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 21 - Oct 22
Tomorrow
Oct 22 - Oct 23
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Eastern Shore hotels with winery

A hotel room with two beds, a desk, a flat-screen TV, and a window with curtains.
A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.
A hotel room with a desk, two chairs, a flat-screen TV, and a painting on the wall.
A hotel room with a bed, a sofa, a dining table, and a small round table.

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
United States
Roberta
NT$3,204
NT$3,556 total
includes taxes & fees
Nov 15 - Nov 16
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 swimming pool with lounge chairs and umbrellas, surrounded by buildings and palm trees.
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
Amy
NT$2,601
NT$2,913 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 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.
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$1,692
NT$2,634 total
includes taxes & fees
Oct 27 - Oct 28
Park Place 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 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.

4. Comfort Inn Gold Coast

Comfort Inn Gold Coast
North Ocean City
United States
michael
NT$2,205
NT$2,470 total
includes taxes & fees
Nov 10 - Nov 11
Comfort Inn Gold Coast
A large, two-story barn-style building with a covered front porch and a garage.
A large, two-story white house with a porch and multiple windows.
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.

5. Kent Island Resort

Kent Island Resort
Stevensville
United States
Bethany
NT$3,994
NT$5,512 total
includes taxes & fees
Nov 11 - Nov 12
Kent Island Resort
A coastal hotel with multiple buildings, a beach, and a pier in the background.
Room
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.

6. Courtyard Ocean City Oceanfront

Courtyard Ocean City Oceanfront
Downtown Ocean City
United States
Ryan
NT$2,832
NT$3,172 total
includes taxes & fees
Oct 27 - Oct 28
Courtyard Ocean City Oceanfront
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.

7. SeaLoft Oceanfront Hotel

SeaLoft Oceanfront Hotel
Midtown Ocean City
United States
Jessica
NT$2,568
NT$2,876 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 cozy living room with a fireplace, a chessboard, and a tray with snacks and drinks.
A spacious lobby with wooden ceiling, comfortable seating, large windows, and a fireplace.

8. Lighthouse Club Hotel

Lighthouse Club Hotel
Midtown Ocean City
United States
Corey
NT$6,364
NT$7,128 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.
A reception area with a modern design, featuring a reception desk, a mounted television, a clock, and a large painting on the wall.
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.

9. Wingate by Wyndham North East

Wingate by Wyndham North East
North East
United States
Bonnie
NT$2,673
NT$2,994 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 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.

10. Hotel Monte Carlo Ocean City

Hotel Monte Carlo Ocean City
Downtown Ocean City
United States
Harlee
NT$2,320
NT$3,330 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Monte Carlo Ocean City
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Top Eastern Shore Hotel Reviews

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