A marina with numerous sailboats docked at wooden piers.

5 Stars Hotels in Eastern Maryland, Maryland from CA $154

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Check availability on Eastern Maryland 5 Star Hotels

Tonight
Sep 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Eastern Maryland 5-star hotels

A room with a view of a wooden deck and a gazebo by the water.
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.
A golf course with a water hazard and surrounding trees.
A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.

1. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Virgilio
CA $876
CA $963 total
includes taxes & fees
Oct 5 - Oct 6
Inn at Perry Cabin
A brick pathway leading to a pool area with a fence and potted plants.
A two-story house with a balcony, a covered porch, and a brick chimney.
A living room with a flat-screen TV on a wooden cabinet, a coffee machine on a shelf, and a door leading to another room.
A dining room with a large wooden table, matching chairs, a chandelier, and a patterned rug.

2. Cypress River Inn & Spa

Cypress River Inn & Spa
Snow Hill
United States
Hans
CA $294
CA $329 total
includes taxes & fees
Sep 28 - Sep 29
Cypress River Inn & Spa
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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
CA $286
CA $392 total
Oct 6 - Oct 7
includes taxes & fees
Hyatt Regency Chesapeake Bay
DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront

3301 Atlantic Ave Ocean City MD
CA $138
CA $154 total
Oct 12 - Oct 13
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
DoubleTree by Hilton Ocean City Oceanfront
Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites

3200 N Baltimore Ave Ocean City MD
CA $191
CA $214 total
Oct 25 - Oct 26
includes taxes & fees
Hilton Ocean City Oceanfront Suites
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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

Wedged between the Atlantic Coast and Chesapeake Bay, this region has coastal beauty and old-world charm. It is known for its maritime heritage and seafood.

See all hotels in Eastern Maryland
A marina with numerous boats docked at wooden piers under a clear sky.

Top Eastern Maryland Hotel Reviews

Find out more about Eastern Maryland

Luxury is the name of the game at the best 5 Stars hotels in Eastern 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 Eastern 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 Eastern 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 Eastern 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 Eastern Maryland.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Eastern Maryland?
You'll find various pricing options for a 5-star hotel in Eastern Maryland on Expedia. The amount you pay will depend on when you travel, trip length and other factors. Compare all of the available properties for your chosen dates and make use of our pricing and other filters to find the perfect luxury stay.
  • Search for the lowest price per night from CA $154
What makes a hotel 5 stars in Eastern Maryland?
Outstanding guest service characterizes every 5-star hotel in Eastern Maryland. From the minute you step through the door, staff are at your beck and call, whether recommending activities and tours or providing a turn-down service. On top of that, hotels have to offer superior amenities to qualify for a 5-star rating. These can include luxury bathrooms, spas or saunas, swimming pools, gastronomic kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Eastern Maryland?
Use Expedia's filters to find a luxury escape in Eastern Maryland where most of what you need is included. From there, narrow your results for accommodations that have a 5-star rating and are described as "All inclusive." The most important thing on the to-do list at these stays? Relaxation and indulgence.

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