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

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Check availability on Eastern Shore 4 Star Hotels

Tonight
30 Aug - 31 Aug
Tomorrow
31 Aug - 1 Sept
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

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 marina with boats docked, a large building with a tower in the background, and a dock extending into the water.
A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.
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
Taewook
£213
includes taxes & fees
29 Sept - 30 Sept
Hyatt Regency Chesapeake Bay
A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.
A beachfront hotel with multiple floors and balconies, a sandy beach in the foreground, and a clear sky.
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.
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.

2. DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
United States
Darryl
£142
includes taxes & fees
7 Sept - 8 Sept
DoubleTree by Hilton Ocean City Oceanfront
A resort pool area with lounge chairs, palm trees, and a boat-shaped water feature.
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.
An aerial view of a coastal city with a beachfront hotel featuring multiple floors, a swimming pool, and a marina in the background.

3. Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites
Midtown Ocean City
United States
Paula
£170
includes taxes & fees
30 Sept - 1 Oct
Hilton Ocean City Oceanfront Suites
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.
A spacious dining area with round tables, high ceilings with ductwork, and a stone fireplace.
A spacious living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.
A residential area with a garden, a patio with outdoor furniture, and a house with a chimney.

4. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
United States
scott
£197
includes taxes & fees
28 Sept - 29 Sept
The Inn at Chesapeake Bay Beach Club
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.
A deck with wicker furniture, a table, and an umbrella, overlooking a lake with trees and a dock.
A wooden console table with framed floral artwork, two lamps, and two ottomans.
A banquet hall with round tables set for dining, large windows with a view of a lake, and white chairs.

5. The Oaks Waterfront

The Oaks Waterfront
Easton
United States
Jeffrey
£358
includes taxes & fees
1 Sept - 2 Sept
The Oaks Waterfront
A hallway with a wooden bench, a basket of decorative items, and a large mirror on the wall.
A modern kitchen with white cabinets, a stainless steel refrigerator, a built-in dishwasher, and a granite countertop.
A modern kitchen with white cabinets, a stainless steel refrigerator, and a flat-screen TV.
A bedroom with a bed, ceiling fan, and a view of the outside.

6. Walk to Beach: Newly Remodeled Condo in Ocean City

Walk to Beach: Newly Remodeled Condo in Ocean City
North Ocean City
Walk to Beach: Newly Remodeled Condo in Ocean City
A beach with a wooden fence, sandy dunes, and a building with multiple floors in the background.
A kitchen with green cabinets, a white refrigerator, a microwave, and a sink.
A compact kitchen with green cabinets, a central island with stools, a refrigerator, and a microwave.
A multi-story hotel with balconies, a parking lot, and a view of the street and ocean.

7. Steps to Ocean City Beach! Couples Retreat

Steps to Ocean City Beach! Couples Retreat
North Ocean City
United States
joshua
Steps to Ocean City Beach! Couples Retreat
A waterfront patio with a table and chairs, a wooden deck, and a view of the water and buildings.
A modern kitchen with white cabinets, stainless steel appliances, a dining area with wicker chairs, and a green curtain.
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.

8. 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 beach view from a pier with a wooden walkway, a fence, and a few people.
A beachfront hotel with multiple balconies, a green roof, and a sign advertising '5º Ocean Waves'.
A modern living room with a sofa, coffee table, and dining area with chairs and a table.
A kitchen with a marble island, bar stools, stainless steel appliances, and white cabinetry.

9. Walk to Ocean City Boardwalk: Waterfront Condo

Walk to Ocean City Boardwalk: Waterfront Condo
Downtown Ocean City
Walk to Ocean City Boardwalk: Waterfront Condo
A nautical-themed living room with striped curtains, a flat-screen TV, and a balcony with a view.
A modern kitchen with white cabinets, stainless steel appliances, and a central island with woven placemats.
A modern kitchen with a dining area, featuring a blue sofa, a small table, and a trash bin.
A modern bedroom with a large bed, a nightstand, a wall-mounted shelf, and a window with curtains.

10. 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
£527
2 Sept - 3 Sept
includes taxes & fees
Inn at Perry Cabin
Cypress River Inn & Spa

Cypress River Inn & Spa

201 E Market St Snow Hill MD
£165
3 Sept - 4 Sept
includes taxes & fees
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 savour 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 marina with numerous boats docked at wooden piers under a clear sky.

Top Eastern Shore Hotel Reviews

Find out more about Eastern Shore

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 favourite here that comes with a jetted bathtub and designer toiletries. Another stay that's recommended by travellers 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 holiday 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 £165
What's the difference between 5-star and 4-star hotels in Eastern Shore?
Offering a welcoming traveller experience and upmarket surroundings, 4-star hotels are a great option for your Eastern Shore holiday. 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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