Southern Maryland Vacation Packages 2026 from $264

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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.

Sofitel Washington DC Lafayette Square

Downtown Washington D.C.

Save 100% on your flight

$264

per person

Dec 19 - Dec 21

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9/10 Wonderful! (1,265 reviews)

Club Quarters Hotel White House, Washington DC

Downtown Washington D.C.

Save 100% on your flight

$649

per person

Nov 13 - Nov 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9/10 Wonderful! (2,093 reviews)

Eaton DC

Downtown Washington D.C.

Save 100% on your flight

$306

per person

Dec 5 - Dec 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9.2/10 Wonderful! (1,609 reviews)

The Potomac Hotel, Autograph Collection

Southwest

Save 100% on your flight

$283

per person

Dec 19 - Dec 21

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9.4/10 Exceptional! (1,089 reviews)

citizenM Washington DC Georgetown

Northwest

Save 100% on your flight

$298

per person

Dec 23 - Dec 27

found 18 hours ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9.2/10 Wonderful! (166 reviews)

The room was clean, comfortable, and quiet. Love it!

Reviewed on Oct 11, 2026

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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

While visiting Point Lookout, you might make a stop by sights like Point Lookout State Park and Chesapeake Bay.

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 MGM National Harbor Casino.

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

Historic District

Historic District might not have many top sights, but MGM National Harbor Casino and Tanger Outlets are two attractions nearby that you can check out.

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)

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.

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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)

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.

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A coastal cliff with a sandy beach and calm sea.

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.

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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)

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.

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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.

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Show Place Arena

7.8/10 (125 reviews)

This versatile arena in Upper Marlboro, Maryland hosts equestrian competitions, concerts, and prestigious events like the Washington International Horse Show. Enjoy premium seating with excellent visibility.

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Budds Creek Motocross Park

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.

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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.

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Southern Maryland Hotel Deals

Gaylord National Resort & Convention Center

201 Waterfront Street Fort Washington MD

$251 nightly

$296 total

Oct 23 - Oct 24

Total with taxes and fees

Rod 'N' Reel Resort

4165 Mears Ave Chesapeake Beach MD

Fully refundableReserve now, pay when you stay

$132 nightly

$146 total

Oct 21 - Oct 22

Total with taxes and fees

8.6/10 Excellent! (1,009 reviews)

"Beautiful property on the Chesapeake Bay. It was very clean. We went off season highly recommend."

Reviewed on Oct 11, 2026

Red Roof Inn PLUS+ Washington DC - Oxon Hill

6170 Oxon Hill Road Oxon Hill MD

Fully refundableReserve now, pay when you stay

$81 nightly

$91 total

Nov 1 - Nov 2

Total with taxes and fees

See all 868 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.