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

Find Winery Hotels in Eastern Shore, MD

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Check availability on Eastern Shore Winery Hotels

Tonight
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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 entrance with a clear sky, multiple flags, and a well-maintained lawn.
A reception desk with a flat-screen TV, a cash register, and a payment terminal. There are two pendant lights above the desk, and a large abstract painting on the wall.
A hotel room with a large bed, a flat-screen TV mounted on the wall, a desk with a microwave, and a chair.

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
United States
Amy
NT$3,195
NT$3,546 total
includes taxes & fees
Nov 1 - Nov 2
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 hotel room with a large bed, a desk, a chair, and a view of the city through large windows.
A modern hotel lobby with grey upholstered chairs, a round table, and a bar area.
A swimming pool with lounge chairs and umbrellas, surrounded by buildings and palm trees.

2. Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront
Downtown Ocean City
United States
Amy
NT$2,542
NT$2,847 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.
An outdoor seating area with tables and chairs, overlooking a beach.
A beach with umbrellas and people.
A vibrant hotel lobby with a blue sofa, colorful artwork, a surfboard, and a modern chandelier.

3. Park Place Hotel

Park Place Hotel
Downtown Ocean City
United States
Wayne
NT$1,922
NT$2,874 total
includes taxes & fees
Nov 1 - Nov 2
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 modern hotel room with a large window, a flat-screen TV, a blue sofa, a yellow ottoman, and a green armchair.

4. Comfort Inn Gold Coast

Comfort Inn Gold Coast
North Ocean City
United States
Michele
NT$2,147
NT$2,405 total
includes taxes & fees
Nov 1 - Nov 2
Comfort Inn Gold Coast
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.
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.

5. Courtyard Ocean City Oceanfront

Courtyard Ocean City Oceanfront
Downtown Ocean City
United States
Gonzalo
NT$3,048
NT$3,413 total
includes taxes & fees
Oct 13 - Oct 14
Courtyard Ocean City Oceanfront
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 large, two-story white house with a porch and multiple windows.
A bedroom with a large bed, a bench, a dresser, and two windows with curtains.

6. Kent Island Resort

Kent Island Resort
Stevensville
United States
Bethany
NT$4,850
NT$6,457 total
includes taxes & fees
Nov 4 - Nov 5
Kent Island Resort
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.
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.

7. SeaLoft Oceanfront Hotel

SeaLoft Oceanfront Hotel
Midtown Ocean City
United States
Jessica
NT$2,265
NT$2,537 total
includes taxes & fees
Oct 22 - Oct 23
SeaLoft Oceanfront Hotel
A waterfront property with a prominent building featuring a red roof and a tower, surrounded by water and marshland.
A rocking chair on a wooden deck with a view of the ocean and a sunset.
A spacious lobby with wooden ceiling, comfortable seating, large windows, and a fireplace.
A cozy living room with a fireplace, a chessboard, and a tray with snacks and drinks.

8. Lighthouse Club Hotel

Lighthouse Club Hotel
Midtown Ocean City
United States
Corey
NT$6,196
NT$6,939 total
includes taxes & fees
Oct 12 - Oct 13
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 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.

9. Wingate by Wyndham North East

Wingate by Wyndham North East
North East
United States
Bonnie
NT$3,146
NT$3,523 total
includes taxes & fees
Oct 25 - Oct 26
Wingate by Wyndham North East
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 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.
A room with a white striped chair, a small table, a blue patterned rug, a potted plant, and a window with a view.

10. Kokomo Suites

Kokomo Suites
North Ocean City
United States
Daritza
NT$1,401
NT$2,046 total
includes taxes & fees
Oct 7 - Oct 8
Kokomo Suites
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Top Eastern Shore Hotel Reviews

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