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

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 high ceilings, large windows, and modern chandeliers.
A marina with boats docked, a sandy beach, and a clear blue sky.
A spacious dining area with a view of the water, featuring a modern design with a marble floor and contemporary furniture.

1. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
United States
John
₩214,299
₩281,244 total
includes taxes & fees
Nov 18 - Nov 19
Hyatt Regency Chesapeake Bay
A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.
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 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.

2. DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
United States
John
₩108,055
₩121,023 total
includes taxes & fees
Nov 2 - Nov 3
DoubleTree by Hilton Ocean City Oceanfront
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 bedroom with a large bed, a nightstand, a lamp, and a window with blinds.
A spacious dining area with multiple tables and chairs, wooden ceiling beams, and large windows with blinds.

3. The Tidewater Inn

The Tidewater Inn
Easton
United States
Miriam
₩238,258
₩262,083 total
includes taxes & fees
Nov 2 - Nov 3
The Tidewater Inn
A clear pool with palm trees, lounge chairs, and umbrellas.
A beach with a row of multi-story hotels.
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
₩119,795
₩134,171 total
includes taxes & fees
Nov 17 - Nov 18
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 hotel room with two beds, a chair, and a painting on the wall.
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
₩106,617
₩117,279 total
includes taxes & fees
Nov 2 - Nov 3
St Michaels Inn
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 hotel room with a large bed, a chair, a desk, and a television.
A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.

6. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Virgilio
₩653,390
₩718,730 total
includes taxes & fees
Nov 18 - Nov 19
Inn at Perry Cabin
A modern indoor swimming pool with clear water, a lifebuoy on the wall, and a seating area with chairs and tables.
A modern hotel building with a prominent 'tru by Hilton' sign, multiple floors, and a parking lot.
A 24/7 market with a variety of snacks and beverages, including chips and bottled drinks.
A breakfast buffet with various food options and a sign reading "TOP IT BREAKFAST".

7. Tru by Hilton Ocean City Bayside

Tru by Hilton Ocean City Bayside
Midtown Ocean City
United States
Steven
₩86,225
₩96,571 total
includes taxes & fees
Oct 27 - Oct 28
Tru by Hilton Ocean City Bayside
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 large, multi-story hotel with a prominent Hilton sign, a parking lot with several cars, and a view of the ocean in the background.

8. Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites
Midtown Ocean City
United States
Rosemary
₩152,738
₩171,068 total
includes taxes & fees
Nov 2 - Nov 3
Hilton Ocean City Oceanfront Suites
An indoor swimming pool with clear water, tiled steps, and orange lounge chairs.
A modern lounge area with multiple seating arrangements, including sofas and chairs, a central wooden planter, and ambient lighting.
A modern house with a glass door entrance, outdoor seating area with chairs, and a small table.
A hotel room with two beds, a large window with a city view, a flat-screen TV, and a desk with a lamp.

9. Fenwick Inn

Fenwick Inn
North Ocean City
United States
Shaun
₩82,658
₩112,477 total
includes taxes & fees
Nov 2 - Nov 3
Fenwick 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 poolside area with lounge chairs and umbrellas, reflecting the sky and clouds.
A modern bar area with a long counter, multiple bar stools, and ambient lighting.

10. Residence Inn by Marriott Ocean City

Residence Inn by Marriott Ocean City
Midtown Ocean City
United States
Christina
₩119,795
₩134,171 total
includes taxes & fees
Nov 2 - Nov 3
Residence Inn by Marriott Ocean City
View all properties

Top Eastern Shore Hotel Reviews

Fenwick Inn

Fenwick Inn

10/10 Excellent
"It was great! Clean room. Staff was great!"
Jeanne 2-night trip
Posted 1 hour ago
Fenwick Inn
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 3 hours ago
St Michaels Inn
Quality Inn Oceanfront

Quality Inn Oceanfront

10/10 Excellent
"The staff was kind enough to let me check in early"
Kelly 2-night trip
Posted 6 hours ago
Quality Inn Oceanfront
Holiday Inn Ocean City by IHG

Holiday Inn Ocean City by IHG

10/10 Excellent
"The Holiday in is a great place to stay. Staff were Great! Would Definitely stay Again."
Valerie 2-night trip
Posted 13 hours ago
Holiday Inn Ocean City by IHG
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 20 hours ago
Grand Hotel Ocean City Oceanfront

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