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

Eastern Shore Hotel Guide - 4 Stars Hotels in Eastern Shore, Maryland

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Check availability on Eastern Shore 4 Star Hotels

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

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 sandy beach, and a clear blue sky.
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 high ceilings, large windows, and modern chandeliers.

1. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
United States
John
Rp3.293.600
Rp4.249.460 total
includes taxes & fees
21 Oct - 22 Oct
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 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.

2. DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
United States
Darryl
Rp1.453.122
Rp1.627.496 total
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton Ocean City Oceanfront
A resort pool area with lounge chairs, palm trees, and a boat-shaped water feature.
An aerial view of a coastal city with a beachfront hotel featuring multiple floors, a swimming pool, and a marina in the background.
A balcony with a round table and chairs, overlooking the beach and ocean.
A dining table set with wine glasses, a bottle of Riesling wine, a vase with flowers, and a basket of bread.

3. Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites
Midtown Ocean City
United States
Bobbi
Rp2.054.025
Rp2.300.507 total
includes taxes & fees
1 Nov - 2 Nov
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 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.
A spacious dining area with round tables, high ceilings with ductwork, and a stone fireplace.

4. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
United States
scott
Rp3.651.600
Rp4.508.652 total
includes taxes & fees
2 Nov - 3 Nov
The Inn at Chesapeake Bay Beach Club
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.
A white colonial-style house with a covered porch, brick steps, and outdoor seating.
A wooden console table with framed floral artwork, two lamps, and two ottomans.
A deck with wicker furniture, a table, and an umbrella, overlooking a lake with trees and a dock.

5. The Oaks Waterfront

The Oaks Waterfront
Easton
United States
Jeffrey
Rp7.877.790
Rp8.665.569 total
includes taxes & fees
18 Oct - 19 Oct
The Oaks Waterfront
Terrace/patio
Dining room
Pool
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 bedroom with a bed, a ceiling fan, a painting, a nightstand, and a dresser.
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.

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 bedroom with a large bed, a nightstand, a wall-mounted shelf, and a window with curtains.
A modern kitchen with a dining area, featuring a blue sofa, a small table, and a trash bin.
A marina with boats docked, a waterfront building, and a walkway along the water.

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
Rp9.504.900
Rp10.455.390 total
3 Nov - 4 Nov
includes taxes & fees
Inn at Perry Cabin
Cypress River Inn & Spa

Cypress River Inn & Spa

201 E Market St Snow Hill MD
Rp3.847.068
Rp4.308.716 total
15 Oct - 16 Oct
includes taxes & fees
8.4/10 Very good! (7 reviews)
Cypress River Inn & Spa
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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.

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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'll discover a range of 4-star hotels in Eastern Shore, including in Ocean City. Hilton Ocean City Oceanfront Suites is an Expedia guest favourite in this destination that features windsurfing and designer toiletries. Another stay that gets excellent reviews from travellers is DoubleTree by Hilton Ocean City Oceanfront. Windsurfing and concierge services help make it their preferred option.
How much does it cost to stay in a 4-star hotel in Eastern Shore?
With Expedia's handy filter tool, scoring a fabulous deal on a 4-star hotel in Eastern Shore just got easier. Start by entering your chosen travel dates and length of your stay. Then list the results by price and pick the option that best fits your style and budget.
  • Search for the lowest price from Rp4.308.716
What's the difference between 5-star and 4-star hotels in Eastern Shore?
If you decide to spend your holiday at a 4-star hotel in Eastern Shore, you'll typically find lots of conveniences to make sure you're comfortable, such as a restaurant, gym and pool. You can look forward to high-quality service and upscale surroundings. Choose a 5-star hotel and you'll have access to a few extra perks — think on-site spas, around-the-clock concierge and opulent turndown services. You'll most likely get extra amenities and first-rate services at a 5-star retreat, but both are awesome options for luxury travellers.

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