Southern Maryland 5 Stars Hotels

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Our top choices for Southern Maryland 5-star hotels

Seasonal outdoor pool, pool umbrellas, sun loungers

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.4 out of 10, Exceptional, (12 reviews)
"Wonderful experience Felt like being in good friends home without having to help with the dishes Luxurious stay Recommend *****"
United States
Todd
The Inn at Tacaro Estate
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Southern Maryland.
Gaylord National Resort & Convention Center

Gaylord National Resort & Convention Center

201 Waterfront Street Fort Washington MD
The price is ₩317,475 per night from Mar 26 to Mar 27
₩317,475
₩417,080 total
Mar 26 - Mar 27
includes taxes & fees
8.8/10 Excellent! (1,011 reviews)
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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.

Learn more about Southern Maryland

Experience the family-friendly area of Southern Maryland—a scenic waterfront, sports teams, and sights from Running Hare Vineyard to Battle Creek Cypress Swamp Sanctuary.

See all hotels in Southern Maryland
New home on the Chesapeake Bay! I live right next door to this fabulous lighthouse, which is fabulous! The lighthouse museum has limited hours, but the lighthouse keeper's house is now a vacation rental! People use the area for weddings, which sounds sweet.
Photo by Meg Faller
Open Photo by Meg Faller

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Southern Maryland?
How much you pay for a 5-star hotel in Southern Maryland depends on things such as when you want to go and the length of your stay. Our insider tip for landing an awesome deal? Use our pricing filters to check out the available hotels for your preferred dates.

  • Search for the lowest price per night from ₩197,216

What makes a hotel 5 stars in Southern Maryland?
In Southern Maryland, a hotel must provide a specific number of upscale conveniences to earn a 5-star rating. These may include on-site gyms, saunas and spas, gourmet restaurants, premium bedding, luxury toiletries and more. What also sets 5-star hotels apart is their exceptional standard of service. You can expect things like in-room massages, concierge services and nightly turn-down services. Some may even offer extra touches such as welcome gifts.
Are there any 5-star all-inclusive resorts in Southern Maryland?
Our filters are the best way to narrow down what you're looking for. Select "5-star" and "All inclusive" to see the most luxurious resorts in Southern Maryland where your meals, accommodations, entertainment and activities are included in the price. At these stays, your vacation is pure leisure from the moment you check in.