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
Oct 14 - Oct 15
Tomorrow
Oct 15 - Oct 16
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Eastern Shore hotels with winery

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 Comfort Inn & Suites hotel with a brick facade, arched entryway, and a well-maintained lawn.
A spacious dining area with multiple tables and chairs, a central island, and a kitchen in the background.

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
United States
Amy
NT$3,138
NT$3,483 total
includes taxes & fees
Nov 8 - Nov 9
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 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.

2. Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront
Downtown Ocean City
United States
Amy
NT$2,573
NT$2,882 total
includes taxes & fees
Nov 2 - Nov 3
Hyatt Place Ocean City / Oceanfront
A multi-story hotel with balconies, a beachside location, and various shops and restaurants.
A beach with umbrellas and people.
A vibrant hotel lobby with a blue sofa, colorful artwork, a surfboard, and a modern chandelier.
An outdoor seating area with tables and chairs, overlooking a beach.

3. Park Place Hotel

Park Place Hotel
Downtown Ocean City
United States
kevin
NT$1,945
NT$2,909 total
includes taxes & fees
Nov 2 - Nov 3
Park Place Hotel
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.
Room
A hotel room with two beds, a desk, a chair, a TV, and a view of the ocean.

4. Courtyard Ocean City Oceanfront

Courtyard Ocean City Oceanfront
Downtown Ocean City
United States
Ryan
NT$2,802
NT$3,138 total
includes taxes & fees
Nov 1 - Nov 2
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.
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.

5. Comfort Inn Gold Coast

Comfort Inn Gold Coast
North Ocean City
United States
michael
NT$2,173
NT$2,434 total
includes taxes & fees
Nov 4 - Nov 5
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.
The exterior of SeaLoft Oceanfront Hotel with a prominent sign and a balcony with white railings.

6. SeaLoft Oceanfront Hotel

SeaLoft Oceanfront Hotel
Midtown Ocean City
United States
Jessica
NT$2,287
NT$2,562 total
includes taxes & fees
Nov 1 - Nov 2
SeaLoft Oceanfront Hotel
A large, two-story barn-style building with a covered front porch and a garage.
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 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.

7. Kent Island Resort

Kent Island Resort
Stevensville
United States
Bethany
NT$3,936
NT$5,433 total
includes taxes & fees
Oct 29 - Oct 30
Kent Island Resort
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 spacious lobby with wooden ceiling, comfortable seating, large windows, and a fireplace.
A rocking chair on a wooden deck with a view of the ocean and a sunset.

8. Lighthouse Club Hotel

Lighthouse Club Hotel
Midtown Ocean City
United States
Corey
NT$6,271
NT$7,024 total
includes taxes & fees
Nov 8 - Nov 9
Lighthouse Club Hotel
A hotel room with two beds, a desk, a chair, and a wall-mounted TV.
An indoor swimming pool with clear glass walls, blue chairs around the pool, and a tiled floor.
A modern hotel with a prominent 'Wingate by Wyndham' sign, a covered entrance, and a flag.
A reception area with a modern design, featuring a reception desk, a mounted television, a clock, and a large painting on the wall.

9. Wingate by Wyndham North East

Wingate by Wyndham North East
North East
United States
Bonnie
NT$2,982
NT$3,340 total
includes taxes & fees
Nov 15 - Nov 16
Wingate by Wyndham North East
A swimming pool with blue lounge chairs and striped umbrellas.
A balcony with a chair, a sliding glass door leading to a bedroom with a bed, a sofa, and a lamp.
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 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
NT$2,576
NT$3,606 total
includes taxes & fees
Oct 16 - Oct 17
Hotel Monte Carlo Ocean City
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Top Eastern Shore Hotel Reviews

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