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 11 - Oct 12
Tomorrow
Oct 12 - Oct 13
Next weekend
Oct 16 - Oct 18
In two weeks
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 spacious dining area with multiple tables and chairs, a central island, and a kitchen in the background.
A Comfort Inn & Suites hotel with a brick facade, arched entryway, and a well-maintained lawn.
A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
United States
Amy
NT$3,127
NT$3,471 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 swimming pool with lounge chairs and umbrellas, surrounded by buildings and palm trees.
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$2,554
NT$2,861 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.
A multi-story hotel with a pool area, including sun loungers and a smaller pool.

3. Park Place Hotel

Park Place Hotel
Downtown Ocean City
United States
kevin
NT$1,931
NT$2,888 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.
An indoor swimming pool with lounge chairs and a view of the outside balconies.
Room
A beachfront hotel with multiple balconies, a boardwalk, and a view of the ocean.

4. Courtyard Ocean City Oceanfront

Courtyard Ocean City Oceanfront
Downtown Ocean City
United States
Gonzalo
NT$2,687
NT$3,009 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 hotel room with a large bed, a chair, a wardrobe, and a window with a view of a green landscape.
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.

5. Comfort Inn Gold Coast

Comfort Inn Gold Coast
North Ocean City
United States
Michele
NT$2,157
NT$2,416 total
includes taxes & fees
Nov 1 - Nov 2
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 rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.
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$3,864
NT$5,344 total
includes taxes & fees
Oct 28 - Oct 29
Kent Island Resort
A balcony with two blue Adirondack chairs facing a beach with a white fence and a clear sky.
The exterior of SeaLoft Oceanfront Hotel with a prominent sign and a balcony with white railings.
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.

7. SeaLoft Oceanfront Hotel

SeaLoft Oceanfront Hotel
Midtown Ocean City
United States
Jessica
NT$2,270
NT$2,542 total
includes taxes & fees
Nov 1 - Nov 2
SeaLoft Oceanfront Hotel
A wooden bench with cushions, a framed painting of a pond, and a wooden wall panel.
A restaurant with large windows offering a view of the sea. Tables are set with white tablecloths and wooden chairs.
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.

8. Lighthouse Club Hotel

Lighthouse Club Hotel
Midtown Ocean City
United States
Corey
NT$6,226
NT$6,973 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.
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$3,161
NT$3,540 total
includes taxes & fees
Oct 25 - Oct 26
Wingate by Wyndham North East
A swimming pool with blue lounge chairs and striped umbrellas.
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.
A balcony with a chair, a sliding glass door leading to a bedroom with a bed, a sofa, and a lamp.

10. Hotel Monte Carlo Ocean City

Hotel Monte Carlo Ocean City
Downtown Ocean City
United States
Jacob
NT$2,270
NT$3,257 total
includes taxes & fees
Oct 15 - Oct 16
Hotel Monte Carlo Ocean City
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Top Eastern Shore Hotel Reviews

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