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

Winery Hotels & Resorts in Eastern Shore from NZ$141

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Check availability on Eastern Shore Winery Hotels

Tonight
29 Sept - 30 Sept
Tomorrow
30 Sept - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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 hotel reception area with a modern design, featuring a reception desk, a seating area, and a hallway leading to other rooms.
A hotel room with two beds, a desk, a TV, and a window with curtains.
A modern lounge area with seating, a fireplace, and a television.

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
United States
Amy
NZ$203
includes taxes & fees
25 Oct - 26 Oct
Comfort Inn & Suites Chestertown
A large, two-story barn-style building with a covered front porch and a garage.
A rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.
A dining room with a round table set for six, surrounded by wooden chairs. A fireplace with ornate details is visible, and a large mirror hangs above it.
A bedroom with a large bed, a bench, a dresser, and two windows with curtains.

2. Kent Island Resort

Kent Island Resort
Stevensville
United States
Bethany
NZ$314
includes taxes & fees
28 Oct - 29 Oct
Kent Island Resort
A deck with two Adirondack chairs and a small table, overlooking a beach with the ocean and a clear sky.
A swimming pool with lounge chairs and umbrellas, surrounded by buildings and palm trees.
A beach with a wooden boardwalk, umbrellas, and people.
A modern hotel lobby with grey upholstered chairs, a round table, and a bar area.

3. Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront
Downtown Ocean City
United States
Victoria
NZ$217
includes taxes & fees
5 Oct - 6 Oct
Hyatt Place Ocean City / Oceanfront
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 multi-story hotel with a pool area, including sun loungers and a smaller pool.
A beach with umbrellas and people.

4. Park Place Hotel

Park Place Hotel
Downtown Ocean City
United States
Michelle
NZ$160
includes taxes & fees
19 Oct - 20 Oct
Park Place Hotel
A coastal hotel with multiple buildings, a beach, and a pier in the background.
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.
A beachfront hotel with multiple balconies, a boardwalk, and a view of the ocean.

5. Courtyard Ocean City Oceanfront

Courtyard Ocean City Oceanfront
Downtown Ocean City
United States
Gonzalo
NZ$224
includes taxes & fees
5 Oct - 6 Oct
Courtyard Ocean City Oceanfront
An indoor swimming pool with clear glass walls, lounge chairs, and a view of the outside.
A modern hotel room with a large window, a flat-screen TV, a blue sofa, a yellow ottoman, and a green armchair.
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.

6. Comfort Inn Gold Coast

Comfort Inn Gold Coast
North Ocean City
United States
Nelson
NZ$150
includes taxes & fees
23 Oct - 24 Oct
Comfort Inn Gold Coast
A balcony with two blue Adirondack chairs facing a beach with a white fence and a clear sky.
A beach with numerous umbrellas and people.
A modern hotel room with a bed, a sofa, a desk, and a chair.
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.

7. SeaLoft Oceanfront Hotel

SeaLoft Oceanfront Hotel
Midtown Ocean City
United States
Jessica
NZ$141
includes taxes & fees
12 Oct - 13 Oct
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 modern hotel with a prominent 'Wingate by Wyndham' sign, a covered entrance, and a flag.
An indoor swimming pool with clear glass walls, blue chairs around the pool, and a tiled floor.

8. Wingate by Wyndham North East

Wingate by Wyndham North East
North East
United States
Gary
NZ$194
includes taxes & fees
25 Oct - 26 Oct
Wingate by Wyndham North East
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 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.

9. Hotel Monte Carlo Ocean City

Hotel Monte Carlo Ocean City
Downtown Ocean City
United States
Dennis
NZ$179
includes taxes & fees
30 Sept - 1 Oct
Hotel Monte Carlo Ocean City
A large, historic house with a wrap-around porch and a gazebo, surrounded by lush vegetation and a body of water.
A window with a view of a grassy field and trees, curtains partially drawn, and a road sign indicating a speed limit of 30.
A waterfront dock with a pier, a white building, and a clear sky.
A covered porch with wicker furniture, a small table, and a view of a green landscape and water.

10. The Whitehaven Hotel

The Whitehaven Hotel
Quantico
United States
Tracy
NZ$326
includes taxes & fees
1 Oct - 2 Oct
The Whitehaven Hotel
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Top Eastern Shore Hotel Reviews

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