Compare and book 5 Star hotels in Southern Maryland, Maryland

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Check availability on Southern Maryland 5 Star Hotels

Tonight
27 Jun - 28 Jun
Tomorrow
28 Jun - 29 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

Top Southern Maryland 5 Star Hotels

Swanendele Inn at St. Mary's Maryland
Reception

Swanendele Inn at St. Mary's Maryland

5.0 star property
9.8 out of 10, Exceptional, (28)
"Beautiful inn with attentive and welcoming staff."
Swanendele Inn at St. Mary's Maryland
The Inn at Tacaro Estate
Horse riding

The Inn at Tacaro Estate

5.0 star property
9.2 out of 10, Wonderful, (9)
"1940’s estate is maintained to remind you of those times. There was a “Speak-EZ” in the basement they had open Friday and Saturday evenings. My room was spacious and included a balcony. Huge front lawn with a pool and a view to the Bay. "
The price is 14.831.190 ₫
16.907.421 ₫ total
includes taxes & fees
6 Jul - 7 Jul
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 6.425.520 ₫ per night from 23 Jul to 24 Jul
6.425.520 ₫
8.287.353 ₫ total
23 Jul - 24 Jul
includes taxes & fees
8.6/10 Excellent! (1,001 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

Explore the family-friendly area of Southern Maryland—a scenic waterfront, sports teams and sights from Running Hare Vineyard to Budds Motorcross Speedway.

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George Washington\'s Mount Vernon featuring flowers

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Southern Maryland?
The amount you pay for a 5-star hotel in Southern Maryland can vary depending on when you decide to travel and how long you plan to stay, among a range of factors. Use our price per night filter and other search tools to find the best deal on an indulgent stay.

  • Search for the lowest price per night from 3.977.263 ₫

What makes a hotel 5 stars in Southern Maryland?
Exemplary guest service is the defining feature of every 5-star hotel in Southern Maryland. From the minute you step through the door, staff cater to your every need, whether answering room service calls 24/7 or providing a turn-down service. Additionally, hotels have to offer superior conveniences to qualify for a 5-star rating. These can include luxury bathrooms, an on-site spa, swimming pools, gourmet kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Southern Maryland?
Use our filter tool to find a luxury getaway in Southern Maryland where most of what you need is included in the price. Next, narrow your results for properties that have 5 stars and are deemed "All inclusive." The main thing to look forward to at these stays? Pure indulgence and relaxation.