Southern Maryland Vacation Packages 2026 from $387

Southern Maryland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Historic Inns of Annapolis

Historic District

Save 100% on your flight

$387

per person

Aug 27 - Aug 30

found 16 hours ago

Roundtrip flight included

Denver (DEN) to Baltimore (BWI)

This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. A terrace, limo/town car service, and a garden are also on offer.

Hotel Burg

Leesburg's Old and Historic District

Save 100% on your flight

$1,015

per person

Oct 2 - Oct 5

found 19 hours ago

Roundtrip flight included

Boston (BOS) to Baltimore (BWI)

This smoke-free hotel's 2 restaurants, 3 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and a terrace are also offered.

The Westin Annapolis

Save 100% on your flight

$492

per person

Aug 27 - Aug 30

found 16 hours ago

Roundtrip flight included

Denver (DEN) to Baltimore (BWI)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this Beaux Arts hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the indoor pool, bar/lounge, and snack bar/deli.

The LINE Hotel DC

Northwest

Save 100% on your flight

$642

per person

Sep 23 - Sep 28

found 23 hours ago

Roundtrip flight included

Boston (BOS) to Baltimore (BWI)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A coffee shop, dry cleaning, and luggage storage are also on offer.

Landing at Bridge District

Southeast

Save 100% on your flight

$819

per person

Sep 2 - Sep 9

found 20 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Baltimore (BWI)

This aparthotel features a 24-hour gym and a seasonal outdoor pool. Enjoy the a rooftop terrace and perks like free WiFi. A virtual front desk are provided for your convenience.

Top Southern Maryland hotels deals

Gaylord National Resort & Convention Center

201 Waterfront Street Fort Washington MD

Free Cancellation

Reserve now, pay when you stay

$196 nightly

$232 total

Jul 19 - Jul 20

Total with taxes and fees

This smoke-free resort features a full-service spa, a marina, and 3 restaurants. There's fun for all ages with a bowling alley and an arcade/game room. Traveling on business? Take advantage of the business center, express check-in, and valet parking.

Pool

Hot Tub

Red Roof Inn PLUS+ Washington DC - Oxon Hill

6170 Oxon Hill Road Oxon Hill MD

Free Cancellation

Reserve now, pay when you stay

$82 nightly

$93 total

Jul 19 - Jul 20

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

Parking included

Free WiFi

Rod 'N' Reel Resort

4165 Mears Ave Chesapeake Beach MD

Free Cancellation

Reserve now, pay when you stay

$206 nightly

$228 total

Jul 19 - Jul 20

Total with taxes and fees

A marina, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Make the most of the 24-hour gym and seasonal outdoor pool, and relax with drinks at one of the 2 bars/lounges.

Pool

Spa

Econo Lodge Andrews Air Force Base

7851 Malcolm Road Clinton MD

Free Cancellation

Reserve now, pay when you stay

$64 nightly

$72 total

Jul 19 - Jul 20

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the laundry service. A safe deposit box and laundry facilities are also provided.

Breakfast included

Parking included

Holiday Inn Express Washington DC East - Andrews AFB by IHG

5001 Mercedes Blvd Suitland MD

Free Cancellation

$111 nightly

$125 total

Jul 26 - Jul 27

Total with taxes and fees

This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free perks include buffet breakfast, free self parking, and an area shuttle.

Pool

Breakfast included

Spark by Hilton Waldorf

11770 Business Park Drive Waldorf MD

Free Cancellation

Reserve now, pay when you stay

$77 nightly

$86 total

Aug 2 - Aug 3

Total with taxes and fees

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free full breakfast each morning. Staff at the 24-hour front desk can provide around-the-clock assistance.

Breakfast included

Pet friendly

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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

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.

See properties

Frequently asked questions

How much are vacation packages to Southern Maryland?

Epic adventures await in Southern Maryland, with Travelocity vacation packages starting at just $387. Providing both flights and hotels, these incredible deals make it simple to visit all corners of the world.

Where can I get the best vacation package deals for Southern Maryland?

You'll discover a terrific selection of Southern Maryland package deals on Travelocity. With as many as 400 air carriers and 1,000,000 worldwide properties, piecing together your dream escape won't take long.

Why should I purchase my Southern Maryland vacation bundle via Travelocity?

We make traveling the world easy. Whether you're seeking a new destination to wander around or want to make sure you get the best deal around, we've got you covered. Our 24/7 customer support, excellent service and Price Match Guarantee mean you can confidently book with Travelocity.

Can I save on my Southern Maryland car rental if I combine it with hotels and flights?

Certainly. And our Southern Maryland vacation packages are the perfect way to do it. In only a few clicks you can save money as well as time by combining your bookings. Pick up the keys to your rental car and feel the freedom of the open road. Looking for things to do? Add some tours or experiences to your package and make savings on those too.

Which airport is best for Southern Maryland?

That depends on where you're departing from and where you're off to — Ronald Reagan Washington National Airport (DCA), Washington Dulles Intl. Airport (IAD) or Baltimore Washington Intl. Thurgood Marshall Airport (BWI) are where you'll probably touch down.

What is there to do in Southern Maryland?

Southern Maryland boasts hidden gems at every corner, but be sure you plan a trip to Six Flags America and Maryland International Raceway during your stay. These attractions can't be missed.