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

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Check availability on Eastern Shore Winery Hotels

Tonight
19 Aug - 20 Aug
Tomorrow
20 Aug - 21 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Eastern Shore hotels with winery

A modern dining area with a central island, multiple tables, and chairs. There are signs for 'RISP' and 'SILVER' on the wall, and an 'EXIT' sign above a door.
A modern lounge area with seating, a fireplace, and a television.
A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.
A hotel reception area with a modern design, featuring a reception desk, a seating area, and a hallway leading to other rooms.

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
United States
Deanna
£85
includes taxes & fees
13 Sept - 14 Sept
Comfort Inn & Suites Chestertown
A deck with two Adirondack chairs and a small table, overlooking a beach with the ocean and a clear sky.
A modern hotel lobby with grey upholstered chairs, a round table, and a bar area.
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.

2. Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront
Downtown Ocean City
United States
Barbara
£108
includes taxes & fees
16 Sept - 17 Sept
Hyatt Place Ocean City / Oceanfront
A large, two-story barn-style building with a covered front porch and a garage.
A bedroom with a large bed, a bench, a dresser, and two windows with curtains.
A rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.
A large, two-story white house with a porch and multiple windows.

3. Kent Island Resort

Kent Island Resort
Stevensville
United States
Leigh
£159
includes taxes & fees
7 Sept - 8 Sept
Kent Island Resort
A multi-story hotel with balconies, a beachside location, and various shops and restaurants.
An outdoor seating area with tables and chairs, overlooking a beach.
A vibrant hotel lobby with a blue sofa, colorful artwork, a surfboard, and a modern chandelier.
A multi-story hotel with a pool area, including sun loungers and a smaller pool.

4. Park Place Hotel

Park Place Hotel
Downtown Ocean City
United States
Alicia
£118
includes taxes & fees
9 Sept - 10 Sept
Park Place Hotel
A balcony with two blue Adirondack chairs facing a beach with a white fence and a clear sky.
The exterior of SeaLoft Oceanfront Hotel with a prominent sign and a balcony with white railings.
A beach with numerous umbrellas and people.
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.

5. SeaLoft Oceanfront Hotel

SeaLoft Oceanfront Hotel
Midtown Ocean City
United States
Majid
£74
includes taxes & fees
7 Sept - 8 Sept
SeaLoft Oceanfront Hotel
A hotel room with two beds, a desk, a chair, and a wall-mounted TV.
A reception area with a modern design, featuring a reception desk, a mounted television, a clock, and a large painting on the wall.
A hotel room with a patterned carpet, a sofa, a chair, a small table, and a lamp.
An indoor swimming pool with clear glass walls, blue chairs around the pool, and a tiled floor.

6. Wingate by Wyndham North East

Wingate by Wyndham North East
North East
United States
Katherine
£82
includes taxes & fees
13 Sept - 14 Sept
Wingate by Wyndham North East
A waterfront property with a prominent building featuring a red roof and a tower, surrounded by water and marshland.
A restaurant with large windows offering a view of the sea. Tables are set with white tablecloths and wooden chairs.
A cozy living room with a fireplace, a chessboard, and a tray with snacks and drinks.
A rocking chair on a wooden deck with a view of the ocean and a sunset.

7. Lighthouse Club Hotel

Lighthouse Club Hotel
Midtown Ocean City
United States
Yeabsira
£184
includes taxes & fees
1 Sept - 2 Sept
Lighthouse Club Hotel
A swimming pool with blue lounge chairs and striped umbrellas.
A hotel room with a large bed, a bathroom with a mosaic tile wall, a small table with two chairs, and a floor lamp.
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.

8. Hotel Monte Carlo Ocean City

Hotel Monte Carlo Ocean City
Downtown Ocean City
United States
Ana Maria
£98
includes taxes & fees
7 Sept - 8 Sept
Hotel Monte Carlo Ocean City
A coastal hotel with multiple buildings, a beach, and a pier in the background.
A hotel named 'Courtyard by Marriott' with a beach view, outdoor seating, and multiple balconies.
A hotel room with two beds, a desk, a chair, a TV, and a view of the ocean.
An indoor swimming pool with lounge chairs and a view of the outside balconies.

9. Courtyard Ocean City Oceanfront

Courtyard Ocean City Oceanfront
Downtown Ocean City
United States
Lorianne
£164
includes taxes & fees
7 Sept - 8 Sept
Courtyard Ocean City Oceanfront
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 modern hotel room with a large window, a flat-screen TV, a blue sofa, a yellow ottoman, and a green armchair.

10. Comfort Inn Gold Coast

Comfort Inn Gold Coast
North Ocean City
United States
Juliely
£84
includes taxes & fees
13 Sept - 14 Sept
Comfort Inn Gold Coast
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Top Eastern Shore Hotel Reviews

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