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Compare and book 5 Star hotels in Southern Maryland, Maryland

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Check availability on Southern Maryland 5 Star Hotels

Tonight
30 Aug - 31 Aug
Tomorrow
31 Aug - 1 Sept
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

Our top choices for Southern Maryland 5-star hotels

A hot tub in a grassy area with a building in the background.
A cozy room with a brick fireplace, leather armchairs, and a rustic wooden table.
A pool with two Adirondack chairs and a basket of items on the grass.
A room with a tufted armchair, a vase with white flowers, and a window with a view of the outdoors.

1. The Inn at Tacaro Estate

The Inn at Tacaro Estate
Tracys Landing
United States
James
£334
includes taxes & fees
7 Sept - 8 Sept
The Inn at Tacaro Estate
A wooden double door with glass panels, a porch with a railing, and a view of the outdoors.
A spacious living area with wicker furniture, a stone fireplace, a bar area, and a large TV screen.
A spacious lobby with wicker furniture, a glass coffee table, and a bookshelf filled with books.
A large, two-story house with a wrap-around porch and multiple windows.

2. Swanendele Inn at St. Mary's Maryland

Swanendele Inn at St. Mary's Maryland
Ridge
United States
Vineet
£262
includes taxes & fees
31 Aug - 1 Sept
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
£171
6 Sept - 7 Sept
includes taxes & fees
8.8/10 Excellent! (1,208 reviews)
Gaylord National Resort & Convention Center
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4165 Mears Ave Chesapeake Beach MD
£171
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
Rod 'N' Reel Resort
Legacy Villa

Legacy Villa

12605 Brooke Lane Upper Marlboro MD
Get ratesLegacy Villa
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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 Creek Motocross Park.

See all hotels in Southern Maryland
A white house with a red roof and a white lighthouse.
Photo by Meg Faller

Top Southern Maryland Hotel Reviews

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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 £171
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.

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