A marina with numerous sailboats docked at wooden piers.

Find 5 Star Hotels in Eastern Maryland, MD from SAR 1,262

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Check availability on Eastern Maryland 5 Star Hotels

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

Our top choices for Eastern Maryland 5-star hotels

Premium bedding, down comforters, in-room safe, desk

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (395 reviews)
"maybe a little overpriced but a great place to stay in St Michaels!"
United States
Michel
The price is SAR 2,332
SAR 2,565 total
includes taxes & fees
23 Aug - 24 Aug
Inn at Perry Cabin
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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 Eastern Maryland.
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

100 Heron Blvd Cambridge MD
The price is SAR 954 per night from Aug 24 to Aug 25
SAR 954
SAR 1,262 total
24 Aug - 25 Aug
includes taxes & fees
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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 Eastern Maryland

Explore the walkable area of Eastern Maryland—amazing beaches, boating, and popular sights from Ocean City Beach to Maryland Beach.

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A marina with numerous boats docked at wooden piers under a clear sky.

Top Eastern Maryland Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Eastern Maryland?
You can find many different pricing options for 5-star hotels in Eastern Maryland on Expedia. How much you'll pay will depend on when you plan to travel, trip length and other factors. Compare all of the available properties for your chosen dates and use our pricing and other filters to find the ideal high-end stay.

  • Search for the lowest price per night from SAR 1,262

What makes a hotel 5 stars in Eastern Maryland?
From fine dining venues and fitness centers to pools and the finest bedding, the 5-star experience in Eastern Maryland is all about relaxation and luxury. But it takes more than just top-notch amenities to receive a 5-star rating. Stays must also deliver outstanding guest-centric services like in-room massages, on-site laundry and room service any time day or night.
Are there any 5-star all-inclusive resorts in Eastern Maryland?
Use our convenient filters to find a high-end retreat in Eastern Maryland where everything you need is included. Next, narrow down your results for hotels that have 5 stars and are described as "All inclusive." The first thing to look forward to at these stays? Pure indulgence and relaxation.