.4/10 (148 reviews)
Dramatic cliffs along the Chesapeake Bay reveal ancient Miocene fossils at this coastal treasure. Hike the 1.8-mile forest trail to reach the beach where you can discover prehistoric shark teeth along the shoreline.
Maryland International Raceway
8.8/10 (76 reviews)
This quarter-mile dragstrip delivers heart-pounding acceleration and thunderous roar of high-speed competition. Experience the thrill from grandstand seating as professional racers push the limits during events.
Budds Motorcross Speedway
9.4/10 (26 reviews)
Budds Creek Motocross Park offers challenging natural terrain and hosts prestigious events like the AMA Pro Motocross Championship. Watch pros tackle dramatic jumps and technical turns from scenic viewpoints.
Point Lookout State Park
8.6/10 (134 reviews)
You can take time to visit Point Lookout State Park during your travels to Scotland. Wander the beautiful beaches in this relaxing area.
St. Charles Towne Center
7.8/10 (170 reviews)
St. Charles Towne Center offers over 130 specialty stores and retailers in a climate-controlled environment. Families appreciate the children's play area and carousel while exploring this shopping destination.
Frequently asked questions
How much does a Southern Maryland vacation package cost?
Our Southern Maryland packages, which start at just , are an easy way to save precious money. Pick your favorite hotels, flights and rental car to create your ideal itinerary.
How do I get a cheap travel package to Southern Maryland?
One of the simplest ways to save money (and time) is to combine your bookings with Expedia. Hotels, flights, rental cars and activities — we've got them all. Pick the combination that suits you and watch your savings grow. We know a package deal is never a one-size-fits-all. That's why we offer more than 550 air carriers and 1,000,000 properties across the world, which lets you customize your Southern Maryland getaway.
Where should I stay in Southern Maryland?
Six Flags America is one of the things that attracts people to Southern Maryland, so it makes sense that many decide to stay in Bowie.
What are the top hotels in Southern Maryland?
Wingate by Wyndham Baltimore BWI Airport and Renaissance Baltimore Harborplace Hotel know how to make their guests feel at home in Fort Washington. If you also plan to explore Upper Marlboro, take a look at The Hotel at the University of Maryland and The Westin Washington National Harbor. Both are very popular with travelers.
How far in advance should I book my Southern Maryland vacation?
While not all air carriers release ticket prices early, it's usually possible to compare international fares on Expedia up to 12 months in advance. This is when you can score some incredible bargains. If you've left everything to the last minute, you may still be in luck. Low prices sometimes emerge just weeks prior to departure.
What does an Expedia Southern Maryland travel package include?
Select from a combination of flights, hotels and rental cars. Once you've made your booking, you can add activities and experiences. Want to pick your fare class? That's easy to do too. The choice is yours when it comes to planning your ideal Southern Maryland trip.
What should I know before booking a Southern Maryland travel package?
A travel package can be easier on the wallet than individually booking everything you need for your escape. For example, combine your flights, hotels and rental cars and save a tidy sum. Whatever your vacation plans, you're bound to find a package that's perfect for you.
Can I choose my airline with a Southern Maryland Expedia vacation package?
Yes, definitely. Expedia has more than 550 airline partners to choose from around the world. With so many choices, finding the ideal carrier to get you to Southern Maryland shouldn't be hard.
If I'm not able to travel, can I cancel my Southern Maryland vacation package?
Your situation can change unexpectedly, so yes. You may be able to change or cancel your Southern Maryland vacation package for free if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel or make changes, but your car rental company, hotel or airline may impose a fee. Looking for more information? Visit our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.
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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.
