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 19 - Oct 20
Tomorrow
Oct 20 - Oct 21
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 rectangular swimming pool with a 3 FT depth marker, surrounded by lounge chairs and a small table.
A kitchen area with a central island, two doors with glass panels, and a hanging light fixture.
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
Amy
NT$3,180
NT$3,530 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 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.
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$2,592
NT$2,903 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.
An outdoor seating area with tables and chairs, overlooking a beach.
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
kevin
NT$1,755
NT$2,701 total
includes taxes & fees
Nov 4 - Nov 5
Park Place Hotel
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 bedroom with a large bed, a bench, a dresser, and two windows with curtains.
A rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.

4. Kent Island Resort

Kent Island Resort
Stevensville
United States
Bethany
NT$3,965
NT$5,472 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.
A beachfront hotel with multiple balconies, a boardwalk, and a view of the ocean.
Room
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
Ryan
NT$2,823
NT$3,162 total
includes taxes & fees
Oct 26 - Oct 27
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 compact hotel room with a kitchenette, a dining area with a view, and a green armchair.
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
michael
NT$2,189
NT$2,452 total
includes taxes & fees
Nov 8 - Nov 9
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.
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$2,304
NT$2,580 total
includes taxes & fees
Nov 1 - Nov 2
SeaLoft Oceanfront Hotel
A waterfront property with a prominent building featuring a red roof and a tower, surrounded by water and marshland.
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.
A restaurant with large windows offering a view of the sea. Tables are set with white tablecloths and wooden chairs.

8. Lighthouse Club Hotel

Lighthouse Club Hotel
Midtown Ocean City
United States
Corey
NT$6,318
NT$7,076 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.
A hotel room with a patterned carpet, a sofa, a chair, a small table, and a lamp.
An indoor swimming pool with clear glass walls, blue chairs around the pool, and a tiled floor.

9. Wingate by Wyndham North East

Wingate by Wyndham North East
North East
United States
Bonnie
NT$3,004
NT$3,364 total
includes taxes & fees
Nov 15 - Nov 16
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 bar area with stone walls, metal chairs, and two TVs mounted on the wall.
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$2,595
NT$3,633 total
includes taxes & fees
Oct 20 - Oct 21
Hotel Monte Carlo Ocean City
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Top Eastern Shore Hotel Reviews

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