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
18 Oct - 19 Oct
Tomorrow
19 Oct - 20 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
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 marina with boats docked, a sandy beach, and a clear blue sky.
A spacious dining area with high ceilings, large windows, and modern chandeliers.
A marina with boats docked, a large building with a tower in the background, and a dock extending into the water.

1. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
United States
John
AED 569
AED 751 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 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.
A swimming pool with lounge chairs and umbrellas, surrounded by large windows and a glass ceiling.

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 large, stately house with a grand entrance, multiple windows, and a symmetrical facade.
A bedroom with a large bed, a nightstand, a lamp, and a window with blinds.
A spacious living room with a leather sofa, a coffee table, and a bookshelf filled with books.
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
AED 611
AED 673 total
includes taxes & fees
1 Nov - 2 Nov
The Tidewater Inn
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
15 Nov - 16 Nov
Holiday Inn & Suites Ocean City by IHG
A two-story building with a covered entrance and an American flag.
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.
A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.

5. St Michaels Inn

St Michaels Inn
St. Michaels
United States
Lynn
AED 268
AED 295 total
includes taxes & fees
18 Nov - 19 Nov
St Michaels Inn
A room with a view of a wooden deck and a gazebo by the water.
A golf course with a water hazard and surrounding trees.
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.

6. 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 modern indoor swimming pool with clear water, a lifebuoy on the wall, and a seating area with chairs and tables.
A 24/7 market with a variety of snacks and beverages, including chips and bottled drinks.
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.

7. Tru by Hilton Ocean City Bayside

Tru by Hilton Ocean City Bayside
Midtown Ocean City
United States
kimberly
AED 238
AED 267 total
includes taxes & fees
26 Oct - 27 Oct
Tru by Hilton Ocean City Bayside
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.
A dining table set with wine glasses, a bottle of Riesling wine, a vase with flowers, and a basket of bread.
An aerial view of a coastal city with a beachfront hotel featuring multiple floors, a swimming pool, and a marina in the background.

8. Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites
Midtown Ocean City
United States
Macey
AED 421
AED 472 total
includes taxes & fees
9 Nov - 10 Nov
Hilton Ocean City Oceanfront Suites
An indoor swimming pool with clear water, tiled steps, and orange lounge chairs.
A hotel room with two beds, a large window with a city view, a flat-screen TV, and a desk with a lamp.
A modern house with a glass door entrance, outdoor seating area with chairs, and a small table.
A hotel reception area with a herringbone patterned floor, reception desks, a flat-screen TV, and a view of the lobby.

9. Fenwick Inn

Fenwick Inn
North Ocean City
United States
Shaun
AED 228
AED 310 total
includes taxes & fees
2 Nov - 3 Nov
Fenwick Inn
A balcony with a view of the sea, a pool, and a row of chairs.
A modern bar area with a long counter, multiple bar stools, and ambient lighting.
A modern hotel lobby with a glass railing, a blue-lit water feature, and a wooden wall.
A coastal hotel with a marina, a large building with multiple floors, and a view of the city skyline in the background.

10. 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
22 Oct - 23 Oct
Residence Inn by Marriott Ocean City
View all properties

Top Eastern Shore Hotel Reviews

Days Inn by Wyndham Ocean City Oceanfront

Days Inn by Wyndham Ocean City Oceanfront

10/10 Excellent
"This is an older building by the ocean, so it may not be the fanciest place. But it is well-maintained and clean. The staff are very friendly, helpful, and, perhaps most importantly, everyone had a great attitude. It is a dog friendly hotel and it shows. They have a nice grassy area with a faux fire hydrant and bags to make it easy to clean up after your dog. I will stay here again."
Ginny 3-night trip
Posted 14 hours ago
Days Inn by Wyndham Ocean City Oceanfront
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

8/10 Good
"Great place for a couples getaway or a whole family"
Ashley 1-night trip
Posted 15 hours ago
Princess Royale Oceanfront Resort
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

10/10 Excellent
"Huge busy hotel, well maintained. Booked oceanfront room with jetted tub, and it was amazing. Located right on the boardwalk, super convenient. Parking is $10/night across the street."
Elena 2-night trip
Posted 22 hours ago
Grand Hotel Ocean City Oceanfront
St Michaels Inn

St Michaels Inn

8/10 Good
"We have stayed here quite a few times oner the last 15 or so years. The owners seem to always do work to make it better since the property is not a newer motel. The exterior shows the efforts. The interior is the main concern. The typical cleaning is fine in the high traffic areas, but fine detailing and dusting is non-existent and it's been this way for years. You can usually write you name in the dust on lamps and other items. Normally I would ding this level a cleaning two stars, but the room rates, especially off season, keeps the 4-star rating. Breakfast is in a large room and well stocked. Depending on the vacancy rate, there can be hot eggs and sausage. Otherwise, a fairly hefty continental breakfast. I do have to give a plug for the coffee and that also keeps a for star rating. Their coffee in the breakfast room is excellent compared to most hotels/motels where it is notoriously bad, which I never understood. For java drinkers, it means the difference between starting you day off in a positive or negative way. Never understood why hotels provide bad coffee. It leaves a bad taste in your mouth (pun intended)."
Ben 2-night trip
Posted 2 days ago
St Michaels Inn

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