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

Find 4 Star Hotels in Eastern Shore, MD from ￥14,396

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Check availability on Eastern Shore 4 Star Hotels

Tonight
Oct 15 - Oct 16
Tomorrow
Oct 16 - Oct 17
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Eastern Shore 4-star hotels

An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.
A spacious dining area with high ceilings, large windows, and modern chandeliers.
A marina with boats docked, a large building with a tower in the background, and a dock extending into the water.
A marina with boats docked, a sandy beach, and a clear blue sky.

1. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
United States
John
￥27,393
￥35,614 total
includes taxes & fees
Nov 8 - Nov 9
Hyatt Regency Chesapeake Bay
A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.
A swimming pool with lounge chairs and umbrellas, surrounded by large windows and a glass ceiling.
A bar area with a long counter, multiple bar stools, and a pool table. There are tables and chairs for dining, and the room has large windows.
A living room with a beige sofa, blue and red patterned pillows, a wooden coffee table, and a view of the ocean through large windows.

2. DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
United States
Darryl
￥12,854
￥14,396 total
includes taxes & fees
Nov 2 - Nov 3
DoubleTree by Hilton Ocean City Oceanfront
A resort pool area with lounge chairs, palm trees, and a boat-shaped water feature.
A dining table set with wine glasses, a bottle of Riesling wine, a vase with flowers, and a basket of bread.
A large, multi-story hotel with a prominent Hilton sign, a parking lot with several cars, and a view of the ocean in the background.
A balcony with a round table and chairs, overlooking the beach and ocean.

3. Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites
Midtown Ocean City
United States
Bobbi
￥18,170
￥20,352 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Ocean City Oceanfront Suites
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.
A residential area with a garden, a patio with outdoor furniture, and a house with a chimney.
A spacious living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.
A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

4. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
United States
scott
￥32,301
￥39,882 total
includes taxes & fees
Nov 2 - Nov 3
The Inn at Chesapeake Bay Beach Club
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.
A banquet hall with round tables set for dining, large windows with a view of a lake, and white chairs.
A wooden console table with framed floral artwork, two lamps, and two ottomans.
A white colonial-style house with a covered porch, brick steps, and outdoor seating.

5. The Oaks Waterfront

The Oaks Waterfront
Easton
United States
Jeffrey
￥69,571
￥76,528 total
includes taxes & fees
Oct 18 - Oct 19
The Oaks Waterfront
Terrace/patio
Room
Dining room
Living area

6. Kasa Ocean City Beach

Kasa Ocean City Beach
North Ocean City
United States
Miriam
Kasa Ocean City Beach
A waterfront patio with a table and chairs, a wooden deck, and a view of the water and buildings.
A spacious living area with a sofa, a small table, and a red door.
A playground with slides and climbing structures, surrounded by trees and a wooden bench.
A modern kitchen with white cabinets, stainless steel appliances, a dining area with wicker chairs, and a green curtain.

7. Deck w/ Canal Access: Ocean City Townhome

Deck w/ Canal Access: Ocean City Townhome
North Ocean City
United States
Brock
Deck w/ Canal Access: Ocean City Townhome
A nautical-themed living room with striped curtains, a flat-screen TV, and a balcony with a view.
A modern kitchen with a dining area, featuring a blue sofa, a small table, and a trash bin.
A modern kitchen with white cabinets, stainless steel appliances, and a central island with woven placemats.
A modern bedroom with a large bed, a nightstand, a wall-mounted shelf, and a window with curtains.

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

Waterfront + Pool! Ocean City Condo 1 Mi to Beach
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
￥84,079
￥92,487 total
Nov 3 - Nov 4
includes taxes & fees
Inn at Perry Cabin
Cypress River Inn & Spa

Cypress River Inn & Spa

201 E Market St Snow Hill MD
￥30,917
￥34,627 total
Oct 27 - Oct 28
includes taxes & fees
8.4/10 Very Good! (7 reviews)
Cypress River Inn & Spa
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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?
You can find a variety of 4-star hotels in Eastern Shore, including in Ocean City. Hilton Ocean City Oceanfront Suites is a guest favorite here that comes with a jetted bathtub and designer toiletries. Another stay that's recommended by travelers is DoubleTree by Hilton Ocean City Oceanfront. A swimming pool and a deep soaking bathtub help make it their number one choice.
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 ￥34,627
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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