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 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
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 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.

1. The Tidewater Inn

The Tidewater Inn
Easton
United States
Miriam
₩240,129
₩264,142 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 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 beachfront hotel with multiple floors and balconies, a sandy beach in the foreground, and a clear sky.
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
Darryl
₩119,800
₩134,176 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 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 multiple tables and chairs, high ceilings with exposed beams, and a brick wall.
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
₩256,227
₩329,131 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 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.

4. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Virgilio
₩687,595
₩756,354 total
includes taxes & fees
Nov 3 - Nov 4
Inn at Perry Cabin
A clear pool with palm trees, lounge chairs, and umbrellas.
A balcony table with breakfast items and a view of the ocean.
A beach with a row of multi-story hotels.
A beachside bar with Adirondack chairs, a pool, and a view of the ocean.

5. Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG
Downtown Ocean City
United States
Jacqueline
₩138,175
₩154,755 total
includes taxes & fees
Nov 3 - Nov 4
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
₩247,963
₩272,759 total
includes taxes & fees
Oct 7 - Oct 8
The Tilghman Island Inn
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.

7. Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites
Midtown Ocean City
United States
Bethany
₩148,376
₩166,180 total
includes taxes & fees
Nov 3 - Nov 4
Hilton Ocean City Oceanfront Suites
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 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.

8. St Michaels Inn

St Michaels Inn
St. Michaels
United States
Genevra
₩119,424
₩131,366 total
includes taxes & fees
Oct 12 - Oct 13
St Michaels Inn
A balcony with a view of the sea, a pool, and a row of chairs.
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.
A coastal hotel with a marina, a large building with multiple floors, and a view of the city skyline in the background.

9. Residence Inn by Marriott Ocean City

Residence Inn by Marriott Ocean City
Midtown Ocean City
United States
TONI
₩125,992
₩141,110 total
includes taxes & fees
Nov 4 - Nov 5
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 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".
A modern reception area with a curved desk, seating, and a view of the outdoors.

10. Tru by Hilton Ocean City Bayside

Tru by Hilton Ocean City Bayside
Midtown Ocean City
United States
kimberly
₩108,809
₩121,867 total
includes taxes & fees
Nov 4 - Nov 5
Tru by Hilton Ocean City Bayside
View all properties

Top Eastern Shore Hotel Reviews

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

10/10 Excellent
"Our first visit since Covid years ! I noticed brighter colors in the pool area and rooms .The lobby also is clean and knowledgeable staff to answer all our many questions. Our 4th floor oceanfront room was large and bright the bathroom was amazing ! The ice maker in the full size refrigerator was also a welcome addition!.My sisters and I are all ready thinking of our next OC vacation and we will definitely be staying at The Princess Royale Resort ! Thank you for a wonderful weekend getaway!"
Mary 2-night trip
Posted 1 hour ago
Princess Royale Oceanfront Resort
Carousel Resort Hotel & Condominiums

Carousel Resort Hotel & Condominiums

8/10 Good
"The room over"
Ken 2-night trip
Posted 4 hours ago
Carousel Resort Hotel & Condominiums
Comfort Suites Ocean City West

Comfort Suites Ocean City West

8/10 Good
"The room was clean. The rooms staff were friendly and helpful. Parking was satisfactory. Actually even had a spot for my trailer in the back during bike week. And then there was breakfast. Not so good there was one older black woman who was fantastic and did great with what they gave here to work with on Thursday morning. Highly recommend her. The rest of the staff on the other days was horrible. They could not keep the place clean or stocked. The Juice machine was falling apart and when they weren't out smoking they weren't helping. Do not recommend the breakfast unless they get their act together. Other than that we were satisfied with our stay at this location."
Donald 5-night trip
Posted 9 hours ago
Comfort Suites Ocean City West
Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

10/10 Excellent
"The view from the room was fantastic, access to the boardwalk and beach and hotel staff were all friendly and helpful with the real standout being Gabriel in the hotel restaurant, literally the best waiter we've ever had. He was engaging, friendly and remembered us each morning. It's a touch like that which can make or break a stay. Even if we stayed elsewhere on the boardwalk in the future, we will be back to your restaurant because of the exceptional service, nice job!!!!"
Alysia 3-night trip
Posted 12 hours ago
Holiday Inn & Suites Ocean City by IHG
Princess Bayside Beach Hotel

Princess Bayside Beach Hotel

8/10 Good
"Nice place. Great location"
Adrienne 2-night trip
Posted 1 day ago
Princess Bayside Beach Hotel
St Michaels Inn

St Michaels Inn

10/10 Excellent
"Late night manager was extremely helpful!"
Rodney 1-night trip
Posted 4 days ago
St Michaels Inn

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