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

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Check availability on Eastern Shore Romantic Hotels

Tonight
Oct 8 - Oct 9
Tomorrow
Oct 9 - Oct 10
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Eastern Shore romantic hotels

A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.
An indoor corridor with brick walls, a brick floor, and a sign reading "DECANTER WINE ROOM".
A spacious living room with a leather sofa, a coffee table, and a bookshelf filled with books.
A bedroom with a large bed, a nightstand, a lamp, and a window with blinds.

1. The Tidewater Inn

The Tidewater Inn
Easton
United States
Miriam
₩239,860
₩263,846 total
includes taxes & fees
Nov 1 - Nov 2
The Tidewater Inn
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 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
₩108,659
₩121,697 total
includes taxes & fees
Nov 1 - Nov 2
DoubleTree by Hilton Ocean City Oceanfront
An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.
A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.
A spacious dining area with high ceilings, large windows, and modern chandeliers.
A marina with boats docked, a sandy beach, and a clear blue sky.

3. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
United States
John
₩238,520
₩308,991 total
includes taxes & fees
Nov 4 - Nov 5
Hyatt Regency Chesapeake Bay
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 living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.
A hotel room with a large bed, a chair, a desk, and a television.

4. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Virgilio
₩687,420
₩756,162 total
includes taxes & fees
Nov 8 - Nov 9
Inn at Perry Cabin
A clear pool with palm trees, lounge chairs, and umbrellas.
A beach with a row of multi-story hotels.
A balcony table with breakfast items and a view of the ocean.
A large hotel with multiple floors and balconies, situated on a beach with a clear sky.

5. Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG
Downtown Ocean City
United States
Jacqueline
₩125,960
₩141,074 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn & Suites Ocean City by IHG
An outdoor seating area with tables and chairs, overlooking a body of water and greenery.
A waterfront property with a dock, a sailboat, and a building with a red roof.
A large building with a swimming pool, dock, and green surroundings.
A modern lounge area with a fireplace, seating, and a view of the outdoors.

6. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
United States
William
₩247,623
₩272,385 total
includes taxes & fees
Oct 19 - Oct 20
The Tilghman Island Inn
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.
An aerial view of a coastal city with a beachfront hotel featuring multiple floors, a swimming pool, and a marina in the background.
A dining table set with wine glasses, a bottle of Riesling wine, a vase with flowers, and a basket of bread.

7. Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites
Midtown Ocean City
United States
Bobbi
₩153,593
₩172,023 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Ocean City Oceanfront Suites
A two-story building with a covered entrance and an American flag.
A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.
A hotel room with two beds, a chair, and a painting on the wall.
A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.

8. St Michaels Inn

St Michaels Inn
St. Michaels
United States
Lynn
₩119,260
₩131,186 total
includes taxes & fees
Oct 14 - Oct 15
St Michaels Inn
A balcony with a view of the sea, a pool, and a row of chairs.
A modern hotel lobby with a glass railing, a blue-lit water feature, and a wooden wall.
A modern bar area with a long counter, multiple bar stools, and ambient lighting.
A poolside area with lounge chairs and umbrellas, reflecting the sky and clouds.

9. Residence Inn by Marriott Ocean City

Residence Inn by Marriott Ocean City
Midtown Ocean City
United States
Christina
₩125,819
₩140,917 total
includes taxes & fees
Oct 18 - Oct 19
Residence Inn by Marriott Ocean City
A modern indoor swimming pool with clear water, a lifebuoy on the wall, and a seating area with chairs and tables.
A modern reception area with a curved desk, seating, and a view of the outdoors.
A modern hotel building with a prominent 'tru by Hilton' sign, multiple floors, and a parking lot.
A breakfast buffet with various food options and a sign reading "TOP IT BREAKFAST".

10. Tru by Hilton Ocean City Bayside

Tru by Hilton Ocean City Bayside
Midtown Ocean City
United States
kimberly
₩108,659
₩121,699 total
includes taxes & fees
Nov 4 - Nov 5
Tru by Hilton Ocean City Bayside
View all properties

Top Eastern Shore Hotel Reviews

Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

10/10 Excellent
"Had a great stay will definitely stay there again."
Michelle 3-night trip
Posted 5 hours ago
Holiday Inn & Suites Ocean City by IHG
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

10/10 Excellent
"Good location"
Joyce 4-night trip
Posted 15 hours ago
Grand Hotel Ocean City Oceanfront
Quality Inn Oceanfront

Quality Inn Oceanfront

8/10 Good
"Clean and tidy. Nice bed. Great ocean view (especially sunrise). Good value for the money."
Lyndon 3-night trip
Posted 15 hours ago
Quality Inn Oceanfront
St Michaels Inn

St Michaels Inn

10/10 Excellent
"Late night manager was extremely helpful!"
Rodney 1-night trip
Posted 7 days ago
St Michaels Inn

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