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5 Stars Hotels in Southern Maryland, Maryland from CA $210

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Check availability on Southern Maryland 5 Star Hotels

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Oct 3 - Oct 4
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Oct 4 - Oct 5
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Oct 9 - Oct 11
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Oct 16 - Oct 18

Our top choices for Southern Maryland 5-star hotels

A wooden double door with glass panels, a porch with a railing, and a view of the outdoors.
A spacious foyer with a grand staircase, a stone fireplace, and a high ceiling.
A large, two-story house with a wrap-around porch and multiple windows.
A spacious living area with wicker furniture, a stone fireplace, a bar area, and a large TV screen.

1. Swanendele Inn at St. Mary's Maryland

Swanendele Inn at St. Mary's Maryland
Ridge
United States
Heinz J.
CA $455
CA $505 total
includes taxes & fees
Oct 12 - Oct 13
Swanendele Inn at St. Mary's Maryland
A hot tub in a grassy area with a building in the background.
A luxurious living room with a leather sofa, a vintage trunk, and a fireplace.
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.

2. The Inn at Tacaro Estate

The Inn at Tacaro Estate
Tracys Landing
United States
James
CA $449
CA $512 total
includes taxes & fees
Nov 3 - Nov 4
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
CA $324
CA $423 total
Oct 14 - Oct 15
includes taxes & fees
Gaylord National Resort & Convention Center
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4165 Mears Ave Chesapeake Beach MD
CA $189
CA $210 total
Oct 18 - Oct 19
includes taxes & fees
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

Experience 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

Find out more about Southern Maryland

Luxury is the name of the game at the best 5 Stars hotels in Southern Maryland. If you want to vacation like a true VIP, these are the places to go; from spacious resorts to boutique-inspired hot spots, the top Southern Maryland 5 Stars hotels are dedicated to immersing you in the ultimate experience. Want to relax with a serene treatment at a designer spa? These properties offer them.

Interested in tasting delicious dishes from top chefs? The gourmet restaurants at the 5 Stars Southern Maryland hotels have you covered. You’ll even find first-class hotels near the city’s must-see attractions and most upscale entertainment districts. Plus, when you book your trip with Expedia.ca, you’ll get access to fantastic rates and seasonal discounts, so you can take advantage of a cheap deal on 5 Stars hotels Southern Maryland without giving up even an inch of quality. Everything your heart desires (and a few perks designed to make it skip a beat): That’s what’s on offer when you plan a trip to the hotels with 5 Stars in Southern Maryland.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Southern Maryland?
You can find a variety of pricing options for 5-star hotels in Southern Maryland on Expedia. The amount you pay will depend on when you plan to travel, length of your trip and other factors. Compare available accommodations for your preferred dates and make use of our pricing and other filters to find the perfect high-end stay.
  • Search for the lowest price per night from CA $210
What makes a hotel 5 stars in Southern Maryland?
From high-end restaurants and 24/7 fitness centres to swimming pools and luxury bedding, the 5-star experience in Southern Maryland is all about comfort and indulgence. But it calls for more than just upscale amenities to get a 5-star rating. Accommodations must also deliver outstanding guest-centric services like beauty treatments, dry cleaning and laundry and 24-hour room service.
Are there any 5-star all-inclusive resorts in Southern Maryland?
Find a luxurious getaway that includes your lodging, meals, bar and entertainment in Southern Maryland with the help of our filter tool. Search for properties rated 5 stars and click on the "All inclusive" filter. Be sure to check what's included in the price. This way, you'll be ready to maximize the many perks on offer from the moment you get there.

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