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
20 Oct - 21 Oct
Tomorrow
21 Oct - 22 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Eastern Shore romantic hotels

An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.
A spacious dining area with a view of the water, featuring a modern design with a marble floor and contemporary furniture.
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.

1. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
United States
John
AED 591
AED 776 total
includes taxes & fees
18 Nov - 19 Nov
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 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
John
AED 298
AED 334 total
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton Ocean City Oceanfront
A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.
A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.
A golf course with a water hazard and surrounding trees.
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.

3. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Virgilio
AED 1,803
AED 1,983 total
includes taxes & fees
18 Nov - 19 Nov
Inn at Perry Cabin
A clear pool with palm trees, lounge chairs, and umbrellas.
A beachside bar with Adirondack chairs, a pool, and a view of the ocean.
A large hotel with multiple floors and balconies, situated on a beach with a clear sky.
A balcony table with breakfast items and a view of the ocean.

4. Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG
Downtown Ocean City
United States
Marilyn
AED 331
AED 370 total
includes taxes & fees
17 Nov - 18 Nov
Holiday Inn & Suites Ocean City by IHG
A two-story building with a covered entrance and an American flag.
A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.
A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.
A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.

5. St Michaels Inn

St Michaels Inn
St. Michaels
United States
Lynn
AED 294
AED 324 total
includes taxes & fees
1 Nov - 2 Nov
St Michaels Inn
A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.
A spacious dining area with multiple tables and chairs, wooden ceiling beams, and large windows with blinds.
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.

6. The Tidewater Inn

The Tidewater Inn
Easton
United States
Miriam
AED 611
AED 673 total
includes taxes & fees
1 Nov - 2 Nov
The Tidewater Inn
A modern indoor swimming pool with clear water, a lifebuoy on the wall, and a seating area with chairs and tables.
A breakfast buffet with various food options and a sign reading "TOP IT BREAKFAST".
A 24/7 market with a variety of snacks and beverages, including chips and bottled drinks.
A modern hotel building with a prominent 'tru by Hilton' sign, multiple floors, and a parking lot.

7. Tru by Hilton Ocean City Bayside

Tru by Hilton Ocean City Bayside
Midtown Ocean City
United States
Steven
AED 238
AED 267 total
includes taxes & fees
26 Oct - 27 Oct
Tru by Hilton Ocean City Bayside
A balcony with a view of the sea, a pool, and a row of chairs.
A coastal hotel with a marina, a large building with multiple floors, and a view of the city skyline in the background.
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.

8. Residence Inn by Marriott Ocean City

Residence Inn by Marriott Ocean City
Midtown Ocean City
United States
Christina
AED 331
AED 370 total
includes taxes & fees
25 Oct - 26 Oct
Residence Inn by Marriott Ocean City
A resort pool area with lounge chairs, palm trees, and a boat-shaped water feature.
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.
A dining table set with wine glasses, a bottle of Riesling wine, a vase with flowers, and a basket of bread.

9. Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites
Midtown Ocean City
United States
Rosemary
AED 421
AED 472 total
includes taxes & fees
1 Nov - 2 Nov
Hilton Ocean City Oceanfront Suites
An outdoor seating area with tables and chairs, overlooking a body of water and greenery.
A modern lounge area with a fireplace, seating, and a view of the outdoors.
A spacious indoor dining area with large windows, tables, and chairs.
A large building with a swimming pool, dock, and green surroundings.

10. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
United States
Kelly
AED 643
AED 707 total
includes taxes & fees
25 Oct - 26 Oct
The Tilghman Island Inn
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Top Eastern Shore Hotel Reviews

Holiday Inn Ocean City by IHG

Holiday Inn Ocean City by IHG

10/10 Excellent
"Room was clean, bed was comfortable. Hot tubs and pools were great! When indoor hot tubs wouldn't turn on, we approached the front desk. They called maintenance before we even turned away, and he arrived to fix them as we were walking back in! Took mere seconds, and he had the jets back up and running!"
Francine 2-night trip
Posted 4 hours ago
Holiday Inn Ocean City by IHG
St Michaels Inn

St Michaels Inn

10/10 Excellent
"Staff was exceptional. Historical vibe was fun and coastal-appropriate. Close to DC and other fun destinations."
Kelly 4-night trip
Posted 17 hours ago
St Michaels Inn
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

8/10 Good
"We found our room to be surprisingly spacious, very clean, and comfortable; however, the kitchenette/bathroom areas were a bit dated. The property location was excellent and there were restaurants and a pool within the property. The common areas inside the hotel and the outdoor space at the front of the hotel were adequate, but guests were somewhat disrespectful, leaving their trash, not replacing chairs after their use, etc... The staff was pleasant enough when checking-in and helpful when we had a question but were ignoring simple tasks like straightening up the common areas when time allowed. Although this was a little off-putting, we would return if the opportunity presented itself."
Keli 1-night trip
Posted 1 day ago
Grand Hotel Ocean City Oceanfront

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