A marina with numerous sailboats docked at wooden piers.

Find 5 Star Hotels in Eastern Maryland, MD from SAR 341

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Check availability on Eastern Maryland 5 Star Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Eastern Maryland 5-star hotels

A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.

1. Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (407 reviews)
"Fantastic place; one of those that you don’t want to leave the property until the very sad time to go. Lovely staff, all of them, amazing food."
United States
Virgilio
The price is SAR 1,819
SAR 2,001 total
includes taxes & fees
11 Nov - 12 Nov
Inn at Perry Cabin
A brick pathway leading to a pool area with a fence and potted plants.

2. Cypress River Inn & Spa

Cypress River Inn & Spa
5.0 star property
Snow Hill
8.6 out of 10, Excellent, (8 reviews)
"I fell in love with the charm of this Inn, I can't wait for the restaurant to be up and running so I can come back and stay."
United States
Hans
The price is SAR 790
SAR 885 total
includes taxes & fees
2 Nov - 3 Nov
Cypress River Inn & Spa
Exterior

3. Inn at 202 Dover

Inn at 202 Dover
5.0 star property
Easton
10.0 out of 10, Exceptional, (14 reviews)
"Celebrated our 33rd anniversary here and enjoyed it thoroughly. Felt pampered and welcomed. Best B&B ever! Everything from the room to the food was exceptional. Every need was anticipated and met. Looking forward to our next visit. The quintessential "living like a king" experience."
United States
James
Inn at 202 Dover
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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 540 per night from Nov 23 to Nov 24
SAR 540
SAR 720 total
23 Nov - 24 Nov
includes taxes & fees
8.8/10 Excellent! (1,009 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 Eastern Maryland

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

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A building with a sign reading "Ward Museum of Wildfowl Art" and a large bird sculpture in front.

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 341

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.