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

Find 4 Star Hotels in Eastern Shore, MD from AED 334

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Our top choices for Eastern Shore 4-star hotels

A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

1. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (513 reviews)
"Great property super friendly, helpful staff."
United States
scott
The price is AED 665
AED 832 total
includes taxes & fees
9 Dec - 10 Dec
The Inn at Chesapeake Bay Beach Club
A resort with a large pool, outdoor seating, and a view of the sea.

2. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,006 reviews)
"The staff at the front desk were friendly and helpful."
United States
Billy
The price is AED 531
AED 707 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt Regency Chesapeake Bay
A resort pool area with lounge chairs, palm trees, and a boat-shaped water feature.

3. Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites
4.0 star property
Midtown Ocean City
8.8 out of 10, Excellent, (1,358 reviews)
"Very clean…like having a restaurant on site..staff very friendly and helpful"
United States
Robert
The price is AED 421
AED 472 total
includes taxes & fees
16 Nov - 17 Nov
Hilton Ocean City Oceanfront Suites
A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.

4. DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
4.0 star property
Midtown Ocean City
9.0 out of 10, Wonderful, (1,003 reviews)
"Staff is always super nice and pleasant. I love the onsite parking available and the restaurant."
United States
SaVette
The price is AED 298
AED 334 total
includes taxes & fees
16 Nov - 17 Nov
DoubleTree by Hilton Ocean City Oceanfront
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

5. The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (46 reviews)
"Absolutely perfect little 3 day get away. The entire atmosphere was excellent, great complementary breakfast from menu, beautiful modern rooms, perfectly manicured landscaping with lots of seating for relaxing by the water. The entire staff were so friendly and helpful. We made an excellent choice and would definitely go back. 10+ out of 10."
United States
William
The price is AED 1,616
AED 1,778 total
includes taxes & fees
10 Nov - 11 Nov
The Oaks Waterfront
A living room with a beige sofa, patterned pillows, a coffee table, a lamp, and a framed floral artwork.

6. Walk to Beach & Dining! Ocean City Condo w/ Pool

Walk to Beach & Dining! Ocean City Condo w/ Pool
4.0 star property
Midtown Ocean City
9.0 out of 10, Wonderful, (2 reviews)
"Our stay was perfect!! Near by shops, restaurants and beach just a few steps away!"
United States
Alonso
Walk to Beach & Dining! Ocean City Condo w/ Pool
A cozy living area with a sofa, a coffee table, and a dining bar with stools.

7. Steps to Ocean City Beach! Couples Retreat

Steps to Ocean City Beach! Couples Retreat
4.0 star property
North Ocean City
8.0 out of 10, Very good, (2 reviews)
"it was a nice little home away from home"
United States
joshua
Steps to Ocean City Beach! Couples Retreat
A nautical-themed living room with striped curtains, a flat-screen TV, and a balcony with a view.

8. Waterfront + Pool! Ocean City Condo 1 Mi to Beach

Waterfront + Pool! Ocean City Condo 1 Mi to Beach
4.0 star property
North Ocean City
Waterfront + Pool! Ocean City Condo 1 Mi to Beach
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Eastern Shore.
Inn at Perry Cabin

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD
The price is AED 1,599 per night from Dec 9 to Dec 10
AED 1,599
AED 1,759 total
9 Dec - 10 Dec
includes taxes & fees
9.6/10 Exceptional! (407 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 Shore

Charming coastal towns and pristine beaches dot the Chesapeake Bay's eastern shoreline, inviting you to explore maritime history and savor fresh seafood. Kayak through serene marshlands, visit Assateague Island's wild ponies, or take a scenic drive to discover quaint antique shops and waterfront restaurants.

See all hotels in Eastern Shore
A historic white mansion with a sign in front.

Top Eastern Shore Hotel Reviews

Frequently asked questions

What are the best 4-star hotels in Eastern Shore?
If your Eastern Shore adventure takes you to Ocean City, book a room at Hilton Ocean City Oceanfront Suites. With loads of conveniences such as a beach view and concierge services, it gets excellent reviews from many Expedia customers. Another popular pick in this city is DoubleTree by Hilton Ocean City Oceanfront. It also has 4 stars and comes with concierge services and a swimming pool.
How much does it cost to stay in a 4-star hotel in Eastern Shore?
Expedia can help you quickly track down the ideal 4-star hotel for your vacation in Eastern Shore. Use our filter tool to fine-tune your search by things like budget, amenities and star rating and get access to awesome deals in a few clicks.

  • Search for the lowest price from AED 769

What's the difference between 5-star and 4-star hotels in Eastern Shore?
Offering a welcoming traveler experience and upmarket surroundings, 4-star hotels are a great option for your Eastern Shore vacation. These kinds of stays generally feature lots of handy amenities that make it a breeze to unpack and unwind — think complimentary bathrobes, gyms and restaurants. Or live the high life at a 5-star hotel designed to pamper with exclusive perks and amenities. Full-service health clubs, premium toiletries and fine dining are typically included at these deluxe properties.

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