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
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 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 modern hotel lobby with grey upholstered chairs, a round table, and a bar area.
A hotel room with a large bed, a desk, a chair, and a view of the city through large windows.
A beach with a wooden boardwalk, umbrellas, and people.

1. Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront
Downtown Ocean City
United States
Amy
£68
includes taxes & fees
3 Nov - 4 Nov
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 vibrant hotel lobby with a blue sofa, colorful artwork, a surfboard, and a modern chandelier.

2. Park Place Hotel

Park Place Hotel
Downtown Ocean City
United States
Michelle
£65
includes taxes & fees
2 Nov - 3 Nov
Park Place Hotel
A coastal hotel with multiple buildings, a beach, and a pier in the background.
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.
A hotel room with two beds, a desk, a chair, a TV, and a view of the ocean.

3. Courtyard Ocean City Oceanfront

Courtyard Ocean City Oceanfront
Downtown Ocean City
United States
Gonzalo
£81
includes taxes & fees
28 Oct - 29 Oct
Courtyard Ocean City Oceanfront
A rectangular swimming pool with a 3 FT depth marker, surrounded by lounge chairs and a small table.
A hotel room with two beds, a desk, a flat-screen TV, and a window with curtains.
A gym with various exercise equipment, a television, and a clock on the wall.
A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.

4. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
United States
Amy
£85
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn & Suites Chestertown
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 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.

5. SeaLoft Oceanfront Hotel

SeaLoft Oceanfront Hotel
Midtown Ocean City
United States
Jessica
£60
includes taxes & fees
18 Oct - 19 Oct
SeaLoft Oceanfront Hotel
An indoor swimming pool with clear glass walls, lounge chairs, and a view of the outside.
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.
An outdoor patio with tables and chairs, blue umbrellas, and potted plants.

6. Comfort Inn Gold Coast

Comfort Inn Gold Coast
North Ocean City
United States
Michele
£57
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn Gold Coast
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 room with a white striped chair, a small table, a blue patterned rug, a potted plant, and a window with a view.
A swimming pool with lounge chairs and umbrellas, surrounded by multi-story buildings with balconies.

7. Kokomo Suites

Kokomo Suites
North Ocean City
United States
Daritza
£44
includes taxes & fees
5 Oct - 6 Oct
Kokomo Suites
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.

8. Kent Island Resort

Kent Island Resort
Stevensville
United States
Bethany
£161
includes taxes & fees
28 Oct - 29 Oct
Kent Island Resort
A large, historic house with a wrap-around porch and a gazebo, surrounded by lush vegetation and a body of water.
A covered porch with wicker furniture, a small table, and a view of a green landscape and water.
A river with a dock, a sailboat, and a motorboat. There are buildings and trees in the background.
A waterfront dock with a pier, a white building, and a clear sky.

9. The Whitehaven Hotel

The Whitehaven Hotel
Quantico
United States
Tracy
£112
includes taxes & fees
1 Nov - 2 Nov
The Whitehaven 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 white beach ball with "Monte Carlo Hotel Group" and "Ocean City, MD" text.
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
£77
includes taxes & fees
15 Oct - 16 Oct
Hotel Monte Carlo Ocean City
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Top Eastern Shore Hotel Reviews

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