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

Price found within the past 48 hours. Click for updated prices.
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

Downtown Washington D.C.
CA $856
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
8.8/10 Excellent! (1,012 reviews)
The Poppy Georgetown

The Poppy Georgetown

Northwest
CA $1,877
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
9.4/10 Exceptional! (589 reviews)
InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

Southwest
CA $2,785
per person
Sep 27 - Oct 4
found 7 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Baltimore (BWI)
9.4/10 Exceptional! (1,210 reviews)
I dont like the idea that they let guest bring their dog and let that dog barks so loud in the evening when we were supposed to be sleeping and resting. If they let some guests bring their pet they should also consider guests who could have allergies with those pets and assigns specific floor just for those guests and their pet. The air smells like pet who has not given a bath for days. Its first time I had this bad experience and very disappointed on deed!

Reviewed on Aug 9, 2026

Fairmont Washington, D.C., Georgetown

Fairmont Washington, D.C., Georgetown

Northwest
CA $1,183
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
9.6/10 Exceptional! (1,006 reviews)
The Georgetown House

The Georgetown House

Northwest
CA $1,248
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
9/10 Wonderful! (652 reviews)

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
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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.

Find hotels in Point Lookout
A brightly lit bridge at night with its reflection on the water.

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.

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A historical fort with stone walls and a lighthouse in the background.

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.

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Ready to book your vacation to Southern Maryland?

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Southern Maryland Hotel Deals

Gaylord National Resort & Convention Center

Gaylord National Resort & Convention Center

201 Waterfront Street Fort Washington MD
Fully refundableReserve now, pay when you stay
CA $240
CA $323 total
Aug 17 - Aug 18
includes taxes & fees
Gaylord National Resort & Convention Center
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
CA $258
CA $332 total
Aug 18 - Aug 19
includes taxes & fees
8.6/10 Excellent! (1,013 reviews)
"All was perfect, outdoor pool area and restrooms were dirty unfortunately from previous day…"

Reviewed on Aug 9, 2026

Rod 'N' Reel Resort
Holiday Inn Express Washington DC East - Andrews AFB by IHG

Holiday Inn Express Washington DC East - Andrews AFB by IHG

5001 Mercedes Blvd Suitland MD
Fully refundable
CA $130
CA $162 total
Aug 19 - Aug 20
includes taxes & fees
Holiday Inn Express Washington DC East - Andrews AFB by IHG
See all 823 properties in Southern Maryland
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.
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Stay near popular Southern Maryland attractions

A historic building with a red roof, green shutters, and a weather vane.

George Washington's Mount Vernon

9.2/10 (884 reviews)
Gain fascinating insights into the life of America’s first president at this beautifully restored country estate set on the shores of the Potomac River.
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A sandy beach with a row of yellow kayaks and a single yellow kayak on the shore.

St. Mary's College of Maryland

8.8/10 (156 reviews)
Walk around the campus at St. Mary's College of Maryland during your visit to Lexington Park. Amble around this family-friendly area's riverfront or experience its museums.
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A coastal residential area with houses along the beach and a lighthouse in the distance.

Breezy Point Beach

8.4/10 (61 reviews)
Why not spend a carefree afternoon at Breezy Point Beach during your travels in Chesapeake Beach? Visit the spas in this relaxing area, or simply enjoy its restaurants.
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A water park with a large pool, a yellow slide, and a lookout tower.
Photo by Ronanne Vinson

Chesapeake Beach Water Park

8.2/10 (88 reviews)
Enjoy the thrill rides with your kiddos at Chesapeake Beach Water Park during your trip to Chesapeake Beach. Visit the spas in this relaxing area, or simply enjoy its restaurants.
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Maryland International Raceway

8.8/10 (76 reviews)
You can take time to visit Maryland International Raceway during your travels to Mechanicsville. While you're in the area, stroll along the sandy beaches.
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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.
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Budds Motorcross Speedway

9.4/10 (26 reviews)
Catch an event at Budds Motorcross Speedway during your trip to Mechanicsville. Wander the sandy beaches and waterfront while you're in the area.
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St. Charles Towne Center

7.8/10 (170 reviews)
You can search for that perfect souvenir at St. Charles Towne Center during your trip to St. Charles. Visit the shops in this family-friendly area, or simply enjoy its coffeehouses.
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Frequently asked questions

How much does a Southern Maryland vacation package cost?
Our Southern Maryland packages, which start at just CA $856, 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.