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
Sep 12 - Sep 13
Tomorrow
Sep 13 - Sep 14
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Our top choices for Eastern Shore hotels with winery

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.
An outdoor seating area with tables and chairs, overlooking a beach.
A beach with umbrellas and people.

1. Park Place Hotel

Park Place Hotel
Downtown Ocean City
United States
Sieki
NT$1,914
NT$3,495 total
includes taxes & fees
Sep 29 - Sep 30
Park Place Hotel
A modern dining area with a central island, multiple tables, and chairs. There are signs for 'RISP' and 'SILVER' on the wall, and an 'EXIT' sign above a door.
A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.
A modern lounge area with seating, a fireplace, and a television.
A hotel room with two beds, a desk, a TV, and a window with curtains.

2. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
United States
Amy
NT$3,290
NT$3,652 total
includes taxes & fees
Oct 4 - Oct 5
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 swimming pool with lounge chairs and umbrellas, surrounded by buildings and palm trees.
A beach with a wooden boardwalk, umbrellas, and people.

3. Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront
Downtown Ocean City
United States
Cynthia
NT$3,313
NT$3,710 total
includes taxes & fees
Sep 20 - Sep 21
Hyatt Place 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.
The exterior of SeaLoft Oceanfront Hotel with a prominent sign and a balcony with white railings.
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.

4. SeaLoft Oceanfront Hotel

SeaLoft Oceanfront Hotel
Midtown Ocean City
United States
Raymond
NT$2,250
NT$2,520 total
includes taxes & fees
Oct 5 - Oct 6
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 bedroom with a large bed, a bench, a dresser, and two windows with curtains.
A large, two-story white house with a porch and multiple windows.

5. Kent Island Resort

Kent Island Resort
Stevensville
United States
Bethany
NT$4,844
NT$6,448 total
includes taxes & fees
Oct 12 - Oct 13
Kent Island Resort
A coastal hotel with multiple buildings, a beach, and a pier in the background.
A hotel named 'Courtyard by Marriott' with a beach view, outdoor seating, and multiple balconies.
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
Lorianne
NT$3,592
NT$4,023 total
includes taxes & fees
Oct 5 - Oct 6
Courtyard Ocean City Oceanfront
A hotel room with two beds, a desk, a chair, and a wall-mounted TV.
A modern hotel with a prominent 'Wingate by Wyndham' sign, a covered entrance, and a flag.
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.

7. Wingate by Wyndham North East

Wingate by Wyndham North East
North East
United States
Gary
NT$3,162
NT$3,541 total
includes taxes & fees
Oct 4 - Oct 5
Wingate by Wyndham North East
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 bar area with stone walls, metal chairs, and two TVs mounted on the wall.
A white beach ball with "Monte Carlo Hotel Group" and "Ocean City, MD" text.

8. Hotel Monte Carlo Ocean City

Hotel Monte Carlo Ocean City
Downtown Ocean City
United States
Daniel
NT$2,226
NT$3,202 total
includes taxes & fees
Oct 11 - Oct 12
Hotel Monte Carlo Ocean City
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.
An outdoor patio with tables and chairs, blue umbrellas, and potted plants.
A hotel room with a large bed, a chair, a wardrobe, and a window with a view of a green landscape.

9. Comfort Inn Gold Coast

Comfort Inn Gold Coast
North Ocean City
United States
Thomas
NT$2,582
NT$2,892 total
includes taxes & fees
Oct 13 - Oct 14
Comfort Inn Gold Coast
A waterfront property with a prominent building featuring a red roof and a tower, surrounded by water and marshland.
A cozy living room with a fireplace, a chessboard, and a tray with snacks and drinks.
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.

10. Lighthouse Club Hotel

Lighthouse Club Hotel
Midtown Ocean City
United States
Alex
NT$4,628
NT$5,184 total
includes taxes & fees
Oct 12 - Oct 13
Lighthouse Club Hotel
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Top Eastern Shore Hotel Reviews

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