Southern Maryland 5 Stars Hotels

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Check availability on Southern Maryland 5 Star Hotels

Tonight
Apr 27 - Apr 28
Tomorrow
Apr 28 - Apr 29
This weekend
May 1 - May 3
Next weekend
May 8 - May 10

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, (13 reviews)
"Beautiful place to stay with a breathtaking view of the Chesapeake Bay from a hilltop. Has a speakeasy bar in the basement which takes you back to the 1920’s. Breakfast is very subperb!"
United States
Philip
The price is ₩380,454
₩433,718 total
includes taxes & fees
Apr 28 - Apr 29
The Inn at Tacaro Estate
Reception

Swanendele Inn at St. Mary's Maryland

Swanendele Inn at St. Mary's Maryland
5.0 star property
Ridge
9.8 out of 10, Exceptional, (32 reviews)
"A beautiful stay with amazing hosts!"
United States
Vineet
The price is ₩830,397
₩921,740 total
includes taxes & fees
Apr 28 - Apr 29
Swanendele Inn at St. Mary's Maryland
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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 ₩329,206 per night from May 25 to May 26
₩329,206
₩430,714 total
May 25 - May 26
includes taxes & fees
8.8/10 Excellent! (1,016 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 Budds Motorcross Speedway to Maryland International Raceway.

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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 ₩249,281

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.