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

Winery Hotels & Resorts in Eastern Shore from AU$88

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Check availability on Eastern Shore Winery Hotels

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Eastern Shore hotels with winery

A deck with two Adirondack chairs and a small table, overlooking a beach with the ocean and a clear sky.
A beach with a wooden boardwalk, umbrellas, and people.
A hotel room with a large bed, a desk, a chair, and a view of the city through large windows.
A swimming pool with lounge chairs and umbrellas, surrounded by buildings and palm trees.

1. Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront
Downtown Ocean City
United States
Victoria
AU$129
includes taxes & fees
2 Nov - 3 Nov
Hyatt Place Ocean City / Oceanfront
A coastal hotel with multiple buildings, a beach, and a pier in the background.
A beachfront hotel with multiple balconies, a boardwalk, and a view of the ocean.
An indoor swimming pool with lounge chairs and a view of the outside balconies.
A hotel room with two beds, a desk, a chair, a TV, and a view of the ocean.

2. Courtyard Ocean City Oceanfront

Courtyard Ocean City Oceanfront
Downtown Ocean City
United States
Gonzalo
AU$169
includes taxes & fees
27 Oct - 28 Oct
Courtyard Ocean City Oceanfront
A rectangular swimming pool with a 3 FT depth marker, surrounded by lounge chairs and a small table.
Room
Two front-loading washing machines in a laundry room with a beige wall and a white ceiling.
A gym with various exercise equipment, a television, and a clock on the wall.

3. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
United States
Amy
AU$162
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn & Suites Chestertown
A multi-story hotel with balconies, a beachside location, and various shops and restaurants.
A beach with umbrellas and people.
A multi-story hotel with a pool area, including sun loungers and a smaller pool.
An outdoor seating area with tables and chairs, overlooking a beach.

4. Park Place Hotel

Park Place Hotel
Downtown Ocean City
United States
Michelle
AU$123
includes taxes & fees
3 Nov - 4 Nov
Park Place Hotel
An indoor swimming pool with clear glass walls, lounge chairs, and a view of the outside.
An outdoor patio with tables and chairs, blue umbrellas, and potted plants.
A compact hotel room with a kitchenette, a dining area with a view, and a green armchair.
A hotel room with a large bed, a chair, a wardrobe, and a window with a view of a green landscape.

5. Comfort Inn Gold Coast

Comfort Inn Gold Coast
North Ocean City
United States
Michele
AU$109
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn Gold Coast
A balcony with two blue Adirondack chairs facing a beach with a white fence and a clear sky.
A modern hotel lobby with a large wall sign reading "SeaLoft Oceanfront Hotel," wicker furniture, a leather sofa, and a view of the street through a large window.
The exterior of SeaLoft Oceanfront Hotel with a prominent sign and a balcony with white railings.
A modern hotel room with a bed, a sofa, a desk, and a chair.

6. SeaLoft Oceanfront Hotel

SeaLoft Oceanfront Hotel
Midtown Ocean City
United States
Jessica
AU$114
includes taxes & fees
18 Oct - 19 Oct
SeaLoft Oceanfront Hotel
A hotel room with two beds, a desk, a chair, and a wall-mounted TV.
A hotel room with a patterned carpet, a sofa, a chair, a small table, and a lamp.
A reception area with a modern design, featuring a reception desk, a mounted television, a clock, and a large painting on the wall.
A modern hotel with a prominent 'Wingate by Wyndham' sign, a covered entrance, and a flag.

7. Wingate by Wyndham North East

Wingate by Wyndham North East
North East
United States
Gary
AU$159
includes taxes & fees
4 Oct - 5 Oct
Wingate by Wyndham North East
A large, two-story barn-style building with a covered front porch and a garage.
A large, two-story white house with a porch and multiple windows.
A rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.
A bedroom with a large bed, a bench, a dresser, and two windows with curtains.

8. Kent Island Resort

Kent Island Resort
Stevensville
United States
Bethany
AU$306
includes taxes & fees
28 Oct - 29 Oct
Kent Island Resort
A room with a blue sofa, a white table, a colorful abstract painting, and a view of a pool and building through green curtains.
A room with a bright green wall, a blue sofa, a white table, and a window with green curtains.
A swimming pool with lounge chairs and umbrellas, surrounded by multi-story buildings with balconies.
A hotel room with a bed, a TV, a desk with a chair, and a small kitchenette.

9. Kokomo Suites

Kokomo Suites
North Ocean City
United States
Johnathan
AU$88
includes taxes & fees
6 Oct - 7 Oct
Kokomo Suites
A swimming pool with blue lounge chairs and striped umbrellas.
A white beach ball with "Monte Carlo Hotel Group" and "Ocean City, MD" text.
A balcony with a chair, a sliding glass door leading to a bedroom with a bed, a sofa, and a lamp.
A bar area with stone walls, metal chairs, and two TVs mounted on the wall.

10. Hotel Monte Carlo Ocean City

Hotel Monte Carlo Ocean City
Downtown Ocean City
United States
Jacob
AU$147
includes taxes & fees
29 Oct - 30 Oct
Hotel Monte Carlo Ocean City
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Top Eastern Shore Hotel Reviews

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