Southern Maryland Vacation Packages 2026 from $296

Plan, book, travel with confidence
Better together
Save up to $2,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

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.

Kellogg Conference Hotel at Gallaudet University

Northeast

Save 100% on your flight

$296

per person

Nov 6 - Nov 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

8.4/10 Very Good! (1,002 reviews)

The Poppy Georgetown

Northwest

$830

per person

Oct 16 - Oct 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9.4/10 Exceptional! (589 reviews)

Hotel Burg

Leesburg's Old and Historic District

Save 100% on your flight

$997

per person

Oct 2 - Oct 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to Baltimore (BWI)

9.6/10 Exceptional! (108 reviews)

Furnished Apartments

Ashton Heights

Save 100% on your flight

$649

per person

Oct 8 - Oct 12

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9/10 Wonderful! (4 reviews)

Location is excellent. Walking distance to pretty much everything you need. Space was very comfortable, clean, and the bed was excellent for sleeping. Lots of light and windows. Host was helpful and able to accommodate my schedule needs too.

Reviewed on Apr 1, 2025

InterContinental Washington D.C. - The Wharf by IHG

The Wharf

Save 100% on your flight

$494

per person

Oct 16 - Oct 19

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Baltimore (BWI)

9.4/10 Exceptional! (1,225 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Southern Maryland

View all trips

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.

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.

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.

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

Southern Maryland Hotel Deals

Gaylord National Resort & Convention Center

201 Waterfront Street Fort Washington MD

Fully refundableReserve now, pay when you stay

$196 nightly

$232 total

Sep 3 - Sep 4

Total with taxes and fees

Rod 'N' Reel Resort

4165 Mears Ave Chesapeake Beach MD

Fully refundableReserve now, pay when you stay

$137 nightly

$153 total

Sep 3 - Sep 4

Total with taxes and fees

8.6/10 Excellent! (1,003 reviews)

"The staff went out of their way for me and I complimented them on how well they took care of the property"

Reviewed on Aug 26, 2026

Holiday Inn Express Washington DC East - Andrews AFB by IHG

5001 Mercedes Blvd Suitland MD

Fully refundable

$103 nightly

$116 total

Sep 1 - Sep 2

Total with taxes and fees

See all 850 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.